Osprey Single Family Homes for rent by Neighborhood

Find Osprey Single Family Homes  by clicking on the relevant neighborhood.

View all Osprey Single Family Homes for Rent

Newest Single Family Homes for Rent in Osprey by Neighborhood

View all Osprey Single Family Homes for Rent

  • 956 SCHERER WAY, OSPREY, FL - MLS# A4700530

    RIVENDELL THE WOODLANDS - A4700530 - 956 SCHERER WAY, OSPREY, FL 34229
    3 Days on yellowkey

    $4,800 | Single Family Home | 4 beds | 3.0 baths | 3 gar

    This FULLY FURNISHED 4 bedroom, 3 bathroom rental home is available for an ANNUAL LEASE in a quiet HOA community with a PRIVATE HEATED POOL, HOT TUB, 3-CAR GARAGE, and great access to everything Sarasota/Osprey has to offer! This home has the perfect Florida living setup with a backyard overlooking natural Florida views that you can enjoy from your SCREENED-IN LANAI. Inside, enjoy HIGH/VAULTED CEILINGS, tile & hardwood flooring and a comfortable layout that includes a DINING ROOM and BREAKFAST NOOK and plenty of natural light. The kitchen features MARBLE COUNTERTOPS, a KITCHEN ISLAND, PREMIUM GE CAFE STAINLESS STEEL APPLIANCES, and great cabinet/counter space. The laundry room also includes MARBLE COUNTERS. Fully stocked and TRULY TURN-KEY with cookware, linens, towels, and more The primary suite includes a WALK-IN CLOSET, DOUBLE VANITIES, a separate TUB, walk-in SHOWER, and plenty of space to feel comfortable at home. Enjoy extra features like an electric car/TESLA CHARGING STATION, ALARM SYSTEM, HURRICANE SHUTTERS, and an EXTRA FRIDGE IN THE GARAGE. NO PETS ALLOWED. No Cats. No Dogs. Lawn Care and Pool Maintenance INCLUDED! distance to Pine View School and Legacy Trail * Direct access to I-75 and medical offices * 1 mile from Walmart, gas stations, and everyday essentials * 5 minute drive to Costco, Total Wine, Sprouts, Ulta, Hidden Harbor Marina, and more! * 10-12 minute drive to Casey Key and Siesta Key BEACHES * Easy access to Downtown Venice and Downtown Sarasota

    Contact Yellowkey Agent

    Listing is courtesy of: KEYRENTER SARASOTA PROPERTY MANAGEMENT

  • 4401 CONCHFISH LN, OSPREY, FL - MLS# A4700255

    PALMS/CASEY KEY - A4700255 - 4401 CONCHFISH LN, OSPREY, FL 34229
    4 Days on yellowkey

    $3,595 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    Welcome to this beautifully maintained 4-bedroom, 3-bathroom home with a 2-car garage, ideally situated on a desirable corner lot in The Palms of Casey Key, just a short walk to the nationally ranked Pine View School. Built in 2018, this residence offers thoughtful upgrades throughout, including updated flooring in every room, custom window treatments, and elegant light fixtures. The open-concept floor plan is designed for both everyday living and effortless entertaining. The gourmet kitchen features a large granite island, stainless steel appliances, a pantry, and seamlessly connects to the great room and dining area. The spacious primary suite overlooks the private, tree-lined backyard and offers dual vanities, a generous walk-in closet, and convenient access to the laundry room. Three additional bedrooms and two full bathrooms provide flexibility for family, guests, or a home office. Step outside to the screened lanai and enjoy peaceful views of the lush natural surroundings. The backyard features a paved patio and a variety of mature fruit trees, including mango and dragon fruit, creating a private outdoor retreat. Additional highlights include a whole-house water filtration and softener system, an electric vehicle charging station in the oversized garage, and a paved walkway surrounding the home. Ideally located near the Legacy Trail, Historic Spanish Point, Oscar Scherer State Park, shopping, dining, and Gulf Coast beaches, this home also offers the rare convenience of being able to walk to and from Pine View School, combining comfort, functionality, and an exceptional location.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS FLORIDA, LLC

  • 534 OAK BAY DR, OSPREY, FL - MLS# A4699469

    BAY OAKS ESTS UNIT 1 - A4699469 - 534 OAK BAY DR, OSPREY, FL 34229
    15 Days on yellowkey

    $3,800 | Single Family Home | 4 beds | 3.0 baths | 2 gar

    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 are done for you and included in the rent. This home is located in a very nice neighborhood with easy access to many restaurants, shopping and the Florida lifestyle including the Legacy Trail for biking, walking or jogging. Only 10 minutes to two of the finest beaches on the Gulf Coast at Siesta key and Nokomis beach. First and last months rent and security deposit due upfront. pets are possible and are considered on a case by case basis.

    Contact Yellowkey Agent

    Listing is courtesy of: REALTY BY DESIGN LLC

  • 919 SCHERER WAY, OSPREY, FL - MLS# N6144906

    RIVENDELL THE WOODLANDS - N6144906 - 919 SCHERER WAY, OSPREY, FL 34229
    21 Days on yellowkey

    $4,200 Reduced | Single Family Home | 4 beds | 3.0 baths | 3 gar

    Perfect Family Pool Home in a Location you can't ignore. Just a few blocks from The Oaks, one of the most exclusives areas in Sarasota, this impeccable home has 4 bedrooms and 3 bathrooms, 3 car garage, with just under 2,300 square feet of living area for your quiet enjoyment or entertaining friends and family. The home offers a designer pool and spa with lake and preserve views, located in the desirable Rivendell neighborhood, blocks from Pine View School - one of the top-rated schools in Florida! This home offers upgrades by design and include 10’ ceilings, rich engineered hardwood floors and tile throughout living areas, a formal living room and dining room that open to the pool and lanai, accenting arches throughout, great room opening to pool with the kitchen providing a breakfast bar and nook. A sizable Master Suite with a convenient door to the pool area, Master Bath includes a large glass enclosed shower, two walk-in closets, dual sinks and soaking tub. Enjoy the Florida living with the screen enclosed pool with a swim out for the little ones -or- visit the heated community pool, playground, and nature trails. Close proximity to Shopping, Beaches, Oscar Scherer State Park, and just 20 minutes to all of the amenities of Sarasota! ~Included in Rent: Landscaping and Pool Maintenance. ~Association: Application is required.

    Contact Yellowkey Agent

    Listing is courtesy of: COMPASS PROPERTY MANAGEMENT LLC





Data is updated at least once a week by Sunday nights. Some properties that appear for sale on this web site may subsequently have been sold and may no longer be available. The data relating to real estate for sale/lease on this web site come in part from a cooperative data exchange program of the multiple listing service (MLS) in which this real estate firm (Broker) participates. Data can be retrieved from any one of the following MLS’s: Greater Fort Lauderdale REALTORS®, Space Coast Association of REALTORS®, My Florida Regional MLS, Florida Gulf Coast MLS, "©2024 Northeast Florida Multiple Listing Service, Inc. All rights reserved." The properties displayed may not be all of the properties in the MLS’s database, or all of the properties listed with Brokers participating in the cooperative data exchange program. Properties listed by Brokers other than this Broker are marked with either the listing Broker’s logo or name or the MLS name or a logo provided by the MLS. Detailed information about such properties includes the name of the listing Brokers. Information provided is thought to be reliable but is not guaranteed to be accurate; you are advised to verify facts that are important to you. No warranties, expressed or implied, are provided for the data herein, or for their use or interpretation by the user. The Florida Association of Realtors® and its cooperating MLSs do not create, control or review the property data displayed herein and take no responsibility for the content of such records. Federal law prohibits discrimination on the basis of race, color, religion, sex, handicap, familial status or national origin in the sale, rental or financing of housing.