Siesta Key
444 properties available
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
Jamaica Royale 001 by Tropical Sands Accommodations Welcome to Jamaica Royale 001 – Your Perfect Beach Retreat in Siesta Key! This one-bedroom, one-bath beach condo is the ideal getaway for friends seeking a memorable escape just seconds from the picturesque Siesta Key Beach. Located at ground level, this condo offers easy access to the sand and su
A wonderful 2-bedroom/2-bath fully appointed condo nestled into the only true resort on Siesta Key. 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 huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is waitin
Welcome to Midnight Cove II – 122F! This stylish Siesta Key condo, with two bedrooms and one and a half baths, is perfect for a tranquil retreat. Enjoy private beach access and a breathtaking view of the intercoastal waterway. For a leisurely day, hop on the Siesta Key Breeze Trolley to Siesta Key Village, where you’ll discover charming shops, deli
Jamaica Royale T52 by Tropical Sands AccommodationsWelcome to Jamaica Royale T52, a beautifully upgraded two-bedroom, two-bath Gulf-view condo located in Tower I at the beachfront Jamaica Royale resort on Siesta Key. This spacious vacation rental features a gourmet chef’s kitchen, comfortable coastal living spaces, and a large private balcony where
Siesta Beach House #312 by Tropical Sands Accommodations Welcome to Siesta Beach House #312, a comfortable two-bedroom, two-bathroom condo located just steps from the white sands of Siesta Key Beach. Set within a quiet complex on a private lane, this inviting condo offers gated beach access, making it easy to enjoy stress free beach days. With shar
Harbor Towers Unit 128 by Tropical Sands AccommodationsHarbor Towers Unit 128 is a fully renovated first-floor two-bedroom, two-bath condominium with a bonus den, ideally positioned within the gated Harbor Towers Yacht and Racquet Club on Siesta Key. This corner residence offers multiple outdoor living spaces, modern finishes throughout, and a loca
Just across the street from the acclaimed #1 Beach in the US. This beautiful 2 bedroom/2 bath condo has all the comforts of home! This condo offers a fully equipped kitchen, spacious living room, dining area, washer and dryer and balconies off of both the living room and dining room. Linens and towels are also provided. The facilities include a hea
Oceanside Retreat by Tropical Sands AccommodationsOceanside Retreat is a recently refreshed three-bedroom, three-bath ground floor vacation rental on Siesta Key, ideal for families and small groups who want a comfortable home base close to the island’s famous beaches, dining, and laid back coastal vibe. After a day on the sand, come home to bright,
First floor townhouse, few steps inside and outside, no elevator. Lake house offers a generous bi-level layout that includes separate dining and living rooms spaces. The eat-in kitchen is fully stocked with pots, pans, dishware, flatware, and has full-sized appliances, including a dishwasher, microwave and washer and dryer for your convenience. Off
Jamaica Royale 406 by Tropical Sands Accommodations Welcome to Jamaica Royale 406 by Tropical Sands Accommodations, your idyllic beachfront condo on the beautiful Siesta Key! This spacious rental features 2 bedrooms and 2 bathrooms, making it perfect for families, friends, or couples seeking a relaxing coastal getaway. Located just steps away from
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
