Windermere Single Family Homes For Rent in Windermere - 22 homes

Remarks: One or more photo(s) has been virtually staged. Luxury Lakefront Executive Rental in Downtown Windermere on Lake Bessie. Now offered at a newly adjusted price, this rare 5-bedroom lakefront home presents one of the most compelling rental opportunities in Windermere.Set on Lake Bessie, this renovated residence offers panoramic water views, flexible living spaces, and true indoor-outdoor Florida living, a feature not commonly found in the current rental inventory. Many competing properties offer limited outdoor space or no water access; this home provides a lakefront setting with room to relax and entertain. The open-concept floor plan features a chef’s kitchen with gas range, custom cabinetry, and premium finishes, flowing into spacious living and dining areas. Two first-floor ensuite bedrooms offer ideal flexibility for guests, home office, or multigenerational living. The second-floor primary suite provides a private retreat with elevated lake views. Outdoor features include a screened porch, landscaped yard, fire-pit area, and koi pond, creating a peaceful setting for everyday living or entertaining. Located in Downtown Windermere, this home offers golf-cart-friendly access to local shops, weekly farmers markets, and community events, with convenient proximity to Orlando’s major employment centers, top-rated schools, and world-class attractions including Disney and Universal. Rarely available as a rental, this lakeview property combines location, space, and lifestyle in one of Central Florida’s most sought-after communities. Schedule your private showing today.

Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)

Listing Agent: Karen O'Neil (407-789-5565)

Remarks: If you choose to rent this beautiful, well-maintained home in a clean, quiet, and safe neighborhood, you’ll love its convenient access to all of Orlando’s attractions. This 3-bedroom, 2-bath home is located near excellent schools, shopping, restaurants, and major roadways, with Disney just 11 minutes away. Situated on a corner lot, the property features a large yard and a screened patio—perfect for families and pets. There is a two-car garage with an automatic opener located at the rear of the home. The spacious master suite is filled with natural light and includes a dual vanity, walk-in closet, and a glass-enclosed walk-in shower. A versatile flex room across from the master suite can be used as an office, playroom, or easily converted into a fourth bedroom if needed. The additional two bedrooms are generously sized. The open living area features wood flooring that continues throughout the home. The kitchen is equipped with large dark cabinets, stainless steel appliances, granite countertops, a tile backsplash, and a convenient breakfast bar. The backyard includes a citrus tree, artificial turf on the patio, and tall bamboo for added privacy. The surrounding flowers and palm trees create a peaceful and relaxing outdoor space. Make your appointment as soon as possible, as the property will be ready for move-in on MAY 1ST.

Listing is courtesy of: LA ROSA REALTY LLC (877-366-2213)

Listing Agent: Rosalina Martinez (321-443-5116)