Homes for Rent in ZIP Code 34239 with Community Pool

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  $7,000 per month

  • 4 Beds
  • 3 Baths
  • 2,300 Sq Ft
  • House for Rent

  2375 Waldemere St, Sarasota, FL 34239

  Please contact the Listing Agent to obtain details about the WEEKLY and MONTHLY rates. Available Dates in 2026:Short Term or Long-term starting from May 1, 2026 for $7000 OR **option**SEASONAL RATE from December 2026 through April,2027 is $12,000.Should you wish to rent TWO LUXURY RESIDENCES for a larger gathering of guests (up to 18), consider our alternative property named "Sky Blue

  Claudia Dybala DALTON WADE INC

  2375 Waldemere St, Sarasota, FL 34239
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  $13,500 per month

  • 3 Beds
  • 4 Baths
  • 3,104 Sq Ft
  • House for Rent

  1720 Spring Creek Dr, Sarasota, FL 34239

  Available April 1st. Welcome to your tropical paradise retreat at 1720 Spring Creek Drive, nestled minutes away from the #1 beach in America, Siesta Key. This fully furnished enchanting oasis awaits with a captivating blend of charm, elegance, and comfort, promising an unforgettable living experience. Step into your own slice of paradise as you're greeted by lush, tropical landscaping and a

  Adnan Dedic COMPASS FLORIDA LLC

  1720 Spring Creek Dr, Sarasota, FL 34239
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  $1,950 per month

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Apartment for Rent

  1901 Hyde Park St Unit C, Sarasota, FL 34239

  Enjoy this comfortable & spacious one bedroom apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away. Multiple units available

  Jason Truluck Williams GRAYSTONE REAL ESTATE

  1901 Hyde Park St Unit C, Sarasota, FL 34239
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  $25,000 per month

  • 6 Beds
  • 6.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  2327 Hillview St, Sarasota, FL 34239

  **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to Tamiami Vise, a luxurious haven where comfort and style intertwine for a truly memorable getaway. This stunning retreat features a private heated pool, perfect for relaxing dips under the Florida sun. 6 bedrooms and 7 bathrooms. Step inside to discover a spacious living area, thoughtfully designed for relaxation after a day of exploring Siesta

  Domanic Calamese KW COASTAL LIVING III

  2327 Hillview St, Sarasota, FL 34239
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  $25,000 per month

  • 6 Beds
  • 6.5 Baths
  • 3,500 Sq Ft
  • House for Rent

  2585 Clematis St, Sarasota, FL 34239

  **SEASONAL / WEEKLY RENT PLEASE INQUIRE** Welcome to The Palace on Clematis, where luxury and comfort meet in a delightful escape from the everyday. This exclusive retreat features a private heated pool and firepit, ensuring endless hours of relaxation and enjoyment. With 6 bedrooms and 7 bathrooms, including 5 king beds, 1 queen bed, and a twin bunk. Inside, the living area offers a cozy

  Domanic Calamese KW COASTAL LIVING III

  2585 Clematis St, Sarasota, FL 34239
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  $1,750 per month

  • 1 Bed
  • 1 Bath
  • 500 Sq Ft
  • Apartment for Rent

  1901 Hyde Park St Unit G, Sarasota, FL 34239

  Enjoy this comfortable & spacious studio apartment located in wonderful Southside Village, recently renovated, 1 block to Sarasota Memorial Hospital. Brand new pool with large deck to enjoy the summer heat. Easy walk to so many wonderful restaurants and cute boutique stores. Siesta Key and Lido Key beaches 10 minutes away.

  Jason Truluck Williams GRAYSTONE REAL ESTATE

  1901 Hyde Park St Unit G, Sarasota, FL 34239
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  $8,500 per month

  • 3 Beds
  • 2 Baths
  • 1,444 Sq Ft
  • House for Rent

  Unlisted Address

  Welcome to the "Hangout on Hyde" where comfort, privacy & fun collide! We are a fully renovated, turnkey furnished, beach inspired, 3 bedroom 2 bath heated saltwater pool home w/ outdoor kitchen located just 2 miles from Siesta Key in the Arlington Park neighborhood. We are a pet friendly home with a fully fenced backyard and private screen enclosed lanai allowing you to enjoy meals outside at

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  Unlisted Address
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  $10,000 per month

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft
  • House for Rent

  1865 Orchid St, Sarasota, FL 34239

  Welcome to Tropical Paradise! This stunning, fully renovated home away from home is in a prime location, West of Trail. Take a dip in the private heated pool, sip cocktails at the tiki bar, and soak up the Florida sun. With spacious bedrooms, a fully equipped kitchen, and cozy living areas, you'll have everything you need for a comfortable stay. Located five minutes to downtown Sarasota and ten

  Tina Ellis COMPASS FLORIDA LLC

  1865 Orchid St, Sarasota, FL 34239
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  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,158 Sq Ft
  • House for Rent

  3126 Bougainvillea St, Sarasota, FL 34239

  Charming furnished vacation rental in South Gate, a great mid-town location! This freshly painted home has many updates, offering 3 bedrooms, 2 baths, a large screened Lanai with a heated pool and private backyard. The furnishings are more modern with a coastal vibe and the attached two car garage is large enough for all your toys. The primary bedroom offers queen sleeping accommodations and is

  Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3126 Bougainvillea St, Sarasota, FL 34239
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  $10,000 per month

  • 3 Beds
  • 2 Baths
  • 1,434 Sq Ft
  • House for Rent

  2572 Jefferson Cir, Sarasota, FL 34239

  Welcome to the JefferSun House- a light & bright breath of fresh air & sunshine just minutes from world famous beaches & downtown Sarasota. This turnkey furnished 3 bedroom 2 bathroom heated pool home sleeps 8 & offers a private, fully fenced backyard w/ heated pool & BBQ grill. We are a dog friendly house, walkable to Arlington Park w/ its own dog park, walking trails & tennis courts. With a

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  2572 Jefferson Cir, Sarasota, FL 34239
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  $12,000 per month

  • 3 Beds
  • 2.5 Baths
  • 2,080 Sq Ft
  • House for Rent

  1905 Tulip Dr, Sarasota, FL 34239

  Welcome to the Siesta Stunner! This 1950s pool home has been completely remodeled down to the studs w/ designer finishes & furnishings & high ceilings throughout. A short walk or bike ride will get you onto Siesta Key & the house is walkable to both Publix & the Siesta Key Mall! The space is light and bright thanks to the 10ft ceilings, abundant windows and southern exposure. Upon entering the

  Adam Kabinoff UPTOP REAL ESTATE SERVICES, LLC

  1905 Tulip Dr, Sarasota, FL 34239

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