Long Term Rentals
96 properties available
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
Gorgeous updated unit with fabulous sunset views of the Gulf right from the lanai. Walk down the stairs and step right out onto beautiful Siesta Key beach. New furnishings and remodeled kitchen. Colorful, beachy decor that will please all. Hardwood floors in the living/dining area with carpeting in the bedrooms. You also have a beautiful view of th
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
This unit has had a full remodel and is just wonderful. Check out the amazing kitchen! The view out through the courtyard and to the Gulf is breathtaking. The lanai is comfortably set up with table/chairs for dining and a gliding loveseat for enjoying the view. Come and enjoy this unit and you may not want to leave. There is a lot of comfort and ad
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
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
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
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
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
Oceanside Retreat by Tropical Sands AccommodationsOceanside Retreat is a recently refreshed three-bedroom, three-bath ground floor vacation rental on Siesta Key, ideal for families and small groups who want a comfortable home base close to the island’s famous beaches, dining, and laid back coastal vibe. After a day on the sand, come home to bright,
A wonderful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. This condo has a king in the master and 2 full size beds in the guest bedroom. 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
Sol y Mar by AMI Locals VRC21-000118Welcome to Sol y Mar, a bright and newly refreshed three-bedroom beach house oasis in the heart of Holmes Beach! Combining modern decor with touches of mid-century inspired furnishings and original terrazzo floors, this home creates a sunny, Palm Springs style retreat. Guests will love the private fenced backyard
Tell us what you're looking for and someone will contact you with available options.