15

Houses for Rent in ZIP Code 34229

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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
  • /18

    $1,850 per month

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

    455 Pennsylvania Ave, Osprey, FL 34229

    Fully Furnished 2BR/1BA Turnkey Home in Osprey, FLUnique, peaceful property with native wildflower garden, beach gear, and old-Florida charm. Located in the quiet fishing village of Osprey, this FULLY FURNISHED home includes:•Upgraded kitchen with stainless steel appliances, granite counters, and all essentials•New washer/dryer•Enclosed lanai•High-speed WiFi, water, sewer,

    455 Pennsylvania Ave, Osprey, FL 34229
  • /15

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 1,738 Sq Ft
    • House for Rent

    1363 New Forest Ln, Osprey, FL 34229

    Welcome to The Woodlands At Rivendell! This beautiful home is on a large corner lot in the Patio Section of the Woodlands. It has TWO Bedrooms + a DEN, Great Room, double tray ceilings w/ crown molding. The den has double pocket doors! The kitchen is central in the house for entertaining, with plenty of storage, pull-out shelves, and 2 pantries! The Lanai has glimmering water views! Some nice

    Pamela Strom RE/MAX PALM

    1363 New Forest Ln, Osprey, FL 34229
  • /2

    $2,749 per month

    • 3 Beds
    • 2 Baths
    • 1,462 Sq Ft
    • House for Rent

    413 Glenwood Ave, Osprey, FL 34229

    Coming soon - this home is currently being enjoyed by another resident but will be available soon. This home is professionally managed by Tricon Residential, dedicated to creating exceptional rental experiences. Featuring 3 bedrooms, 2 bathrooms, and approximately 1,462 square feet, this well-maintained home offers a high standard of rental living, supported by a team that puts residents first.

    413 Glenwood Ave, Osprey, FL 34229
  • /49

    $9,000 per month

    • 3 Beds
    • 2 Baths
    • 1,977 Sq Ft
    • House for Rent

    18 N Casey Key Rd, Osprey, FL 34229

    Beautifully remodeled in 2012, this bayfront residence combines elegance, functionality and an enviable location. The living room, kitchen and family room are great places to gather, and the split floor plan provides room for all, privacy to retreat with a good book or work from home options. The classic coastal style provides a view of the bay and intracoastal waterway from the primary bedroom.

    Valerie Dall'acqua PREMIER SOTHEBY'S INTERNATIONAL REALTY

    18 N Casey Key Rd, Osprey, FL 34229
  • /44

    $6,500 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 ****SEASONAL RENTAL ONLY**** 90 Day minimum stay in Peak Season at $10,500/mo plus fees; Minimum 60 Day stay in Off Season at $6,500/mo plus fees.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 retreat

    Dave Holt PMI SARASOTA

    521 Habitat Blvd, 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
  • /9

    $2,300 per month

    • 3 Beds
    • 1.5 Baths
    • 1,173 Sq Ft
    • House for Rent

    234 Patterson Ave, Osprey, FL 34229

    Welcome to 234 Patterson Ave, a charming single-family home nestled in the heart of Osprey, Florida. This amazingly located residence offers 3 bedrooms, 1 and a half bathrooms, and 1,173 square feet of comfortable living space. The open-concept layout features vaulted ceilings and a NEW modern kitchen equipped with granite countertops, soft close drawers, a center island, and new Frigidaire

    Sean Seward KELLER WILLIAMS ISLAND LIFE REAL ESTATE

    234 Patterson Ave, Osprey, FL 34229
  • /51

    $8,000 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
  • /100

    $3,750 per month

    • 4 Beds
    • 4 Baths
    • 3,183 Sq Ft
    • House for Rent

    650 Crane Prairie Way, Osprey, FL 34229

    Now Available – Lease Option or Lease Purchase Opportunity in Willowbend! Flexible lease terms now offered:Lease Option with option fee - OR - Lease Purchase with buyer commitment and possible rent credit. Lease Option: Lease now with the option—but not the obligation—to purchase later. You are not obligated to buy, but the seller retains the option fee if you don’t. Lease Purchase: Lease

    Cheri Castro KELLER WILLIAMS ON THE WATER

    650 Crane Prairie Way, Osprey, FL 34229
  • /17

    $3,999 per month

    • 3 Beds
    • 2 Baths
    • 2,298 Sq Ft
    • House for Rent

    510 Latitude Ln, Osprey, FL 34229

    Custom, Lee Wetherington home with a private heated pool in the sought after, maintenance free community of Willow Bend. Located close to Pineview School, Legacy Trail, Oscar Scherer Park and our world-famous beaches. This home features volume tray ceilings with lots of natural light, natural gas cooking, crown molding, built in features and indoor laundry. The large master suite features double

    Marisa Marino BRIGHT REALTY

    510 Latitude Ln, 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
  • /42

    $6,250 per month

    • 3 Beds
    • 3.5 Baths
    • 2,718 Sq Ft
    • House for Rent

    1899 Vamo Way, Sarasota, FL 34231

    The property can be rented for a short or long term. Property AVAILABLE from SEPTEMBER 1,2025. The Luxury Home is available for long-term rental for a duration of 8 to 12 months at a rate of $6,250 per month. Alternatively, the seasonal rate from December to April is set at $10,000 per month.***Please ask the Listing Agent for more details***Beautifully crafted and maintained, this

    Claudia Dybala DALTON WADE INC

    1899 Vamo Way, Sarasota, FL 34231
  • /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
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