Sports and Onsite Activities


Properties Available 349 properties available
Harbor Towers 420 by Tropical Sands Accommodations Experience the perfect Gulf Coast getaway at Harbor Towers 420, a charming bayfront condo ideally located just a short walk from Siesta Key Beach. This bright and inviting two-bedroom, two-bathroom residence offers stunning views of Siesta Key Beach and the Intracoastal Waterway. With access to two
Harbor Towers 420
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 4 (1)
Harbor Towers Unit 231 by Tropical Sands AccommodationsHarbor Towers Unit 231 is an upgraded two-bedroom, two-bath condominium offering pool and Intracoastal Waterway views within the Harbor Towers Yacht and Racquet Club. This inviting residence features a comfortable layout, modern finishes, and a screened lanai, creating an ideal setting for an e
Harbor Towers 231
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
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
Jamaica Royale T52
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Welcome to Midnight Cove II 411F! Discover the charm of this tastefully renovated 1st-floor condominium, featuring 2 bedrooms and 2 baths, ideal for families or friends seeking a relaxing retreat. Enjoy a lovely view of the canal and lush tropical landscaping from the comfort of your home away from home. This ground-level unit boasts an open living
Midnight Cove II 411F
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (1)
Welcome to Midnight Cove II 715F! Siesta Key and our vibrant community are overflowing with shopping, dining, art, and culture, making it the perfect vacation destination. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, ensuring you won’t have to search for parking while exploring the village. Stroll to the beach via our dedicated acce
Midnight Cove II 715F
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 4 guests
Rating 5 (3)
Newly remodeled unit with a large open area kitchen (includes desk/workstation), remodeled bathrooms and very nicely decorated. Living Room has been extended to include the lanai area which does have table and chairs with a beautiful view of the lush tropical courtyard. Enjoy many quiet evenings on this lanai listening to the tranquil sound of the
Gulf and Bay Club- A207
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Gulf and Bay Club Unit C209 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit C209, a spacious two bedroom condo in the heart of Siesta Key, located within the beloved Gulf and Bay Club community. This updated coastal retreat offers a bright interior, comfortable furnishings, and convenient access to top resort-style amenities. With
Gulf and Bay Club- C209
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Harbor Towers Unit 326 by Tropical Sands AccommodationsHarbor Towers Unit 326 is a two-bedroom, two-bath condominium offering west facing partial water views and thoughtful upgrades throughout within the Harbor Towers Yacht and Racquet Club. With comfortable sleeping accommodations for up to six guests and sunset views to enjoy each evening, this r
Harbor Towers 326
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Harbor Towers Unit 520 by Tropical Sands AccommodationsHarbor Towers Unit 520 is a fifth-floor two-bedroom, two-bath condominium offering stunning Gulf views and unforgettable sunset views within the Harbor Towers Yacht and Racquet Club. Recently updated with a refreshed kitchen and bathrooms, this bright residence delivers sweeping views from both
Harbor Towers 520
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Welcome to Midnight Cove II 412F! Step into this charming 1st-floor condominium, featuring an inviting living room boasts two stylish chairs and updated wall decor, creating a cozy atmosphere for relaxation. This home away from home is equipped with all the essentials, including linens, cooking utensils, dishware, and small appliances, ensuring you
Midnight Cove II 412F
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Harbor Towers 417 by Tropical Sands Accommodations Welcome to the perfect Gulf Coast retreat at Harbor Towers 417, a beautifully updated Bayfront condominium nestled directly on the Gulf Coast Intracoastal Waterway. This charming fourth-floor residence offers stunning bay views, near Siesta Key’s powdery sands and warm Gulf waters. With two bedroo
Harbor Towers 417
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (2)
Jamaica Royale 053 by Tropical Sands AccommodationsWelcome to Jamaica Royale 053, a newly renovated 1-bedroom, 1-bath coastal condo located within the popular Jamaica Royale beachfront complex on Siesta Key. Managed by Tropical Sands Accommodations, this bright and inviting retreat offers the perfect balance of comfort, convenience, and relaxation.
Jamaica Royale 053
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
Guests 4 guests

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