Vacation Rentals
Siesta Key Vacation Rentals
Tropical Sands Accommodations offers a premium selection of Siesta Key beach vacation rentals for weekly, monthly, or even shorter stays. Browse our full availability below!
412 properties available
Just across the street from the acclaimed #1 Beach in the US. This beautiful two 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
Harbor Tower unit 105 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 105, a beautifully updated ground-floor two-bedroom, two-bathroom waterfront condo located within the desirable Harbor Towers community on Siesta Key. This residence features a private patio with Intracoastal Waterway views, easy access to community amenities, and t
Harbor Towers Unit 418 by Tropical Sands AccommodationsHarbor Towers Unit 418 is a newly remodeled three-bedroom, three-bath condominium with a bonus room, ideally located within the Harbor Towers Yacht and Racquet Club. Offering marina and Sarasota Bay views, an open concept layout, and a screened lanai, this spacious residence is well suited for
Jamaica Royale 081 by Tropical Sands AccommodationsWelcome to Jamaica Royale 081, a newly renovated two-bedroom, two-bath garden-view villa located within the serene Pool #2 area of the Jamaica Royale beachfront complex on Siesta Key. This bright and inviting retreat combines fresh modern updates with coastal charm, offering easy access to the priv
Midnight Cove II – Unit 912 Midnight Oasis!1100 Cove II Place 912 Siesta Key FL 34242Welcome to Midnight Cove II 912C! Situated in the heart of Crescent Beach on Siesta Key, our community offers a delightful mix of shopping, dining, art, and culture that is sure to entertain you. Enjoy the complimentary Siesta Key Breeze Trolley, which takes the wo
Jamaica Royale 052 by Tropical Sands AccommodationsWelcome to Jamaica Royale 052, a casually elegant one-bedroom, one-bath villa fully remodeled in 2025 and ideally located just a short walk from the powdery white sands of Siesta Key Beach. Nestled within the beautifully landscaped Jamaica Royale community, this ground floor retreat offers modern u
Jamaica Royale 803 by Tropical Sands Accommodations Welcome to Jamaica Royale 803, a beautiful beachfront condo in the gated Jamaica Royale community on Siesta Beach. This bright two-bedroom, two-bath retreat offers stunning Gulf views from the private balcony and all the comforts of home for a 7-night minimum stay. Stroll along the private beach p
Highlights • Private Beach Access • Shared pools • Tennis, pickleball, Racquetball, basketball, and shuffleboard courts • Fitness Center • Community electric vehicle chargers Gulf and Bay Club C204 by Tropical Sands Accommodations Welcome to Gulf and Bay Club C204! This beautiful two bedroom and two bath condo features a screened-in lanai with a
At unit D101 you can walk out the lanai door and just be steps away from a stroll around the grounds, the beach and the "C" pool. So convenient! An end unit makes for a brighter interior as you have the benefit of side windows in the kitchen and living room. Updated decor, flat panel TV's with Wi-Fi. Perfect place for your "R & R"! And not only
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
Second Floor Townhouse, steps to access unit, 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 the la
Excelsior – 102G by Tropical Sands Accommodations Welcome to Excelsior – 102G! Experience the perfect blend of relaxation and activity at this exceptional two-bedroom, two-bath Gulf front condo in Siesta Key. Offering direct access to powdery sands and warm Gulf waters, this condo is ideal for those seeking tranquil beach days or active recreation
