Windsor Hills has this beautiful villa in one of the most attractive destinations of Florida – Windsor Hills Windsor Hills is a beautiful resort located right in the heart of the major attractions in central Florida U.S.A. About 2.5 miles away is a very magical neighbour: Walt Disney World. After only a few years of existence, Windsor Hills has become one of, if not THE most highly desired gated vacation rental resort in the entire Orlando Kissimmee area, and for excellent reason.