Siesta Key
393 properties available
Ocean Overlook by Siesta Key Luxury Rental Properties Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key! Your dream beach vacation awaits at Ocean Overlook! This four-story home (with an elevator to all levels) is just one house from the sparkling Gulf of Mexico beach! With eight bedrooms and eigh
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
Renovated Interior and Updated Look Coming by June 2025Enjoy this 2 bedroom 2 bath garden view villa located in the garden/pool #2 area of our beautifully landscaped grounds. For your convenience, the master bathroom shower/tub has grab bars. Swim in any of the 3 heated pools on the property, see who the shuffleboard winner is while barbecuing lunc
Island House by Siesta Key Luxury Rental Properties 344 Canal Rd, Siesta Key, FL 34242 Welcome to Island House, the ultimate destination for your Siesta Key vacation! This stunning property features seven bedrooms and six bathrooms, including a separate guest suite, all just minutes from the pristine Siesta Beach. Enjoy a private paradise with a s
Welcome to Midnight Cove II 610F! This coastal 2-bedroom, 2-bathroom ground floor condo is perfect for families or couples looking to escape to beautiful Crescent Beach on Siesta Key. Located just steps away from our dedicated beach access, you can easily enjoy the renowned quartz-white sands and vibrant local culture, filled with shopping, dining,
Siesta Beach House #308 by Tropical Sands Accommodations 5950 Midnight Pass Rd, #308 Siesta Key, Florida Welcome to Siesta Beach House #308, a two-story condo offering two bedrooms and one and a half bathrooms, perfect for a family beach vacation on Siesta Key. Located just a two-minute walk to private beach access, this comfortable retreat comb
Highlights • Private Beach Access • Shared pools • Tennis, pickleball, Racquetball, basketball, and shuffleboard courts • Fitness Center • Community electric vehicle chargers Gulf and Bay Club C301 by Tropical Sands Accommodations 5770 Midnight Pass Rd. #C301 Sarasota, Florida Your beach escape awaits at Gulf and Bay Club C301! This two-bedroom a
Your ultimate vacation getaway with all the comforts of home awaits here! Beautifully decorated 2 bedroom/2 bath condo with a gorgeous view of the Gulf of Mexico. Enjoy watching the beautiful sunsets every night from your private lanai/patio in this two-bedroom, two-bathroom condo. It is located at Siesta Beach, with Siesta Key Village a short walk
Welcome to Midnight Cove II 431D! Thank you for considering our charming 3rd-floor condo for your Crescent Beach getaway. This cozy 2-bedroom, 1.5-bathroom unit comfortably sleeps four and boasts a lovely balcony view of the canal. You’ll appreciate the short walk to the heated pool, tennis courts, and private beach access, allowing you to fully em
Come enjoy this 2 bedroom, 2 bath fully renovated unit offering beautiful views, a bright interior, updated décor, and brand-new mattresses. The unit sleeps 6 with a king bed in the master, queen bed in the second bedroom, and sleeper sofa in the living room. Gulf and Bay Club offers resort-style living on America’s #1 beach, which is just steps
Midnight Cove II Unit 920 by Tropical Sands Accommodations 1100 Cove II Place Unit 920 Siesta Key, Florida Experience the ultimate beach getaway at Midnight Cove II Unit 920! This two-bedroom, two-bath condo offers a modern beach ambiance with a fully equipped kitchen, dining area, and a cozy work desk. Relax in the seating area with luxury sofas
Discover the perfect escape at Midnight Cove II, a stunning bayside condominium complex offering private beach access to the world-renowned pure white sands and breathtaking sunsets of Crescent Beach on Siesta Key Beach. Ideal for those seeking a vibrant setting, this 2-bedroom, 1.5-bathroom first-floor unit provides spectacular views of the Intrac
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