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Windermere Homes for Rent

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  • /19

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    804 Oakdale St Unit Suite, Windermere, FL 34786

    Property Id: 1261847Your Apartment: Private entrance, attached off side of main house. No shared living space. Washer & dryer in unit. Loft-style set-up with bedroom and full bathroom upstairs. Queen size memory foam bed. Walk-in shower.Living area, work space, and kitchenette downstairs. Access to large Mediterranean style pool (w/ fully enclosed lanai). Fenced side and back

    804 Oakdale St Unit Suite, Windermere, FL 34786
  • /11

    $2,250 per month

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

    721 Magnolia St, Windermere, FL 34786

    This Charming Fully Renovated Home is available for rent in the Heart of Downtown WindermereWelcome to this beautifully remodeled 2-bedroom, 1-bathroom gem, ideally located within short distance to the vibrant shops, restaurants, and parks of downtown Windermere, as well as the scenic Chain of Lakes.Step inside to discover a fresh, modern interior where everything is brand new—from the sleek

    Lorena Martinez EXP REALTY LLC

    721 Magnolia St, Windermere, FL 34786
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    $5,800 per month

    • 3 Beds
    • 3 Baths
    • 3,220 Sq Ft
    • House for Rent

    63 Main St, Windermere, FL 34786

    Spectacular waterfront home situated on the **BUTLER CHAIN OF LAKES** with over 75 feet of canal connecting you to Lake Down and Wauseon Bay. Tie your boat up to a new 20 foot dock with power and enjoy the water everyday. The home has many NEW features to fall in love with and ample space to enjoy the Florida life! Plenty of indoor and outdoor room for all of your toys, so bring your boats, cars,

    Hector Leon LPT REALTY, LLC

    63 Main St, Windermere, FL 34786
  • /25

    $8,498 per month

    • 4 Beds
    • 3 Baths
    • 3,975 Sq Ft
    • House for Rent

    325 Magnolia St, Windermere, FL 34786

    Welcome to the famed Butler Chain of Lakes waterfront lifestyle! Experience luxury living with small town charm in this Town of Windermere residence boasting breathtaking water views with access to 12 connected lakes. Three of the four bedrooms offer lake views, two with sitting areas and one with access to the patio. You will enjoy the mesmerizing lake vistas from every angle. Step outside into

    Rebekkah Warmus REVEL REALTY LLC

    325 Magnolia St, Windermere, FL 34786
  • /47

    $7,500 per month

    • 5 Beds
    • 4 Baths
    • 3,502 Sq Ft
    • House for Rent

    311 E 8th Ave, Windermere, FL 34786

    A Rare Opportunity to Lease on the Shores of Stunning Lake Bessie.Opportunities like this are few and far between—welcome to lakefront living at its absolute finest. Tucked away on the pristine, crystal-clear waters of Lake Bessie, this exquisitely renovated retreat offers breathtaking views from nearly every room and a rare chance to lease a home in one of Windermere’s most coveted

    Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

    311 E 8th Ave, Windermere, FL 34786
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    $4,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,588 Sq Ft
    • House for Rent

    12025 Lake Butler Blvd, Windermere, FL 34786

    Welcome to your 4-bedroom, 3-bathroom, three car garage sanctuary! As you open your beautiful door, expect to be wowed at your perfect masterpiece. You are greeted by your huge family room leading into the living room with a wood burning fireplace. Your living room boasts lighting through your rear doors leading to your gorgeous, screen enclosed patio. This home has a layout picture-perfect for

    Camille Simon MCO REALTY

    12025 Lake Butler Blvd, Windermere, FL 34786
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    $6,450 per month

    • 4 Beds
    • 3 Baths
    • 3,190 Sq Ft
    • House for Rent

    307 W 4th Ave, Windermere, FL 34786

    Executive rental pool home located in the charming town of Windermere! The location is just two block from Main st and all that downtown Windermere has to offer! This single-story, 4-bedroom (2 primary bedrooms), 3-bathroom home, sits on an oversized corner lot in the shade of majestic oak trees. Enjoy a gourmet kitchen featuring stainless steel appliances, two brand new refrigerators, a

    Katie Bray MAINFRAME REAL ESTATE

    307 W 4th Ave, Windermere, FL 34786

Why Live in Windermere

Windermere is a small, exclusive neighborhood situated in the middle of the Butler Chain of Lakes, known for its luxurious waterfront real estate and celebrity residents. The area features custom-built homes with high-end amenities, including saunas, resort-style pools, and private boat docks. Home styles range from Mediterranean mansions to modern designs, with sizes varying from 1,500 to 15,000 square feet on lots between 7,000 square feet and over 2 acres. The neighborhood is home to the prestigious Isleworth Golf and Country Club, which boasts a nearly 90,000-square-foot clubhouse, spa, and infinity pool. Residents enjoy numerous outdoor attractions, such as Bird Island for jet skiing and Lake Bessie Lakefront Park for biking. Windermere also hosts a variety of community events, including Food Truck Nights, PetFest, and a weekly farmer’s market. Dining options feature local favorites like Pizza 14 and Dixie Cream Café. Windermere Elementary School is highly rated, contributing to the neighborhood's appeal for families. Safety in Windermere is comparable to the national average, providing a secure environment for residents. The neighborhood is conveniently located 15 miles from Downtown Orlando and 10 miles from Walt Disney World Resort, making it a central and desirable location for those seeking a blend of luxury and accessibility.

Frequently Asked Questions

What are the most popular neighborhoods for renters near Windermere?
The most popular neighborhoods for renters near Windermere are Lake Tibet, MetroWest, Bay Hill, Universal and West Oaks.
What are the most popular zip codes for renters near Windermere?
The most popular zip codes for renters near Windermere are 34747, 33896, 34746, 32835 and 34787.
How to Rent a Home