Vacation Rentals

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3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
Only $99 down
24 hour cancellation policy
Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning modern home offers all the amenities you need for your most memorable Siesta Key vacation! Admirals Watch offers amazing ocean views and an unbeatable location just steps away from world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for family get togethers and romantic getaways alike.

Admirals Watch can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Trundle Bed (1) - Sleeps: 2
• Extra: Twin Sleeper Sofa (2) - Sleeps: 2

Exclusive Amenities Include:

• Views of Siesta Key Beach
• Elevator
• Kitchen Essentials
• Coffee Maker (Regular & K-Cup)
• Dining Table (Seats 8)
• Stainless Steel Appliances
• Dishwasher
• Linens Provided
• Flat Screen TV
• Bikes (4)
• Shared Heated Pool
• Beach Caddy
• Beach Chairs
• Beach Towels
• Cooler
• Outdoor Grill (Shared)
• Outdoor Lounge Area
• The Black Pearl Pontoon Boat Rental (exclusive to the Cottages guests’ only!)
• Free WiFi

 
 


 
Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $315
Price Per Weekfrom $2200
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
Only $99 down
24 hour cancellation policy
Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This cozy Siesta Key vacation home is located close to Siesta Key Village and just a short walk across the street from world famous Siesta Key Beach, voted the # 1 beach in the USA! Villa Vista Mare offers all of the amenities for your beach getaway and the BEST beach views on Siesta Key. Welcome to island living at its finest. Your paradise awaits!

Villa Vista mare can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: Queen Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Trundle Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool
• Private Elevator
• Kitchen Essentials Provided
• Coffee Maker (Regular + K-Cup)
• Tea Kettle
• Stainless Steel Kitchen Appliances
• Breakfast Counter (Seats up to 4)
• Toaster
• Wine Cooler
• Views of Siesta Key Beach
• Blender
• Dishwasher
• Dining Area (Seats up tp 4)
• Linens Provided
• Flat Screen TVs
• Washer/Dryer
• Outdoor Lounge Area
• Outdoor Dining Area
• BBQ Grill
• Beach Caddy
• Cooler
• Beach Towels
• Beach Chairs
• Free WiFi





Bedrooms3
Bathrooms3
Rental TypeCondo
Pet Friendly?
Price Per Nightfrom $295
Price Per Weekfrom $2000
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
Only $99 down
24 hour cancellation policy
Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This enchanting Siesta Key home offers every amenity your family or small group needs to make your most memorable Siesta Key vacation yet! Baydream Bungalow is located just a short drive to Siesta Key Village and less than 3 miles (when using beach access # 2) from world famous Siesta Key Beach, voted the # 1 beach in the USA!

Baydream Bungalow can accommodate up to 9 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Bunk Bed (1) - Sleeps: 2 + Full Bed (1) - Sleeps: 1
• Extra: Queen Airbed (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Screened-in Lanai
• Coffee Maker (K-Cup)
• Dishwasher
• Dining Area (seats up to 6)
• Stainless Steel Kitchen Appliances
• Linens Provided
• Flat Screen TV
• Kitchen Essentials Provided
• Washer/Dryer (Located in Garage)
• Outdoor Lounge Area
• Beach Towels
• Cooler
• Beach Caddy
• Outdoor Bar Area
• Grill
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $1250
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
Only $99 down
24 hour cancellation policy
Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This vibrant and uniquely configured home is a combination of two units: Monarch Villa and Peacock Villa. Each unit is a mirror image of the other and features a 3 bedroom/3 bathroom configuration that offers their very own common spaces to include: a kitchen, dining area, balconies and cabana rooms. Casa De Mariposa has everything you need for your ultimate Siesta Key vacation at an unbeatable location within walking distance to world famous Siesta Key Beach, voted the # 1 beach in the USA!

Casa De Mariposa can accommodate up to 16 guests with a bedding configuration as follows:

Monarch Villa can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Twin Bed (2) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Peacock Villa can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Twin Bed (2) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool (when combined with both units)
• Elevator
• Coffee Maker (Regular + K-Cup)
• 2 Poolside Cabana Rooms
• Flat Screen HDTVs
• Linens Provided
• Kitchen Essentials Provided
• Washer/Dryer (in each unit)
• Bikes (8)
• 2 Grills
• Beach Towels
• 2 Coolers
• Beach Caddy (Each Unit)
• Outdoor Lounge Areas
• 1 Minute Walk to Siesta Key Beach
• Close Proximity to Siesta Key Village
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi



Bedrooms6
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $425
Price Per Weekfrom $2900
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
Only $99 down
24 hour cancellation policy
Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This colorful and vibrant Siesta Key home features gorgeous panoramic views of the Gulf of Mexico and offers all of the amenities you could dream of for your beach vacation and an unbeatable location! Monarch Villa is located minutes away from Siesta Key Village and just a 1 minute walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Combined with its sister property Peacock Villa, both units make up Casa De Mariposa.

Monarch Villa can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Twin Bed (2) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Semi-Private Heated Pool (when rented as Casa De Mariposa pool is private)
• Elevator
• Coffee Makers (Regular + K-Cup)
• Dining Area
• Linens Provided
• Flat Screen HDTV
• Kitchen Essentials Provided
• Stainless Steel Kitchen Appliances
• Breakfast Counter
• Washer/Dryer
• Dishwasher
• Bikes (4)
• Beach Towels
• Beach Caddy
• Cabana Room
• Cooler
• Grill
• Outdoor Lounge Area
• 1 Minute Walk to Siesta Key Beach
• Close Proximity to Siesta Key Village
• Access to The Black Pearl of Siesta Key (exclusive to The Cottages guests’ only!)
• Secure Parking (in Garage)
• Free WiFi



Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $215
Price Per Weekfrom $1500
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
Only $99 down
24 hour cancellation policy
Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This colorful and vibrant Siesta Key home features gorgeous panoramic views of the Gulf of Mexico and offers all of the amenities you could dream of for your beach vacation and an unbeatable location! Peacock Villa is located minutes away from Siesta Key Village and just a 1 minute walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Combined with its sister property Monarch Villa, both units make up Casa De Mariposa.

Peacock Villa can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Twin Bed (2) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Semi-Private Heated Pool (when rented as Casa De Mariposa pool is private)
• Elevator
• Coffee Makers (Regular + K-Cup)
• Dining Area
• Linens Provided
• Flat Screen HDTV
• Kitchen Essentials Provided
• Stainless Steel Kitchen Appliances
• Breakfast Counter
• Washer/Dryer
• Dishwasher
• Bikes (4)
• Beach Towels
• Beach Caddy
• Cabana Room
• Cooler
• Grill
• Outdoor Lounge Area
• 1 Minute Walk to Siesta Key Beach
• Close Proximity to Siesta Key Village
• Access to The Black Pearl of Siesta Key (exclusive to The Cottages guests’ only!)
• Secure Parking (in Garage)
• Free WiFi
Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $215
Price Per Weekfrom $1400
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning and meticulously landscaped home has all of the amenities for your most memorable Siesta Key beach vacation! Casa Leone is located less than 3 miles from Siesta Key Village and world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is perfect for families and small groups.

Casa Leone can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2 + Bunk Bed - Twin Bed (2) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Extra: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Regular Coffee Maker
• Stainless Steel Kitchen Appliances
• Indoor Dining Area
• Flat Screen TVs
• Linens Provided
• Kitchen Essentials Provided
• Outdoor Lounge Area
• Outdoor Grill
• Outdoor Dining Area (Seats up to 8)
• Screened In Porch
• Beach Towels
• Beach Caddy
• Cooler
• 2-Car Garage
• Bicycles (4)
• The Black Pearl Pontoon Boat Rental (exclusive to the Cottages guests’ only!)
• Free WiFi

PLEASE NOTE:
This property can only be rented for a minimum of 7 nights, 8 days.


Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $1500
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to CocoBayou Cottage!


Please Note:
Sleeps 10: 3K, 2SS
The units [Casita Bayou & Casita Coco] are rented together.
When combined, these units are called: CoCoBayou Cottage (Sleeps 10)
If one property is not available, please contact us for the availability of another comparable property!


This uniquely configured private home is the perfect escape with lots of charm and is conveniently located to Crescent Village and the south bridge into Sarasota. This gorgeous beachy getaway comfortably sleeps 10 in beds with fresh linens. The property has recently been updated with stylish furnishings and is completely renovated to include a BRAND NEW heated pool in the backyard!


The 3BR/ 2BA spacious floor plan includes 2 king beds and a sofa sleeper in one unit [Casita Bayou] and 1 king and sofa sleeper in the other unit [Casita Coco], making this home roomy enough for everyone. You’ll enjoy both a fully equipped kitchen and washer/dryer for each unit (no waiting turns to do laundry with a large group) thank goodness! There are three sitting/living rooms, beautiful landscaping, an outdoor shower, plenty of lounge chairs for basking in the sun, and all the beach towels you could need. Both patios have a grill for dining and entertaining by the private pool, as well as patio dining tables to enjoy the fresh air (Casita Bayou’s patio is screened in)! We’ve provided colorful beach chairs, bicycles, and propane for the gas grills for your convenience. If you want to stay connected there are 5 flat screen TVs, cable television, free Wi-Fi, and a telephone.


CocoBayou Cottage is in one of the most cherished locations on Siesta Key! Just one block from Crescent Village and tucked into a quaint neighborhood that offers the best of all worlds, Siesta Key's world famous beach is only a 5 minute walk west, and there's also the option of taking the kayaks to the Intracoastal for an absolutely phenomenal tour of the bay! Dolphins, fish and birds are abound everywhere, making the experience unforgettable. In the evenings, walk to the village for some excellent restaurants, bars and shopping!
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $225
Price Per Weekfrom $1400
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Casita Bayou!


Please Note:
Sleeps 6 (K,K,SS)
The units [Casita Bayou & Casita Coco] are rented separately.
If combined, these units are called: Coconut Bayou Cottage (Sleeps 10)
If one unit is not available, please contact us for the availability of another comparable unit!


Casita Bayou is the larger half of this uniquely configured private home called the CoCoBayou Cottage and it is the perfect escape for you and your guests. This side of the gorgeous home has recently been updated with new furnishings and completely renovated on the interior. A stunning new heated pool has been added, along with beautiful landscaping.


This 2 bedroom / 1 bathroom has a spacious floor plan that accommodates up to 6 guests in two king beds in each of the bedrooms [sleeps 2 each] and a sofa sleeper [sleeps 2]. (4 Adults Maximum Please). Additionally, there is a fully equipped kitchen, washer/dryer, and a screened in lanai. If you want to stay connected there are 3 flat screen TVs, cable television, free Wi-Fi, and a telephone. Enjoy the heated pool in the winter and a great backyard with plenty of space to sunbathe, grill out, or even hang by the canal and drop in a fishing line. Kayaks and bicycles are also available at the property as well!


If you have a larger party [up to 10] and would like to book the entire cottage [Coconut Bayou Cottage], you will need to reserve both units together. If you have any questions, just contact our team for help!
Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $145
Price Per Weekfrom $900
1 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Casita Coco!

Sleeps 4: K, SS
The units [Casita Bayou & Casita Coco] are rented separately.
If combined, these units are called: CocoBayou Cottage (Sleeps 10)
If one unit is not available, please contact us for the availability of another comparable unit!

Casita Coco is one part of the uniquely configured private home called the CocoBayou Cottage and it is the perfect escape for you and your family and friends. This property can be rented separately or combined to accommodate a large party! This side of the gorgeous home sleeps 4. The property has recently been updated with new furnishings and completely renovated inside and out.

Enjoy a spacious floor plan that includes 1 king bed and a sofa sleeper that can accommodate up to 4 guests. Additionally there is a fully equipped kitchen, washer/dryer, and a patio If you want to stay connected there are two (2) flat screen TVs, cable television, free Wi-Fi, and a telephone. Enjoy the heated pool in the winter and a great backyard with plenty of space to sunbathe or grill out. Guests can take a short walk down the street to the intarcostal shore and drop in a fishing line. Kayaks and bicycles are also available at the property as well!

If you have a larger party [up to 10] and would like to book the entire cottage [CocoBayou Cottage], simply reserve CoCoBayou Cottage on our website or by calling a vacation specialist directly. It will be treated as two separate reservations for the same property. If you have any questions, just contact our team for help! help!
Bedrooms1
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $75
Price Per Weekfrom $500
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This charming Siesta Key vacation rental home is a unique combination of two units: “Baybreeze” and “Pinacolada” (3200 sq. ft. total). Each unit features a 3BR/2.5BA configuration, each with their very own common space to include a kitchen, dining area, living room and outdoor patio area. When booked together, Coconut Grove offers a private heated pool (when booked separately, the pool is shared between the two units). This home has every amenity you could fathom at an absolutely location in the HEART of Siesta Key Village and just a 4 minute walk to the #1 beach in the USA!

Coconut Grove can accommodate up to 16 guests with a bedding configuration as follows:

Baybreeze can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (2) - Sleeps: 4

Pinacolada can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (2) - Sleeps: 4

Exclusive Amenities Include:

• Private Heated Pool (when rented separately, pool is shared between both units)
• Linens Provided
• Regular Coffee Makers
• Kitchen Essentials Provided
• Flat Screen HDTVs (in every bedroom + each living room)
• Beach Towels
• Beach Caddy (2)
• Coolers (2)
• Beach Chairs
• Outdoor Lounge Area
• Gas Grill
• Views of Siesta Key Village
• 4 Minute Walk to Siesta Key Beach (when using beach access #5)
• Outdoor Shower
• Washer/Dryer (in unit)
• Secure Parking in Lot
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFI
Bedrooms6
Bathrooms5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $380
Price Per Weekfrom $2600
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This charming Siesta Key vacation rental home has all the amenities you could imagine at an absolutely UNBEATABLE location in the heart of Siesta Key Village! Enjoy being minutes away from world famous Siesta Key Beach, voted the #1 beach in the USA! Combined with its sister property Pinacolada, both units make up Coconut Grove. Book Baybreeze for the ultimate beach escape!

Baybreeze can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (2) - Sleeps: 4

Exclusive Amenities Include:

• Semi-Private Heated Pool (when combined with both units, pool is private)
• Linens Provided
• Kitchen Essentials Provided
• Dining Area
• Regular Coffee Maker
• Flat Screen HDTVs (in living room + all bedrooms)
• Washer/Dryer (in unit)
• Beach Caddy
• Cooler
• Beach Chairs
• Gas Grill (Shared with Pinacolada)
• Beach Towels
• Outdoor Lounge Area
• Outdoor Shower
• Parking on Property
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi



Bedrooms3
Bathrooms2.5
Rental TypeCondo
Pet Friendly?
Price Per Nightfrom $210
Price Per Weekfrom $1300
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This enchanting Siesta Key vacation rental home has all the amenities you could imagine at an absolutely UNBEATABLE location in the heart of Siesta Key Village! Enjoy being minutes away from world famous Siesta Key Beach, voted the #1 beach in the USA! Combined with its sister property Baybreeze, both units make up Coconut Grove. Book Pinacolada for the ultimate beach escape!

Pinacolada can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (2) - Sleeps: 4

Exclusive Amenities Include:

• Semi-Private Heated Pool (when combined with both units, pool is private)
• Linens Provided
• Kitchen Essentials Provided
• Dining Area
• Regular Coffee Maker
• Flat Screen HDTVs (in living room + all bedrooms)
• Washer/Dryer (in unit)
• Beach Caddy
• Cooler
• Beach Chairs
• Shared Outdoor Grill
• Beach Towels
• Outdoor Lounge Area
• Outdoor Shower
• Parking on Property
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi


Bedrooms3
Bathrooms2.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $210
Price Per Weekfrom $1300
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This charming Siesta Key Vacation home offers all of the amenities you can fathom and at absolutely unbeatable location in the heart of Point of Rocks and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! Crescent Cottage has recently been completely renovated, with new bathrooms, flooring, paint, and brand new furniture throughout. This home is ideal for families and groups alike.

Crescent Cottage can accommodate up 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Twin Bed (2) - Sleeps: 2
• Extra: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Kitchen Essentials Provided
• Linens Provided
• Regular Coffee Maker
• Dining Area (seats up tp 6)
• Stainless Steel Appliances
• HDTVs
• Beach Towels
• Beach Caddy
• Beach Chairs
• Grill
• Outdoor Lounge Area
• Close Proximity to Point of Rocks
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $275
Price Per Weekfrom $1800
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This coastal 5-bedroom/3-bathroom home features all the amenities you can think of for your beach vacation and offers an unbeatable location. Florita's Key is located just minutes from Shell Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and small groups.

Florita's Key can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Bedroom # 5: Twin Bed (2) - Sleeps: 2
• Sitting Area: Futon (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Outdoor Grill
• Dishwasher
• Keurig Coffee Maker
• Regular Coffee Maker
• Blender
• Toaster
• Smart TVs
• Outdoor Lounge Area
• Linens Provided
• Kitchen Essentials
• Microwave
• Close proximity to Siesta Key Beach/Siesta Key Village
• Minutes from Shell Beach
• Close to downtown/restaurants
• Beach Caddy
• Beach Chairs
• Cooler
• Free WIFI
• Dog-Friendly (Up to 30 lbs.)



Bedrooms5
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $1600
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stellar 4 bedroom/4 bathroom canal home is centrally located close to Siesta Key Village and just a 3 minute walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Latitude Adjustment offers all of the amenities you could imagine at an absolutely unbeatable location! This home is ideal for family gatherings and small groups alike.

Latitude Adjustment can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Full Bed (2) - Sleeps: 4

Exclusive Amenities Include:

• Private Heated Pool
• Private Elevator
• Coffee Maker (Regular + Keurig)
• Dining Area
• Kitchen Essentials Provided
• Stainless Steel Appliances
• Dishwasher
• Wall Mounted Flat Screen TVs
• Linens Provided
• Private Balconies
• Washer/Dryer
• Grill
• Beach Towels
• Beach Caddy
• Cooler
• Beach Chairs
• Outdoor Lounge Area
• Bicycles (4)
• Kayaks (2)
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Private Boat Dock
• Located on Canal
• Minutes from Siesta Key Beach (when using beach access # 8)
• Close Proximity to Siesta Key Village
• Secure Parking in Garage
• Free WiFi



Bedrooms4
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $300
Price Per Weekfrom $2100
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This private 4 bedroom/4 bathroom home is a unique combination of two units: "Casita Lime" and "Casita Coconut" (1920 sq. ft. total). Each unit features a 2 bedroom/2 bathroom configuration, each with their own living space, kitchen and outdoor patio. When booked together, Lime in the Coconut features a private heated pool (when booked separately, the pool is shared between the two units). This home offers all of the amenities for your beach vacation at an unbeatable location! This home is right in the heart of Siesta Key Village and just two blocks from world famous Siesta Key Beach, continually ranked as one of the top ten best beaches in the USA! Lime in the Coconut is the perfect getaway for small families and groups a like.

Lime in the Coconut can accommodate up to 12 guests with a bedding configuration as follows:

Casita Lime:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Twin Bed (2) - Sleeps: 2
● Extra: Sleeper Sofa/Love Seat (1) - Sleeps: 2

Casita Coconut:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Queen Bed (1) - Sleeps: 2
● Extra: Sleeper Sofa/Love Seat (1) - Sleeps: 2


Exclusive Amenities include:

● Private Heated Salt Water Pool (when combined with both units)
● Screened in Lanais
● Outdoor Shower
● Motion Sensor Outdoor LED Lighting
● Kitchen Essentials
● Linens Provided
● Washer/Dryer (in each unit)
● Outdoor Grill
● Located in the Heart of Siesta Key Village
● 2 Blocks from Siesta Key Beach (when using beach access # 5)
● HD TVs (in each bedroom)
● Outdoor Lounge Area
● Beach Towels
● Beach Caddy
● Beach Chairs
● Dog Friendly (up to 25 lbs.)
● Free WiFi



Bedrooms4
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $275
Price Per Weekfrom $1750
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This adorable two bedroom/two bathroom home features a shared heated salt water pool (when booking Lime in the Coconut, pool is private). Casita Coconut offers all of the amenities for the ultimate beach getaway at an unbeatable location in the heart of Siesta Key Village and just two blocks from world famous Siesta Key Beach! This home is ideal for small families and couples alike.

Casita Coconut can accommodate up to 6 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Queen Bed (2) - Sleeps: 2
● Extra: Sleeper Sofa/Love Seat (1) - Sleeps: 2

Exclusive Amenities include:

● Semi-Private Heated Salt Water Pool (when combined with both units, pool is private)
● Screened in Lanai
● Outdoor Shower
● Kitchen Essentials
● Motion Sensor Outdoor LED Lighting
● Linens Provided
● Washer/Dryer (in unit)
● Outdoor Grill
● Located in the Heart of Siesta Key Village
● 2 Blocks from Siesta Key Beach (when using beach access # 5)
● HD TVs (in each bedroom)
● Stainless Steel Kitchen Appliances
● Outdoor Lounge Area
● Beach Towels
● Beach Caddy
● Beach Chairs
● Dog Friendly (up to 25 lbs.)
● Free WiFi



Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $145
Price Per Weekfrom $875
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This adorable two bedroom/two bathroom home features a shared heated salt water pool (when booking Lime in the Coconut, pool is private). Casita Lime offers all of the amenities for the ultimate beach getaway at an unbeatable location in the heart of Siesta Key Village and just two blocks from world famous Siesta Key Beach! This home is ideal for small families and couples alike.

Casita Lime can accommodate up to 6 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Twin Bed (2) - Sleeps: 2
● Extra: Sleeper Sofa/Love Seat (1) - Sleeps: 2

Exclusive Amenities include:

● Semi-Private Heated Salt Water Pool (when combined with both units, pool is private)
● Screened in Lanai
● Outdoor Shower
● Kitchen Essentials
● Linens Provided
● Washer/Dryer (in unit)
● Outdoor Grill
● Located in the Heart of Siesta Key Village
● 2 Blocks from Siesta Key Beach (when using beach access # 5)
● HD TVs (in each bedroom)
● Outdoor Lounge Area
● Motion Sensor Outdoor LED Lighting
● Beach Towels
● Beach Caddy
● Beach Chairs
● Dog Friendly (up to 25 lbs.)
● Free WiFi



Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $145
Price Per Weekfrom $875
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Luna Flores is a uniquely configured villa featuring a combination of two special vacation homes. Luna Flores is specially designed to include two separated living areas called Villa Las Flores and Luna Nueva. Located just off island with easy access to Siesta Key (approximately less than 10 minutes away via car). This midtown vacation home is within walking distance of amazing array of restaurants and shops to include Trader Joe's market just a block away.

This 6 bedroom combination is fully furnished, each with wall-mounted HDTVs, ceiling fans. There are two bathrooms featuring slate floors, with an expansive shower in one and a tub/shower configuration in the other, and beautiful cabinetry.The dining rooms seat 6 plus additional 4 if seated at the bar counter. Both kitchens feature stainless steel equipment to include a refrigerator, microwave, stove/oven and a dishwasher. Every detail is driven by your gourmet chef's needs to include granite counters and a gooseneck sink faucet. Each home also has a laundry room off the kitchen area. Outside, an exterior privacy fence surrounds each home and has been entirely revised and replaced, along with an additional expansive paver area, lush landscaping and night lighting. Did we mention each home has a private heated pool!

Welcome to your new vacation home combination of Luna Flores! Contact our vacation specialist for reserve your space at either Villa or both!
Bedrooms6
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $250
Price Per Weekfrom $1750
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Luna Nueva, a gorgeous 3 bedroom 2 bathroom villa located mid-town with easy access to Siesta Key - approximately less than 10 minutes away via car. All within walking distance you will find an amazing array of restaurants and shops in the immediate vicinity. Trader Joe's, an excellent supermarket is within 1 block and easy to walk. Luna Nueva is one of two special vacation homes that can be reserved separately or combined. The other available home is called Villa Las Flores and combined we call them Luna Flores.

Not only a great location, but 3 bedrooms fully furnished, each with wall-mounted HDTVs, ceiling fans. There are two bathrooms featuring slate floors, with expansive shower in one and a tub/shower configuration in the other, and beautiful cabinetry.The dining room seats 6 plus 4 at the bar counter. The kitchen features stainless steel equipment to include a refrigerator, microwave, stove/oven and a dishwasher. Every detail is driven by your gourmet chef's needs to include granite counters and a gooseneck sink faucet. There is a fully equipped laundry room off of the kitchen.

Outside, an exterior privacy fence surrounds your private and heated pool and has been entirely revised and replaced, along with an additional expansive courtyard paver area with lush landscaping and night lighting.

Welcome to your new vacation home rental, Luna Nueva! Contact our vacation specialists on how to reserve your space at the combined Luna Flores or separately as Luna Nueva or Villa Las Flores to suit your vacation needs.
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $135
Price Per Weekfrom $875
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This inviting 3 bedroom/2 bathroom home features a private heated pool and is centrally located near downtown Sarasota. With just a short drive to world famous Siesta Key Beach, you will truly be living the Florida Life! Villa Las Flores is the ideal home for small families and couples looking for a tropical getaway.

Villa Las Flores can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Twin Bed (2) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Coffee Maker (Regular & Keurig)
• Outdoor Grill
• Linens Provided
• Kitchen Essentials Provided
• Wall-Mounted HDTVs + 1 in each bedroom
• Stainless Steel Appliances in Kitchen
• Granite Counters
• Dining Room (seats up to 6)
• Gooseneck Faucet (in kitchen)
• Privacy Fence
• Dishwasher
• Washer & Dryer
• Breakfast Counter
• Screened-In Seating Area
• Outdoor Lounging Area
• Outdoor Dining Area
• Free WiFi
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $135
Price Per Weekfrom $875
4 Bedroom
This tropical 4 bedroom/3 bathroom beach villa is just a short drive to The Village and Siesta Key Beach, voted the # 1 beach in the USA! This beach cottage is the ideal vacation rental for large families.

Mango Manor can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2
• Bedroom # 3: King Bed (1) – Sleeps: 2
• Bedroom # 4: King Bed (1) – Sleeps: 2
• Living Room # 1: Pull-Out Sleeper Sofa (1) – Sleeps: 2
• Living Room # 2: Pull-Out Sleeper Sofa (1) – Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Blender
• Regular Coffee Maker
• Linens Provided
• Kitchen Essentials Provided
• Stainless Steel Appliances
• Outdoor Lounge Area
• Outdoor Dining Area
• Indoor Dining Area
• Washer/Dryer in Unit
• Beach Towels
• Beach Caddy (2)
• Beach Chairs
• Coolers
• Bikes (4)
• Access to The Black Pearl (Exclusive to The Cottages guests’ only!)
• Free WiFi



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $225
Price Per Weekfrom $1400
2 Bedroom
This tropical 2 bedroom/1 bathroom cottage is just a five minute walk to Crescent Beach and a short drive to The Village and Siesta Key Beach, voted the # 1 beach in the USA! This beach bungalow is ideal for small families and couples alike.

Honey Mango Cabana can accommodate up to 6 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2
• Living Room: Pull-Out Sleeper Sofa (1) – Sleeps: 2


Exclusive Amenities Include:

• Semi-Private Heated Pool (When combined with both units, pool is private)
• Blender
• Regular Coffee Maker
• Linens Provided
• Outdoor Lounge Area
• Outdoor Dining Area
• Indoor Dining Area
• Washer/Dryer in Unit
• Bikes (2)
• Kitchen Essentials Provided
• Beach Towels
• Beach Caddy
• Cooler
• Beach Chairs
• Stainless Steel Appliances
• Access to The Black Pearl (Exclusive to The Cottages guests’ only!)
• Free WiFi
Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $115
Price Per Weekfrom $700
2 Bedroom
This tropical 2 bedroom/2 bathroom cottage is just a five minute walk to Crescent Beach and a short drive to The Village and Siesta Key Beach, voted the # 1 beach in the USA! This beach bungalow is ideal for small families and couples alike.

Juicy Mango Cabana can accommodate up to 6 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: King Bed (1) – Sleeps: 2
• Living Room: Pull-Out Sleeper Sofa (1) – Sleeps: 2


Exclusive Amenities Include:

• Semi-Private Heated Pool (When combined with both units, pool is private)
• Blender
• Regular Coffee Maker
• Linens Provided
• Outdoor Lounge Area
• Outdoor Dining Area
• Indoor Dining Area
• Washer/Dryer in Unit
• Bikes (2)
• Kitchen Essentials Provided
• Stainless Steel Appliances
• Access to The Black Pearl (Exclusive to The Cottages guests’ only!)
• Free WiFi
Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $115
Price Per Weekfrom $700
4 Bedroom
Welcome to Playa y Blanca! This uniquely configured 4BR/2BA villa is a combination of two units: “Casita Blanca” and “Casita Playa.” This cozy beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, continually ranked as one of the top 10 beaches in the USA! Escape to Playa y Blanca for your ultimate beach vacation!

Playa y Blanca can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: Queen Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2
• Bedroom # 3: Queen Bed (1) – Sleeps: 2
• Bedroom # 4: Twin Bed (2) – Sleeps: 2

Exclusive Amenities Include:

• Bikes (7)
• Linens Provided
• Kitchen Essentials
• Stainless Steel Kitchen Appliances
• Dining Area
• Private Beach Service
• Private Beach Access
• Heated Communal Pool
• Flat Screen TVs in living room + each bedroom
• Washer & Dryer
• Private Hot Tub (When reserved with Both Units)
• Secure parking on property
• Tea Kettle
• Beach Caddy
• Grill
• Beach Cooler
• Beach Towels
• Free WiFi



Bedrooms4
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $240
Price Per Weekfrom $1600
2 Bedroom
Welcome to Casita Blanca! This inviting beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, continually ranked as one of the top 10 beaches in the USA! Combined with its sister property Casita Playa, both units make up Playa y Blanca. Reserve Casita Blanca for the ultimate beach retreat!

Casita Blanca can accommodate up to 4 guests with a bedding configuration as follows:

• Bedroom # 1: Queen Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2

Exclusive Amenities Include:

• Bikes (4)
• Linens Provided
• Kitchen Essentials
• Stainless Steel Kitchen Appliances
• Communal Heated Pool
• Private Beach Service
• Private Beach Access
• Dining Area (Seats up to 4)
• Flat Screen TVs in living room + each bedroom
• Shower/Tub Combo in Bathroom
• Washer & Dryer (Shared with sister unit)
• Secure parking on property
• Tea Kettle
• Private Hot Tub
• Beach Caddy
• Beach Cooler
• Beach Towels
• Free WiFi
Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $120
Price Per Weekfrom $800
2 Bedroom
Welcome to Casita Playa! This lovely 2BR/1BA beach bungalow is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, continually ranked as one of the top 10 beaches in the USA! Combined with its sister property Casita Blanca, both units make up Playa y Blanca. Escape to Casita Playa for your ultimate beach vacation!

Casita Blanca can accommodate up to 4 guests with a bedding configuration as follows:

• Bedroom # 1: Queen (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2


Exclusive Amenities Include:

• Bikes (3)
• Linens Provided
• Kitchen Essentials
• Private Beach Access
• Private Beach Service
• Heated Communal Pool
• Stainless Steel Kitchen Appliances
• Dining Area (Seats up to 4)
• Flat Screen TVs in living room + each bedroom
• Shower/Tub Combo in Bathroom
• Washer & Dryer (Shared with sister unit)
• Private Hot Tub (When reserved with sister property)
• Secure parking on property
• Tea Kettle
• Beach Caddy
• Grill
• Beach Cooler
• Beach Towels
• Free WiFi

Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $120
Price Per Weekfrom $800
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Sandy Seahorse Cottage, a unique configuration of two units: “Sandy Cabana” and “Seahorse Cabana.” Each unit offers their own kitchen, living areas and lanai areas. This charming beach cottage has been recently updated with brand new furnishings throughout. This home is perfect for families and beachcombers alike!

Sandy Seahorse Cottage can accommodate up to 16 guests (8 in Sandy Cabana/8 in Seahorse Cabana) with a bedding configuration as follows:

Sandy Cabana

● Bedroom # 1: King Bed (1) – Sleeps: 2
● Bedroom # 2: Queen Bed (1) – Sleeps: 2
● Bedroom # 3: Twin Bed (2) – Sleeps: 2
● Extra Bed: Queen Air Bed (1) – Sleeps: 2

Seahorse Cabana

● Bedroom # 1: King Bed (1) – Sleeps: 2
● Bedroom # 2: Queen Bed (1) – Sleeps: 2
● Bedroom # 3: Twin Bed (2) – Sleeps: 2
● Extra Bed: Queen Air Bed (1) – Sleeps: 2

Exclusive Amenities Include:

● Private Heated Pool (when rented separately, pool is shared)
● Washer/Dryer (in Each Unit)
● Screened-in Porch Areas
● Regular Coffee Makers
● Flat Screen TVs Throughout
● Kitchen Essentials
● Linens Provided
● Beach Towels
● Outdoor Lounge Area
● Dishwasher
● Bicycles (6)
● Secure Parking
● Beach Coolers
● Beach Caddies
● Free WiFi
Bedrooms6
Bathrooms5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $300
Price Per Weekfrom $2100
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This wonderful beach cottage has been recently updated with brand new furnishings throughout. When reserved with its sister property Seahorse Cabana, both units make up Sandy Seahorse Cottage. This home is ideal for small families and beachcombers alike!

Sandy Cabana can accommodate up to 8 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) – Sleeps: 2
● Bedroom # 2: Queen Bed (1) – Sleeps: 2
● Bedroom # 3: Twin Bed (2) – Sleeps: 2
● Extra Bed: Queen Air Bed (1) – Sleeps: 2

Exclusive Amenities Include:

● Shared Heated Pool (When combined with both units, pool is Private)
● Washer/Dryer
● Screened-in Lanai Area
● Flat Screen TVs Throughout
● Kitchen Essentials
● Linens Provided
● Beach Towels
● Outdoor Lounge Area
● Dishwasher
● Bicycles
● Regular Coffee Maker
● Outdoor Grill
● Secure Parking
● Beach Cooler
● Beach Caddy
● Free WIFI



Bedrooms3
Bathrooms2.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $150
Price Per Weekfrom $1050
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This wonderful beach cottage has been recently updated with brand new furnishings throughout. This home is ideal for small families and beachcombers alike! When reserved with its sister property Sandy Cabana, both units make up Sandy Seahorse Cottage.

Seahorse Cabana can accommodate up to 8 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) – Sleeps: 2
● Bedroom # 2: Queen Bed (1) – Sleeps: 2
● Bedroom # 3: Twin Bed (2) – Sleeps: 2
● Extra Bed: Queen Air Bed (1) – Sleeps: 2

Exclusive Amenities Include:

● Shared Heated Pool (when combined with both units, pool is Private)
● Washer/Dryer (in unit)
● Screened-in Lanai Area
● Flat Screen TVs Throughout
● Kitchen Essentials
● Linens Provided
● Beach Towels
● Outdoor Lounge Area
● Dishwasher
● Bicycles (3)
● Regular Coffee Maker
● Outdoor Grill
● Secure Parking
● Beach Cooler
● Beach Caddy
● Free WiFi
Bedrooms3
Bathrooms2.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $150
Price Per Weekfrom $1050
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and recently built (completion date of 2017) offers every amenity you could dream of for your most memorable Siesta Key vacation. Sea Grape Cottage is located near Siesta Key Village and just a couple of miles from world famous Siesta Key Beach, voted the # 1 beach in the USA!

Sea Grape Cottage can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Bedroom # 5: Twin Bed (2) - Sleeps: 2
• Extra: Queen Airbed (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Screened-in Lanai
• Flat Screen HDTVs in every room
• Stainless Steel Kitchen Appliances
• Gourmet Kitchen
• Kitchen Essentials Provided
• Linens Provided
• Coffee Maker (Regular + Keurig)
• Bikes (4)
• Beach Towels
• Beach Caddy
• Beach Chairs
• Beach Cooler
• Washer/Dryer
• Outdoor Lounge Area
• Outdoor Kitchen
• Grill
• 2-Car Garage
• Free WiFi

Please note this property can only be rented for a minimum of 7 nights, 8 days.



Bedrooms5
Bathrooms3.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2000
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Seaside Cottage, one of Siesta Key's most dazzling 4BR/3BA homes, with private heated pool. Steps from world famous Siesta Key beach and just minutes so Siesta Key Village! This remarkable 4 bedroom/3 bathroom home features a private heated pool. With its location less than a mile from Siesta Key Village and just steps from Siesta Key beach, you’ll truly be living the beach life! This home is perfect for families or groups looking for a beach getaway.

Seaside Cottage can accommodate up to 11 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Full Trundle Bed (1) - Sleeps: 2 + Twin trundle Bed (1) - Sleeps: 1
• Den Area: Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Bicycles (5)
• Regular Coffee Maker
• Outdoor Grill
• Linens Provided
• Kitchen Essentials Provided
• Washer & Dryer in Unit
• Outdoor Dining Area
• Outdoor Lounge Area
• Flat screen HDTVs throughout
• Sleeper Sofa (located in den)
• Close Proximity to Siesta Key Village
• Less than 1 mile from Siesta Key Beach
• Stainless Steel Appliances
• Dining Area (inside home)
• Breakfast Counter
• Beach Towels
• Beach Cooler
• Beach Caddy
• Free WiFi
Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $315
Price Per Weekfrom $2100
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Serenity Cottage!

A pristine and elegant home so close to the most beautiful beach in the world most would say, Serenity Cottage offers a delightful and relaxing retreat with maximum comforts in mind, and a spacious abode designed around the needs and comforts of large families traveling together!

Enjoy the delicate care that the owner has taken into making this home the absolute best option for their guests to come. The kitchen is meticulously designed for large families to come together and cook feasts with expansive cabinetry, upgraded stainless steel appliances, and plenty of counter space. Dining options are abundant for both inside and out, where just off the living room your family and friends can enjoy meals together under a sheltered screen-in lanai regardless of the weather. Sit back and relax in front of the extra large HD Flat TV in the living room, on soft and plush leather couches and decor pillows. The owner has created a desirable haven for revitalization, rejuvenation and serenity for the soul. And when you step out to the pool area, prepared to be invigorated by the warm glowing sun shining down on a pristine pool, cool for summers, and heated for the winters... Feel refreshed every day you wake by a quick dip in the refreshing waters of Serenity Cottage.

The bedrooms provide plush coziness and personal solace with new bedding, HDTVs in every room, providing everyone a space to call their own. The home comfortably sleeps 8 altogether, with the master featuring a king size bed (sleeps 2), a 2nd master that features a queen size bed (sleeps 2), and the children's room that features a unique bunk bed combination and trundle (sleep 4).

Point of Rocks, located just south of the Stickney Point Bridge, the most notable location on Siesta Key, is blessed with the soft, white quartz sand found on Siesta Key beach, but geologically unique and named for the formation of limestone rock that extends from the beach out into the Gulf of Mexico. This location has become home to a wide array of tropical fish and is not only a great environment for fishing but the only real location for great snorkeling on the Island.

Please Note:
If this unit is not available, please contact us for the availability of another comparable one!

We are certain that once you get here, you will never want to leave, but we are absolutely positive you will always return....
Bedrooms3
Bathrooms3.5
Rental TypeTownhome
Pet Friendly?
Price Per Nightfrom $200
Price Per Weekfrom $1350
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Siesta Dream House! This enchanting 4-bedroom/3.5-bathroom home is located in Siesta’s North Key and is close to Siesta Key Village and Siesta Key Beach, voted the #1 beach in the USA! With recently updated décor throughout, you will truly be indulging in “The Florida Life!”

Siesta Dream House can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: King Bed (1) – Sleeps: 2
• Bedroom # 3: Queen Bed (1) – Sleeps: 2
• Bedroom # 4: Twin Bed (4) – Sleeps: 4
• Sleeper Sofa: Queen (1) – Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Gourmet Kitchen
• Lanai
• Outdoor Dining Area
• Private 2-Car Garage
• Bicycles (4)
• Beach Caddy
• Beach Cooler
• Beach Chairs
• Linens Provided
• Kitchen Essentials
• Beach Towels Provided
• HDTVs in Every Room
• Office Desk + Chair
• Stainless Steel Appliances
• Granite Countertops
• Free WiFi

Please note this property can only be rented for a minimum of 7 nights, 8 days.

Bedrooms4
Bathrooms3.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $1800
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This private 6BR/4BA home is a unique combination of two units: “Sea Esta” & “Sea La Vie” (2328 sq. ft. total). Each unit features a 3BR/2BA configuration, each with their very own common space to include a kitchen, dining area, and private outdoor patios. When booked together, Siesta Salt Life offers a private heated pool (when booked separately, the pool is shared between the two units). Each kitchen features stainless steel appliances, a dining room table that fits up to 6, and a breakfast counter. The living area features a flat screen TV and access to the outdoor private patio. With plantation shutters and coastal décor throughout, you will truly feel the charm of Siesta Key living. Each bedroom features a flat screen TV & offers unique views of the home, from the outside pool area, to the lush jungle-like landscaping of the backyard. Step outside & you’ll find a massive outdoor area featuring a tranquil pool & BBQ area: perfect for family get togethers! The outside area also features a shower station. Siesta Salt Life is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part? Siesta Salt Life is just 1 minute (seriously!) away from Siesta Key Beach, voted the # 1 beach in the U.S!

Siesta Salt Life can accommodate up to 16 guests (8 in each unit), with a bedding configuration as follows:

• Bedroom 1: King Bed (1) – Sleeps: 2
• Bedroom 2: Queen Bed (1) -Sleeps: 2
• Bedroom 3: Queen Bed (2) – Sleeps 4

Exclusive Amenities Include:

• Close proximity to Siesta Key Public Beach (when using access # 7)
• Walking distance to Siesta Key Village shops & restaurants
• Private Pool (when combined with both units)
• Regular Coffee Maker
• Stainless Steel Appliances
• Plantation Shutters
• Flat screen TV
• Flat Screen TVs in each bedroom
• Complimentary Wi-Fi
• Parking
• Private Pool (when combined with both units)
• Full kitchen facilities
• Brand new dishwashers in each unit
• Washer/Dryer
• Outside Patio
• Outside Pool Shower
• BBQ area
• Beach Caddy/Cart
• Beach Chairs
• Bicycles (4 in each unit)
• Beach Towels Provided
• Stand Alone Shower (Bathroom 1) Shower/Tub Combo (Bathroom 2)
• Free WiFi

***Please Note: Dog Friendly (20 lbs. and Under)

Bedrooms6
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $450
Price Per Weekfrom $2900
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This private 3BR/2BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. The best part? Siesta Salt Life is just 1 minute (seriously!) away from Siesta Key Beach, voted the # 1 beach in the U.S! Sea Esta offers a shared heated pool with its sister property Sea la Vie (when booking Siesta Salt Life, the pool is private). The kitchen features stainless steel appliances, a dining room table that fits up to 6, and a breakfast counter. The living area features a flat screen TV and access to the outdoor private patio. With plantation shutters and coastal décor throughout, you will truly feel the charm of Siesta Key living. Each bedroom features a flat screen TV & offers unique views of the home, from the outside pool area, to the lush jungle-like landscaping of the backyard. Step outside & you’ll find a massive outdoor area featuring a tranquil pool & BBQ area: perfect for family gatherings! The outside area also features a shower station. Book Sea Esta, and let your cares drift away. You Have Arrived…

Sea Esta can accommodate up to 8 guests, with a bedding configuration as follows:

• Bedroom 1: King Bed (1) – Sleeps: 2
• Bedroom 2: Queen Bed (1) -Sleeps: 2
• Bedroom 3: Queen Bed (2) – Sleeps 4

Exclusive Amenities Include:

• Close proximity to Siesta Key Public Beach (access # 7 is only 207 ft. away!)
• Walking distance to Siesta Key Village shops & restaurants
• Semi-Private Heated Pool (when combined with both units pool is private)
• Coffee Maker
• Stainless Steel Appliances
• Plantation Shutters
• Flat screen TV
• Flat Screen TVs in each bedroom
• Complimentary Wi-Fi
• Parking
• Beach Chairs
• Bicycles (4)
• Full kitchen facilities
• Brand new dishwasher
• Washer/Dryer
• Outside Patio
• Outside Pool Shower
• BBQ area
• Beach Caddy/Cart
• Beach Towels Provided
• Stand Alone Shower (Bathroom 1) Shower/Tub Combo (Bathroom 2)
• Free WiFi

***Please Note: Dog Friendly (20 lbs. and Under)
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $230
Price Per Weekfrom $1450
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This private 3BR/2BA home is the perfect beach getaway to relax, unwind & take in everything Siesta Key has to offer. Sea la Vie is just 1 minute (seriously!) away from Siesta Key Beach, voted the # 1 beach in the U.S! Sea la Vie offers a shared heated pool with its sister property Sea Esta (when booking Siesta Salt Life, the pool is private). The kitchen features stainless steel appliances, a dining room table that fits up to 6, and a breakfast counter. The living area features a flat screen TV and access to the outdoor private patio. With plantation shutters and coastal décor throughout, you will truly feel the charm of Siesta Key living. Each bedroom features a flat screen TV & offers unique views of the home, from the outside pool area, to the lush jungle-like landscaping of the backyard. Step outside & you’ll find a massive outdoor area featuring a tranquil pool & BBQ area: perfect for family gatherings! The outside area also features a shower station. Book Sea la Vie, and let your cares drift away. You Have Arrived…

Sea la Vie can accommodate up to 8 guests, with a bedding configuration as follows:

• Bedroom 1: King Bed (1) – Sleeps: 2
• Bedroom 2: Queen Bed (1) -Sleeps: 2
• Bedroom 3: Queen Bed (2) – Sleeps 4

Exclusive Amenities Include:

• Close proximity to Siesta Key Public Beach (access # 7 is only 207 ft. away!)
• Walking distance to Siesta Key Village shops & restaurants
• Coffee Maker
• Stainless Steel Appliances
• Plantation Shutters
• Flat screen TV
• Flat Screen TVs in each bedroom
• Complimentary Wi-Fi
• Parking
• Semi-Private Pool (when combined with both units pool is private)
• Full kitchen facilities
• Brand new dishwasher
• Washer/Dryer
• Outside Patio
• Outside Pool Shower
• Beach Chairs
• Bicycles (4)
• BBQ area
• Beach Caddy/Cart
• Beach Towels Provided
• Stand Alone Shower (Bathroom 1) Shower/Tub Combo (Bathroom 2)
• Free WiFi


***Please Note: Dog Friendly (20 lbs. and Under)
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $230
Price Per Weekfrom $1450
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This tranquil vacation rental in Siesta Key offers all of the amenities needed for your most relaxing beach vacation at an absolutely unbeatable location! Siesta Soul is perfect for family get togethers and romantic getaways alike.

Siesta Soul can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Kitchen Essentials Provided
• HDTV
• Coffee Maker
• Blender
• Toaster
• Dishwasher
• Linens Provided
• Beach Chairs
• Beach Towels
• Outdoor Covered Patio
• Outdoor Dining Area
• Screen-in Patio (Located on 2nd floor)
• Cooler
• Beach Caddy
• Outdoor Lounge Area
• Outdoor Grill
• Outdoor Fire Pit Table
• Washer/Dryer
• Secure Parking in Garage
• Exclusive access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi
Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $250
Price Per Weekfrom $1700
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This completely renovated Siesta Key vacation rental is a unique combination of two units:
Sol y Mar & Casita Sol. Both units feature a 2BR/1BA configuration, each with their very own common space to include a kitchen, dining area, and private outdoor lounge area. Sol y Mar offers all of the amenities for your most perfect beach vacation at an unbeatable location close to world famous Siesta Key Beach, voted the # 1 beach in the USA!

Sol y Mar can accommodate up to 8 guests with a bedding configuration as follows:

Casita Mar (Sleeps 4):

• Bedroom # 1: Queen Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2

Casita Sol (Sleeps 4):

• Bedroom # 1: Queen Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2

Exclusive Amenities Include:

• Heated Communal Pool
• Private Hot Tub (when rented separately, hot tub is shared)
• Private Beach Access
• Regular Coffee Makers (2)
• Dining Area
• Dishwasher
• Kitchen Essentials Provided
• Stainless Steel Kitchen Appliances
• Washer/Dryer (2)
• Flat Screen TV
• Linens Provided
• Beach Towels
• Outdoor Lounge Areas
• Coolers (2)
• Beach Chairs
• Outdoor Grills
• Beach Caddies
• Beach Service (includes 4 beach chairs + 2 umbrella)
• Access to The Black Pearl (exclusive to the Cottages guests’ only!)
• Free WiFi



Bedrooms4
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $240
Price Per Weekfrom $1600
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!


This delightful beach bungalow offers all of the amenities for your beach vacation at an absolutely unbeatable location! Casita Mar is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! Combined with its sister property Casita Sol, both units make up Sol y Mar. Escape to Casita Mar for your ultimate Siesta Key beach vacation!

Casita Mar can accommodate up to 4 guests with a bedding configuration as follows:

• Bedroom # 1: Queen Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2

Exclusive Amenities Include:

• Heated Communal Pool
• Shared Hot Tub (when combined with both units, hot tub is private)
• Private Beach Access
• Regular Coffee Maker
• Dining Area
• Dishwasher
• Kitchen Essentials Provided
• Stainless Steel Kitchen Appliances
• Washer/Dryer (located outside)
• Flat Screen TV
• Linens Provided
• Beach Towels
• Outdoor Lounge Area
• Cooler
• Beach Chairs
• Outdoor Grill
• Beach Caddy
• Beach Service (includes 2 beach chairs + 1 umbrella)
• Access to The Black Pearl (exclusive to the Cottages guests’ only!)
• Free WiFi



Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $120
Price Per Weekfrom $800
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This inviting beach bungalow offers all of the amenities for your beach vacation at an absolutely unbeatable location! Casita Sol is just a short walk to prestigious Crescent Beach and close to world famous Siesta Key Beach, voted the # 1 beach in the USA! Combined with its sister property Casita Mar, both units make up Sol y Mar. Escape to Casita Sol for your ultimate Siesta Key beach vacation!

Casita Sol can accommodate up to 4 guests with a bedding configuration as follows:

• Queen Bed (1) - Sleeps: 2
• Twin Bed (2) - Sleeps: 2

Exclusive Amenities Include:

• Heated Communal Pool
• Shared Hot Tub (when combined with both units, hot tub is private)
• Private Beach Access
• Regular Coffee Maker
• Dining Area
• Dishwasher
• Kitchen Essentials Provided
• Stainless Steel Kitchen Appliances
• Washer/Dryer (in unit)
• Flat Screen TV
• Linens Provided
• Beach Towels
• Outdoor Lounge Area
• Cooler
• Beach Chairs
• Outdoor Grill
• Outdoor Shower
• Beach Caddy
• Beach Service (includes 2 beach chairs + 1 umbrella)
• Access to The Black Pearl (exclusive to the Cottages guests’ only!)
• Free WiFi



Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $120
Price Per Weekfrom $800
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This tranquil canal-front home is a unique configuration of two units: Sophie’s Cottage and Villa Champagne. Each home offers their own common spaces that include a kitchen, dining area and outdoor living spaces with a private heated pool. Sophie’s Quartier is centrally located near Siesta Key Village and just minutes from world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

Sophie’s Quartier can accommodate up to 16 guests with a bedding configuration as follows:

Sophie’s Cottage (Sleeps 8):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2
• Family Room: Queen Futon (1) - Sleeps: 2

Villa Champagne (Sleeps 8):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Twin Bed (2) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pool (2)
• Hot Tub (Villa Champagne)
• The Black Pearl Pontoon Boat Rental (exclusive to the Cottages guests’ only!)
• Fishing Dock
• Coffee Maker (Regular & K-Cup)
• Outdoor Grills
• Linens Provided
• Kitchen Essentials Provided
• Stainless Steel Appliances
• Dishwasher (each unit)
• Sun Deck
• Outdoor Lounge Areas
• Screened-in Lanai
• Beach Caddies
• Beach Towels
• Beach Chairs
• Washer/Dryer
• Bicycles (8)
• Kayaks (5)
• Free WiFi




Bedrooms6
Bathrooms5.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $550
Price Per Weekfrom $3500
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This picturesque 2 bedroom/2 bathroom water-front cottage features a private heated pool and boat dock and is located just minutes from Siesta Key beach, voted the # 1 beach in the USA! Sophie’s Cottage is the ideal vacation rental for small family retreats and couples looking for a romantic getaway.

Sophie’s Cottage can accommodate up to 8 guests with a bedding configuration as follows:

· Bedroom # 1: King Bed (1) – Sleeps: 2
· Bedroom # 2: Queen Bed (1) – Sleeps: 2
· Living Room: Queen Sleeper Sofa – Sleeps: 2
· Family Room: Queen Futon (1) – Sleeps: 2

Exclusive Amenities Include:

· Private Heated Pool with Sun-Shelf
· Fishing Dock with underwater fish light
· Bicycles (4)
· Kayaks (2)
· Coffee Maker (Regular & K-Cup)
· Grill
· Linens Provided
· Kitchen Essentials Provided
· Stainless Steel Appliances
· Flat Panel TVs throughout
· Dishwasher
· Granite Top Dining Table (Seats 6)
· Sun Deck
· Outdoor Lounge Area
· Water Views
· Located on a Canal
· Free WIFI


PLEASE NOTE:
There is a 14 night minimum stay or 1 rental per 30 day period, per SRQ ordinance.
Your reservation must follow under the accordance of the Sarasota County code regulations.



Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2310
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This enchanting 4 bedroom/3.5 bathroom cottage is a short walk to Siesta Key Village and just minutes from Siesta Key Beach, voted the # 1 beach in the USA! Villa Champagne is the ideal vacation rental for families and groups alike.

Villa Champagne can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Queen Bed (1) – Sleeps: 2
• Bedroom # 3: Twin Bed (2) – Sleeps: 2
• Bedroom # 4: Queen Bed (1) – Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Private Boat Dock
• Exclusive access to The Black Pearl (exclusive to The Cottages guests only!)
• Located on Canal
• Water Views
• Outdoor Lounge Area
• Screened-in Lanai
• Bicycles (4)
• Kayaks (3)
• Regular Coffee Maker
• Outdoor Grill
• Stainless Steel Kitchen Appliances
• Gourmet Kitchen
• Dining Area (Seats up to 10)
• Private Parking (In Garage)
• Breakfast Counter
• Washer/Dryer
• Dishwasher
• Gourmet Kitchen
• Beach Caddy
• Beach Cooler
• Beach Towels
• Beach Chairs
• Master Bedroom: Private Balcony overlooking Pool
• Linens Provided
• Kitchen Essentials Provided
• Free WIFI

Bedrooms4
Bathrooms3.5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $315
Price Per Weekfrom $2000
8 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to The Abalone! This newly constructed 8 bedroom/6 bathroom luxury villa is a combination of two units: Casa Eulimia & Casa Junonia. Each unit features a 4 bedroom/3 bathroom configuration, each with their own common space, kitchen, outdoor patios & private heated outdoor pool. With modern and coastal decor throughout, you will truly be living “the beach life.” The Abalone is located just steps from Point of Rocks Beach & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups.

The Abalone can accommodate up to 24 guests (12 in each unit) with a bedding configuration as follows:

Casa Eulimia

● Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
● Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
● Bedroom # 3: King Bed (1) - Sleeps: 2
● Bedroom # 4: Queen Bed (1) - Sleeps: 2
● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Casa Junonia

● Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
● Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
● Bedroom # 3: King Bed (1) - Sleeps: 2
● Bedroom # 4: Queen Bed (1) - Sleeps: 2
● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

● Private heated pools
● Private poolside cabana rooms
● Outdoor dining/lounging areas
● Outdoor refrigerator/cooking areas
● Outdoor Grills
● Washer & Dryer (in each unit)
● Linens provided
● Kitchen Essentials
● Stainless steel appliances throughout
● Flat screen TVs (in living room area/outdoor area/each bedroom)
● Close proximity to Crescent Beach/Crescent Village
● Steps from Point of Rocks Beach
● Close to downtown/restaurants
● Breathtaking pool views/views of Point of Rocks Beach
● Bicycles (8)
● Beach Caddies
● Beach Chairs
● Coolers Provided
● Secure Parking in Private Garage (in each unit)
● Private Elevator (each unit)
● Dishwashers
● Free WiFi




Bedrooms8
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $600
Price Per Weekfrom $3700
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning four-bedroom/three-bathroom luxury home features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” Casa Eulimia is located just steps from Crescent Beach/Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups.


Casa Eulimia can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Private Cabana Room
• Outdoor Dining/Lounging Area
• Outdoor Refrigerator
• Outdoor Grill
• Washer & Dryer (in Unit)
• Linens Provided
• Kitchen Essentials
• Stainless Steel Appliances
• Flat screen TVs throughout + 1 Outside
• Close Proximity to Siesta Key Beach/Village
• Minutes from Crescent Beach/Crescent Village
• Close to downtown/restaurants
• Bicycles (4)
• Regular Coffee Maker
• Beach Caddy
• Beach Chairs
• Cooler
• Private Garage
• Private Elevator
• Dishwasher
• Free WiFi



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $325
Price Per Weekfrom $1850
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This upscale four-bedroom/three-bathroom luxury home features a spacious kitchen and living area, outdoor patios & private heated outdoor pool with cabana room. With modern and coastal decor throughout, you will truly be living “the beach life.” This home is ideal for large families & groups of 12.

Casa Junonia can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Private Cabana Room
• Outdoor Dining/Lounging Area
• Outdoor Refrigerator/Cooking Area
• Outdoor BBQ
• Washer & Dryer (in Unit)
• Linens Provided
• Kitchen Essentials
• Stainless Steel Appliances
• Flat screen TVs throughout
• Close Proximity to Siesta Key Beach/ Village
• Minutes from Crescent Beach/ Crescent Village
• Minutes from Point of Rocks
• Bicycles (4)
• Beach Caddy
• Beach Chairs
• Cooler Provided
• Private Garage
• Private Elevator
• Regular Coffee Maker
• Dishwasher
• Free WIFI

Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $325
Price Per Weekfrom $1850
8 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and newly constructed (completion date of June 2017) 8BR/6BA home is a unique configuration of two units: Casa Ohana and Casa Mahalo and has all of the amenities for your perfect Siesta Key Beach vacation! Each unit features their own common spaces that include: a kitchen, dining area, living room, heated pool and outdoor living spaces. The Big Kahuna holds THE premier location, with close proximity to Siesta Key Beach, voted the #1 Beach in America and in the heart of world famous Siesta Key Village! This home is ideal for large families and groups alike.

The Big Kahuna can accommodate up to 24 guests (12 in each unit) with a bedding configuration as follows:

Casa Ohana can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Extra: Queen Sleeper Sofa (1) - Sleeps: 2

Casa Mahalo can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Extra: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pools (2)
• Private Elevators (2)
• Stainless Steel Appliances
• Linens Provided
• Regular Coffee Makers (2)
• Washer/Dryer (in each unit)
• Kitchen Essentials Provided
• Dishwashers (2)
• Flat Screen HDTVs (in each unit)
• Outdoor Cabana Rooms
• Outdoor Dining Areas
• Outdoor Lounge Areas
• Beach Towels Provided
• Beach Caddies (2)
• Grills (2)
• Beach Coolers
• Outdoor Flat Screen HDTVs (in each unit)
• Bikes (8)
• Outdoor Refrigerator
• Access to The Black Pearl Pontoon Boat Rental (exclusive to The Cottages guests’ only!)
• Free WiFi


Bedrooms8
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $625
Price Per Weekfrom $4055
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and recently constructed (completion date of June 2017) 4 bedroom/3 bathroom home offers all of the amenities for your vacation, including a private heated pool and outdoor cabana room! Casa Mahalo is centrally located in the heart of Siesta Key Village and just a short walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

Casa Mahalo can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Extra: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pool
• Private Elevator
• Stainless Steel Appliances
• Linens Provided
• Regular Coffee Maker
• Washer/Dryer in Unit
• Kitchen Essentials Provided
• Dishwasher
• Flat Screen HDTVs throughout
• Outdoor Cabana Room
• Outdoor Dining Area
• Outdoor Lounge Area
• Beach Towels
• Beach Caddy
• Grill
• Beach Cooler
• Outdoor Flat Screen HDTV
• Bikes (4)
• Outdoor Refrigerator
• Access to The Black Pearl Pontoon Boat Rental (exclusive to The Cottages guests’ only!)
• Free WiFi
Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $350
Price Per Weekfrom $2025
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning and recently constructed (completion date of June 2017) 4 bedroom/3 bathroom home offers all of the amenities for your beach vacation, including a private heated pool and outdoor cabana room! This home offers luxurious accommodations in an unbeatable location in the heart of Siesta Key and just a short walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is perfect for families and large groups.

Casa Ohana can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2 + 1 Chair Sleeper Sofa (1) - Sleeps: 1
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Extra: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pool
• Private Elevator
• Stainless Steel Appliances
• Linens Provided
• Regular Coffee Maker
• Washer/Dryer in Unit
• Kitchen Essentials Provided
• Dishwasher
• Flat Screen HDTVs throughout
• Outdoor Cabana Room
• Outdoor Dining Area
• Outdoor Lounge Area
• Beach Towels
• Beach Caddy
• Grill
• Beach Cooler
• Outdoor Flat Screen HDTV
• Bikes (4)
• Outdoor Refrigerator
• Access to The Black Pearl Pontoon Boat Rental (exclusive to The Cottages guests’ only!)


Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $350
Price Per Weekfrom $2025
8 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to The Conch! This newly constructed 8 bedroom/6 bathroom luxury condo is a unique combination of two units: Casa Coquina & Casa Antilles. Both units feature a 4 bedroom/3 bathroom configuration, each with their own common space, kitchen, outdoor patios & private heated outdoor pool. The Conch is located just steps from Point of Rocks Beach & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups.

The Conch can accommodate up to 26 guests (14 in Casa Coquina/12 in Casa Antilles) with a bedding configuration as follows:

Casa Coquina

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: King Bed (1) - Sleeps: 2
● Bedroom # 3: Queen Bed (2) - Sleeps: 4
● Bedroom # 4: Full Bed (2) - Sleeps: 4
● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Casa Antilles

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: King Bed (1) - Sleeps: 2
● Bedroom # 3: King Bed (1) - Sleeps: 2
● Bedroom # 4: Full Bed (2) - Sleeps: 4
● Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

● Private Heated Pools
● Cabana Rooms
● Outdoor Dining Areas
● Lounge Chairs
● Outdoor BBQ (each Unit)
● Washer/Dryer in each Unit
● Linens Provided
● Kitchen Essentials Provided
● Stainless Steel Appliances
● Flat Screen TVs
● Close proximity to Siesta Key Beach/Village
● Steps from Point of Rocks Beach
● Short Drive to Downtown/Restaurants
● Balconies overlooking the Pool Area
● Bicycles (4 per Unit)
● Beach Cooler Provided
● Beach Chairs
● Secure Parking in Private Garage
● Private Elevators
● Dishwasher
● Free WiFi



Bedrooms8
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $600
Price Per Weekfrom $3700
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and coastal 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups.

Casa Antilles can accommodate up to 12 guests with a bedding configuration as follows:

● Bedroom 1: King Bed (1) - Sleeps: 2
● Bedroom 2: King Bed (1) - Sleeps: 2
● Bedroom 3: King Bed (1) - Sleeps: 2
● Bedroom 4: Full Bed (2) - Sleeps: 4
● Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

● Private Heated Pool
● Cabana Room
● Outdoor Dining Area
● Lounge Chairs
● Outdoor BBQ
● Washer/Dryer in Unit
● Linens Provided
● Kitchen Essentials Provided
● Stainless Steel Appliances
● Flat Screen TVs
● Close proximity to Siesta Key Beach/Village
● Steps from Point of Rocks Beach
● Short Drive to Downtown/Restaurants
● Balconies overlooking the Pool Area
● Bicycles (4)
● Beach Cooler Provided
● Beach Chairs
● Secure Parking in Private Garage
● Private Elevator
● Dishwasher
● Free WiFi



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $325
Price Per Weekfrom $1850
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and spacious 4 bedroom/3 bathroom home is located just steps from Crescent Village & minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for large families & groups. When reserved with its sister property Casa Antilles, both units make up The Conch.

Casa Coquina can accommodate up to 14 guests with a bedding configuration as follows:

● Bedroom 1: King Bed (1) - Sleeps: 2
● Bedroom 2: King Bed (1) - Sleeps: 2
● Bedroom 3: Queen Bed (2) - Sleeps: 4
● Bedroom 4: Full Bed (2) - Sleeps: 4
● Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

● Private Heated Pool
● Cabana Room
● Outdoor Dining Area
● Lounge Chairs
● Outdoor BBQ
● Washer/Dryer in Unit
● Linens Provided
● Kitchen Essentials Provided
● Stainless Steel Appliances
● Flat Screen TVs
● Close proximity to Siesta Key Beach/Village
● Steps from Point of Rocks Beach
● Short Drive to Downtown/Restaurants
● Balconies overlooking the Pool Area
● Bicycles (4)
● Beach Cooler Provided
● Beach Chairs
● Secure Parking in Private Garage
● Private Elevator
● Dishwasher
● Free WiFi



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $325
Price Per Weekfrom $1850
8 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious 8 bedroom/six bathroom home is a unique combination of two units: “Casa Stolida” and “Casa Tegula” (4000 sq. ft. total). Each unit features a 4 bedroom/3 bathroom configuration, each with their own cabana room, separate living areas, private elevators and your very own private heated pools! Once inside, you will see that The Nautilus is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout; you will truly feel like a Siesta Key local! The Nautilus is ideal for families and large groups.

The Nautilus can accommodate up to 24 guests (12 in each unit), with a bedding configuration as follows:

Casa Stolida:

• Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 3: King Bed (1) - Sleeps: 2
• Bedroom 4: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Casa Tegula:

• Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 3: King Bed (1) - Sleeps: 2
• Bedroom 4: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pools (2)
• Bicycles (4 per unit)
• Regular Coffee Makers
• Outdoor Grill/BBQ Areas
• Outdoor Dining Areas
• Flat Screen HDTVs in each bedroom/outdoor area
• Outdoor Refrigerators
• Coolers
• Beach Caddy in each unit
• Beach Towels/Linens Provided
• Walking Distance to Point of Rocks Beach
• Close Proximity to Shops/Restaurants
• Private Garages (in each unit)
• Washer/Dryer in each unit
• Private Elevators in each unit
• Free WiFi
Bedrooms8
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $600
Price Per Weekfrom $3700
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Once inside the home, you will see that Casa Stolida is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout; you will truly feel like a Siesta Key local! Casa Stolida is ideal for large families and groups.

Casa Stolida can accommodate up 12 guests, with a bedding configuration as follows:

• Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 3: King Bed (1) - Sleeps: 2
• Bedroom 4: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Private Cabana Room
• Outdoor Dining/Lounging Area
• Outdoor Refrigerator
• Outdoor Grill
• Washer & Dryer in Unit
• Linens Provided
• Kitchen Essentials
• Stainless Steel Appliances
• Flat screen TVs throughout + 1 Outside
• Close Proximity to Siesta Key Beach
• Minutes from Crescent Beach
• Close to downtown/restaurants
• Bicycles (4)
• Regular Coffee Maker
• Beach Caddy
• Beach Chairs
• Cooler
• Private Garage
• Private Elevator
• Dishwasher
• Free WiFi



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $325
Price Per Weekfrom $1850
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Casa Tegula, one of Siesta Key’s premier 4BR/3BA homes. Once inside the home, you will see that Casa Tegula is the definition of Siesta Key living. With coastal décor and brand-new furnishings throughout, you will truly feel like a Siesta Key local! Casa Tegula is ideal for large families and groups.


Casa Tegula can accommodate up 12 guests, with a bedding configuration as follows:

• Bedroom 1: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 2: King Bed (1) - Sleeps: 2 + Chair Sofa Sleeper (1) - Sleeps: 1
• Bedroom 3: King Bed (1) - Sleeps: 2
• Bedroom 4: Queen Bed (1) - Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Private Cabana Room
• Outdoor Dining/Lounging Area
• Outdoor Refrigerator
• Outdoor Grill
• Washer & Dryer in Unit
• Linens Provided
• Kitchen Essentials
• Stainless Steel Appliances
• Flat screen TVs throughout + 1 Outside
• Close Proximity to Siesta Key Beach
• Minutes from Crescent Beach
• Close to downtown/restaurants
• Bicycles (4)
• Regular Coffee Maker
• Beach Caddy
• Beach Chairs
• Cooler
• Private Garage
• Private Elevator
• Dishwasher
• Free WiFi




Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $325
Price Per Weekfrom $1850
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This recently renovated (completion date of June 2017) is a unique combination of two units: Casita Morning Star and Casita Sun Star. Each unit features a 3BR/3BA configuration, each with their very own private heated pool and common space to include a kitchen, dining area, screened-in lanai and outdoor lounge area. The Solaster is a short walk to Point of Rocks Beach and just minutes from Crescent Village. This home is ideal for large families and groups.

The Solaster can accommodate up to 20 guests with a bedding configuration as follows:

Casita Morning Star (Sleeps 10):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Full Bed (2) - Sleeps: 4
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Casita Sun Star (Sleeps 10):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Full Bed (2) - Sleeps: 4
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pool (2)
• Screened-in Lanai (each unit)
• Regular Coffee Makers
• Stainless Steel Appliances
• Dishwasher (each unit)
• Washer/Dryer (in each unit)
• Linens Provided
• Flat Screen HDTVs
• Kitchen Essentials Provided
• Bicycles (8)
• Beach Caddies
• Beach Chairs
• Outdoor Lounge Areas
• Beach Towels
• Beach Coolers
• Outdoor Grills
• Outdoor Dining Areas
• Secure Parking (in each lot)
• Dog-Friendly (up to 25 lbs.)
• Free WiFi
Bedrooms6
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $410
Price Per Weekfrom $2800
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This newly renovated (completion date of June 2017) home has all the amenities for your perfect Siesta Key getaway at an unbeatable location! Casita Morning Star is a short walk to Point of Rocks Beach and centrally located in the heart of Crescent Village. This home is ideal for families and small groups.

Casita Morning Star can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Full Bed (2) - Sleeps: 4
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pool
• Screened-in Lanai
• Regular Coffee Maker
• Stainless Steel Appliances
• Dishwasher
• Washer/Dryer
• Linens Provided
• Flat Screen HDTVs
• Kitchen Essentials Provided
• Bicycles (4)
• Beach Caddy
• Beach Chairs
• Outdoor Lounge Area
• Beach Towels
• Beach Cooler
• Outdoor Grill
• Outdoor Dining Area
• Secure Parking (in lot)
• Dog-Friendly (up to 25 lbs.)
• Free WiFi
Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $200
Price Per Weekfrom $1375
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and newly renovated (completion date of June 2017) home offers all of the amenities you can fathom for your most memorable Siesta Key getaway at an unbeatable location! Casita Sun Star is just a short walk to Point of Rocks Beach and minutes from Crescent Village. This home is ideal for families and small groups.

Casita Sun Star can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Full Bed (2) - Sleeps: 4
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities include:

• Private Heated Pool
• Screened-in Lanai
• Regular Coffee Maker
• Stainless Steel Appliances
• Dishwasher
• Washer/Dryer
• Linens Provided
• Flat Screen HDTVs
• Kitchen Essentials Provided
• Bicycles (4)
• Beach Caddy
• Beach Chairs
• Outdoor Lounge Area
• Beach Towels
• Beach Cooler
• Outdoor Grill
• Outdoor Dining Area
• Secure Parking (in lot)
• Dog-Friendly (up to 25 lbs.)
• Free WiFi


PLEASE NOTE:
This home can be rented along with its sister property called Casita Morning Star. Both units combined make up The Solaster and can accommodate up to 20 guests.



Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $200
Price Per Weekfrom $1375
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This massive and decadent 6-bedroom/10-bathroom home is a unique combination of two units: Heron House and Sailors Looking. Each unit features a 3-bedroom/5-bathroom configuration, each with their own common space that include a kitchen, dining area, game room and living room. Relax in the sparkling outdoor pool or enjoy stunning ocean views from your very own roof top decks. The Blue Serenity is located in the heart of Siesta Key Village and minutes away from world famous Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is ideal for large families and groups alike.

The Blue Serenity can accommodate up to 22 guests with a bedding configuration as follows:

Heron House:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Queen Bed (1) - Sleeps: 2
● Bedroom # 3: Queen Bed (2) - Sleeps: 2 + Twin Bed (2) - Sleeps: 2
● Extra: Sleeper Sofa (1) - Sleeps: 2

Sailors Lookout:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Queen Bed (1) - Sleeps: 2
● Bedroom # 3: Queen Bed (2) - Sleeps: 4
● Extra: Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

● 6 Full Bathrooms + 4 Half Bathrooms
● Private Heated Pool
● 2 Private Elevators
● Stainless Steel Appliances throughout
● 2 Game Rooms (Ping Pong Table)
● 2 Roof Top Deck overlooking Siesta Key Beach
● Located in Siesta Key Village
● Close Proximity to Siesta Key Beach
● Kitchen Essentials
● Linens Provided
● 4 Wet Bars
● Bicycles
● Outdoor Lounge Area
● Outdoor Dining Area
● Beach Towels
● Coolers
● Beach Carts
● Outdoor Grill
● Beach Chairs
● Flat Screen HDTVs
● 2 Dining Tables (each Seats 8)
● Regular Coffee Makers
● Washer/Dryer (in each unit)
● Secure Parking in each Garage
● Free WiFi



Bedrooms6
Bathrooms10
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $4900
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and completely renovated (as of 2019) 3-bedroom/5-bathroom home has all the amenities for your beach vacation, including a game room and breathtaking ocean views from your very own roof-top deck! Heron House is centrally located in the heart of Siesta Key Village and just minutes from world famous Siesta Key Beach! This is the ideal vacation home for large families and groups. Combined with its sister property Sailors Lookout, both units make up The Blue Serenity.

Heron House can accommodate up to 12 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Queen Bed (1) - Sleeps: 2
● Bedroom # 3: Queen Bed (2) - Sleeps: 2 + Twin Bed (2) - Sleeps: 2
● Extra: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

● 3 Full Bathrooms + 2 Half Bathrooms
● Shared Heated Pool (when booking both units, pool is private)
● Private Elevator
● Stainless Steel Appliances throughout
● Game Room (Ping Pong Table)
● Roof Top Deck overlooking Siesta Key Beach
● Located in Siesta Key Village
● Close Proximity to Siesta Key Beach
● Kitchen Essentials
● Linens Provided
● 2 Wet Bars
● Bicycles
● Outdoor Grill
● Outdoor Lounge Area
● Outdoor Dining Area
● Beach Towels
● Coolers
● Beach Carts
● Beach Chairs
● Flat Screen HDTVs
● Dining Table (Seats 8)
● Hair Dryer
● Regular Coffee Maker
● 2-Car Garage
● Free WiFi



Bedrooms3
Bathrooms5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2200
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning 3-bedroom/5-bathroom home has all the amenities you could dream of for your beach vacation and features a spacious rooftop deck with some of the best beach views Siesta Key has to offer. Sailors Lookout is centrally located in the heart of Siesta Key Village and just minutes from world famous Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is perfect for families and large groups. When combined with its sister property Heron House, both units make up The Blue Serenity.

Sailors Lookout can accommodate up to 10 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: Queen Bed (1) - Sleeps: 2
● Bedroom # 3: Queen Bed (2) - Sleeps: 4
● Extra: Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

● 3 Full Bathrooms + 2 Half Bathrooms
● Shared Heated Pool (when combined with both units, pool is private)
● Game Room (Ping Pong Table)
● Private Elevator
● Secure Parking (2-Car Garage)
● Roof-Top Deck
● Stainless Steel Appliances throughout
● Dining Table (Seats 8)
● Flat Screen HDTVs throughout
● 2 Wet Bars
● Kitchen Essentials
● Linens Provided
● Hair Dryer
● Regular Coffee Maker
● Beach Towels
● Coolers
● Beach Cart
● Beach Chairs
● Outdoor Dining Area
● Outdoor Lounge Area
● Outdoor Grill
● Washer/Dryer (in unit)
● Toaster
● Bicycles
● Free WiFi



Bedrooms3
Bathrooms5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2200
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This private six bedroom/six bathroom home is a unique combination of four units: Lantana, Mimosa, Plumbago and Vinca. Each unit can be rented separately or together (Lantana and Mimosa combined is called Honeysuckle and Plumbago and Vinca combined is called Mandevilla). When booked all together, The Hummingbird offers a private heated pool (when booked separately, the pool is shared between each unit). Reserve The Hummingbird and live like a Siesta Key local in the heart of Siesta Key Village!

The Hummingbird can accommodate up to 20 guests with a bedding configuration as follows:

Lantana (Sleeps 6):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Mimosa (Sleeps 4):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Plumbago (Sleeps 6):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Vinca (Sleeps 4):
• Bedroom # 1: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Secure parking in lot
• Screened-in lanai
• Beach Towels
• Dog-Friendly
• Free WIFI
Bedrooms6
Bathrooms6
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $350
Price Per Weekfrom $2400
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This inviting 3 bedroom/3 bathroom home is located right in the heart of Siesta Key Village and just steps from Siesta Key Beach, voted the # 1 beach in the USA! Reserve Honeysuckle now and live like a Siesta Key local!

Honeysuckle can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Living Room # 1: Sleeper Sofa (1) - Sleeps: 2
• Living Room # 2: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool (when rented with all units to make The Hummingbird, pool is private)
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Secure parking in lot
• Screened-in lanai
• Beach Towels
• Dog-friendly (up to 25 lbs.)
• Free WIFI



Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $175
Price Per Weekfrom $1200
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This adorable 2 bedroom/2 bathroom home has all of the amenities for your perfect beach vacation at an unbeatable location! Combined with its sister property Mimosa, both units make up Honeysuckle. All four units combined make up The Hummingbird. Lantana is perfectly located less than five minutes from world famous Siesta Key beach, voted the # 1 beach in the USA! This home is perfect for small families and groups. Reserve Lantana now and live like a Siesta Key local!

Lantana can accommodate up to 6 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Shared Heated Pool (when rented with all units to make The Hummingbird, pool is private)
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Secure parking in lot
• Screened-in front porch
• Beach Towels
• Dog-Friendly (up to 25 lbs.)
• Free WiFi



Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $120
Price Per Weekfrom $800
1 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This adorable 1 bedroom/1 bathroom home is a unique combination of 4 units that can be rented separately or together. Combined with its sister unit Lantana, both units make up Honeysuckle. All four units combined make up The Hummingbird. This home is located less than 5 minutes from Siesta Key beach, voted the # 1 beach in the USA! Reserve Mimosa now and live like a Siesta Key local!

Mimosa can accommodate up to 4 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool (when rented with all units to make The Hummingbird, pool is private)
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Secure parking in lot
• Screened-in front porch
• Beach Towels
• Dog-Friendly (up to 25 lbs.)
• Free WIFI



Bedrooms1
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $95
Price Per Weekfrom $600
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This charming 3 bedroom/3 bathroom home is located right in the heart of Siesta Key Village and just steps from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and small groups. Reserve Mandevilla now and live like a Siesta Key local!

Mandevilla can accommodate up to 10 guests with a bedding configuration as follows:

Plumbago (Sleeps 6):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Vinca (Sleeps 4):

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool (when rented with all units to make The Hummingbird, pool is private)
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Outdoor lounge area
• Beach Towels
• Free WIFI



Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $175
Price Per Weekfrom $1200
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This adorable 2 bedroom/2 bathroom home is a unique combination of 4 units that can be rented separately or together. Combined with its sister unit Vinca, both units make up Mandevilla. All four units combined make up The Hummingbird. This home is located less than 5 minutes from Siesta Key beach, voted the # 1 beach in the USA! Reserve Plumbago now and live like a Siesta Key local!

Plumbago can accommodate up to 6 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool (when rented with all units to make The Hummingbird, pool is private)
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Secure parking in lot
• Screened-in front porch
• Beach Towels
• Free WIFI



Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $120
Price Per Weekfrom $800
1 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This adorable 1 bedroom/1 bathroom home is a unique combination of 4 units that can be rented separately or together. Combined with its sister unit Plumbago, both units make up Mandevilla. All four units combined make up The Hummingbird. This home is located less than 5 minutes from Siesta Key beach, voted the # 1 beach in the USA! Reserve Vinca now and live like a Siesta Key local!

Vinca can accommodate up to 4 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool (when rented with all units to make The Hummingbird, pool is private)
• Close proximity to Siesta Key Beach
• Located in the heart of Siesta Key Village
• Kitchen essentials provided
• Linens Provided
• Washer & Dryer
• Secure parking in lot
• Screened-in front porch
• Beach Towels
• Free WIFI



Bedrooms1
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $95
Price Per Weekfrom $600
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This tropical island retreat is a combination of three units, each with their own kitchen and living spaces. With a heated pool and coastal décor throughout, you’ll be living “The Florida Life” at The Tropical Gardens! This home is ideal for families and groups.

The Tropical Gardens can sleep up to 16 with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: King Bed (1) – Sleeps: 2
• Bedroom # 4: Twin Bed (2) – Sleeps: 2
• Bedroom # 5: King Bed (1) - Sleeps: 2
• Bedroom # 6: Twin Bed (2) - Sleeps: 2
• Living Room # 1: Queen Sleeper Sofa (1) - Sleeps: 2
• Living Room # 2: Queen Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Keurig coffee maker
• Breakfast counter
• Dishwasher (in each unit)
• Beach Chairs
• Beach caddy
• Linens provided
• Kitchen essentials provided
• Outdoor grill
• Outdoor screened-in patio
• Outdoor lounge area
• Washer & Dryer
• Dog-friendly (up to 20 lbs.)
• Free WiFi

Need more room for your group? Ask one of our dedicated Vacation Specialists about additional accommodations in this area!







Bedrooms6
Bathrooms5
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $250
Price Per Weekfrom $1630
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to The Blue Laguna! This inviting 2-bedroom/1-bathroom coastal cottage is located in close proximity to downtown Sarasota and just minutes from Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is ideal for small families and couples alike!


The Blue Laguna can accommodate up to 4 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2

Exclusive amenities include:

• Shared heated pool (when rented as The Tropical Gardens, pool is private)
• Stainless steel kitchen appliances
• Keurig coffee maker
• Breakfast counter
• Dishwasher
• Dining table (seats up to six)
• Flat-screen TVs in living room area + master bedroom
• Stand-alone shower in master bedroom
• Shower/Tub combo in shared bathroom
• Secure parking in garage
• Beach Chairs
• Beach caddy
• Linens provided
• Kitchen essentials provided
• Outdoor grill
• Outdoor screen-in patio
• Outdoor lounge area
• Washer & Dryer
• Dog-friendly (up to 20 lbs.)
• Free WiFi


Need more room for your group? Ask one of our dedicated Vacation Specialists about additional accommodations in this area!




Bedrooms2
Bathrooms1
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $90
Price Per Weekfrom $590
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This impeccably decorated coastal cottage is a unique combination of two units: Jasmine Casita & Lily Casita and offers a shared heated salt water pool and beach décor throughout. With a location minutes from downtown Sarasota and just a short drive to world famous Siesta Key Beach, you’ll truly be living “The Beach Life!” This home is ideal for groups and families alike!

Villa Magnolia can accommodate up to 12 guests (6 in each unit) with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) – Sleeps: 2
● Bedroom # 2: Twin Bed (2) – Sleeps: 2
● Bedroom # 3: King Bed (1) – Sleeps: 2
● Bedroom # 4: Twin Bed (2) – Sleeps: 2
● Living Room # 1: Queen Sleeper Sofa (1) - Sleeps: 2
● Living Room # 2: Queen Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Shared heated pool (when rented as The Tropical Gardens, pool is private)
• Stainless steel kitchen appliances
• Keurig coffee maker
• Breakfast counter (each unit)
• Dishwasher (each unit)
• Beach Chairs
• Beach caddy
• Linens provided
• Kitchen essentials provided
• Outdoor grill
• Outdoor screen-in patio
• Outdoor lounge area
• Washer & Dryer (in each unit)
• Dog-friendly (up to 20 lbs.)
• Free WiFi


Need more room for your group? Ask one of our dedicated Vacation Specialists about additional accommodations in this area!
Bedrooms4
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $180
Price Per Weekfrom $1180
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This charming two-bedroom/two-bathroom cottage is located in close proximity to downtown Sarasota and Siesta Key Beach, voted the #1 beach in the USA! With plantation shutters and beachy décor throughout, you’ll truly be living “The Florida Life.” This home is perfect for small family getaways and small group get togethers. Reserve Jasmine Casita for the ultimate beach escape!

Jasmine Casita can accommodate up to 6 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) – Sleeps: 2

Exclusive amenities include:

• Shared heated pool (when rented as The Tropical Gardens, pool is private)
• Stainless steel kitchen appliances
• Keurig coffee maker
• Breakfast counter
• Dishwasher
• Dining table (seats up to six)
• Flat-screen TVs in living room area + master bedroom
• Stand-alone shower in master bedroom
• Shower/Tub combo in shared bathroom
• Secure parking in garage
• Beach Chairs
• Beach caddy
• Linens provided
• Kitchen essentials provided
• Outdoor grill
• Outdoor screen-in patio
• Outdoor lounge area
• Washer & Dryer (in unit)
• Dog-friendly (up to 20 lbs.)
• Free WiFi

Need more room for your group? Ask one of our dedicated Vacation Specialists about additional accommodations in this area!


Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $90
Price Per Weekfrom $590
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Lily Casita! This tropical two-bedroom/two-bathroom cottage is located in close proximity downtown Sarasota and just minutes from world famous Siesta Key Beach! With plantation shutters and coastal décor throughout, you’ll truly be living “The Beach Life.” This home is perfect for family getaways and small group get togethers. Reserve Lily Casita for the ultimate beach escape!


Lily Casita can accommodate up to 6 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: Twin Bed (2) – Sleeps: 2
• Living Room: Queen Sleeper Sofa (1) – Sleeps: 2

Exclusive amenities include:

• Shared heated pool (when rented as The Tropical Gardens, pool is private)
• Stainless steel kitchen appliances
• Keurig coffee maker
• Breakfast counter
• Dishwasher
• Dining table
• Flat-screen TVs in living room area + master bedroom
• Stand-alone shower in master bedroom
• Shower/Tub combo in shared bathroom
• Secure parking in garage
• Beach Chairs
• Beach caddy
• Linens provided
• Kitchen essentials provided
• Outdoor grill
• Outdoor screen-in patio
• Outdoor lounge area
• Washer & Dryer
• Dog-friendly (up to 20 lbs.)
• Free WiFi


Need more room for your group? Ask one of our dedicated Vacation Specialists about additional accommodations in this area!



Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $90
Price Per Weekfrom $590
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and recently constructed three-story home offers all the amenities for your most memorable Siesta Key Beach vacation at an absolutely unbeatable location in Crescent Village and close to world famous Siesta Key Beach, ranked the #1 beach in the USA! You’ll enjoy a short three minute walk to prestigious Point of Rocks, known as one of the BEST snorkeling spots on the entire island. Escape to Topsail Cottage and let your Siesta Key adventure begin!

Topsail Cottage can accommodate up to 12 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2 + Twin Sofa (1) - Sleeps: 1
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: King Bed (1) - Sleeps: 2 + Twin Sofa (1) - Sleeps: 1
• Living Room: Queen Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Shared Heated Pool
• Private Elevator
• Linens Provided
• Stainless Steel Kitchen Appliances
• Gourmet Kitchen
• Dining Area with Table (seats up to 8)
• Coffee Maker (Keurig K-Cup)
• Kitchen Essentials Provided
• Washer/Dryer
• Front-entry Camera (to elevator)
• Access to Clubhouse + Amenities
• Rooftop Deck
• Five Outdoor Patios
• Breakfast Counter
• Flat Screen HDTVs
• Beach Caddy
• Cooler
• Beach Towels
• Beach Chairs
• Bikes (6)
• Outdoor Grill
• Secure Parking in Garage
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi



Bedrooms4
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $300
Price Per Weekfrom $1820
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This luxurious and recently renovated (as of 2019) 3-bedroom/2-bathroom home is located in close proximity to Siesta Key Village and just minutes to Siesta Key Beach, voted the #1 beach in the USA! Immaculately decorated and with your every comfort in mind, you will truly be living a life of luxury right here on Siesta Key! This home This home is perfect for families and small groups.

Ventana Rosa can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2 + Twin Bed (2) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Outdoor covered porch area (400 square feet of living space!)
• Stainless Steel Kitchen Appliances
• Linens Provided
• Beach Caddy
• Beach Chairs
• Beach Towels
• Outdoor Dining/Lounge Area
• Dishwasher
• Washer/Dryer
• Secure Parking
• Outdoor Bathroom with Shower
• Outdoor cornhole Set
• Wall-Mounted Flat Screen TVs throughout Home + 1 Outside
• Dog-Friendly (Up to 25 lbs.)
• Free Wifi
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $975
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Villa Cascada is a uniquely configured private home featuring a heated pool, 4 bedrooms, 4 bathrooms that sleeps 12, with 2 living areas and 2 kitchens and an almost unbelievable pool courtyard surrounded by lush gardens and a tall privacy wall enclosing the entire property.

Each of the two Villas [Hibiscus and Orchid] in Villa Cascada reside within Point of Rocks, located just south of the Stickney Point Bridge, the most notable location on Siesta Key, is blessed with the soft, white quartz sand found on Siesta Key beach, but geologically unique and named for the formation of limestone rock that extends from the beach out into the Gulf of Mexico. This location has become home to a wide array of tropical fish and is not only a great environment for fishing but the only real location for great snorkeling on the Island.

All bedrooms and living areas have wall mounted flat panel televisions and plenty of closet space with custom built-in shelving. All four bathrooms are spotless, bright, clean, and full tile with glass shower enclosures or glass block walk-in showers easily accessed by all rooms. Outside full showers accommodate everyone coming in from the beach. The entire home is floored with rich, luscious travertine throughout. The neutral colors yet vibrant artwork immediately restore your faith in the soothing power of tropical surroundings.

The Villa is well located just two quick blocks and easy walking distance [4 minutes] from Beach Access 13, which directly accesses the Point of Rocks beach area. On your arrival at “Villa Cascada”, as you enter the gated courtyard, you quickly notice the brown striped sunbrella awnings shading the soft banana yellow home and begin to sense the beauty of the Tropics and special allure of this lovely home.

Uniquely, this home offers not one but two large kitchens, both offering granite countertops, stainless appliances, everything necessary to prepare and serve lavish gourmet meals for a huge group, even wine coolers as well. Two exquisitely furnished, expansive living areas offer the opportunity for all to gather in a single room or slip away for a few hours of individual family indulgence, completely your choice.

There is plenty of seating at the dining table, bar counters or poolside to accommodate everyone and the moment’s desire. And if an absolutely plush interior is not enough, outside you will find an enormous heated pool that lull you quickly into a tranquil relaxed state. The large private, pool courtyard is filled with outdoor furnishings to complement your full enjoyment of this tropical paradise whether you choose to feed 12 at one seating or break off into separate groups, perhaps kids and adults or even families.

The pool courtyard is surrounded by lush tropical vegetation for shade and enjoyment, all designed to enhance the tropical feeling. And special landscape lighting at night only serves to extend your most pleasurable moments. Two full size laundries inside the home assure you an abundance of clean clothes and towels.

Plenty of bicycles are available for your enjoyment and located in the garages. Also there’s plenty of parking available also. Within walking distance [most less than ¼ of a mile] you’ll find all of the great shops, markets, bars and restaurants located in the South Village-Crescent Beach area.


 
 


Bedrooms4
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $260
Price Per Weekfrom $1750
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

The Hibiscus and Orchid Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.

Please Note:
These units [Hibiscus & Orchid] may be rented separately.
Combined, these units are called: Villa Cascada (Sleeps 12)
If one unit is not available, please contact us for the availability of the other!

When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, living room-dining area and an almost unbelievable pool courtyard. These units are well located just two quick blocks and easy walking distance to Beach Access 13, the famous “Point of Rocks” beach area.

As you enter the privately gated courtyard to the Hibiscus or Orchid Villa at “Villa Cascada,” you quickly notice the brown striped sunbrella awnings shading the soft banana yellow home and begin to sense the beauty of the tropics and special allure of this property. Especially designed for families and friends vacationing together, The Hibiscus or Orchid Villa sleeps as many as 6 in two bedrooms each having a Queen bed along with a separate full daybed [sleeps 2]nestled in an open, but separated, arched Den off one of the Queen size bedrooms.

All bedrooms and living areas have wall mounted flat panel televisions and plenty of closet space with custom built-in shelving. All bathrooms are spotless, bright, clean, and full tile with glass shower enclosures or glass block walk-in showers easily accessed by all rooms. Outside full showers accommodate everyone coming in from the beach. The entire home is floored with rich, luscious travertine throughout. The neutral colors yet vibrant artwork immediately restore your faith in the soothing power of tropical surroundings.

Unique to most 2 bedroom units, these villas offers large kitchens with granite countertops, brand new stainless appliances, and everything necessary to prepare and serve lavish gourmet meals for a huge group, even a wine cooler as well. The exquisitely furnished, expansive living area with leather couches offers the opportunity for all to gather in a single room to watch their favorite programs on wall-mounted HDTVs.

There is plenty of dining seating at the table, bar counters or poolside to accommodate everyone and the moment’s desire. And if an absolutely plush interior is not enough, outside you will find an enormous pool that lull you quickly into a tranquil relaxed state. This pool courtyard becomes a magical spectacle at night with beautiful up lit landscape lighting all around. Perhaps another family or your traveling group of friends will join you to share the heated pool & outside deck area.

The large private, pool courtyard is filled with outdoor furnishings to complement your full enjoyment of this tropical paradise. Only two families staying at the Hibiscus Villa or the Orchid Villa may share the large deck areas and pool facilities at Villa Cascada so privacy is always assured. The pool courtyard is surrounded by lush tropical vegetation for shade and enjoyment, and a 6′ high privacy wall, all designed to enhance that special tropical feel. Within walking distance [most less than ¼ of a mile] you’ll find all of the great shops, markets, bars and restaurants located in the South Village-Crescent Beach area.
Nearby you’ll find the Crescent Beach Grocery, a gourmet market that features one of the best butcher shops in Sarasota as well as an amazing wine selection. “Big Water Fish Market” located in the Crescent Beach shopping plaza at 6641 Midnight Pass Road is the only fish market available on Siesta Key. “CBs Bait and Tackle Shop” at Stickney Point Bridge offers both fishing tackle, fishing guides and boat rentals. Restaurants in the immediate area include some of the best on Siesta Key: Javier’s, Miguel’s, Capt Curt’s, Turtle’s on Little Sarasota Bay, Ophelia’s on the Bay, Clayton’s Siesta Grill, Crescent Club, City Pizza and Anna’s Deli II just to mention a few. Davidson’s Drug, the US Post office and numerous souvenir shops, giftware shops, and eateries await your adventuresome spirit. 



Siesta Key Public beach is about 2 miles north on Midnight Pass Rd and provides parking capability for 800 cars along with restrooms, etc.And you can walk to it right on the beach as well. Siesta Key’s North Village is 2.8 miles north and is always a lot of fun with many restaurants, shops, and attractions. The city of Sarasota is filled with restaurants, art galleries, museums, shopping opportunities, theaters, etc., and offers much to do and see.  



 
Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $130
Price Per Weekfrom $875
2 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

The Orchid and Hibiscus Villas are two separate units which can be uniquely configured to create Villa Cascada, an absolutely beautiful and stunning private pool home.

Please Note:
These units [Orchid & Hibiscus] can be rented separately.
Combined, these units are called: Villa Cascada (Sleeps 12)
If one unit is not available, please contact us for the availability of the other!
When rented separately, each unit features two bedrooms and a sleeping den that sleeps up to 6, with 2 full bathrooms, a gourmet kitchen, living room-dining area and an almost unbelievable pool courtyard. These units are well located just two quick blocks and easy walking distance to Beach Access 13, the famous “Point of Rocks” beach area.

As you enter the privately gated courtyard to the Orchid or Hibiscus Villa at “Villa Cascada,” you quickly notice the brown striped sunbrella awnings shading the soft banana yellow home and begin to sense the beauty of the tropics and special allure of this property. Especially designed for families and friends vacationing together, The Orchid or Hibiscus Villa sleeps as many as 6 in two bedrooms each having a King or Queen bed along with a separate full daybed [sleeps 2]nestled in an open, but separated, arched Den off the Queen size bedroom.

All bedrooms and living areas have wall mounted flat panel televisions and plenty of closet space with custom built-in shelving. All bathrooms are spotless, bright, clean, and full tile with glass shower enclosures or glass block walk-in showers easily accessed by all rooms. Outside full showers accommodate everyone coming in from the beach. The entire home is floored with rich, luscious travertine throughout. The neutral colors yet vibrant artwork immediately restore your faith in the soothing power of tropical surroundings.

Unique to most 2 bedroom units, these villas offers large kitchens with granite countertops, brand new stainless appliances, and everything necessary to prepare and serve lavish gourmet meals for a huge group, even a wine cooler as well. The exquisitely furnished, expansive living area with leather couches offers the opportunity for all to gather in a single room to watch their favorite programs on wall-mounted HDTVs.

There is plenty of dining seating at the table, bar counters or poolside to accommodate everyone and the moment’s desire. And if an absolutely plush interior is not enough, outside you will find an enormous pool that lull you quickly into a tranquil relaxed state. This pool courtyard becomes a magical spectacle at night with beautiful up lit landscape lighting all around. Perhaps another family or your traveling group of friends will join you to share the heated pool & outside deck area.

The large private, pool courtyard is filled with outdoor furnishings to complement your full enjoyment of this tropical paradise. Only two families staying at the Orchid Villa or the Hibiscus Villa may share the large deck areas and pool facilities at Villa Cascada so privacy is always assured. The pool courtyard is surrounded by lush tropical vegetation for shade and enjoyment, and a 6′ high privacy wall, all designed to enhance that special tropical feel. Within walking distance [most less than ¼ of a mile] you’ll find all of the great shops, markets, bars and restaurants located in the South Village-Crescent Beach area.
Bedrooms2
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $130
Price Per Weekfrom $875
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This captivating 3-bedroom/3-bathroom townhome features all the amenities you can think of for your beach vacation and offers an unbeatable location. With beach decor throughout, you will truly be living the "Beach Life." Villa Castile is centrally located in the heart of Siesta Key Village and just steps from world famous Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and small groups.

Villa Castile can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (2) - Sleeps: 4
• Living Room: Sleeper Sofa (1) - Sleeps: 2

Exclusive Amenities Include:

• Hot Tub
• Bar Area
• Gas Grill
• Outdoor Seating Area
• Washer/Dryer
• Dining (Seats up to 8)
• Bikes (4)
• Secure Parking in Garage
• Gourmet Kitchen
• Beach Caddy
• Beach Chairs
• Cooler
• Free WIFI
• Dog-Friendly (Up to 30 lbs.)
Bedrooms3
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Nightfrom $215
Price Per Weekfrom $1500
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Buccaneer's Hideaway! Tucked away in this pirate's hidden cove, you will find a tranquil retreat that will soothe your soul and revitalize your life's passion for finding your next treasure! Sometimes life's high seas can take their toll on you, and escaping to your private cove for rest and relaxation is in order. If the pirate in you is restless and in need of a gentle breeze, warm sun, and a soft place to rest your weary head, you have found the right place.


Buccaneer's Hideaway is a stunning 4 bedroom, 2.5 bath home that boasts a very private backyard with a heated pool, screened in lanai, a dock and canal that leads straight to your heart's home... the Gulf of Mexico via the Intracoastal Waterway. Bring your boat, your fishing tackle, and even your finest mateys' to experience this beautiful scenery and excellent location only minutes from the #1 Beach in the US, Siesta Key.

Grill out by the pool under the night sky, or take a break down by the dock on the bench and watch the fish jump, egrets drop in and ospreys soar by with a fresh catch in their talons. Don't be surprised by daily visits from our friendly manatee looking for fresh water to drink! Hop in the canal by way of kayaks and investigate the surrounding waterways with this peaceful yet wild habitat. No sense of urgency and the hustle and bustle doesn't exist here... this environment is safe for all ages to explore with only friendly critters to gaze upon and watch in excitation.

Buccaneer's Hideaway is nothing short than ARRRR-mazing!!! So come aboard, land and sea lovers alike!

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.



Bedrooms4
Bathrooms2.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $1925
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning 3BR/2BA home is centrally located close to the Village and Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is ideal for small families and groups.

Blu Sky Cottage can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2 + Twin Bunk Bed (1) - Sleeps: 2
• Extra: Queen Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Kitchen Essentials Provided
• Linens Provided
• Canal Front
• Beach Caddy
• Beach Cooler
• Bicycles (4)
• Beach Chairs
• Beach Towels
• Grill
• Free WiFi


Please Note: There is a 1 rental per 30-day period, per Sarasota, FL ordinance, contact us for more information.

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.



Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2695
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This quaint 3-bedroom/2.5-bathroom home is located near Siesta Key Village and just five minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for small families and couples alike.

Coral Breeze can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Living Room: Sleeper Sofa (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Stainless Steel Kitchen Appliances
• Secure Parking in Garage
• Kitchen Essentials
• Breakfast Counter
• Linens Provided
• Outdoor Lounge Area
• Beach Caddy
• Cooler
• Beach Towels
• Regular Coffee Maker
• Dishwasher
• Free WIFI



Bedrooms3
Bathrooms2.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2695
6 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This massive and decadent 6-bedroom/4.5-bathroom townhome is located near Siesta Key Village and just five minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

Gran Vista can accommodate up to 14 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Full Bed (1) - Sleeps: 2
• Bedroom # 4: King Bed (1) - Sleeps: 2
• Bedroom # 5: Full Bed (1) - Sleeps: 2
• Bedroom # 6: Full Bed (1) - Sleeps: 2
• Additional: Rollaway Bed (2) - Sleeps: 2



Exclusive Amenities Include:

• Private Heated Pool/Spa
• Private Elevator
• Stainless Steel Kitchen Appliances
• Private Elevator
• 2-Car Garage
• Outdoor Grill
• Kitchen Essentials
• Linens Provided
• Beach Caddy
• Cooler
• Beach Towels
• Gated Community
• Dog-Friendly (Up to 25 lbs.)
• Free Wifi
Bedrooms6
Bathrooms4.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3800
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This massive and decadent 5-bedroom/5-bathroom townhome is located near Siesta Key Village and just five minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

Caribbean Sol can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2
• Bedroom # 5: Queen Bed (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool/Spa
• Private Elevator
• Stainless Steel Kitchen Appliances
• Private Elevator
• 2-Car Garage
• Outdoor Grill
• Kitchen Essentials
• Linens Provided
• Beach Caddy
• Cooler
• Beach Towels
• Gated Community
• Dog-Friendly (Up to 25 lbs.)
• Free WIFI



Bedrooms5
Bathrooms5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3658
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This massive and decadent 4-bedroom/3-bathroom townhome is located near Siesta Key Village and just five minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

Mermaids Lookout can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Full Bed (1) - Sleeps: 2
• Extra: Rollaway Bed (1) - Sleeps: 1


Exclusive Amenities Include:

• Private Heated Pool/Spa
• Stainless Steel Kitchen Appliances
• 2-Car Garage
• Outdoor Grill
• Kitchen Essentials
• Linens Provided
• Beach Caddy
• Cooler
• Bikes (2)
• Beach Towels
• Gated Community
• Dog-Friendly (Up to 25 lbs.)
• Free WIFI



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3273
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This massive and decadent 4-bedroom/4.5-bathroom townhome is located near Siesta Key Village and just five minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

The Islander can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool/Spa
• Private Elevator
• Stainless Steel Kitchen Appliances
• Private Elevator
• 2-Car Garage
• Outdoor Grill
• Kitchen Essentials
• Linens Provided
• Beach Caddy
• Cooler
• Beach Towels
• Gated Community
• Dog-Friendly (Up to 25 lbs.)
• Free WIFI
Bedrooms4
Bathrooms4.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3273
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This massive and decadent 4-bedroom/4.5-bathroom townhome is located near Siesta Key Village and just five minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and large groups.

Turtles Watch can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Full Bed (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool/Spa
• Private Elevator
• Stainless Steel Kitchen Appliances
• Private Elevator
• 2-Car Garage
• Outdoor Grill
• Kitchen Essentials
• Linens Provided
• Beach Caddy
• Cooler
• Beach Towels
• Gated Community
• Dog-Friendly (Up to 25 lbs.)
• Free WIFI



Bedrooms4
Bathrooms4.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3273
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This stunning 5 bedroom/3.5 bathroom home offers all of the amenities for your most memorable Siesta Key beach vacation at an unbeatable location just a short walk to world famous Siesta Key Beach, voted the # 1 beach in the USA! Enjoy a spacious and meticulously decorated interior or relax in your very own backyard oasis that features a sparkling private heated pool and outdoor tabletop fire pit. Reserve Isla Amor and live the life of luxury on prestigious Palm Island…

Isla Amor can accommodate up to 11 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Twin Bed (2) - Sleeps: 2
• Bedroom # 5: Twin Bed (3) - Sleeps: 3

Exclusive Amenities Include:

• Private Heated Pool
• Linens Provided
• Kitchen Essentials Provided
• Stainless Steel Kitchen Appliances
• Flat Screen TVs
• Dining Area
• Bikes (5)
• Kayaks (2)
• Regular Coffee Maker
• Washer/Dryer
• Grill
• Beach Chairs
• Boat Dock
• Cooler
• Beach Caddy
• Beach Towels
• Outdoor Lounge Area
• Screened-in Lanai
• Outdoor Cooking Area
• Outdoor Dining Area
• Secure Parking in Garage
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi


Please note:
Your reservation must follow under the accordance of the Sarasota County code regulations.



Bedrooms5
Bathrooms3.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $4043
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

The waterfront cottage, ‘La Casa Verde’ is a very luxurious and large four [4] bedroom canal front heated pool home with two very large bathrooms in approximately 2,800 square feet of air conditioned living space. As you approach the home you are immediately drawn into it by volumes of lush, lavish tropical foliage just as you envisioned your Florida experience would be.

Colorful seasonal flowers border both sides of the walkway entering the home and you soon find yourself beaming with happiness. You immediately notice the huge, spacious living room with high, voluminous ceilings and an enormous travertine fireplace. Original artwork abounds. Across the open entry and stepped down dining area, you look out beyond a wall of glass into the pool courtyard featuring lush, green tropical landscaping and flowers, all completely surrounded 180 degrees by the canals. You are simply amazed. Water, water everywhere….

Once inside, just off to your left, the home offers a beautiful and expansive kitchen with stainless steel appliances, granite counter tops and everything necessary to prepare your favorite gourmet meals. And most importantly, the entire kitchen opens up to the great room allowing everyone to be together in a wonderful family gathering.

Downstairs, the master bedroom features a comfortable queen size bed and a guest room with two twins that can be converted to a king bed. There is a beautiful and spacious tile bathroom with a steeping tub-shower combination, marble counter tops, and tile floors. Upstairs you find an enormous sleeping loft with hardwood floors and three twin beds abutting another large master bedroom with a king size bed.

The upstairs conjoined master bath features an oversized shower with twin individual sinks for your added convenience. There is an abundance of closet space and furnishings. Plenty of flat panels TVs are available for your enjoyment as well.

Outside, you’ll enjoy the huge pool surrounded by lush landscaping, flowers, beautiful landscape up lighting at night creating a magical pool environment. Underneath the big tree you’ll discover a truly inspiring hammock along with a special place for two, the overlook deck. Here you’ll sit and sip a glass of wine under the tree in a very private, special setting while gazing onto the canal or perhaps the snook light later in the evening. And there is always a cool breeze to enjoy.

​Off to your right, you’ll find the dock, plenty of colorful adirondack chairs and a great place for fishing at night at the snook light. During the day, it’s the launching site for the kayaks that are there onsite and great fun for touring the neighborhood by water. You can also tie your boat up to the dock or arrange a pontoon boat rental from “The Black Pearl” (exclusive to our guests only!) for a portion of the week. We’ll be happy to assist. If you desire to explore the island, head to the beaches or just get some exercise, plenty of beach cruisers [4] await you in the garage. You simply will never run out of fun, family activities at the canal front ‘La Casa Verde’.

PLEASE NOTE:
There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms4
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3465
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This exquisite 3BR/2BA cottage is centrally located close to the Village and Siesta Key Beach, continually ranked as one of the top ten beaches in the USA! This home is ideal for small groups and families.

La Contento Casa can accommodate up to 8 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) – Sleeps: 2
• Bedroom # 2: King Bed (1) – Sleeps: 2
• Bedroom # 3: Twin Bed (2) – Sleeps: 2
• Extra Beds: Rollaway Bed (2) – Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Kitchen Essentials Provided
• Linens Provided
• Water Views
• Brand-New Kitchen
• Stainless Steel Appliances
• Indoor Dining & Lounge Area
• Boat Dock
• Kayaks (2)
• Paddleboard (1)
• Beach Caddy
• Beach Cooler
• Bicycles (4)
• Screened-In Lanai
• Beach Chairs
• Beach Towels
• Grill
• HDTVs in Living Room + Each Bedroom
• Free WiFi


Please Note: There is a 1 rental per 30-day period, per Sarasota, FL ordinance, contact us for more information.

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2695
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This alluring 4 bedroom/2.5 bathroom home offers a private heated pool and all of the amenities you need for your beach vacation. Moonlight Cottage is located just 1 mile from world famous Siesta Key Beach, continually ranked among the the top ten beaches in the USA! This home is perfect for families and small groups.

Moonlight Cottage can accommodate up to 10 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: King Bed (1) - Sleeps: 2
● Bedroom # 3: Twin Beds (2) - Sleeps: 2
● Bedroom # 4: King Bed (1) - Sleeps: 2
● Extra: Queen Sleeper Sofa (1) - Sleeps: 2

*Please Note: Bedroom 4 is located in a separate room adjacent to garage

Exclusive Amenities Include:

● Private Heated Pool
● Kitchen Essentials Provided
● Linens Provided
● Beach Caddy
● Beach Chairs
● Beach Towels
● Cooler
● Breakfast Counter
● Regular Coffee Maker
● Toaster
● Flat Screen TV
● Outdoor Lounge Area
● Boat Dock
● Kayaks (2)
● Bicycles (6)
● Washer/Dryer
● Dog-Friendly (up to 25 lbs.)
● Free WiFi



Bedrooms4
Bathrooms2.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2310
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This spectacular bright cheerful, canal front cottage with a heated pool & spa has 5 bedrooms and 3 baths and it can sleep a total of 13. As you enter Pura Vida Oasis, you will notice an eclectic wine storage rack and desk area awaiting on your right and a lovely dining area with seating for the entire family just across the room on your left.

Immediately you will notice two beautiful columns and raised ceilings that reflect the openness of the common area to the living room and kitchen. Beautiful clean tile floors abound everywhere. Directly across the open entry and dining area, and past the columns, you find yourself looking into a cheerful and spacious living area filled with comfortable plush leather seating for all, a huge wall mounted flat panel TV. The background is a gorgeous bank of glass windows overlooking your real prize, an enormous fun-filled outdoor area ready to be discovered and enjoyed! But inside, a newly built east wing of the home has its own separate living room as well as a tiled full bathroom adjoining and accessing the pool area for your convenience.

A fabulous dining table that seats eight but can still squeeze a few more in quietly awaits tonight’s dinner group as well as the day’s stories of everything wonderful that happened earlier as children’s smiles and laughter fill the room. Enjoy an updated kitchen with granite counters, bar seating for 3 and a breakfast nook that seats 6 more. Bountiful kitchen appliances, and supplies makes it so easy to cook for a large group!

Wall mounted TV’s and Wireless internet are found in every bedroom. Across the grand room you’ll soon discover a large master bedroom filled again with a bank of bay windows overlooking the canal along with a huge comfy King size bed and lovely plush new linens. Adjoining the master bedroom is a beautiful, almost excessive bath featuring a full tile walk in shower with solid glass enclosures, granite counter tops, tile floors…the absolute finest. Closet space is abundant everywhere, as are plants and great art work. Two other bedrooms, first a second master with a queen bed and everything required to truly enjoy the room including a HD flat panel TV. The third bedroom offers a unique twin bunk over a full size bed in a colorful decor for the younger set or a couple with a small child, all with plenty of closet space and furnishings. Both of these bedrooms share another lovely, full tile bathroom. Then meander past the kitchen again to enter the east wing of the house, with a galley that opens up into a 2 bedroom / 1 bath suite with its own recreational space.

All sliders and doors from every part of the house open up to the pool and paver area, making this cottage a wide open and extremely comfortable and plush living space. As such, everything is beautifully furnished and organized to maximize your comfort and enjoyment with sleeping up to 13 people in 5 bedrooms.

Once you take a moment to step outside, you will see a lovely endless series of paver decks abutting a heated, lagoon style pool with a special sun shelf, and hot spa. To the left you see a fishing dock, kayak launch, 3 kayaks, and more beautiful waterfront.

You can also tie your boat up to the dock or arrange a pontoon boat rental from “The Black Pearl” (exclusive to our guests only!) for a portion of the week. We’ll be happy to assist. There is a myriad of expansive paved decks, all enhanced by lush, tropical plantings everywhere and very special landscape uplighting to make the evenings absolutely tantalizing.

Truly magical moments await your family’s pleasure at this spectacular retreat. You’ll love this rare tropical retreat with all its amenities and you will truly find it remains incomparable to everything in Siesta Key. It has everything you could possibly desire for a fantastic vacation experience: great location on the water near the Village and beaches, unbelievable heated pool and spa, bikes, kayaks, fishing dock, beach equipment…everything you could dream for and more.

Siesta Key Village is just one block away, a leisure walk will get you there in 2 minutes. Plenty of restaurants, shops and night spots. Florida is known for its beaches, climate and foliage so this home features on its grounds an amazing amount of lavish tropical foliage to include many flower species as well as many fruit tree varieties. If you like plants and nature, you’ll love the grounds [almost like a botanical garden].

PLEASE NOTE: There is a 1 rental per 30 day period, per SRQ ordinance.

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms5
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3465
3 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to the completely remodeled, and newly furnished Sand Dollar Cottage!

This lovely 3 bedroom, 2 bath home comfortably sleeps 6 in beds, with a soft ultra plush sofa sleeper in the living room for an extra 2. Enjoy the peacefulness of a large heated pool with beautiful and breathtaking views of the water via the Intracoastal canals of Siesta Key island. The home features a brand new professional kitchen, with new stainless steel appliances, and a bar counter that connects the kitchen to the living room, perfect for cooking large family meals or entertaining all of your friends and family. Just off of the kitchen is a formal dining room that seats 8 comfortably, which makes gatherings for family meals a breeze. The kitchen also features a sliding glass door that instantly connects the indoor kitchen to the outdoor pool area, and enough lounging to seat 8 and more, whether you prefer to lounge poolside, or relax in the screened in lanai. The chef of the evening will easily be able to entertain and converse with anyone and everyone whether they are lounging in the pool area or relaxing in the living room, all at the same time.

The living area features absolutely breathtaking views of the Grand Canal, with sliding glass doors that pocket back and open to the screened in lanai by the heated pool. There is no better feeling than to bring the outdoors in, by opening the sliders in cooler weather and letting the sounds of nature soothe the soul. This also makes for twice the amount of space for gatherings and parties with the living room directly connected to the screened-in lanai where you will find another table for dining as well as a lounging area.

Each bedroom features a new HDTV with premium cable channels. Enjoy the plush luxurious comforts of top quality bedding and linens, and brand new furniture and mattresses in each room. The bedspreads are bold and vivacious, the pillows are plush, and the linens are so soft, rest will come naturally and immediately, especially with the comfort of specialized pressure relief mattresses designed to relieve any aching body.

The bathroom cabinetry and wall units provide plenty of space for personal belongings, but enjoy the comforts of plush white bath towels, hair dryers and vanity mirrors in each bathroom.

Outdoors, the world of Siesta Key awaits you and your family and friends.... and this home boasts numerous ways to explore the exciting life of "island living!" Take the beach bicycles (4) for a spin and get to know our little island, safely and comfortably. The island is just the right size to explore entirely, and with gentle peddling you'll find everything is within minutes of the Sand Dollar Cottage. Once you have explored our island by land, try by sea.... the home features two kayaks, which is the perfect way to venture out and see all the interior canals of Siesta Key. Beautiful neighboring homes, gorgeous landscaping, and plenty of exquisite wildlife sightings will certainly fascinate you by kayak!

After all the adventure, a night of relaxation and rest is awaiting you. Crank up the new gas grill by the pool and cook a BBQ for the family while taking a dip in the refreshing pool (heated for your winter stays) and just sit back and watch the night sky turn dark, as the stars begin to shine down reminding you of just how perfect your day has been....

Release your worries, your tension, your everyday life and embrace the warmth from the sun, the salt in the air, and the cool breeze off the gulf. Embrace your vacation. We are here to make your stay feel like a dream come true. Your moments with us are cherished and we appreciate the reasons you chose us, and we can prove it. Welcome, friends!

*Sarasota County ordinance limits rentals to 12 per year, so 2 week or longer rentals may be required in certain months. Minimum stay requirements are not listed here. One week rentals MAY be considered with an additional charge applied. Please inquire with one of our Vacation Specialists to discuss availability and rates. We maintain our calendars using an internal reservation system.

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms3
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2695
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This captivating and completely upgraded (as of 2019) luxury villa is centrally located just 10 minutes from Siesta Key Beach, continually ranked as one of the top 10 beaches in the USA! With brand new furniture and beach décor throughout, you will truly be living the beach life! Sandpiper Cottage is the ideal vacation home for family reunions and large groups.

Sandpiper Cottage can accommodate up to 14 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) – Sleeps: 2
● Bedroom # 2: King Bed (1) – Sleeps: 2
● Bedroom # 3: Queen Bed (1) – Sleeps: 2
● Bedroom # 4: Twin Bed (2) – Sleeps: 2
● Bedroom # 5: King Bed (1) – Sleeps: 2 + Sleeper Sofa (2) – Sleeps: 2
● Living Room: Queen Sleeper (1) – Sleeps: 2

*Please Note: Bedroom 5 is located in an attached loft style suite adjacent to the main villa

Exclusive Amenities Include:

● Outdoor Private Heated Pool with Sun Shelf
● Outdoor Lounge/Dining Area
● Stainless Steel Kitchen Appliances
● Dishwasher
● Kitchen Essentials Provided
● Linens Provided
● Coffee Maker (Keurig)
● Bicycles (5)
● Flat Screen TVs in living area & all bedrooms throughout home
● Washer & Dryer
● Blender
● LED Bathroom Mirror with Touch Button (In Guest Bathroom)
● Toaster
● Basketball Hoop Attached to Pool
● Screened In Front Patio
● Gulf Views from Roof-Top Deck
● Attached Guest House that Sleeps 4
● Free WIFI


Please Note: Dog-Friendly (Up to 25 lbs.)
Bedrooms5
Bathrooms4.5
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2310
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This picturesque 4 bedroom/3 bathroom home features a brand new outdoor tiki bar and is located within walking distance to Siesta Key Village and Siesta Key Beach, voted the # 1 beach in the USA! Sea the View is perfect for large families looking for a relaxing beach getaway.

Sea the View can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Queen Bed (1) - Sleeps: 2
• Bedroom # 3: Queen Bed (2) - Sleeps: 4
• Bedroom # 4: Twin Bed (2) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Car/Golf Cart in Garage (Owner Use)
• Close Proximity to Siesta Key Beach
• Views of Canal
• Kayaks (2)
• Bicycles (4)
• Grill
• Regular Coffee Maker
• Linens Provided
• Kitchen Essentials
• Stainless Steel Appliances
• Outdoor Tiki Bar
• Beach Cooler Provided
• Beach Caddy
• Beach Towels
• Washer/Dryer
• Premium Cable
• Stainless Steel Kitchen Appliances
• HDTVs in each bedroom/living room
• Jacuzzi Tub/Walk In Shower (Master Bathroom)
• Dishwasher
• Free WiFi



PLEASE NOTE:
There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.
Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3080
5 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This enchanting 5 bedroom/4 bathroom home is just a short walk to Siesta Key Village and 2 blocks from Siesta Key Beach, voted # 1 beach in the USA! This home is perfect for family get togethers and romantic getaways alike.

The Grand Canal Cottage can accommodate up to 12 guests with a bedding configuration as follows:

● Bedroom # 1: King Bed (1) - Sleeps: 2
● Bedroom # 2: King Bed (1) - Sleeps: 2
● Bedroom # 3: Queen Bed (1) - Sleeps: 2
● Bedroom # 4: Full Bed (2) - Sleeps: 4
● Bedroom # 5: Queen Bed (1) - Sleeps: 2

*Please Note: Bedrooms 3 & 4 are located in a separate guest suite adjacent to the main cottage

Exclusive Amenities Include:

● Canal-front with boat dock & exclusive access to The Black Pearl (exclusive to The Cottages guests’ only!)
● 8-person Spa
● Heated Pool with Sun Shelf
● Gourmet Kitchen with stainless steel appliances throughout
● Dishwasher
● Kitchen Essentials Provided
● Linens Provided
● Outside Dining Area
● 2 Kayaks
● 6 Bicycles
● Fishing dock with underwater fish light
● Outdoor Showers
● Wall-mounted TVs in living area & all bedrooms throughout home
● Washer & Dryer (located in guest suite)
● Simulated wood fireplace
● Free WiFi

 
 


 
Bedrooms5
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2900
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This charming recently updated four-bedroom, 2-bathroom home is just a short walk to Siesta Key Village and minutes from Siesta Key Beach, voted the # 1 beach in the USA! This home is ideal for families and couples looking for their perfect tropical getaway.

The Palms Cottage can accommodate up to 10 guests with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: Twin Bed (2) - Sleeps: 2
• Bedroom # 3: Queen Bed (1) - Sleeps: 2
• Bedroom # 4: Queen Bed (2) - Sleeps: 2
• Living Room: Queen Sofa Sleeper (1) - Sleeps: 2


Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Outdoor Lounging Area
• Outdoor Grill
• Washer & Dryer in Unit
• Linens Provided
• Kitchen Essentials
• Stainless Steel Appliances
• Flat screen TVs + 1 in each bedroom
• Close Proximity to Siesta Key Beach/Siesta Key Village
• Close to downtown/restaurants
• Bicycles (4)
• Regular Coffee Maker
• Beach Caddy
• Beach Chairs
• Beach Cooler Provided
• Views of the Canal
• Covered Lanai
• Parking on Property
• Dishwasher
• Free WiFi


PLEASE NOTE:

There is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.
Reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms4
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2695
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

This one-of-a-kind, limited edition canal home offers all of the amenities for your Siesta Key getaway at an unbeatable location near world famous Siesta Key Beach, voted the # 1 beach in the USA! Welcome to paradise!

The Pearl by the Sea can accommodate up to 10 guest with a bedding configuration as follows:

• Bedroom # 1: King Bed (1) - Sleeps: 2
• Bedroom # 2: King Bed (1) - Sleeps: 2
• Bedroom # 3: King Bed (1) - Sleeps: 2
• Bedroom # 4: Sleeper Sofa (1) - Sleeps: 2
• Extra: Rollaway Bed (2) - Sleeps: 2

Exclusive Amenities Include:

• Private Heated Pool
• Spa
• Boat Dock
• Located on Canal
• Kitchen Essentials Provided
• Coffee Maker (Regular + Built-In)
• Linens Provided
• Dog-Friendly (up to 20 lbs.)
• Bicycles (4)
• Kayaks (2)
• Outdoor Grill
• Beach Towels
• Cooler
• Beach Caddy
• Outdoor Lounge Area
• Beach Chairs
• Access to The Black Pearl (exclusive to The Cottages guests’ only!)
• Free WiFi

PLEASE NOTE:
Your reservation must follow under the accordance of the Sarasota County code regulations.



Bedrooms4
Bathrooms3
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $4043
8 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to The Seascape! The Seascape is the combination of two massive beach front condos located right on Siesta Beach in a newly constructed building. With amazing views, a heated pool, and enough room to sleep up to 16, it is the only way to experience Siesta Key.

The Seascape is the unique combination of two side-by-side condos that are aptly named "West Shore" and "Ocean's Edge." Essentially by renting both units combined, you claim your very own floor of this extremely private and exquisitely well designed condominium complex of only 6 units altogether. Unlike most condominium complexes with hundreds of units sharing one communal pool, you will have the elite status of sharing a private heated pool with only 4 other possible residents at any given time.

Simply take the elevator downstairs and emerge to let your feet touch the cool sands of our most cherished and sought after beach in the world, Siesta Key. This is your backyard... welcome to Paradise! The beach is not the only thing at your fingertips and mere strides away... just before you hit the beach is the cabana style pool area with plentiful seating and beyond that your very own "football field" of Siesta Key sand- great for kid activities, sports, grilling, and many more recreational activities. Not only is there WIFI in each of the units, but you can sit outside close to the sandy beach of Siesta and enjoy free access on your mobile devices. Partly covered areas near the pool makes it easy to take a break from the sun and catch some quiet time along with some much needed ZZZs...

The Seascape not only has the best panoramic views of all of Siesta Beach, but it also features a decadent interior with spacious living areas, open and and inviting with endless views from the kitchens, and living areas. The 8 bedrooms are tucked privately away, each exuding the style of master suites featuring private bathrooms and king beds (sleeps 2 in each master room). There are 8 full bathrooms and two half baths making it ideal for large groups to prepare for a night out! The home comfortably sleeps 16 with plush bedding, soft towels, and an abundance of wonderful amenities at your disposal.

The Seascape also has two of the finest kitchens that even a professional chef would enjoy! Fully stocked, and ready to accommodate a large gathering, the chef can partake in the festivities of the party thanks to the open and spacious floorplan, all the while guests can belly up to the kitchen bar for great conversation and libations! Top of the line stainless steel appliances, granite counters, and gorgeous and spacious cabinets reminds you that this home is nothing short of luxurious.

Just downstairs (and feel free to take the stairs or your private elevator), a world of fun opens up to you and your friends and family, with the best amenities available to you as part of your stay! In the garage, you will find all the great beach gear that you need for an easy trek along your very own personal beach access to the finest and coolest powdered sand beach the world has to offer. A beach caddy that holds your chairs, towels, and cooler are standing by to make the stroll that much easier.

When it's time to explore the island, why not head down to Siesta Key Village... only just a few moments away. The walk to the village is just as easy... ! It's just around the corner, and you can be there in less than 10 minutes. Also try out our free trolley service that runs from north and south on Siesta and discover all of our many beaches, the south end village, and even the bay and marina on the island! And when you've decided it's time to head back from a long day at the beach, plan your evening in by hopping in the heated swimming pool and then head upstairs to treat the family to the perfect dinner al fresco on the spacious verandas with your own gas grill and a massive dining room table that seats 12 in each unit! If that's not enough, there is also an interior dining room table that also seats 12 in each unit.

Siesta Key Village offers the best dining and entertainment, and you're just moments away from all that makes Siesta Key fabulous! The location is perfect! The beach, the village, the views.... none of which can be beat! Welcome to your next forever vacation home, The Seascape!

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms8
Bathrooms9
Rental TypeCondo
Pet Friendly?
Price Per Weekfrom $8085
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to Ocean's Edge! A massive beach-front condo located right on Siesta Beach in a newly constructed building. With ocean views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!

Ocean's Edge is a luxuriously appointed condo in an extremely private and exquisitely well designed condominium complex of only 6 units altogether. Unlike most condominium complexes with hundreds of units sharing one communal pool, you will have the elite status of sharing a private heated pool with only 5 other possible residents at any given time.

Simply take the elevator downstairs and emerge to let your feet touch the cool sands of our most cherished and sought after beach in the world, Siesta Key. This is your backyard... welcome to Paradise! The beach is not the only thing at your fingertips and mere strides away... just before you hit the beach is the cabana style pool area with plentiful seating and beyond that your very own "football field" of Siesta Key sand- great for kid activities, sports, grilling, and many more recreational activities. Not only is there WIFI in each of the units, but you can sit outside close to the sandy beach of Siesta and enjoy free access on your mobile devices. Partly covered areas near the pool makes it easy to take a break from the sun and catch some quiet time along with some much needed ZZZs...

Ocean's Edge not only has the best panoramic views of all of Siesta Beach, but it also features a decadent interior with spacious living areas, open and and inviting with endless views from the kitchens, and living areas. The 8 bedrooms are tucked privately away, each exuding the style of master suites featuring private bathrooms and king beds (sleeps 2 in each master room). There are 4 full bathrooms and 1 half bath making it ideal for your family to prepare for a night out! The home comfortably sleeps 8 with plush bedding, soft towels, and an abundance of wonderful amenities at your disposal.

Ocean's Edge also has one of the finest kitchens that even a professional chef would enjoy! Fully stocked, and ready to accommodate a large gathering, the chef can partake in the festivities of the party thanks to the open and spacious floorplan, all the while guests can belly up to the kitchen bar for great conversation and libations! Top of the line stainless steel appliances, granite counters, and gorgeous and spacious cabinets reminds you that this home is nothing short of luxurious.

Just downstairs (and feel free to take the stairs or your private elevator), a world of fun opens up to you and your friends and family, with the best amenities available to you as part of your stay! In the garage, you will find all the great beach gear that you need for an easy trek along your very own personal beach access to the finest and coolest powdered sand beach the world has to offer. A beach caddy that holds your chairs, towels, and cooler are standing by to make the stroll that much easier.

When it's time to explore the island, why not head down to Siesta Key Village... only just a few moments away. The walk to the village is just as easy... ! It's just around the corner, and you can be there in less than 10 minutes. Also try out our free trolley service that runs from north and south on Siesta and discover all of our many beaches, the south end village, and even the bay and marina on the island! And when you've decided it's time to head back from a long day at the beach, plan your evening in by hopping in the heated swimming pool and then head upstairs to treat the family to the perfect dinner al fresco on the spacious veranda with your own gas grill and a massive dining room table that seats 12! If that's not enough, there is also an interior dining room table that also seats 12.

Siesta Key Village offers the best dining and entertainment, and you're just moments away from all that makes Siesta Key fabulous! The location is perfect! The beach, the village, the views.... none of which can be beat! Welcome to your next forever vacation home, Ocean's Edge!

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms4
Bathrooms4.5
Rental TypeCondo
Pet Friendly?
Price Per Weekfrom $4043
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to West Shore! A massive beach-front condo located right on Siesta Beach in a newly constructed building. With ocean views, a heated pool, and enough room to sleep up to 8, it is the only way to experience Siesta Key!

West Shore is a luxuriously appointed condo in an extremely private and exquisitely well designed condominium complex of only 6 units altogether. Unlike most condominium complexes with hundreds of units sharing one communal pool, you will have the elite status of sharing a private heated pool with only 5 other possible residents at any given time.

Simply take the elevator downstairs and emerge to let your feet touch the cool sands of our most cherished and sought after beach in the world, Siesta Key. This is your backyard... welcome to Paradise! The beach is not the only thing at your fingertips and mere strides away... just before you hit the beach is the cabana style pool area with plentiful seating and beyond that your very own "football field" of Siesta Key sand- great for kid activities, sports, grilling, and many more recreational activities. Not only is there WIFI in each of the units, but you can sit outside close to the sandy beach of Siesta and enjoy free access on your mobile devices. Partly covered areas near the pool makes it easy to take a break from the sun and catch some quiet time along with some much needed ZZZs...

West Shore not only has the best panoramic views of all of Siesta Key Beach, but it also features a decadent interior with spacious living areas, open and and inviting with endless views from the kitchens, and living areas. The 4 bedrooms are tucked privately away, each exuding the style of master suites featuring private bathrooms and king beds (sleeps 2 in each master room). There are 4 full bathrooms and 1 half bath making it ideal for your family to prepare for a night out! The home comfortably sleeps 8 with plush bedding, soft towels, and an abundance of wonderful amenities at your disposal.

West Shore also has one of the finest kitchens that even a professional chef would enjoy! Fully stocked, and ready to accommodate a large gathering, the chef can partake in the festivities of the party thanks to the open and spacious floor plan, all the while guests can belly up to the kitchen bar for great conversation and libations! Top of the line stainless steel appliances, granite counters, and gorgeous and spacious cabinets reminds you that this home is nothing short of luxurious.

Just downstairs (and feel free to take the stairs or your private elevator), a world of fun opens up to you and your friends and family, with the best amenities available to you as part of your stay! In the garage, you will find all the great beach gear that you need for an easy trek along your very own personal beach access to the finest and coolest powdered sand beach the world has to offer. A beach caddy that holds your chairs, towels, and cooler are standing by to make the stroll that much easier.

When it's time to explore the island, why not head down to Siesta Key Village... only just a few moments away. The walk to the village is just as easy... ! It's just around the corner, and you can be there in less than 10 minutes. Also try out our free trolley service that runs from north and south on Siesta and discover all of our many beaches, the south end village, and even the bay and marina on the island! And when you've decided it's time to head back from a long day at the beach, plan your evening in by hopping in the heated swimming pool and then head upstairs to treat the family to the perfect dinner al fresco on the spacious veranda with your own gas grill and a massive dining room table that seats 12! If that's not enough, there is also an interior dining room table that also seats 12.

Siesta Key Village offers the best dining and entertainment, and you're just moments away from all that makes Siesta Key fabulous! The location is perfect! The beach, the village, the views.... none of which can be beat! Welcome to your next forever vacation home, West Shore!

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.

Bedrooms4
Bathrooms4.5
Rental TypeCondo
Pet Friendly?
Price Per Weekfrom $4043
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to The Sun Dial! This premier canal-front home features a private heated pool with access to the Intracoastal Waterway via private boat dock and is located near Siesta Key Beach, voted the # 1 beach in the USA!

This unique and one of kind vacation home exudes relaxing vibes, soft muted hues for coastal accents, and expansive garden areas overlooking a gorgeous waterway... which is what makes it so very special. If you have stumbled across The Sun Dial and it has availability, aspire to truly capture this moment on Siesta Key with everything you have. The experience is worth every cent.

The Sun Dial features a gorgeous and tranquil poolside setting, with an expansive sunbathing area. There is a dock on the canal with room to fish or even just sit while watching fish jump, birds dive and hunt, and boaters passing by with friendly smiles. Lounge poolside day or night while basking in the warm Florida sun, or cozy up to the fireside on a cool winter night. Grilling will bring the family together for large feasts and you can take advantage of our always perfect weather by using the large dining room table outside under the arbor. The amenities for the poolside seem endless to include a separate pool shower and privacy fencing.

Inside, the common area is sprawling and roomy, with lots of seating for everyone. The chef in the family will truly enjoy the open floorplan overlooking the outdoor area, making it a great place to host dinner parties and watch the game on the super large living room HDTV! The kitchen is first class with beautiful and plentiful cabinetry, stainless steel state-of-the-art appliances and granite counters. Lavish is the way it makes you feel when you are cooking for 12!

Just off of the living room, you will find the downstairs master bedroom featuring a king bed (sleeps 2) with a jack and jill bathroom. Next to the master is another large guest room featuring a king bed and twin bunks (sleeps 4). Perfect for one side of the family to stay together downstairs! Upstairs, there is a guest room featuring a king bed (sleeps 2) and a desk for office or school work. The main master suite is at the very top landing with absolutely breathtaking views and plentiful room. The master features a king bed (sleeps 2), 2 luxurious chaise lounges for reading and comfort, a small kitchenette with a refrigerator and a private veranda that overlooks the gardens and water. Amazing on every level....

For extra guests, we have a plush comfy sofa sleeper downstairs in the front living area (sleeps 2) while leaving the family room open for entertaining and indulgence! In total, this extremely large and expansive home sleeps 12 comfortably!

Now that you have explored The Sun Dial's interiors, it's time to get out there and learn all that you can regarding our beautiful vibrant island! Siesta Key Village is only 5 minutes away. A leisure bike ride will get you there in 10 minutes. The main beach access is only 1 mile from the home and there is plenty of parking and amenities available to you and your family at the pavilion area. There will be 4 bicycles for your use as well as a couple of kayaks! There's no better way to see the entire island than to bike around town, and to explore all of the canals and waterways in the neighborhoods of Siesta Key. Just drop a kayak in and go! The experience is peaceful and yet exciting all at once!

There are of course plenty of restaurants, shops and night spots. We highly recommend exploring both the north and south village of Siesta Key (Siesta Village and Crescent Village.) We also have some great day trip ideas that we love to share with our guests, so do not be afraid to call us and we can teach you more about Siesta Key! We welcome you, and we hope you fall in love with The Sun Dial and this beautiful island!

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.
Bedrooms4
Bathrooms4
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $3850
4 Bedroom
This home qualifies for our Book Care Free option for 2020 arrivals which includes:
• Only $99 down
• 24 hour cancellation policy
• Deferred deposit payments until 14 days prior to your arrival
Ask us about how you can qualify for this special offer!

We go above and beyond the industry standard for cleanings with our multi-tiered cleaning protocol. We have improved and strengthened our cleaning crews by mandating the highest quality products that are EPA approved to use against COVID-19. Our cleaners also have a longer period of time to complete this thorough process to ensure a full cleaning of all items. After this initial cleaning, we require the cleaning company manager to assess the job completed and assign any additional areas to be cleaned. Furthermore, right before your arrival, we have a quality control team that conducts a 50-point pre arrival inspection on this home and reapplies the approved products once again right before your walk into your beautiful home. We extensively re-clean every light switch, lamp, door knob, surface, remote, hard back chair, and any area that is considered a high volume touch surface with approved disinfectant cleaning material. This allows you to vacation worry free regarding the cleanliness of your home and truly relax as soon as you arrive. Our cleaning services have enhanced protocols in place to ensure that you feel tremendously safe and happy with this amazing home. Our goal is to have you feel like you are walking into a brand new vacation home that no one has ever stayed at before!

Welcome to the beautiful Villa De Paradisio! This gorgeous canal-front cottage is a very luxurious and large four [4] bedroom canal front heated pool home with two bathrooms in approximately 1,800SF of air conditioned living space with a private heated pool overlooking the dock and canal. This home has been completely renovated and features brand new furniture, linens, kitchenware and more! There is an expansive driveway that leads to a two car garage, giving ample off street parking!

Inside you will find the huge, spacious living room with lots of cozy sofas and a massive HDTV flatscreen. Just past the living room, there is a large dining room table that seats up to 10 that overlooks the lanai, swimming pool, and an absolutely brand new and expansive dock area! The entire kitchen opens out to the lanai by a pass through bar area, which makes it perfect when cooking for the family to open up the house on the cool winter nights of Siesta Key!

There is a king size guest bedroom (bathroom en suite) with direct slider door access to the pool and lanai area. The bedrooms feature a variety of different sleeping arrangements, which makes it perfect for large families traveling together. One of the bedrooms has two twin beds that can be used as an additional children's bedroom or converted to a king for a couple's comfort!

There is also a queen sized bed in the guest bedroom with its own direct access to the pool area. There is also a super cool bunk bed room: A true kid's haven, with custom built furniture and a bunk bed arrangement that allows for 4 twins, and a ladder to access the top bunks. This is an awesome spot for kids to hang out together and call their own space. This room is just off the second living room area near the kitchen.

Also, for additional guests, there is a comfortable sofa bed sleeper in the secondary living area as well. Don't forget - TVs in EVERY room! High speed WIFI is also available in this home. The owners of this home have thought of everything!

Outside, you'll find the dock, plenty of loungers for sunbathing, and a great place for fishing at night by the snook light. During the day, it's the launching site for the kayaks that are there onsite and great fun for touring the neighborhood by water.

During the cool winter months, why not hop into the heated swimming pool for a nice relaxing soak while overlooking the grand canal and the beautiful night sky? If you desire to explore the island, head to the beaches or just get some exercise, plenty of beach cruisers await you in the garage. You simply will never run out of fun-filled family activities at the canal front 'Villa De Paradisio'.

Please note that your reservation must follow under the accordance of the Sarasota County code regulations.

Siesta Key Village is just one block away. A leisure walk will get you there in 2 minutes. Plenty of restaurants, shops and night spots. Florida is known for its beaches, climate and foliage so this home features on its grounds an amazing amount of lavish tropical foliage to include many flower species as well as many fruit tree varieties. If you like plants and nature, you’ll love the grounds [almost like a botanical garden].


PLEASE NOTE:

This is a 1 rental per 30 day period, per Sarasota, FL ordinance, contact us for more information.
Bedrooms4
Bathrooms2
Rental TypeHouse
Pet Friendly?
Price Per Weekfrom $2310
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