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351 properties available
Welcome to Gulf and Bay Club! Enjoy being on the ground floor of the " In-Demad" E building with direct beach access ! This condo affords you the ability to walk out your lanai door and be on the beautiful Siesta Beach within steps ! Our luxurious main Olympic size swimming pool is also conveniently located in " your back yard. " This unit is waiti
Gulf and Bay Club- E108
Condo
3
bedrooms
2
baths
5
guests
Harbor Towers 212 by Tropical Sands AccommodationsWelcome to Harbor Towers 212, a charming one-bedroom, one-bath Siesta Key vacation rental located within the gated Harbor Towers Yacht and Racquet Club community. Ideal for couples, snowbirds, and extended stays, this waterfront condo features a private balcony, a king bedroom, and access to outstan
Harbor Towers 212
Condo
1
bedrooms
1
baths
4
guests
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
Gulf and Bay Club- A603
Condo
2
bedrooms
2
baths
4
guests
Harbor Towers 414 by Tropical Sands AccommodationsWelcome to Harbor Towers 414, a beautifully positioned one-bedroom, one-bath Siesta Key vacation rental located in the gated Harbor Towers Yacht and Racquet Club on Midnight Pass Road. With elevated views of the marina, tropical landscaping, and sparkling waters in the distance, this inviting condo
Harbor Towers 414
Condo
1
bedrooms
1
baths
2
guests
4.5
(2)
Harbor Towers Unit 322 by Tropical Sands AccommodationsHarbor Towers Unit 322 is a welcoming two-bedroom, two-bath condo located within the gated waterfront Harbor Towers community on Midnight Pass Road in Siesta Key. Thoughtfully designed for couples, friends, or small families, this recently refreshed retreat features a bright open layout and a p
Harbor Towers 322
Condo
2
bedrooms
2
baths
4
guests
4.6
(3)
This clean and bright unit has views from the living room window of the sunrise, and gorgeous sunset views from both the lanai and the terrace by the front door.  There are two bedrooms and a queen sleeper sofa. The master bedroom has a king size bed, new TV, sliding glass door access to the lanai and a large closet/storage area.  The newly renovat
Gulf and Bay Club- D506
Condo
2
bedrooms
2
baths
6
guests
Welcome to the ultimate Florida retreat at the newly renovated Midnight Cove II 311F! This 1st floor, 2 bed - 2 full bath condo with la washer and dryer is perfectly situated in the heart of Crescent Beach on Siesta Key, America’s #1 beach destination. Enjoy easy access with no stairs- just a short distance to a covered parking space and private he
Midnight Cove II 311F
Condo
2
bedrooms
2
baths
4
guests
5
(1)
Looking for an amazing location with access to the most beautiful beach in the country and close to the famous Siesta Key Village? Look no further! This 2-bedroom, 2 bath condo (sleeps 6) sits directly across from the main entrance of Siesta Key Beach, voted #1 Beach in US. This large condo is light and bright with floor to ceiling windows, 2 large
Our House at the Beach W-301
Condo
2
bedrooms
2
baths
6
guests
4.8
(9)
Jamaica Royale 002 by Tropical Sands Accommodations Welcome to Jamaica Royale 002 – Your Perfect Couples Getaway in Siesta Key! Experience the ultimate romantic escape at Jamaica Royale 002, an inviting ground-floor beach condo featuring one bedroom and one bathroom. Ideal for couples seeking a tranquil vacation, this charming retreat is just secon
Jamaica Royale 002
Condo
1
bedrooms
1
baths
4
guests
4.7
(4)
Harbor Towers 515 by Tropical Sands AccommodationsWelcome to Harbor Towers 515, a beautiful two-bedroom, two-bath Siesta Key vacation rental featuring scenic Intracoastal Waterway views. Located within the gated Harbor Towers Yacht and Racquet Club, this inviting condo combines a peaceful waterfront setting with convenient access to Siesta Key Vill
Harbor Towers 515
Condo
2
bedrooms
2
baths
5
guests
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 086
Condo
2
bedrooms
2
baths
6
guests
4.8
(9)
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
Our House at the Beach C-215
Townhouse
2
bedrooms
2
baths
6
guests
4.9
(10)
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