12

Pet-Friendly Homes for Rent in Osprey, FL

Section Image Section Image
  • /47

    $5,000 per month

    • 2 Beds
    • 2 Baths
    • 1,568 Sq Ft
    • Condo for Rent

    293 Hidden Bay Dr Unit 203, Osprey, FL 34229

    RENTED JANUARY TILL MARCH 2026. TURNKEY FURNISHED RENTAL! GATED, WATER VIEWS! WATERFRONT COMMUNITY IN OSPREY! 2 Bedroom 2 bath plus den. Den has French doors. Lots of light from this second-floor end unit condo. Front door has disappearing screen for fresh Air. TURNKEY FURNISHED. Completely renovated. NO CARPET. Porcelain tile thru out. Granite counters and high ceilings. Front loading washer &

    Agent Photo

    Alba Lange

    WAGNER REALTY

    (941) 207-9375

    293 Hidden Bay Dr Unit 203, Osprey, FL 34229
  • /49

    $3,750 per month

    • 3 Beds
    • 2.5 Baths
    • 2,155 Sq Ft
    • House for Rent

    221 Lookout Point Dr, Osprey, FL 34229

    Stunning 3 Bedrooms and 3 Baths for rent in Southwest Florida,located on the Intracoastal waterway with easy access to nearby beaches,cultural attractions and golf ,The community-owned marina is for the exclusive use of the Southbay Homeowners.This home is available on May,15th,2026.Last year was remodeled and upgraded troughout featuring a modern kitchen with granite countertops and wine

    Elizabeth Anzellini KELLER WILLIAMS ON THE WATER S

    221 Lookout Point Dr, Osprey, FL 34229
  • /56

    $4,500 per month

    • 3 Beds
    • 3.5 Baths
    • 2,115 Sq Ft
    • House for Rent

    3929 Waypoint Ave, Osprey, FL 34229

    ANNUAL RENTAL - Pristine Single family home in the highly sought after community of Bayside in Osprey. The beautiful heated pool home features three bedrooms and three baths as well a private office space. Master bedroom offers an en suite bathroom with dual vanities, walk in shower, oversized walk in closet with built ins. Kitchen is complete with Gas Range, Oversized Island, Quartz Countertops

    Rachel Tritschler RE/MAX ALLIANCE GROUP

    3929 Waypoint Ave, Osprey, FL 34229
  • /36

    $2,500 per month

    • 3 Beds
    • 2 Baths
    • 1,528 Sq Ft
    • Townhouse for Rent

    80 Navigation Cir, Osprey, FL 34229

    Turnkey fully furnished newer built 3 bedroom 2 bathroom one car garage townhouse on the second floor. Hurricane windows, gated community, with community pool, club house and gym room. 15-20 minutes to Siesta Key and about 10-15 to Nokomis Beach, Legacy Trail at the end of the street, Dogpark across the street. Walking distance to 4-5 Restaurants. Walmart across the street 3 Publixes and a Target

    Krisztian Kecskes M&M PROPERTY MANAGEMENT GROUP

    80 Navigation Cir, Osprey, FL 34229
  • /31

    $4,500 per month

    • 3 Beds
    • 2 Baths
    • 2,367 Sq Ft
    • House for Rent

    1355 Southbay Dr, Osprey, FL 34229

    Southbay Yacht & Racquet Club where the true Florida lifestyle is alive and well! This three-bedroom two bath pool home is located in an active community with unmatched amenities such as an active social atmosphere, heated community pool, playground, fitness room, tennis, pickleball courts, and fishing. All for you to enjoy! Walk, bike or take your golf cart to restaurants, shopping or the

    Sharon Lewis GOLF & BAY PROPERTIES LLC

    1355 Southbay Dr, Osprey, FL 34229
  • /31

    $1,995 per month

    • 3 Beds
    • 2 Baths
    • 1,334 Sq Ft
    • Townhouse for Rent

    1755 Highland Rd, Osprey, FL 34229

    Spacious duplex in Osprey with a bonus room! This Townhouse boasts 2 bedrooms and a bonus room downstairs that can be used as an office, playroom or even additional bedroom. The unit features a single car garage, washer and dryer hook ups, a screened in patio out front, an oversized living room. This community is located off us highway 41 south, right across the street from beautiful Oscar

    Jennifer . STOCKTON REALTY ADVISORS LLC

    1755 Highland Rd, Osprey, FL 34229
  • /83

    $3,300 per month

    • 3 Beds
    • 3 Baths
    • 2,000 Sq Ft
    • Condo for Rent

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229

    Annual unfurnished condominium available in Hidden Bay! Discover luxurious waterfront living in this stunning 2,000-square-foot, three-bedroom, three-bath condominium with breathtaking views of the Intracoastal Waterway. Enjoy spectacular sunsets from the expansive screened balcony, ideal for dining and relaxation. The home also comes with a private two-car garage. At the beautiful, gated

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    232 Hidden Bay Dr Unit 504, Osprey, FL 34229
  • /27

    $1,950 per month

    • 2 Beds
    • 2 Baths
    • 1,184 Sq Ft
    • Condo for Rent

    758 Pine Run Dr Unit 758, Osprey, FL 34229

    Welcome to your beautifully updated coastal retreat! This spacious 2-story condo offers 2 bedrooms, 2.5 bathrooms, and a fresh modern design throughout. Perfectly situated in a desirable community just minutes from the beach and with easy access to Blackburn Point Road, this home combines style, comfort, and convenience. Step inside to find a newly remodeled kitchen featuring shaker-style

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    758 Pine Run Dr Unit 758, Osprey, FL 34229
  • /15

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • House for Rent

    2068 Preymore St, Osprey, FL 34229

    Welcome home to this charming and beautifully maintained 3-bedroom, 2-bath residence located on a great community. Step inside to a spacious open floor plan featuring a generous great room, a dedicated dining area, and a large primary suite. Cathedral ceilings, pocket sliding doors, and fluid room transitions create an airy atmosphere perfect for easy living and entertaining. The bright, eat-in

    Kenia Rivas PREFERRED SHORE LLC

    2068 Preymore St, Osprey, FL 34229
  • /39

    $2,850 per month

    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft
    • House for Rent

    4429 Conchfish Ln, Osprey, FL 34229

    Steps from Pine View School, Florida's #1 public school, with 2,004 sq. ft. of living space, this home features brand-new thick waterproof laminate wood flooring in all bedrooms and closets, an ocean-inspired guest bathroom, and tile throughout the main living areas for easy maintenance.Enjoy the covered lanai overlooking a private backyard, perfect for relaxing or entertaining, and take

    JIA SONG Jia Song Realty

    4429 Conchfish Ln, Osprey, FL 34229
  • /42

    $5,900 per month

    • 3 Beds
    • 3 Baths
    • 2,545 Sq Ft
    • Condo for Rent

    3603 N Point Rd Unit 602, Osprey, FL 34229

    **FURNISHED, 3-BED / 3-FULL BATH, Over 2500sf CONDO with FANTASTIC VIEW** features an Open Floorplan and is located behind the Secure Gates of the highly sought after Oaks-Preserve, Country Club neighborhood. As you emerge from your private elevator lobby, you will be enthralled by the Spacious interior which boasts beautiful Crown Moldings, Hardwood Floors, a well-equipped Kitchen with granite

    Mark Lyda GENEROUS PROPERTY

    3603 N Point Rd Unit 602, 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
How to Rent a Home