Bedrooms 4

From overlooking the beach to the North Village and beyond, our four (4) bedroom properties offer some great sleeping arrangements in some of the best locations on Siesta Key, FL!

A combo of Casita Blanca & Casita Playa, the 4 bed/2 bath home sleeps up to 8, or you can book the 2 units separately. Surrounded by lush gardens with a private spa & beach access, there's also a shared heated pool.

FROM $ 310

A beautiful and vibrant 4 bedroom, 3 bathroom vacation home with a heated pool accommodates up to 12 people. The attractive property, a combination of Honey Mango Cabana & Juicy Mango Cabana, is perfect for large families.

FROM $ 310

An elegant Siesta Key vacation home with nearby beach access. The 3 bed/3.5 bath cottage with a heated pool is located in the beautiful Point of Rocks area on the south end of the island. Crescent Village is nearby.

FROM $ 310

A 4 bed.3 bath waterview vacation home overlooking the grand canal. Features heated pool and spa with easy access to Bay and Gulf by boat nearby Siesta Key Beach! Sleep up to 10 - great for large groups or families!

FROM $ 235

A four (4) bedroom, two (2) bath private home. It is configured for maximum comfort and enjoyment for large parties who will find it a well designed retreat and haven to call your own vacation home.

FROM $ 165

A luxury 3-story Siesta Key vacation home with an elevator & near beach is ideal for groups up to 12. Enjoy amazing views, heated pool & patios with kitchen, a living area, 1 bathroom and 1 bedroom on 1st floor.

FROM $ 380

A south Siesta Key luxury cottage that has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Eulimia to become The Abalone, you can sleep up to 24.

FROM $ 380

An absolute one of kind, limited edition home located on prestigous Siesta Key featuring an extremely private and lushly landscaped heated pool and hot tub area, near America's #1 Beach, minutes away from Siesta Key Village!

FROM $ 310

An absolute one of kind, limited edition home that exudes beauty, profoundness, and intelligence featuring a private heated pool, near America's #1 Beach, on the Grand Canal with intracoastal bay access and a boat dock.

FROM $ 310

4 BR Home on Canal, Heated Pool, Private Dock [Sleeps 10], Near Siesta Key Village.

FROM $ 310

A tri-level vacation home captures the essence of a luxurious Siesta Key lifestyle. With a heated pool and spa surrounded by a lush tropical backdrop, the north island home is perfect for a family of 12!

FROM $ 310

Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Coquina to become The Conch, you can sleep up to 24.

FROM $ 380

Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Coquina to become The Conch, you can sleep up to 24.

FROM $ 380

Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Antilles to become The Conch, you can sleep up to 24.

FROM $ 380

Our newest south Siesta Key luxury cottage has all the amenities your large group - up to 12. Enjoy a private heated pool & nearby beach access. When reserved with Casa Tegula to become The Nautilus, you can sleep up to 24.

FROM $ 380

Featuring two bedrooms, sleeping den, 2 full bathrooms, a gourmet kitchen and a shared heated pool with a waterfall feature! Near beach access & sleeps up to 6!

FROM $ 170

A Siesta Key waterfront cottage is very luxurious and large four [4] bedroom canal front heated pool home with two bathrooms in approximately 1,800 square feet of air conditioned living space.

FROM $ 235

Lorem ipsum dolor sit amet, consectetur adipiscing elit. Nunc ut efficitur ante. Donec dapibus dictum scelerisque.

FROM $ 575