Windsor Hills Resort, is the closest five star community to Walt Disney World. Enjoy Windsor Hills' luxury Orlando vacation home resort boasting Caribbean style! Windsor Hills Resort is a beautiful gated community just outside the gates of Walt Disney World. The Windsor Hills Resort clubhouse features a huge lagoon-style pool complete with water slide and hot tub, and offers a variety of recreation & activities for all ages including children's playground, state-of-the-art fitness center, sand volleyball, basketball and tennis courts, 40-seat movie theatre, video arcade and billiards. The resort offers a shuttle bus service to Walt Disney World, SeaWorld and Universal Studios (local charge applies).