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354 properties available
Midnight Cove II – Unit 714- Time to Relax1300 Cove II Place 714 Siesta Key FL 34242Welcome to Midnight Cove II 714F! Located in the heart of Crescent Beach on Siesta Key, our community is alive with shopping, dining, art, and culture. Enjoy the convenience of the FREE Siesta Key Breeze Trolley, which eliminates the hassle of parking while you exp
Jamaica Royale 014 by Tropical Sands AccommodationsWelcome to Jamaica Royale 014, a beautifully renovated studio villa located in the desirable garden and poolside area of the Jamaica Royale community on Siesta Key. Updated in 2025 with a fresh coastal design, this thoughtfully upgraded retreat offers modern finishes, a private lanai, and close pro
2BR/2bath condo. Panoramic views of the Gulf of Mexico, Siesta Key Beach, tropical gardens, pools and sunsets. Lovely nighttime fountains and garden illumination. Tastefully appointed bright, open spacious interiors. Inviting screened/glassed lanai for relaxation, entertaining and spectacular views. Large master bedroom opens to lanai and features
Harbor Towers Unit 501 by Tropical Sands AccommodationsWelcome to Harbor Towers Unit 501, a beautifully positioned fifth-floor one-bedroom, one-bath condo offering breathtaking water views in one of Siesta Key’s premier gated waterfront communities. Perfect for couples, seasonal guests, and extended stays with a 13-night minimum requirement, this l
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
Jamaica Royale 086 by Tropical Sands AccommodationsWelcome to Jamaica Royale 086, a beautifully redecorated two-bedroom, two-bathroom condo just steps from Siesta Key’s world-famous white-sand beaches. Nestled in the quiet garden area of the Jamaica Royale community, this ground-level retreat offers comfort, convenience, and resort-style amenities,
Jamaica Royale 106 by Tropical Sands AccommodationsWelcome to Jamaica Royale 106, a beautifully refreshed two-bedroom, two-bath garden view villa located in the highly sought after Jamaica Royale community on Siesta Key. Completely remodeled with an upscale coastal design, this spacious retreat offers modern finishes, comfortable living spaces, and
Jamaica Royale T53 by Tropical Sands AccommodationsWelcome to Jamaica Royale T53, a beautifully renovated two-bedroom, two-bath Gulf view condo located in the highly sought after Jamaica Royale community on Siesta Key. Positioned in Tower I on the 5th floor with convenient elevator access, this bright and spacious vacation rental offers stunning be
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
Jamaica Royale 705 by Tropical Sands Accommodations Discover the ultimate family beach getaway at Jamaica Royale 705, your ideal Siesta Key condo! This spacious two-bedroom, two-bath vacation rental is just steps from the pristine sands of Siesta Beach, providing easy access for sunbathing, swimming, and exciting beach volleyball. Families will lov
Second Floor Townhouse, steps to access unit, no elevator.Newly Refreshed!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 convenie
Midnight Cove II – Unit 933 - Calming View1100 Cove II Place 933 Siesta Key FL 34242Welcome to Midnight Cove II Unit 933! This spacious 2-bedroom, 2-bathroom condo is your ideal Crescent Beach getaway. Located on the third floor, this 1,400 sq. ft. retreat offers stunning views of the Intracoastal Waterway and the pool, just steps from the beach wa
