Long Term Rentals
93 properties available
Visit this unit for SPECTACULAR SUNSETS, exquisite brand-new furnishings, and decor that will make this a memorable stay for you and your family. Second-floor unit with a full beach, Gulf, and garden view. Flat panel TV in every room with a full movie package and High-Speed Internet. Come and enjoy this true Tropical Paradise!!!!!! The kitchen and
Dolphin Daze by Anna Maria Island Accommodations VRC20-000001 Welcome to Dolphin Daze, a spacious five bedroom, four bath canal front vacation home in Holmes Beach, perfectly designed for unforgettable island getaways with family and friends. This Florida Gulf Coast rental features a private heated pool, scenic canal views, and a dock, all just a
Highlights• Private Beach Access • Multiple shared pools• Tennis, pickleball, Racquetball, basketball, and shuffleboard courts• Fitness Center• Community electric vehicle chargers availableGulf and Bay D409 by Tropical Sands Accommodations Gulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and it
Gulf and Bay Club Unit C607 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit C607, a beautiful two-bedroom, two-bath condo nestled within one of Siesta Key’s most desirable gated communities. Perfect for extended stays, this vacation retreat is just a five-minute walk from the world-renowned Siesta Beach, where powdery white sand a
Sundown Sanctuary by Siesta Key Luxury Rental Properties Welcome to Sundown Sanctuary, a refined four bedroom, three and a half bath Siesta Key luxury rental that blends iconic mid-century modern design with effortless coastal living. Ideal for luxury family vacations, extended island stays, and design forward travelers, this private retreat offers
Siesta Dreamin’ by Tropical Sands AccommodationsWelcome to Siesta Dreamin’, a stylish and inviting 4-bedroom, 3-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,
Highlights • Private beach access • Shared pools • Tennis, pickleball, racquetball, basketball, and shuffleboard courts • Fitness Center • Community electric vehicle chargers Gulf and Bay Club B604 by Tropical Sands Accommodations Gulf and Bay Club B604 offers a serene escape with two bedrooms, two baths, and a stunning screened-in balcony. Marve
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
This large end unit has windows on three sides, allowing for breathtaking views of the beach, Gulf and interior grounds of Gulf & Bay from several different rooms. Finished and furnished lanai includes sliding glass windows and additional space. The kitchen has been updated with new stainless steel appliances and all new kitchen accessories. Th
This unit has had a full remodel and is just wonderful. The view out through the courtyard and to the Gulf is breathtaking. And by having an end unit, you also get to enjoy extra natural light and views out of your kitchen and living room windows to the side. The lanai is comfortably set up with table/chairs for dining and a gliding loveseat for en
Treasure on the Canal by Siesta Luxury Rental Properties Welcome to Treasure on the Canal, a luxurious waterfront, Tuscan contemporary retreat with three bedrooms and two full baths, plus two half baths. Featuring a private pool and spa with stunning canal vistas, this home offers seamless indoor-outdoor living just moments from Siesta Key Beach a
Highlights• Private Beach Access • Multiple shared pools• Tennis, pickleball, Racquetball, basketball, and shuffleboard courts• Fitness Center• Community electric vehicle chargers available Gulf and Bay A708 by Tropical Sands Accommodations Gulf and Bay is a fabulous beachfront condominium complex with private beach access to Siesta Key Beach and i
Tell us what you're looking for and someone will contact you with available options.