Windsor Hills

Windsor Hills Orlando Vacation Rentals

If you’re looking for an outstanding Disney vacation or just want the finest Kissimmee rental you can find, then select Windsor Hills rentals. Their resort-style villas and townhomes boast plenty of extra amenities thanks to the resort-style living. You could spend a week or even a month here and never tire of it—and that’s not even taking into account the exciting adventures that lie nearby!

Windsor’s Winning Location

Windsor Hills proudly boasts that it is the one resort community that is the closest to Disney World. Indeed, check their maps and it looks like you’ll even see the fireworks from their pool! Windsor Hills are under 2.5 miles from the Happiest Place on Earth. If you’re looking for vacation home rentals close to Disney, this location is unbeatable!

Windsor Hills Pool
Windsor Hills Resort Tennis
Water Park at Windsor Hills

Windsor Hills Resort Amenities

Windsor Hills offers great resort amenities for your perfect Orlando, Florida family vacation

  • Closest Community to Disney World®
  • A Large climate controlled Resort-style Pool with Fountains and Spa
  • A Large Clubhouse
  • pool tables
  • Several Playgrounds
  • Fitness Center
  • Gated Community with 24 Hour Manned Security
  • Tennis Courts
  • On-Site DVD rentals and ATM
  • Basketball Courts
  • Putting & Chipping Green
  • On-Site 48 seat Movie Theater
  • New Windsor Hills Water Park with spiral water slides and splash zone
  • Sand Volleyball Court
  • Table Tennis (Ping Pong)
  • Arcade Game Room
  • Sundries Shop & Snack Bar


Windsor Hills Resort Map


Windsor Hills is located in the Entertainment District of Orlando close to Disney World® and a short drive from Universal Orlando® and SeaWorld®.

Looking For Vacation Rental Management for Windsor Hills?

Vacome is a marketing brand of Reunion Vacation Homes Inc, an established property management company currently managing over 190 luxury vacation rental properties. We have a strong focus on rentals, successfully generating millions of dollars in booking revenue each year for our property owners. Our operations office in Davenport near the area resorts. Our local team is at hand to serve our guests 7 days a week.