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376 properties available
Jamaica Royale Penthouse 1 by Tropical Sands AccommodationsWelcome to Jamaica Royale Penthouse 1, the only end-unit penthouse in the Jamaica Royale complex boasting direct Gulf of Mexico views and an expansive two-story layout. This newly renovated one-bedroom, two-bath condo with a bonus room combines space, comfort, and coastal elegance. Perfect
Midnight Cove II – Unit 411 - Well-appointed bayside condo1600 Cove II Place 411, Siesta Key FL 34242Welcome 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 l
Jamaica Royale 083 by Tropical Sands AccommodationsWelcome to Jamaica Royale 083, a beautifully refreshed two-bedroom, two-bath garden view villa located directly on the Gulf at the highly sought after Jamaica Royale resort on Siesta Key. Recently updated with new paint, flooring, and furnishings in June 2025, this inviting vacation rental offers a
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
Harbor Towers 530 by Tropical Sands AccommodationsWelcome to Harbor Towers 530, an elevated two-bedroom, two-bath Siesta Key vacation rental located in the gated Harbor Towers Yacht and Racquet Club on Midnight Pass Road. Perched on an upper floor with sweeping waterfront views of the Intracoastal Waterway, tropical palms, and sparkling pool below,
Jamaica Royale Unit 603 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 603, a beautifully appointed two-bedroom, two-bathroom Gulf view condo located on the sixth floor of the sought after Jamaica Royale community on Siesta Key. With rare expansive balconies, gorgeous water views from multiple rooms, and thoughtfully updated spaces,
First floor townhouse, few steps inside and outside, no elevator. Garage has a max height of 70"Our House at the Beach is located directly across the street from Siesta Key Beach, home to mesmerizing white sands and unforgettable Florida sunsets. This complex is set around a scenic lake and features a private community pool, a covered pavilion area
Jamaica Royale 082 by Tropical Sands AccommodationsWelcome to Jamaica Royale 082, a recently renovated two-bedroom, two-bath condo offering a comfortable and stylish retreat just steps from the world famous Siesta Key Beach. Located within the beautifully maintained Jamaica Royale community, this inviting villa features modern updates, spacious liv
This two-bedroom, two-bath unit with newly remodeled bathrooms and all customary amenities is in one of the most desirable locations at Gulf and Bay. Located on a high, westerly-facing floor at the front of the complex nearest the beach, picture yourself sitting on the patio enjoying unobstructed, direct views of the sunset over the Gulf of Mexico
Experience coastal living at Our House at the Beach C-111, a beautifully furnished two-bedroom, two-bath condo just steps from the stunning Siesta Key Beach, Florida. This renovated unit received an update in 2024/25 featuring brighter colors, new furnishings, fans and lighting, and all HDTV's. Furnishing updates include all new mattresses with p
Gulf and Bay Club Unit B410 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit B410, a 2-bedroom, 2-bathroom coastal retreat located in the heart of Siesta Key, FL, just steps from the world-famous Siesta Beach. Nestled within the sought-after Gulf and Bay Club community, this 28-night minimum rental is perfect for snowbirds, extende
Bright corner unit on the 4th floor of C Bldg. The living room is furnished with a sofa, two recliners and two easy chairs. A large window above the sofa provides abundant light throughout the condo. The lanai includes comfortable seating for 4-5 people with full view of the impressive sunsets and the beautifully landscaped courtyard with the lake
