Buccaneer’s Hideaway – 1895

Buccaneer's Hideaway - 1895
4 Bedrooms 2.5 Bathrooms House in Sarasota
from $1925 per /wk
from $5775 per /mo

Property Details

Property Details

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.

This property has 2 King(s), 2 Queen(s), 2 Full(s).
Booking Calendar

Availability & Booking Calendar


Property Location



  • Concierge - Other Services
  • Bay
  • Coin Laundry
  • Health Beauty Spa
  • Marina
  • Museums
  • Parks
  • Water Parks
  • Winery Tours
  • Zoo
  • Books
  • Satellite / Cable
  • Television
  • Air Conditioning
  • Central Heat
  • Clothes Dryer
  • Garage
  • Hair Dryer
  • Heating
  • Internet - Hi Speed
  • Internet - Wireless
  • Iron and Board
  • Linens Provided
  • Living Room
  • Parking
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Cookware
  • Dining Area
  • Dining Spices
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Antiquing
  • Bird Watching
  • Boating
  • Eco Tourism
  • Gambling
  • Outlet Shopping
  • Paddle Boat
  • Shopping
  • Water Sports
  • Wildlife Viewing
  • Hospital
  • Laundromat
  • Beach
  • Downtown
  • Near Ocean
  • Town
  • Village
  • Deck/Patio
  • Gas Grill
  • Lanai / Gazebo
  • Heated Pool
  • Private Pool
  • Fire Extinguisher
  • Outdoor Lighting
  • Basketball Court
  • Biking
  • Deep Sea Fishing
  • Fishing
  • Fishing Bay
  • Fishing Fly
  • Fishing Surf
  • Golf Optional
  • Golfing
  • Hiking
  • Jet Skiing
  • Kayaking
  • Paragliding
  • Parasailing
  • Pier Fishing
  • Roller Blading
  • Sailing
  • Scuba or Snorkeling
  • Snorkeling
  • Surfing
  • Swimming
  • Water Skiing
  • Water Tubing
  • Wind Surfing
  • Family
  • Luxury
Rates & Policies


Weekly Rate: $1925 - $3505 per week
Monthly Rate: $5775 - $10515 per month
- Rate varies due to seasonality and holidays.
- Please select your dates on our online booking calendar for an exact quote.


Accomodations Tax - 12.00%
Lost and Found Fees - $0.00 - Tax Exempt
Exit Cleaning Fee - $250.00
Administrative fee - 6.50%
Accidental Damage Protection $3000 Coverage - $75.00
Cancellation Policy
CANCELLATION POLICY / TRIP INSURANCE NOTICE: Regarding this reservation process, The Cottages on the Key Company is creating a legal, binding contract between the property owner and the guests to insure the desired benefits to each of the parties. The Cancellation Policy for prime season rentals [December – April, June-August] stipulates that any rental deposit amount and any additional payments made are refundable less any administrative fees up to ninety [90] days prior to the beginning of the rental period. After 90 days prior to the rental period, the Licensor shall have the uncontested right to retain the initial Deposit and any other payments received. If you cancel and your check-in date is more than ninety [90] days away, you will receive a refund of your deposit less the administrative fee by credit card refund within 15 days of your written cancellation notice. The Cancellation Policy for all other reservations in the periods of September – November, and May stipulates that any rental deposit amount and any payments are refundable less any administrative fees up to seven [7] days prior to the beginning of the rental period. After 7 days prior to the rental period, the Licensor shall have the uncontested right to retain the initial Deposit and any other payments received. The Cottages on the Key company strongly recommends purchasing a TRIP INSURANCE POLICY to insure recovery of your deposit/payments made and potentially retained by this Cancellation Policy to avoid loss during unforeseen circumstances. We recommend researching trip insurance companies online. We also offer an option of purchasing trip insurance at the time of your booking with The Cottages on the Key upon request. Guests may also purchase the trip insurance up to 24 hours prior to their arrival. Please note: there is an option for cancelling for any reason (CFAR) up to 20 days within the initial deposit date. We would recommend you research this type of policy from various providers to include iTravelInsured: https://www.itravelinsured.com/travel-insurance/travel-lx-insurance/plan-benefits

Please note: if you booked using a 3rd party affiliate (i.e. HomeAway or VRBO), please refer to their cancellation policy for your records.
Last updated 07/02/2020
Deposit Policy
Please sign online with digital signature. This agreement must be returned to us within 48 hours, as we cannot guarantee your requested dates without receipt of a signed rental agreement. In order to finalize your reservation, we require the initial deposit plus a credit card on file to cover any incidentals and negligent damages.
Last updated 07/02/2020

Guest Reviews

Great house! by Madeline D. 08/07/2019
The house is great for a large family, plenty of room to hang out in living room and kitchen area and bedrooms are very spacious! The kitchen is well equipped and the pool area is a great size. My son had a great time fishing from the dock 🙂 8 minutes from public siesta key beach access, which was fine! Would definitely stay here again!
Wonderful House by Thomas P. 04/17/2019
The house was very comfortable and we enjoyed spending time on the lanai and in the pool as well as the private back yard. We also enjoyed the outdoor grill and the proximity to the beach. We liked being able to park the car in the garage and the use of the beach buggy and beach chairs. Although we did have a few cool days, it would be nice to have a solar cover for the pool to help it retain the heat. We have rented other homes that had the cover and it was easy to put on and take off every day and it helped keep the pool temperature. We still enjoyed the pool. Just a thought, it would be nice if there was a TV on the Lanai by the family room. We enjoyed our stay and hope to return. We are thinking of renting again next year and maybe for a longer period.
Such a lovely, lovely property! by Hannah T. 09/27/2018
Is a home from home, but with added luxury. Kenneth from cottages on the key was super, very attentive and there to help with any query we had. We stayed as a family of 7 adults and 1baby, spending our days round the pool, or at the local (absolutely stunning) siesta key beach. Great location. Made some wonderful memories. Highly recommend!
The Cottages on The Key by Geraldine Cobbe 05/15/2018
Dear All at The Cottages,

We would like to say how very much we enjoyed our stay in Sarasota.

From the time we booked Buccaneer's Hideaway to the moment we left we felt we were given 5 star service. The house itself was perfect for our needs and proved to be a perfect choice for us as a family. The house was very well equiped and presented in a very clean and inviting way.

We had one small problem on our arrival, but we already mentioned that to Kenneth when we met at the meet and greet.

No matter what we asked for, our needs were immediately taken care of in a very professional and speedy manner. Extra pool towels were provided without question.

Also we really appreciated a visit from Brad to check out the garbage bins halfway through our stay. He arrived unexpectedly to clean them out during a particularly hot spell and we really appreciated that much attention to detail.

In fact we would also like to particularly thank Heather for her help with wonderful suggestions of places to visit and to eat. They certainly helped us in getting to know Sarasota/Siesta Key better and contributed to our wonderful holiday. Thank you also Heather for going above and beyond. You will know what we mean by that.

The barbecue evening was a lovely touch and it was so nice to meet all the Team there.

We would have no hesitation in recommending The Cottages to anyone and we wish you all continued success.

We look forward to coming back to see you all again soon.


Geraldine and Andrew