Browse all current vacation rental homes for sale in Windermere, Florida.
Discover Vacation Rental Homes for Sale in Windermere, Florida using our interactive MLS Map.
Access MLS instantly and receive New Listing Alerts directly to your inbox.
Can't find a home that fits your needs? Try our Advanced Windermere Florida MLS Search. You can easily filter properties by location, price, amenities, and more to find exactly what you're looking for.
Discover all available vacation rental homes for sale in Windermere, Florida, within our comprehensive MLS® and private listings search. Our dynamic MLS updates every 5 minutes, making your home search effortless and up-to-date.
IMPORTANT INFORMATION BEFORE BUYING VACATION RENTALS
Looking for the confidence to ensure the profitability of your Airbnb Vacation Rentals? Read Now
Wondering if your Airbnb Vacation Rental is strategically located for maximum ROI? Read Now to find out!
EXCEPTIONAL WATERFRONT LIVING ON THE PRESTIGIOUS BUTLER CHAIN OF LAKES. Discover an extraordinary expression of waterfront luxury in the charming Town of Windermere, ...
Welcome to 6206 Golden Dewdrop Trail in Windermere Landings — an opportunity to live in Windermere, one of Central Florida's most exclusive and sought-after addresses. Se...
Virtually Staged. Welcome to this exceptional, energy-efficient modern residence built in 2017, perfectly positioned with tranquil lake views in one of the area’s most de...
ONE-STORY, NEW CONSTRUCTION, MODERN FARMHOUSE ELEGANCE ON 1.3 PRIVATE ACRES IN WINDERMERE. Experience an unparalleled synthesis of modern luxury and tranquil, natural bea...
Charming 1 Bedroom 1 Bath Craftsman Cottage on a spacious lot in Downtown Windermere * Whole House Natural Gas Generator keeps the lights and hot water on during all stor...
Lakefront estate on Lake Down in the Butler Chain of Lakes with over 150 feet of frontage and no HOA in Sunset Bay. Built in 1983, this 5 bedroom, 4 bath pool home offers...
Experience the extraordinary lifestyle of waterfront living in the heart of historic Windermere. Set on approximately 2/3rd of an acre with an impressive 100 feet of fron...
Completely renovated Gotha/Windermere retreat with NO HOA—bring your boat, RV, or camper! This rare property features a light-filled 3BR/2BA main home with living, dining...
A rare opportunity in Windermere for the buyer who values space, privacy and flexibility. Set on approximately 1.15 acres with no HOA, 4282 McKinnon Road offers nearly...
Welcome to this beautiful maintained traditional-style home in the highly desirable Town of Windermere, Florida, just minutes from the renewed Butler-Chain of Lakes. Nest...