Sarasota, Florida
378 properties available
🌴 Casita Morning Star | A Coastal Charm with Private Pool, Walk to Crescent Beach + Village💖 Why You'll Love This HomeWelcome to Casita Morning Star, a cheerful Siesta Key hideaway with its own private heated pool, tropical outdoor space, and a 3-minute walk to Crescent Beach and Point of Rocks. One half of a charming duplex, this home gives you
The Anchorage Resort on Siesta Key - includes resort amenity access!Our 2 bedroom, 2 bathroom, private vacation condo is a great option for anyone wanting a home base to enjoy the best of all that Siesta Key has to offer.* Anchorage Resort Condo* 2 bedrooms / 2 bathrooms* Spacious Balcony overlooking Southern Siesta Key* Top Floor Condo with amazin
Casa Cocoanut - 1314
Discover your perfect Sarasota getaway in this beautifully renovated and fully furnished duplex, just 12 walkable blocks north of downtown Sarasota. Perfectly tailored for snowbirds, travel nurses, doctors, and parents visiting students, this central Sarasota gem offers comfort, convenience, and a touch of coastal charm in a q
Welcome to Sunset Reflections! Experience refined coastal living in this stunning 2-bedroom, 2.5-bathroom fourth-floor residence located within the iconic St. Regis Longboat Key Resort. Perfectly positioned on one of Florida's most coveted barrier islands, this condo offers breathtaking views, world-class amenities, and effortless access to pristin
Stay on the Beach!Make yourself at home in one of Siesta Keys most exclusive luxury condominium complex The Gulf and Bay Club. Our 1st floor two bedroom and two bath condominium is the perfect find for those looking for the ideal extended Siesta Key getaway. The Gulf and Bay Paradise Condo is a 1,300 SQFT, fully updated, condo that overlooks the Gu
Welcome to Pelican's Place — Your Family's Ideal Beach EscapeNestled just steps from the world-famous Siesta Key Beach, Pelican's Place offers the perfect family retreat in the heart of Siesta Key Village. This charming 2-bedroom, 2-bath invites families to experience the best of island living with unbeatable proximity to the shimmering Gulf shores
Island Time Hideaway
Welcome to your perfect beach getaway at this stunning condo in Longboat Key, FL. This beautiful complex not only offers a pickleball court for your enjoyment but also boasts a plethora of amenities to make your stay comfortable and convenient.
Relax in the cozy queen bed after a day of exploring the area, and freshen up in t
Welcome to The Terrace 10-2 on Siesta Key, a fully renovated 10th-floor beachfront condo offering some of the most breathtaking panoramic views on Florida's Gulf Coast. Designed by the renowned architect Frank Folsom Smith, The Terrace stands as one of Siesta Key's most architecturally significant landmarks, combining mid-century sophistication wit
"Welcome to Casa Eulimia,, a gorgeous vacation rental duplex located on the Southern end of Siesta Key. This spacious and airy property is adorned with coastal decor and offers a plentiful amount of natural light, creating a relaxed and welcoming atmosphere.Casa Eulimia is the perfect vacation rental for those seeking luxury and convenience. With a
🌴 Siesta Dolce | Private Pool, Kayaks and Putting Green💖 Why You'll Love This HomeEscape to Siesta Dolce, a luxurious oasis where every detail is designed for your ultimate enjoyment. From its stunning outdoor amenities, including kayaks and a putting green, to its inviting interiors, this home promises an unforgettable Siesta Key escape.👨👩👧
Aloha Kai #42Lets Go to the Beach! Escape to the sun-kissed shores of Siesta Key and immerse yourself in the laid-back luxury of Aloha Kai #42. This charming beach villa is your perfect retreat, where the soothing sounds of the Gulf of Mexico and the vibrant energy of Crescent Beach create an unforgettable vacation. Fresh and inviting with colorful
🌴 Plumbago | 2 King Suites + Balcony | 0.2 Miles to Siesta Key Beach💖 Why You'll Love This HomePerched above Siesta Key Village, Plumbago offers a peaceful second-floor retreat with two private king suites, a balcony for breezy mornings, and a shared heated pool just steps from white-sand beaches.👨👩👧 Perfect ForSmall families, couples, or cl
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