10

Osprey, FL Houses for Rent

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  • /40

    $7,500 per month

    • 5 Beds
    • 4.5 Baths
    • 3,981 Sq Ft
    • House for Rent

    1216 Flying Bridge Ln, Osprey, FL 34229

    DO YOU WANT COMFORT AND LUXURY WHILE YOU LOOK AROUND WATERFRONT ? JUMP ON THIS LUXURY TURNKEY RENTAL. A ROOM FOR EVERY HUMAN OR FURRY FRIEND. HEATED POOL. PREMIUM CHEFS KITCHEN, PREMIUM FLOORPLAN, AND PREMIUM NEIGHBORHOOD. FLY THROUGH AVAILABLE. CALL FOR MORE INFO. MINIMUM 3 MONTH RENTAL MAY- OCT 2025 , ONLY.

    Agent Photo

    Meredith Van Vaals

    COLDWELL BANKER REALTY

    (941) 207-3297

    1216 Flying Bridge Ln, Osprey, FL 34229
  • /47

    $12,000 per month

    • 3 Beds
    • 3 Baths
    • 3,681 Sq Ft
    • House for Rent

    600 Eagle Watch Ln, Osprey, FL 34229

    Beautiful completely renovated home with all the upgrades you can want. Available for annual, and shorter term leases. Pricing is for annual rent.

    Agent Photo

    Joe Murphy

    COLDWELL BANKER REALTY

    (941) 541-8348

    600 Eagle Watch Ln, Osprey, FL 34229
  • /18

    $1,850 per month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • House for Rent

    455 Pennsylvania Ave, Osprey, FL 34229

    Available ~ Contact for current infoNO PETS ~ NO SMOKING Unique property has a style all its own, including native wildflower/herbal garden and beach gear. Nestled away in the ole' Florida fishing Village of Osprey is this quaint quiet FULLY FURNISHED TURN KEY 2/1 offers:~Upgraded kitchen fully equipped with all the necessary essentials, ~Stainless steel appliances

    455 Pennsylvania Ave, Osprey, FL 34229
  • /29

    $3,995 per month

    • 2 Beds
    • 2 Baths
    • 1,678 Sq Ft
    • House for Rent

    76 Bishops Court Rd Unit 116, Osprey, FL 34229

    Date Available 5/15//25 end of lease 10/30/25 Luxury turnkey furnished Georgian Style Villa in beautiful, secure, gated Oaks Preserve within The Oaks Club in Osprey FL. Nestled among the live oaks and palms and native vegetation with lovely flowering annuals and perennials, this villa is one of twelve townhome and villa condominium units of the Bishopscourt Townhomes. Both en-suite bedrooms are

    Fred Beles CAPITAL REAL ESTATE ENTERPRISE

    76 Bishops Court Rd Unit 116, Osprey, FL 34229
  • /16

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,412 Sq Ft
    • House for Rent

    221 Glenwood Ave, Osprey, FL 34229

    Welcome to your dream home! Step inside this pet-friendly home featuring modern finishings and a layout designed with functionality in mind. Enjoy the storage space found in the kitchen and closets as well as the spacious living areas and natural light throughout. Enjoy outdoor living in your yard, perfect for gathering, relaxing, or gardening! Take advantage of the incredible location, nestled

    Nico Silva Vanegas MAIN STREET RENEWAL LLC

    221 Glenwood Ave, Osprey, FL 34229
  • /32

    $5,750 per month

    • 3 Beds
    • 2 Baths
    • 2,271 Sq Ft
    • House for Rent

    293 Turquoise Ln, Osprey, FL 34229

    **RARE RENTAL OPPORTUNITY (UNFURNISHED)** This STUNNING, UPDATED, MAINTENANCE-FREE Home is located in EMERALD WOODS, behind the SECURE GATES of the Distinguished OAKS PRESERVE Neighborhood. Offering 3-Beds (or 2-Beds plus Den), 2-Baths and 2-Car Garage, Premium finishes abound throughout this home and include a Chef’s Kitchen, Tray Ceilings, Crown Moldings, Beautiful Luxury Vinyl Wood Plank,

    Mark Lyda GENEROUS PROPERTY

    293 Turquoise Ln, Osprey, FL 34229
  • /68

    $21,000 per month

    • 4 Beds
    • 6 Baths
    • 9,081 Sq Ft
    • House for Rent

    854 MacEwen Dr, Osprey, FL 34229

    **RENTAL OPPORTUNITY (unfurnished)** SPACIOUS, LUXURIOUS and BEAUTIFULLY RENOVATED, GOLF COURSE ESTATE situated behind the SECURE GATES of The Oaks Country Club Community, Boasting OVER 9,000sf and located on a prominent, private cul de sac lot of Over 3/4 Acres. Expansive room abounds in this LIGHT and BRIGHT Open Floorplan consisting of 4 Beds + 4/2 Baths + Office/Library + Home Theater + Game

    Mark Lyda GENEROUS PROPERTY

    854 MacEwen Dr, Osprey, FL 34229
  • /51

    $12,000 per month

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

    9477 Cedar Ridge Ln, Sarasota, FL 34238

    AVAILABLE FEBRUARY 2026, 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 the home, and a

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    9477 Cedar Ridge Ln, Sarasota, FL 34238
  • /42

    $4,500 per month

    • 2 Beds
    • 2 Baths
    • 1,682 Sq Ft
    • House for Rent

    5305 Bartolomeo St, Sarasota, FL 34238

    Annual lease (no short term) turn-key furnished 3 bedroom two bath w/private heated pool and spa. Life-style community with all the resort amenities and activities: Clubhouse, pickleball, tennis courts, fitness gym, exercise rooms, day spa, Bahama Bar, resort pool, resistance pool, pool side spa, trails, & direct access to the Legacy Bike Trail.Primary suite is a peaceful retreat with a tray

    Leonard Giarrano RE/MAX ALLIANCE GROUP

    5305 Bartolomeo St, Sarasota, FL 34238
  • /50

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,766 Sq Ft
    • House for Rent

    9492 Forest Hills Cir, Sarasota, FL 34238

    RENTED , FEBRUARY, MARCH & APRIL 2026. AVAILABLE JUNE THROUGH DECEMBER 2025: Exceptional villa, open floor plan, recently updated with new flooring and furnishings, large master suite with king bed, garden tub and separate shower. Twin beds in the guest room and a sleeper sofa in den. Flat-screen TVs and internet access, a well-equipped kitchen, laundry room, and a crystal clear pool on the

    Victoria Reilly BERKSHIRE HATHAWAY HOMESERVICE

    9492 Forest Hills Cir, Sarasota, FL 34238
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