Long Term Rentals
102 properties available
Gulf and Bay Club Unit B110 by Tropical Sands AccommodationsWelcome to Gulf and Bay Club Unit B110, a spacious three-bedroom, two-bath condo perfectly situated within one of Siesta Key’s most sought-after beachfront communities. Located just a short five-minute stroll from world-famous Siesta Beach, this inviting retreat blends resort-style living
Marbella Villa 11 by AMI LocalsVacation Rental License #TPL24-000059, CND5105469Experience the ultimate tropical getaway at Marbella Villa 11, a luxurious beachfront condo nestled on Anna Maria Island! This beautifully appointed retreat offers two bedrooms and two bathrooms, with stunning Gulf views and private access to the pristine beach just ste
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
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
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
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
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
This unit is one of only a few larger size purpose built units in the complex. It has had the benefit of a complete refurbishment and is very tastefully furnished throughout in neutral tones. It has a double length lanai plus an additional seating area off the master bedroom. Ceiling fans adorn all the rooms along with new carpet. This is a wonderf
Three Sandy Sisters by Siesta Key Luxury Rental Properties is a charming two bedroom, two bath villa offering the perfect balance of relaxed coastal living and resort style amenities. Located along scenic Midnight Pass Road, this Siesta Key vacation rental provides easy access to Siesta Key Beach entry through the Aloha Kai community, along with ba
A beautifully updated 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 bea
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
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
