This resort is the closest private home resort to Disney World

Windsor Hills Resort Airbnb Investment Homes Near Disney World

Location Location Location, see the homes for sale in here below

Investing in the Disney World area

Orlando’s 3 major theme parks each have committed Billions of $s in expansions and development according to the Orlando Business Journal 2026 editions.

pool homes for sale

townhomes with pools for sale

condos for sale

in the Disney World area

No limits Airbnb because Orlando and its theme parks are a year-round vacation destination, not seasonal. Pack your bags anytime you like and come to Orlando 3, 4 or more times a year with your family, staying in your own pool home that you bought (turnkey) fully furnished and equipped next to Disney World. The genius of it, other families are paying off your home and its expenses when you are not using it, win win! 

finance it, we know a guy

Since 2004

The Disney World area is our turf!

Windsor Hills Resort has ranked # 1 in private Airbnb home resorts closest to Disney World for 10 consecutive years based on what we sell. The reason being is location and consistency, while some other resorts keep raising their resort fees which in turn homeowners have to raise their nightly rates to vacationers Windsor Hills seems to have a handle on their expenses. Realtors Jane and Alan LaFrance live 1 mile from Windsor Hills and less than 3 miles from Disney World, so they know what Airbnb Homeowners want because their guests tell them.