Beachfront Rentals


Properties Available 201 properties available
This unit is comfortable, has alot of natural light, is colorful and nicely done. Sitting at the desk in the dining room you can look directly through the living room and out to the Gulf. There are 4 TV's (1 in the kitchen) , beach chairs and all you need to have a comfortable and enjoyable vacation. Washer/Dryer is in the Utility Room. Just a shor
Gulf and Bay Club- A705
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 5 guests
Rating 4 (1)
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
Gulf and Bay Club- B410
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Coastal Cottage by Tropical Sands Accommodations Escape to Coastal Cottage, a delightful 3-bedroom, 2-bath retreat nestled along the iconic Beach Road, just steps from the vibrant heart of Siesta Key Village. This century old gem is one of the island’s oldest homes, offering direct access to the world famous Siesta Key Beach. With its unbeatable l
Coastal Cottage
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 4.7 (20)
Jamaica Royale 028 by Tropical Sands AccommodationsWelcome to Jamaica Royale 028, a completely renovated one-bedroom, two-bath villa offering a unique blend of luxury, advanced technology, and unbeatable beachfront location on Siesta Key. Located within the highly sought after Jamaica Royale community, this modern retreat is just steps from the pow
Jamaica Royale 028
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 6 guests
Rating 5 (1)
Jamaica Royale Unit 016 by Tropical Sands AccommodationsWelcome to Jamaica Royale Unit 016, a newly refreshed one-bedroom getaway with one and a half baths, located in the peaceful garden area of the highly desired Jamaica Royale community on Siesta Key. With updated interiors, a king bedroom, a queen sleeper sofa, and easy access to the world-famo
Jamaica Royale 016
Condo
Bedrooms 1 bedrooms
Bathrooms 1 baths
HalfBathrooms 1 Half baths
Guests 4 guests
Rating 5 (1)
Jamaica Royale T21 by Tropical Sands AccommodationsWelcome to Jamaica Royale T21, a beautiful Gulf front two-bedroom, two-bath vacation condo located in Tower I at the beachfront Jamaica Royale resort on Siesta Key. This front facing tower unit offers panoramic views of the Gulf of Mexico, allowing guests to enjoy breathtaking sunsets and warm coas
Jamaica Royale T21
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Rating 5 (1)
Completely Renovated! Welcome to Jamaica Royale Unit 031, a charming ground-floor studio, one-bath condo with a freshly updated interior. Located just steps from the beautifully landscaped garden and pool area of Jamaica Royale and within walking distance of world-famous Siesta Key Beach, this bright and inviting retreat is perfect for couples seek
Jamaica Royale 031
Siesta Key
Bathrooms 1 baths
Guests 2 guests
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
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
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
Jamaica Royale PH2
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
This unit has an uninterrupted view of all Siesta Key's glorious coastal amenities. The unit overlooks the spectacular remodeled "C" pool area. You're just steps to the pools, beach & tennis courts. Includes 3 flat screen TV's for your watching "the game" enjoyment along with 2 DVD players. Freshly painted with uplifting Caribbean colors. Scree
Gulf and Bay Club- C409
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 6 guests
Lovely 2 Bedroom/1 Bath Condo. Updated to make your stay pleasant and relaxing with all the comforts of home. Completely renovated in 2025. The living room features plenty of seating, including a Recliner, comfortable Sleep Sofa, and 42-inch TV (cable provided and USB port in the back if you need it.) Washer/Dryer in the unit. Both a Keurig AND re
Jamaica Royale 012
Condo
Bedrooms 2 bedrooms
Bathrooms 1 baths
Guests 6 guests
Jamaica Royale T62 by Tropical Sands Accommodations Discover your romantic retreat at Jamaica Royale T62, a unique top-floor unit featuring 2 bedrooms and 2 bathrooms, ideal for couples seeking a memorable beach escape. This exceptional beachfront property offers breathtaking views of Siesta Beach from every room and is just steps away from the sof
Jamaica Royale T62
Condo
Bedrooms 2 bedrooms
Bathrooms 2 baths
Guests 4 guests
Rating 5 (2)

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