An Incredible Vacation Experience

Known as the most widely regarded resort community in Central Florida, Windsor Hills is located only 10 minutes from the magic of Walt Disney World!

Travellers from all over the world embark on Windsor Hills each year for our amazing resort amenities at no extra cost. Cool off at our double Olympic-sized pool, duelling waterslides and children's interactive water play area. Also located only a short stroll from our home is a community hot tub, three children's playgrounds, a fitness centre, lighted tennis courts, a sand volleyball court, lighted basketball court, 7 hole putting green, picnic areas with charcoal grills, an arcade room with pingpong and pool tables and a mini-movie theater with seating for 58.

Explore just some of the reasons why thousands of travels choose Windsor Hills as their #1 Central Florida vacation spot each year. 


Windsor Hills is highly regarded as one of Central Florida's safest resort communities and the recipient of the "Secure Resort" seal from the Central Florida Vacation Rental Professionals Group. As an exclusive registered-guest-only gated community our commitment to our guests include:

  • 24 hour manned gated access
  • Only registered guests are permitted in the property
  • Zero tolerance for illegal drugs or unauthorized parties and events
  • Quiet hours and surveillance cameras throughout the community.
  • The use of resort amenity wristbands for all registered guests 


The Clubhouse located at Windsor Hills features a staffed Welcome Center to assist with the distribution of wristbands for our registered guests and to answer any questions about the community and local area attractions.  The Clubhouse also offers a fitness centre, arcade and games room, 58 seat movie theatre, and scheduled community events such as Aqua Zumba, DJ appearances, face painting and teeshirt tie-dying to name a few! 




Open 365 days a year, indulge in the 140,000 gallon heated, zero entry lagoon style pool with adjacent hot tub. With ample seating and umbrellas, our resort pool is the perfect place to spend your down days! The Clubhouse also offers shower and changing facilities should you require them. 


Welcome to Sir Windsor AquaVenture Water Park, open 365 days a year! Only steps away from the community pool, you will find two large duelling slides and a children's immersive water play area consisting of two small slides, a splash pad and dumping water bucket! 


Windsor Hills has three immersive playgrounds with a variety of climbing features, slides and swings that will keep the kids entertained on your down days. Bring a blanket, some drinks and a picnic lunch and make an afternoon out of it!


Welcome to the Games Room located at the Clubhouse! Featuring classic games such as pool tables, air hockey, ping pong and skeet ball, you will not be able to pry the kids away from here!






Never miss a beat with your routine by visiting our impressive
fitness centre. Open daily from 6:30 AM to 10:00 PM the gym offers two treadmills, a bike, a stair climber, an elliptical trainer, a seated bench press, a seated leg press, a seated pull down, free weights, and a duel cable system with multiple attachments. Work out in comfort as the gym boasts ceiling fans throughout, television sets as well as a view of the resort pool and hot tub. 


Interested in practicing your basketball, volleyball or putting skills?
 Our dedicated sports courts are available to all registered guests free of charge. Should you need to rent equipment, the Welcome Center can assist for a nominal renal fee.


Bring your popcorn and experience a movie with others in the comfort of the Clubhouse!  With three daily showings, you will certainly find a film that appeals to your entire family. The scheduled showings can be viewed at the Clubhouse each week. 


Hungry? Forgot something? The Marketplace & Grill carries many essential items you may have forgot to pack, as well as a variety of made-to-order food and beverages to be enjoyed around the pool or back at the townhome.