Windermere, FL Homes for Rent with Private Pool

Experience Lakefront Luxury Living - where every day feels like a vacation. Prepare to be captivated by this fully renovated three-bedroom, three-bath lakefront home on the highly sought-after Lake Butler. Part of the Butler Chain of Lakes, featuring 13 connected lakes. A true retreat that blends resort-style amenities with refined design. Nestled on pristine waterfront, this property offers

Steve Simpson 407 PROPERTIES

Exquisite Luxury Retreat in Prime Windermere Location Welcome to 3999 Isabella Cir, an architectural masterpiece nestled within the prestigious community of Casabella at Windermere, FL. This opulent estate is a true embodiment of refined living, offering a harmonious blend of elegant design, impeccable craftsmanship, and unparalleled comfort. Situated on an expansive half acre lot, this

Lucas DeSouza DELUCA REAL ESTATE SERVICES CORP

Welcome to your private luxury retreat in the exclusive gated community of Casabella in Windermere. This exceptional fully furnished estate offers over 5,400 square feet of thoughtfully designed living space, featuring 5 bedrooms, 5.5 bathrooms, and a 3-car garage—perfectly blending elegance, comfort, and functionality. From the moment you arrive, the circular driveway and lush, manicured

Timothy Schmidt RIGHTHOUSE REALTY LLC

Looking for Luxurious home in a prime location? Look no further! Located in the Isleworth Country Club, this stunning single-family home at 6131 Payne Stewart Drive is now available for rent. Situated in a fantastic waterfront location on Lake Chase, which is part of the Butler Chain of Lakes, this home is a short walk away from the world-renowned Isleworth Golf and Country Club. With breath

Jill Irwin IRWIN REALTY GROUP LLC

One or more photo(s) has been virtually staged. Tucked within the gated enclave of Eden Isle in Windermere's Summerport, this beautiful canal-front, three-car garage and pool home has an ideal layout for multigenerational living. It offers an abundance of amenities with the canal leading directly to skiable Lake Speer and a rare combination of privacy, flexibility and outdoor living, and features

Courtney Bass PREMIER SOTHEBY'S INTL. REALTY

This extraordinary Windermere lakefront estate offers refined living on the Butler Chain of Lakes. Located on one of the areas most desirable streets, the home features over $350K in recent upgrades, including a redesigned kitchen and fireplace, new windows and doors, fresh exterior paint, updated landscaping, and a new roof. A brand-new private dock provides direct access to Wauseon Bay.

Jacob Rodriguez SPECIALIZED PROPERTY MANAGEMENT

This exquisite custom residence in the Reserve at Lake Butler Sound community offers unparalleled luxury and sophistication. Striking wrought-iron arched double entry doors open to a seamless, airy floor plan featuring elegant travertine flooring and captivating views of the pool and lanai area.Elegant wrought-iron chandeliers grace the welcoming foyer and generous dining space. This home is

Juan Delgado LA ROSA REALTY LLC

Lease or Lease Purchase available! Experience true lakefront living on the famed Butler Chain of Lakes in this exceptional custom home offering 137 feet of pristine shoreline on nearly one acre of high, dry land. Enjoy sweeping panoramic water views, refreshing lake breezes, and even nightly Disney fireworks. Arrive via a circular paved drive framed by mature oaks and enter through an impressive

Simon Simaan THE SIMON SIMAAN GROUP

POOL HOME!!! WITH MOTHER IN LAW SUIT!!! 5 BEDROOMS 4 FULL BATHS!!! MAN-GATED COMMUNITY IN WINDERMERE!!! Stunning Windermere home at 1351 Glenwick Dr! Spacious open floor plan, modern kitchen, and elegant finishes throughout. Perfect for entertaining or relaxing in the private backyard. Close to top schools, shopping, and dining. A must-see blend of luxury, comfort, and location!

Adriana Montes MBA FLORIDA DREAMS REALTY GRP INC

GOLF FRONT!! Beautiful 4-Bed, 3-Bath Home for Rent in the Exclusive Keene’s Pointe Golf Community Nestled in the sought-after and secure gated community of Keene’s Pointe, this stunning single-story home offers a rare opportunity to live in a neighborhood renowned for its strong sense of community and premium amenities. Community Features: • Gated with 24/7 Manned Security: Peace of mind and

Hans Welbergen WINDERMERE INTERNATIONAL REALTY

Experience luxury living in this beautifully updated 4-bedroom, 2.5-bathroom single-story home located in the 24/7 gated camera surveillance Belmere community in Windermere. This home has been completely and tastefully remodeled with luxury finishes throughout, transforming it into a modern sanctuary of comfort and elegance. Every detail has been upgraded with intention, blending sophistication,

Margaret Marambio LPT REALTY, LLC

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 Boskovich REVEL REALTY LLC

Beautifully appointed home located in the highly desirable Lake Burden community in Windermere. This open-concept floor plan offers a spacious family room and a chef-inspired kitchen featuring stainless steel appliances, propane gas range with pot filler, double ovens, wine refrigerator, custom cabinetry, illuminated quartz countertops, and an oversized island perfect for entertaining. The first

Lindsay Hatton EMANORS