Long Term Rentals
93 properties available
Peppertree Penthouse #803 by Tropical Sands Accommodations Welcome to Peppertree Penthouse #803, a spacious 2-bedroom, 2-bath Siesta Key condo with breathtaking Gulf views, private beach access, and a spacious enclosed lanai perfect for sunset dining. Located within the highly desirable Peppertree community on Siesta Key Beach, this home provides u
A wonderful 3 bedroom, 2 bath corner unit with a direct view overlooking the Gulf of Mexico and America’s #1 rated Siesta Beach. If you’re looking for a beach retreat where you can watch the beautiful sunsets over the Gulf from your lanai and fall asleep to the sound of waves hitting the white sandy beach, you’ll find it here! If you’re loo
Tortuga Unit 205 – Tropical Sands AccommodationsWelcome to Tortuga Unit 205, a cozy two-bedroom, two-bathroom retreat tucked along peaceful Midnight Pass Road on beautiful Siesta Key. Perfect for extended stays, this modest coastal condo offers beach views from the private balcony and easy access to the island’s pristine private beach, less than 10
Gulf and Bay Club- C611 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit C611 — your sun-soaked escape in one of Siesta Key’s most sought-after beachfront communities. This bright and airy 3-bedroom, 2-bath condo is just moments from the sand and surf, offering the ideal setting for a relaxing long-term getaway.Highlights: • Less t
Gulf and Bay Club – C105 by Tropical Sands Accommodations Discover Gulf and Bay Club—C105, a delightful two-bedroom, two-bathroom condo located on the ground floor. Perfect for families, couples, and friends, this inviting retreat offers the perfect escape, just a short stroll from the pristine Siesta Key Beach and the vibrant shops and restaurants
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 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
Gulf and Bay Club D502 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club D502, a beautifully renovated two-bedroom, two-bath vacation condo located directly on Siesta Key Beach, home to the world famous quartz sand. Set within one of Siesta Key’s most desirable beachfront communities, this top floor retreat offers a comfortable and invit
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
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
Highlights • Private Beach Access • Shared pools • Tennis, pickleball, Racquetball, basketball, and shuffleboard courts • Fitness Center • Community electric vehicle chargers Gulf and Bay Club C204 by Tropical Sands Accommodations Welcome to Gulf and Bay Club C204! This beautiful two bedroom and two bath condo features a screened-in lanai with a
