Windsor Hills ClubhouseWindsor Hills is a beautiful gated family oriented vacation resort community located right in the heart of the major attractions in central Florida U.S.A. Less than 2 miles away is a very magical neighbor: Walt Disney World. After only a few years of existence, Windsor Hills has become one of, if not THE most highly desired vacation rental resort in the entire Orlando Kissimmee area, and for excellent reason.

Not only is it a five star World Class vacation destination in itself that comes from the dedicated efforts of our resort management, we are perfectly located close to hundreds of shops, restaurants, and local attractions of every kind imaginable. Windsor Hills is the nearest vacation rental resort to Disney's main entrance off US 192 in Kissimmee, and a very short drive away down I-4 are Universal and Sea World. Don't forget Gatorland which is a classic Florida attraction providing a fun day for all.

Two major airports (Orlando and Sanford International) serve the Disney area. Florida's beautiful beaches on either coast and many state parks are also within an hour's drive from the resort as is Kennedy Space Center.


When it comes time to take a break from the theme parks or if you're not planning to visit one at all, Windsor Hills is the perfect place for family fun and relaxation in the warm Florida sun. It can easily be considered a vacation final destination in it's own right, and many guests spend their days relaxing and winding down right at their own private and memorable home away from home. Hang out at poolside soaking up the rays. Make your own breakfasts and lunch and save $$$$. Go out to a nice dinner in the evening, or make that at home too because all WH vacation rentals come equipped with complete kitchens and appliances.

All condos at Windsor Hills are within an easy walk to the main clubhouse/pool area and all buildings are equipped with centrally located dual elevators for easy access to the upper levels. For larger parties, townhomes and villas include your very own private pool. Family and friends can all stay together.

Haven't quite decided yet whether to rent a vacation home or go for one of those Disney special promotions you may have heard about on TV? Don't expect a condo at the Old Key West. This is what you'll actually get:

Disney bargain room             Disney bargain bath

Pop Century guest unit. One basic tiny room with a single itsy bitsy bath. Accomodates 4 max. Essential amenities such as a fridge and internet extra. Decide for yourself which is the far better vacation value. Where would you really like to spend some quality down time between theme park marathons?


A Windsor Hills Florida vacation is the perfect and affordable way to get away from the stresses of today's everyday life. Your beautiful spacious rental home goes way beyond what a cramped hotel room can ever offer. It's a special fun kind of place that you will actually look forward to returning to again and again instead of leaving at vacation's end. When it comes to the villas (houses) Disney has nothing in comparison!

All of our fantastic resort facilities are yours to use free of charge with every rental. Our main clubhouse has a spectacular double Olympic sized pool with waterslide, fountains, beach area, and soothing large hot whirlpool spa which is the centerpiece of other guest amenities that includes a fitness room, a convenience store, games, billiards, and a 42 seat private HD movie theater.

Our resort also features an adorable themed children's playground complete with a giant chess board.


Windsor Hills Pool Area

In addition to our beautiful pool and clubhouse is the resort's sports recreational facility at the opposite end of the condo area. Here you will find tennis, basketball, and volleyball courts plus a nice large golf putting green. Also provided is a covered BBQ pavilion with rest room facilities and right alongside that is our new RV parking area which is a real convenience if you are traveling about the country in a motor home or are pulling a camper, motorcycle or boat trailer. You can park it with peace of mind knowing that it is not far from where you are staying.

If golf is your passion, our next door neighbor to Windsor Hills is Mystic Dunes, an 18 hole challenging championship course that features GPS equipped golf carts that actually enable you to order lunch on the fly. Ten minutes away is Champions Gate, which was designed by golf professionals, and slightly further are at least 15 other excellent courses including Falcon's Fire, the ones at Disney, and more. The entire area is a golfer's dream come true so don't forget to bring your clubs.

Come to beautiful Windsor Hills resort for your next family Disney area getaway and stay at one of the many outstanding direct by owner home away from homes that we have listed here on WindsorHillsBest. You'll be so glad that you did.......