Monthly Stays
84 properties available
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is wait
Ideal location. First floor and one of the closest units to the beach, so there is no need to lug beach gear into an elevator or down a long path. Also close to the "A" pool and outdoor grilling/eating facilities. New furnishings, appliances, rug and flooring. Gorgeous beach view from outdoor screened porch perfectly oriented to take advantage of m
Gulf and Bay Club E104 by Tropical Sands Accommodations Your perfect beach getaway awaits at Gulf and Bay Club E104! This two-bedroom, two-bath ground-floor condo is just a minute's walk from your private beach paradise! Highlights • Ground-floor beach condo • Screened-in lanai with water views • Washer and dryer in unit • Less than a 1-minute wal
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
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pools, 8 tennis courts (2 converted for pickleball), shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses, and if you like, Americas #1 beach is wait
Gulf and Bay Club B309 by Tropical Sands Accommodations Welcome to Gulf and Bay Club B309! This stunning two-bedroom, two-bath condo is the perfect retreat for those seeking a home-away-from-home experience. You'll appreciate the comfortable accommodations, fantastic community amenities, and the close proximity to Siesta Key attractions. Highlig
Enjoy being on the ground floor with the ability to walk out your lanai screen door into the plush beautiful court yard and be right by the large swimming pool. This unit is waiting for you to occupy. It has 2 bedrooms/2 baths, utility room with washer/dryer, beach chairs and all you would need to have an enjoyable vacation. Enjoy a leisure short w
Gulf and Bay Club- B307 Welcome to Gulf and Bay Club B307, a comfortable and inviting two-bedroom, two-bath condo located within the only true resort community on Siesta Key. Perfect for families or friends looking for Siesta Key vacation rentals that balance comfort, convenience, and island charm, this condo places you just steps from Siesta Key
Siesta Dreamin’ by Tropical Sands AccommodationsWelcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 2.5-bath canal front home with a private dock, perfect for extended stays on Siesta Key. Located just a 12-minute walk to Siesta Key Beach, this comfortable retreat offers a peaceful waterfront setting while still being close to local shops
This beautiful 3-bedroom 2 bath end unit with a direct view of the Gulf of Mexico. This unit updated and very well furnished with a fully equipped kitchen. It also has an enclosed lanai with sliding windows for you to enjoy the gulf breeze while eating, lounging or just enjoying Florida’s beautiful sunsets. All bedrooms have TV’s and the condo
Leona Breeze by Tropical Sands AccommodationsWelcome to Leona Breeze, the perfect home for long-term renters seeking a relaxed, comfortable stay on Siesta Key. Designed for extended stays, this two-story residence offers four bedrooms and two and a half bathrooms, providing the ideal backdrop for families, professionals, or groups looking to settle
Gulf and Bay Club C701 by Tropical Sands Accommodations Welcome to Gulf and Bay Club C701! This perfect two-bedroom and two-bath Siesta Key condo boasts stunning views of the community pools, a serene freshwater lake, and the breathtaking Gulf of Mexico in the backdrop.Highlights • Newly Renovated Beach Condo • Screened-in lanai with stunning beach
Tell us what you're looking for and someone will contact you with available options.