Windsor at Westside Resort Vacation Rentals

Our Windsor at Westside Resort Vacation Rentals deliver the kind of Orlando stay that feels easy, spacious, and full of fun, with private homes in a gated resort community just under 10 miles from Walt Disney World. Ideal for families and groups, these vacation rentals combine a great location with the comfort, privacy, and flexibility that make Florida getaways feel effortless.

Inside these homes, guests can enjoy features built for memorable vacations, including private pools, generous living space, lake views and larger villas with room for big family trips and group stays. Current listings range from 4-bedroom townhomes to 9-bedroom villas, making Windsor at Westside a strong choice for everything from smaller family vacations to larger celebrations.

The resort itself brings even more to enjoy, with a 10,000-square-foot clubhouse, zero-entry resort-style pool, lazy river, waterslide, hot tub, kids’ water playground, games room, fitness center, tiki bar and lounge, arcade, playground, volleyball courts, and a sundries shop. It is the kind of resort where a pool day can feel just as exciting as a day in the parks.