18

Homes for Rent in Osprey, FL with 3-Bedrooms

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  • /51

    $6,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,799 Sq Ft
    • Condo for Rent

    14041 Bellagio Way Unit 214, Osprey, FL 34229

    Virtually Staged. Welcome to paradise! Osprey's most desirable luxury community at the Villas at the Osprey Harbor Village with direct access to the Little Sarasota Bay is available for 3 months to 12 months lease. Residences will have direct access to the Interacoastal Waterways, 10 minute boat trips to famous Midnight Pass, Blackburn Point Park, and picturesque Casey Key for morning stroll.

    Agent Photo

    Veronica Lee

    COLDWELL BANKER REALTY

    14041 Bellagio Way Unit 214, Osprey, FL 34229
  • /51

    $11,036 Per Month

    • 3 Beds
    • 3 Baths
    • 2,260 Sq Ft
    • Condo for Rent

    521 Habitat Blvd Unit SI FL1-ID1624235P, Osprey, FL 34229

    The advertised rate of $11,037/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 30, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can

    521 Habitat Blvd Unit SI FL1-ID1624235P, Osprey, FL 34229
  • /20

    $7,500

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,679 Sq Ft
    • Condo for Rent

    5417 Lampiasi St Unit SI FL1-ID1590861P, Sarasota, FL 34238

    The advertised rate of $7,500/month is the lowest available price, based on a 30 day(s) stay with a move-in date of December 31, 2027. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    5417 Lampiasi St Unit SI FL1-ID1590861P, Sarasota, FL 34238
  • /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
  • /25

    $4,500 Per Month

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

    152 Navigation Cir, Osprey, FL 34229

    Rented FEB-MAR 2027 / available all other months / Seasonal and short term rental Get out of the cold and into the sunshine in this newer 3/2 condo in the gated community of Bay Street Village in Osprey. This condo is an end unit with an open floor plan for ease of entertaining and family time, with all living space on the 2nd floor. The extra windows flood the unit with natural sun light. The

    152 Navigation Cir, 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
  • /33

    $5,800 Per Month

    • 3 Beds
    • 2 Baths
    • 2,489 Sq Ft
    • House for Rent

    464 Yacht Harbor Dr, Osprey, FL 34229

    Enjoy the Florida lifestyle in this beautifully updated and fully furnished 3-bedroom, 2-bath pool home in sought-after Southbay Yacht & Racquet Club. With nearly 2,500 square feet of living space, the home features a desirable split-bedroom floor plan, with the primary suite on one side and two guest bedrooms on the other, offering privacy for family and guests.At the heart of the home

    Carolyn Yates COLDWELL BANKER SARASOTA CENT.

    464 Yacht Harbor Dr, Osprey, FL 34229
  • /39

    $6,950 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,839 Sq Ft
    • Townhouse for Rent

    101 Woodland Place, Osprey, FL 34229

    Now AVAILABLE FOR LEASE PINE RUN Condominiums in OSPREY, Florida! 3BR/2.5BA Great SARASOTA Vacation Location! West of the Trail, Pine Run is an active community set in a tropical oasis of 20+ acres of wooded Florida landscape. This spacious corner unit townhouse is well FURNISHED. Beautifully decorated and full of light and color with vaulted ceiling in the main Great Room. Custom designed

    Patrice Ivan WAGNER REALTY

    101 Woodland Place, Osprey, FL 34229
  • /35

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,261 Sq Ft
    • House for Rent

    1279 Thornapple Dr, Osprey, FL 34229

    Annual unfurnished single-family pool home available in Willowbend! Gorgeous Lee Wetherington-built three-bedroom, two-bath home located in the maintenance-free neighborhood of Willowbend in Osprey. The home features a gourmet kitchen with gas cooktop and double oven, 12-foot ceilings, plantation shutters, a solar-heated pool, and spacious lanai with lake view. Willowbend amenities include lawn

    Alex Lane PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1279 Thornapple Dr, Osprey, FL 34229
  • /25

    $4,500 Per Month

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

    152 Navigation Cir Unit 107, Osprey, FL 34229

    BACIK ON THE MARKET HIGH SEASON NOW AVAILABLE!! Seasonal and short term rental Get out of the cold and into the sunshine in this newer 3/2 condo in the gated community of Bay Street Village in Osprey. This condo is an end unit with an open floor plan for ease of entertaining and family time. The extra windows flood the unit with natural sun light. The kitchen is a natural gathering point with

    Cody Smith RENT SARASOTA

    152 Navigation Cir Unit 107, Osprey, FL 34229
  • /45

    $4,395 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,168 Sq Ft
    • Condo for Rent

    260 Hidden Bay Dr Unit B 401, Osprey, FL 34229

    Flexible Lease Terms Available 6-12 monthsExperience the best of Florida’s Gulf Coast from this spacious, fully furnished 3-bedroom, 2.5-bath waterfront condominium overlooking beautiful Little Sarasota Bay. Designed for comfort, convenience, and coastal living, this inviting residence features a private den/home office, in-unit laundry, and generous living areas ideal for relaxing or

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    260 Hidden Bay Dr Unit B 401, Osprey, FL 34229
  • /65

    $4,995 Per Month

    • 3 Beds
    • 3.5 Baths
    • 3,771 Sq Ft
    • Condo for Rent

    6100 Jessie Harbor Dr Unit 202, Osprey, FL 34229

    Experience elevated coastal living in this beautifully furnished waterfront residence, available for seasonal (DEC-APR - $6995) or long-term/annual rental (off-season rental $4995 MAY-NOV) in the exclusive Blackburn Harbor community. Located on the second floor with elevator access, this spacious 3-bedroom plus den, 3-bath condominium offers over 3,700 square feet of elegant living space with

    Angelic Tassos CORCORAN DWELLINGS REALTY

    6100 Jessie Harbor Dr Unit 202, 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
  • /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
  • /44

    $5,900 Per Month

    • 3 Beds
    • 3 Baths
    • 2,266 Sq Ft
    • House for Rent

    521 Habitat Blvd, Osprey, FL 34229

    Stylish 3BR Pool Home w/ Office – 10 Mins to Beach -- 90 Day minimum stay, Peak Season at $7,900/mo plus taxes and fees; Off Season at $5,900/mo plus taxes and fees. NOTE: Jan, Feb and March 2027 are Not Available. Your Gulf Coast getaway awaits at this beautifully furnished 3-bedroom, 3-bath pool home in the scenic Willowbend community of Osprey, FL. Ideal for mid-term stays, this spacious

    Dave Holt PMI SOUTHWEST FLORIDA

    521 Habitat Blvd, Osprey, FL 34229
  • /15

    $2,245 Per Month

    • 3 Beds
    • 2 Baths
    • 1,430 Sq Ft
    • Condo for Rent

    4248 Expedition Way, Osprey, FL 34229

    Welcome home to this beautiful 3-bedroom, 2-bathroom condo in the sought after gated community of Bay Street Village!Experience comfortable Sarasota living in this well-appointed condo, featuring neutral paint, ceiling fans throughout, tile flooring in the main living areas, and carpeted bedrooms. The open-concept living and dining area flows seamlessly into the kitchen, complete with

    Brandon Green PMI SOUTHWEST FLORIDA

    4248 Expedition Way, Osprey, FL 34229
  • /51

    $7,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 4,519 Sq Ft
    • House for Rent

    852 MacEwen Dr, Osprey, FL 34229

    **CHARMING and PRIVATE, GOLF COURSE ESTATE** is located behind the Secure Gates of the highly sought after Oaks Country Club community and offers a Lovely, Golf Course View of the 17th Fairway of the interior, Heron Golf Course. This Spacious, Light and Bright, Open Floorplan of OVER 4500sf entails 3-BEDS, 3 FULL and 1 HALF BATHS, Study/Den, Bonus Room / Entertaining area with Fireplace and

    Mark Lyda GENEROUS PROPERTY

    852 MacEwen Dr, Osprey, FL 34229
  • /87

    $7,500 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 $7,000/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

Rental Home Trends

Number of 3 Bedroom Homes for Rent
18
Median 3 Bedroom Single Family Home Rent
$3,875
Median 3 Bedroom Condo Rent
$4,395
Median 3 Bedroom Townhouse Rent
$2,390
How to Rent a Home