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Windermere Homes for Rent

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  • /68

    $5,200 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
  • /47

    $6,750 per month

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

    311 E 8th Ave, Windermere, FL 34786

    Price Reduced! Lakefront Living in the Heart of Windermere Don't miss this rare opportunity to lease a beautifully renovated lakefront home on the pristine shores of Lake Bessie—now available at a newly reduced price!Perfectly positioned in the highly sought-after Town of Windermere, this exceptional retreat offers unbeatable views, unmatched privacy, and modern luxury in one of Central Florida’s

    Karen O'Neil COLDWELL BANKER RESIDENTIAL RE

    311 E 8th Ave, Windermere, FL 34786
  • /11

    $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, Universal, Bay Hill and Dr. Phillips.
What are the most popular zip codes for renters near Windermere?
The most popular zip codes for renters near Windermere are 34786, 34787, 34734, 34761 and 32835.
How to Rent a Home