Windsor Hills Resort vacation rentals
What Windsor Hills Resort includes
24-hour gated security
A secure, gated community with round-the-clock security for peace of mind throughout your stay.
Water park & pools
Sir Windsor's AquaVenture water play area, a double Olympic-sized pool, spiral water slide, and hot tub.
40-seat movie theater
A free in-house cinema right on the resort — no need to drive out for a movie night.
Next to Mystic Dunes Golf Club
Tee off next door at Mystic Dunes, with several more courses within easy reach.
Under 2 miles from Disney
The closest resort community to Walt Disney World that isn't an actual Disney hotel.
Private pools
Most homes come with a screened private pool, themed bedrooms, and full kitchens.
Explore homes that fit your trip.
Featured options
Featured stay
Comfortable home
Featured stay
Comfortable home
Featured stay
Comfortable home
Get more when you book direct
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.











