
Windsor Hills Resort, Orlando
Located just minutes away from Walt Disney World, our Windsor Hills villas and resort rentals are perfect for magical family vacations in Orlando.

Windsor Hills Villas and Resort Rentals
Located just moments away from Disney World, Windsor Hills Resort is the closest and most convenient Orlando resort for family vacations to the theme parks. Our stunning Windsor Hills villas and resort rentals are ideal for families or large groups, with space for up to 17 guests, plus all the amenities you could wish for.
One of Orlando’s premier gated resorts, Windsor Hills is a beautiful spot for a vacation and is as close to Disney World as you can get without physically being there. The resort is about 5 minutes drive from Disney and is situated close to Highway 192, making it ideal for exploring all of Orlando’s attractions. Windsor Hills also has fantastic amenities for guests of the resort, including health and fitness facilities and family activities.
With a fabulous selection of Windsor Hills villas and rentals for vacations in Orlando, you can book a fantastic stay with us. Perfect for families or large groups, our Windsor Hills villas have excellent features and facilities, as well as access to all of the resort’s amenities.
Popular Resort Villas

Windsor Hills Resort 460

Windsor Hills Resort 76

Windsor Hills Resort 1060

Windsor Hills Resort 603

Windsor Hills Resort 488

Windsor Hills Resort 510

Windsor Hills Resort 340

Windsor Hills Resort 469

Windsor Hills Resort 375

Windsor Hills Resort 999

Windsor Hills Resort 1007

Windsor Hills Resort 481
When is the best time to visit Windsor Hills Resort Orlando?
Is there parking at Windsor Hills Resort?
How do I access facilities at Windsor Hills Resort?
Do the condo blocks have elevators?
How far is Windsor Hills Resort from Universal Studios?


Things to do nearby
Disney World and Universal Studios
Windsor Hills vacation rentals are particularly popular because they are so close to Disney World, Universal Studios, and other Orlando theme parks. Spend the day with Mickey Mouse, enjoy some movie magic at Universal Studios or head a little further afield for fun at Legoland before returning to the peace and comfort of your Windsor Hills Resort vacation home.
If you’ve got a head for heights, why not test your mettle at Orlando Tree Trek Adventure Park? Suitable for kids, tennis, and adults, with treetop courses consisting of zip lines, rope elements, and obstacles. Orlando Tree Trek Adventure Park is open all year round and is located in Kissimmee, just a 6-minute drive from Windsor Hills Resort.
Golf
Florida is renowned for spectacular golfing, with the mild climate providing year-round opportunities to practice your swing. Windsor Hills Resort has many golf clubs nearby, including Mystic Dunes Golf Club, one of the best courses in Florida. It has courses designed by PGA professional Gary Koch and is a must-play for golf enthusiasts.
Sightseeing
Also nearby is the cute town of Celebration. If you think that it looks like something straight out of a classic Disney movie, that’s no coincidence, because Celebration was designed by the Walt Disney Company in the 1990s. If you’re there around the holidays, Celebration puts on a stunning Christmas event that draws people back year after year and is well worth a visit.
Distances from Windsor Hills Resort
Attraction | Distance from Windsor Resort (miles) | Drivetime to attraction (mins) |
---|---|---|
Magic Kingdom | 10.5 | 22 |
Epcot | 7.2 | 21 |
Animal Kingdom | 9.5 | 22 |
Disney Springs | 9.4 | 21 |
Universal Studios | 15.7 | 25 |
Legoland | 32.4 | 50 |
Convention Center | 12.2 | 21 |
Gatorland | 15.6 | 25 |
International Drive | 14.5 | 25 |

Windsor Hills Resort amenities
Windsor Hills Resort offers a wide range of amenities designed to make your stay unforgettable. Start your day with a refreshing swim in the resort's lagoon-style pool, complete with a water slide and hot tub. The pool area is surrounded by lush tropical landscaping, creating a serene and relaxing atmosphere. Windsor Hills Orlando pool hours are 8am through 10pm.
For those looking to stay active, the resort features a fitness center, tennis courts, and a basketball court. Enjoy a friendly game with your family or challenge your friends to some friendly competition. There is also a putting green for golf enthusiasts to practice their swing.
The resort's clubhouse is the hub of entertainment and leisure activities. Inside, you'll find a movie theater where you can catch a film or enjoy a family movie night. There is also a game room with arcade games, pool tables, and a ping pong table, ensuring there's something for everyone to enjoy.
If you prefer outdoor activities, take advantage of the resort's playgrounds and picnic areas. Let the kids run around and have fun on the playground while you relax and enjoy a picnic in the beautiful surroundings.
Windsor Hills Resort also offers convenient amenities such as a sundry shop, where you can find essential items and snacks, and a 24-hour gated entrance for added security and peace of mind.
Windsor Hills Resort address
Getting from the airport to Windsor Hills Resort
Driving to Windsor Hills Resort
Getting from Windsor Hills Resort to Disney World
Does Windsor Hills have a shuttle to Disney?

Red Lobster
TGI Friday's
Giordano's
Take Japanese
Perkins Family Restaurant
Capone's Dinner and Show
El Tapatio
Medieval Times
Drafts Sports Bar and Grill

Personal
Travel Planners to help you find the perfect vacation rental and enhance your stay with a range of Travel Extras.
Choice
Giving you the world's best homes and destinations in trending hot spots
Confidence
Excellence as standard giving you what you deserve at every stay

Windsor Hills vacation home rentals with Travel Extras
Here at Top Villas, we offer Windsor Hills vacation home rentals that are more than just a place to stay; we also have a range of Travel Extras to enhance your vacation experience. When you book your vacation home, you can take advantage of our amazing Travel Planner services, which can assist you with arranging additional services or activities.
From optional add-ons such as grocery delivery services, to private chefs, and baby gear rentals, including cribs, high chairs, and strollers, our Travel Planners can arrange whatever you need for a seamless vacation experience.
With our array of Travel Extras, our Windsor Hills vacation home rentals provide a stay that is convenient, enjoyable, and tailored to your needs, making your vacation truly memorable.
Types of Windsor Hills Kissimmee rentals

Windsor Hills rentals with pools
Enjoy a refreshing dip in your own private pool at our Windsor Hills vacation rentals. The villas have lanai-covered areas with swimming pools and hot tubs, meaning that you can make the most of this fun facility even when the sun isn’t shining. There are sun loungers, tables, and chairs set up around the pool so that you can catch some rays while keeping an eye on the kids as they enjoy the water.
Explore Windsor Hills rentals with pools

Windsor Hills Resort 488

Windsor Hills Resort 1010

Windsor Hills Resort 22

Windsor Hills Resort 460

Windsor Hills Resort 998

Windsor Hills Resort 125

Windsor Hills Resort 997

Windsor Hills Resort 1001

Windsor Hills Resort 1059

Windsor Hills Resort 491

Windsor Hills Resort 481

Windsor Hills Resort 1053
Windsor Hills Resort Kissimmee rentals by number of bedrooms

Windsor Hills vacation rentals with themed bedrooms
From pirates to princesses, superheroes to space and everything in between, our Windsor Hills vacation rentals with themed bedrooms are ideal for stoking the imagination. With spectacular features such as whimsical castle beds, wizard bunkbeds, and dino-discovery dens, these awesome themed rooms are sure to be the talk of your vacation and provide many happy memories to take home with you.
Explore Windsor Hills vacation rentals with themed bedrooms

Windsor Hills Orlando condos
Windsor Hills Orlando Condos offer a fantastic accommodation option for travelers seeking a comfortable and convenient stay near the area's top attractions. These condos provide spacious and well-appointed living spaces with multiple bedrooms, allowing families and groups to stay together and enjoy a home-away-from-home experience.
The condos at Windsor Hills are fully furnished and equipped with modern amenities, including a full kitchen, living area, and private bathrooms. You'll have everything you need to relax and unwind after a day of exploring the theme parks or shopping in Orlando.
Discover Windsor Hills condos

Windsor Hills Resort 1046

Windsor Hills Resort 435

Windsor Hills Resort 483

Windsor Hills Resort 1038

Windsor Hills Resort 1030

Windsor Hills Resort 189

Windsor Hills Resort 163

Windsor Hills Resort 1044

Windsor Hills Resort 479

Windsor Hills Resort 990

Windsor Hills Resort 357
