Siesta Key


Properties Available 434 properties available
First floor townhouse, few steps inside and outside, no elevator. This corner Lake House offers a generous bi-level layout that includes on the main level the separate large living room and primary bedroom including en-suite bathroom with walk in shower. The kitchen, dining room, second bedroom and adjacent second full bathroom with a combination
Our House at the Beach C-120
Townhouse
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.8 (15)
Sunset Royale 302 by Tropical Sands AccommodationsWelcome to Sunset Royale 302, a charming one-bedroom, one-bath Siesta Key vacation rental located directly across the street from the world famous sands of Siesta Key Beach. Set on the third floor, this inviting condo features Gulf of Mexico views, a private enclosed lanai, and a bright, open layout
Sunset Royale - 302
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests
Bay Oaks E-93 by Tropical Sands Accommodations Discover your perfect escape at Bay Oaks E-93, a coastal-inspired Siesta Key condo for rent, nestled just a short walk from the soft sands of Siesta Beach! This charming two-bedroom, two-bathroom retreat in Sarasota offers a relaxing oasis ideal for families or groups. Enjoy days sunbathing and swimmin
Featured Property Featured Property
Featured Property
Featured Property
Bay Oaks E-93
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 8 guests
Rating 5 (3)
Sunset Royale – 300 by Tropical Sands Accommodations 1 Week Minimum Stay Experience the ultimate Florida coastal lifestyle at Sunset Royale 300, a comfortable two-bedroom, two-bathroom condo located directly across from the world famous Siesta Key Beach. This beachfront access vacation rental is just steps from the iconic white quartz sands, makin
Sunset Royale - 300
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 5 (1)
High Tide by Siesta Key Luxury Rental Properties Welcome to High Tide, a stunning six bedroom, six and a half bath luxury retreat designed for unforgettable coastal living just a two-minute walk to Siesta Key Beach. Ideally located near Siesta Key Village, this expansive home is perfect for large families or group getaways seeking elevated comfort
High Tide (SKLRP)
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 6 baths
HalfBathrooms 1 Half baths
Guests 18 guests
Rating 4.9 (26)
Sunset Royale – 214 by Tropical Sands Accommodations 1 Week Minimum Stay Experience the ultimate Florida coastal lifestyle at Sunset Royale 214, a comfortable two-bedroom, two-bathroom condo located directly across from the world famous Siesta Key Beach. This beachfront access vacation rental is just steps from the iconic white quartz sands, makin
Sunset Royale - 214
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4 (1)
Welcome to the ultimate Florida retreat at the newly renovated Midnight Cove II 311F! This 1st floor, 2 bed - 2 full bath condo with la washer and dryer is perfectly situated in the heart of Crescent Beach on Siesta Key, America’s #1 beach destination. Enjoy easy access with no stairs- just a short distance to a covered parking space and private he
New Property New Property
New Property
New Property
Midnight Cove II 311F
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (1)
Midnight Cove II – Unit 521 - Bayside Baby!1500 Cove II Place 521 Siesta Key FL 34242Welcome to Midnight Cove II 521F! This vibrant and sunny 2-bedroom, 1.5-bathroom 2nd floor unit is perfect for families, couples, or remote workers seeking a relaxing beach getaway on Crescent Beach on Siesta Key. Conveniently located just steps from the pool, tenn
Midnight Cove II 521F
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (2)
Jamaica Royale 075 by Tropical Sands AccommodationsWelcome to Jamaica Royale 075, a newly renovated two-bedroom, two-bath garden villa located just steps from Siesta Key Beach, consistently ranked the #1 beach in the USA. Nestled beside Pool #2 within the beautifully landscaped Jamaica Royale complex, this modern coastal retreat features a complete
Jamaica Royale 075
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. This condo has a king in the master and 2 full size beds in the guest bedroom. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki
Gulf and Bay Club- E705
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Jamaica Royale 201 by Tropical Sands Accommodations Welcome to Jamaica Royale 201, a beautiful beachfront condo featuring 2 bedrooms and 2 bathrooms, perfect for young families. With stunning panoramic views of the Gulf of Mexico and the acclaimed #1 beach in the U.S. (2020 rankings), this unit offers an unforgettable coastal experience. Located in
Jamaica Royale 201
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Village West Unit 101 by Tropical Sands Accommodations Welcome to Village West Unit 101! This ideal Siesta Key escape offers a charming one-bedroom, one-bathroom retreat perfectly situated within walking distance of Siesta Key Beach. This well appointed condo offers a relaxed coastal vibe, making it an excellent romantic getaway or a cozy family r
Village West Unit 101
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests