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!
411 properties available
Midnight Cove II – Unit 420 - Magical Siesta Key Bayside Townhouse1600 Cove II Place 420 Siesta Key FL 34242Welcome to Midnight Cove II 420D! Experience the best of Crescent Beach on Siesta Key in our spectacular 3-bedroom, 2.5-bathroom condo, perfect for families or friends seeking a relaxing getaway. Nestled within a serene, beautifully landscape
Midnight Cove II – Unit 514 - Love being close to the pool!1500 Cove II Place 514 Siesta Key FL 34242Welcome to Midnight Cove II 514D! Nestled in Crescent Beach on Siesta Key, our community is bursting with shopping, dining, art, and culture. Enjoy the convenience of the free Siesta Key Breeze Trolley, easing your travels without the hassle of park
Midnight Cove II – Unit 513 - Pool View!1500 Cove II Place 513 Siesta Key FL 34242Welcome to Midnight Cove II 513F, a relaxing two-bedroom, two-bath Siesta Key vacation rental near the world famous quartz-white sands and turquoise Gulf waters of Crescent Beach. Located within the peaceful Midnight Cove II community, this comfortable condo offers a
Gulf and Bay Club Unit B408 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit B408, a comfortable two-bedroom, two-bath condominium located within the highly sought after Gulf and Bay Club community on Siesta Key. This well appointed retreat is ideal for extended stays, offering a relaxed coastal setting just a short walk from the b
Jamaica Royale Unit 066 by Tropical Sands AccommodationsJamaica Royale Unit 066 is a beautifully updated two-bedroom, two-bath garden villa located within the sought-after Jamaica Royale community on Siesta Key. Just steps from private beach access and the white sands of Siesta Key Beach, this inviting condo offers a relaxed coastal setting paired
Siesta Beach House #101 by Tropical Sands Accommodations Welcome to Siesta Beach House #101 by Tropical Sands Accommodations, a fully remodeled ground-level beach condo just steps from the world-famous sands of Siesta Key. With stylish updates throughout, modern conveniences like a brand-new dishwasher, and access to a host of community amenities,
A wonderful 3 bedroom, 2 bath corner unit with a direct view overlooking the Gulf of Mexico and America’s #1 rated Siesta Beach. If you’re looking for a beach retreat where you can watch the beautiful sunsets over the Gulf from your lanai and fall asleep to the sound of waves hitting the white sandy beach, you’ll find it here! If you’re loo
Harbor Towers Unit 415 by Tropical Sands AccommodationsHarbor Towers Unit 415 is a two-bedroom, two-bath condominium offering marina and Intracoastal Waterway views from every room within the Harbor Towers Yacht and Racquet Club. Ideally located between Siesta Key Village and popular south-end dining and nightlife, this inviting residence combines
Midnight Cove II – Unit 138 - Beautifully Appointed Vacation Rental!1900 Cove II Place #138, Siesta Key FL 34242 -Experience the best of coastal living at Midnight Cove II 138F, a spectacular bayside condominium complex offering private beach access to Crescent Beach on Siesta Key Beach and its world-renowned pure white sands and breathtaking suns
Jamaica Royale Unit PH2 Tropical Sands AccommodationsWelcome to Jamaica Royale Unit PH2, a beautifully updated two bedroom, two bathroom townhouse located just steps from the world renowned Siesta Beach on Sarasota’s Gulf Coast. Recently refreshed with a coastal modern look, this spacious two story retreat features flexible sleeping arrangements wi
Gulf and Bay Club- C611 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit C611 — your sun-soaked escape in one of Siesta Key’s most sought-after beachfront communities. This bright and airy 3-bedroom, 2-bath condo is just moments from the sand and surf, offering the ideal setting for a relaxing long-term getaway.Highlights: • Less t
Jamaica Royale Unit 035 by Tropical Sands AccommodationsJamaica Royale Unit 035 is a recently renovated studio condo offering a relaxed Siesta Key escape within the iconic Jamaica Royale beachfront community. This studio, one-bath garden view unit is located in the beautifully landscaped garden and pool area, providing a peaceful setting while stil
