Osprey, FL Homes for Rent

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  $3,800 Per Month

  • 4 Beds
  • 3 Baths
  • 2,077 Sq Ft
  • House for Rent

  534 Oak Bay Dr Unit 1, Osprey, FL 34229

  AVAILABLE AUGUST 25, 2026 AS UNFURNISHED RENTAL. Very nice light and bright 4 bedroom pool home with private secluded lot in the quaint community of Oak Bay Estates in Osprey. Great access to Sarasota and Venice without having to get on I-75. New interior paint and new ceiling fans throughout. Enjoy this great home and the private pool in your spare time as the pool care and lawn and landscaping

  Brian ODonnell,PLLC REALTY BY DESIGN LLC

  534 Oak Bay Dr Unit 1, Osprey, FL 34229
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  $6,950 Per Month

  • 3 Beds
  • 2 Baths
  • 2,143 Sq Ft
  • Condo for Rent

  5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229

  CLOSE TO NOKOMIS BEACH! BOOKED JAN/FEB/MAR 2027. AVAILABLE APR 2027 $6,950/MONTH. Beautiful direct waterfront 5th Floor condo located in Blackburn Harbor Residences with breathtaking panoramic water views of Little Sarasota Bay, which can be seen from the living room, kitchen, primary bedroom suite, and spacious balcony! The condo comes turnkey furnished and has 3 bedrooms (3rd bedroom was

  Chrissie Cummings JENNETTE PROPERTIES INC

  5100 Jessie Harbor Dr Unit 504, Osprey, FL 34229
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  /19

  $2,100 Per Month

  • 2 Beds
  • 2 Baths
  • 2,052 Sq Ft
  • House for Rent

  4062 Westbourne Cir, Sarasota, FL 34238

  AVAILABLE JUNE THROUGH OCTOBER 2026: SINGLE-FAMILY HOME in gated community of Stoneybrook estates: Need a place while you look for a place or build your dream home or just want to get away for a few months? This fully furnished single-family home located on Palmer Ranch might be just what you're looking for; two bedrooms, two baths, kitchen, dining area, family room and living room plus a large

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

  4062 Westbourne Cir, Sarasota, FL 34238
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  $13,000 Per Month

  • 4 Beds
  • 3 Baths
  • 2,546 Sq Ft
  • House for Rent

  9477 Cedar Ridge Ln, Sarasota, FL 34238

  RENTED FEBRUARY & MARCH 2027, NOT AVAILABLE OFF-SEASON: Spacious single-family home at Stoneybrook Golf & Country Club situated in the center of the cul-de-sac offers stunning views from the amazing, seamlessly screened pool cage, creating a virtual oasis with overflow spa, underwater lighting, outdoor kitchen, and ample covered seating and dining area. Double entry doors greet you as you enter

  Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICES FLORIDA REALTY

  9477 Cedar Ridge Ln, Sarasota, FL 34238

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