Long Term Rentals
92 properties available
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
This unit has had a total remodel and is also Handicap Friendly. The Living Room has been extended to include the Lanai which does have sliding windows to allow you to enjoy the evening or daytime breezes off of the Gulf. Your view is tremendous of the Gulf and also of Gulf and Bay's lovely courtyard. This unit is gorgeous, comfortable and a gem to
The Midnight Turtle by Siesta Key Luxury Rental PropertiesWelcome to The Midnight Turtle, a beautifully refreshed four-bedroom, three-bath vacation rental tucked inside the exclusive Tortoise Estates community on South Siesta Key. This spacious coastal retreat offers private deeded beach access, a sparkling private pool, screened balconies, and ple
A wonderful 2-bedroom/2-bath condo with great views! located in the only true resort on Siesta Key. The amenities on the property compare to no other on Siesta Key. Enjoy the state of the art fitness center, saunas/spas, 3 heated swimming pool, 8 tennis courts , shuffleboard, basketball/racquetball, tiki huts, grilling areas, 2 clubhouses.....Not t
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
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
Coastal Charm by Tropical Sands Accommodations Welcome to Coastal Charm, a refreshed 3-bedroom, 2-bath Siesta Key home located just a 10-minute walk to Siesta Key Beach and close to the shops and restaurants of Siesta Key Village. This peaceful canal front property features a private pool, outdoor dining, and dog friendly options. Perfect for famil
Exceptional views of the beach/Gulf of Mexico and glorious sunsets right from the lanai of this unit. Tastefully furnished with a large open lanai area and comfortable sitting areas. Spa like master bedroom and bath. Two double beds in the guest bedroom. 3 Flat Panel high definition TV's with Wi-Fi. Perfect for an enjoyable vacation and just steps
Come stay at this delightful 2-bedroom 2 bath condo with amazing views. Wake up to enjoy a spectacular view of Siesta Key Beach and Gulf and Bay Club’s gorgeous courtyard. Have your morning coffee, take a stroll through the courtyard, and nestle your feet in the powder white sand of Siesta Key Beach. Yes, it’s that easy! Gulf and Bay Club has 8
A beautiful 2-bedroom/2-bath fully appointed condo nestled into a the only true resort on Siesta Key. Enjoy being on the ground floor of the " In-Demand" F 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. This unit has a king size bed in the master b
Penthouse Paradise by Siesta Key Luxury Rental Properties Penthouse Paradise is a spacious three-bedroom, three-and-a-half-bathroom penthouse condo perched on the 6th floor of a premier building in the heart of Siesta Key. Located just a short walk from the world-renowned white sands of Siesta Key Beach, this upscale residence offers panoramic balc
Direct Beachfront Condo overlooking tropical courtyard and 90 ft Main lap/swimming pool. Your view of the evening "sunset" will be spectacular from the 2 comfortable reclining chairs facing out to the Gulf. The Master Bedroom has a King Bed while the Guest Bedroom has a Queen Bed. Completely remodeled kitchen and bathrooms with elevated ceilings th
