![Windsor Hills Resort shared pool area and clubhouse](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fwindsor_hills_resort_vacation_rentals_swimming_pool_and_clubhouse_view_8b38f9795c.jpg&w=3840&q=75)
Windsor Hills Resort Villas
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 Resort 510 vacation rental](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fwindsor_hills_resort_vacation_rentals_windsor_hills_resort_510_d50785a92a.jpg&w=3840&q=75)
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](https://img.thetopvillas.com/36060/crop/3840x2882/5ff93410d3668.jpg)
![Windsor Hills Resort 76](https://img.thetopvillas.com/1314/crop/3840x2882/989b41f5d8289baba32eafa9.jpg)
![Windsor Hills Resort 1060 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/92437/crop/3840x2882/643fbf0e1bb6d.jpg)
![Windsor Hills Resort 603](https://img.thetopvillas.com/13844/crop/3840x2882/e773b8233955f901a151f05c.jpg)
![Windsor Hills Resort 488](https://img.thetopvillas.com/42399/crop/3840x2882/60f7e62295704.jpg)
![Windsor Hills Resort 510 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/11970/crop/3840x2882/bf1626bfd534b3608a3e7e7a.jpg)
![Windsor Hills 340 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/9958/crop/3840x2882/a6530654c7f4423769ecc290.jpg)
![Windsor Hills 468 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/36422/crop/3840x2882/5ff93720087b4.jpg)
![Windsor Hills 375 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/15586/crop/3840x2882/63171671569cd.jpg)
![Windsor Hills Resort 999 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/56565/crop/3840x2882/622f3861b6a03.jpg)
![Windsor Hills Resort 1007 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/56533/crop/3840x2882/6230829979761.jpg)
![Windsor Hills Resort 481 Windsor Hills Resort vacation rentals](https://img.thetopvillas.com/38950/crop/3840x2882/6080560559c58.jpg)
![Windsor Hills pool](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fuseful_information_windsor_hills_faqs_9a4796b2a1.jpg&w=3840&q=75)
![A person taking on a treetop obstacle course](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fuseful_information_windsor_hills_things_to_do_399a9ab116.jpg&w=3840&q=75)
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 shared pool area and clubhouse](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fwindsor_hills_resort_vacation_rentals_swimming_pool_and_clubhouse_view_8b38f9795c.jpg&w=3840&q=75)
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 clubhouse exterior](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fuseful_information_windsor_hills_address_5b06164db2.jpg&w=3840&q=75)
![Restaurant table with wine and a plate of cold meat, cheese and bread](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fuseful_information_windsor_hills_restaurants_0b86c52cb5.jpg&w=3840&q=75)
Resort Amenities
- Olympic-size resort swimming poolThe focal point of the resort. Open daily from 8 am through 10 pm, it is a great place to cool off in the Florida sunshine. During the winter months, the pool is heated to 82 degrees Fahrenheit.
- WaterparkWindsor Hill’s waterpark is a firm favorite with families staying in the resort. With multiple waterslides, splash pads, and pools. Open year-round (weather permitting), from 10 am through 6 pm.
- Children's play areaWith slides, roundabouts, swings, and even a miniature castle to explore, there are enough attractions on offer to amuse and delight throughout your entire vacation.
- Golf putting greenFlorida is renowned for its world-class golf courses. Visit the putting green where you can get in some practice before heading to one of the nearby courses.
- Tennis and volleyball courtsThe resort’s tennis and volleyball courts are where guests can enjoy some friendly competition with their friends and family.
- ClubhouseWindsor Hill’s clubhouse is the place to go if you have any requests or queries about the resort amenities. It is right in the middle of Windsor Hills, and is open every day from 8 am through 10 pm.
- Fitness centerYour gym schedule doesn’t need to drop off because you’re on vacation, as Windsor Hills Resort has got a well-appointed fitness center for guests’ use. Opening hours are 6:30 am through 10 pm.
- Games roomFor those rare rainy days in Orlando, Windsor Hills Resort has got a fantastic games room, complete with video games, billiards, and table tennis to keep the whole family entertained.
- ShopWhether you’re grabbing a snack to take to the theme parks or stocking up on supplies for your vacation rental kitchen, Windsor Hill’s onsite grocery store is a handy place to pick up supplies.
- Movie theatreCatch the latest blockbuster or classic favorites at Windsor Hill Resort’s surround-sound movie theatre.
Award winning portfolio of the best vacation homes and villas in the world’s top destinations
Experienced vacation rental and villa experts to help you find the perfect home
Enjoy 5-star hotel concierge services and dedicated local support with every stay
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Windsor Hills vacation home rentals with Concierge
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 Concierge Services to enhance your vacation experience. When you book your vacation home, you can take advantage of our amazing optional services and effortlessly create your perfect getaway.
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.
Types of Windsor Hills Kissimmee rentals
![Windsor Hills rentals with pools - Windsor Hills Resort 488 private covered pool area](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fwindsor_hills_rentals_with_pools_windsor_hills_resort_488_c6d4ac52c5.jpg&w=3840&q=75)
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](https://img.thetopvillas.com/42399/crop/3840x2882/60f7e62295704.jpg)
![Windsor Hills Resort 1010](https://img.thetopvillas.com/56517/crop/3840x2882/6230ac10cb4d2.jpg)
![Windsor Hills Resort 22](https://img.thetopvillas.com/57/crop/3840x2882/Pool2.jpg)
![Windsor Hills Resort 460](https://img.thetopvillas.com/36060/crop/3840x2882/5ff93410d3668.jpg)
![Windsor Hills Resort 998 Windsor Hills resort rentals](https://img.thetopvillas.com/56569/crop/3840x2882/622f353a0ba3e.jpg)
![Windsor Hills Resort 125 Windsor Hills resort rentals](https://img.thetopvillas.com/1372/crop/3840x2882/a96a6af06f6e977e0ecc46c1.jpg)
![Windsor Hills Resort 997 Windsor Hills pool rentals](https://img.thetopvillas.com/56591/crop/3840x2882/622b50c1c1e5f.jpg)
![Windsor Hills Resort 1001 Windsor Hills pool rentals](https://img.thetopvillas.com/56547/crop/3840x2882/622f62ea86a14.jpg)
![Windsor Hills Resort 1059 Windsor Hills pool rentals](https://img.thetopvillas.com/92425/crop/3840x2882/643ea6e1dd52e.jpg)
![Windsor Hills 491 Windsor Hills pool rentals](https://img.thetopvillas.com/45345/crop/3840x2882/611b987fc1785.jpg)
![Windsor Hills 481 Windsor Hills pool rentals](https://img.thetopvillas.com/38950/crop/3840x2882/608055f3582ef.jpg)
![Windsor Hills Resort 1053 Windsor Hills pool rentals](https://img.thetopvillas.com/65681/crop/3840x2882/63f7d00330b02.jpg)
With over 100,000 happy guests every year, you can book your next stay with us with total confidence.
Windsor Hills Resort Kissimmee rentals by number of bedrooms
![Windsor Hills 218 princess themed bedroom](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fwindsor_hills_resort_218_themed_bedroom_eede5cc792.jpg&w=3840&q=75)
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
![Condo block in Windsor Hills Resort](/_next/image?url=https%3A%2F%2Fbkt-euwest2-prod-cms-strapi01.s3.eu-west-2.amazonaws.com%2Fwindsor_hills_resort_condos_c1c0d245d2.jpg&w=3840&q=75)
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 condos](https://img.thetopvillas.com/85883/crop/3840x2882/63e3b034c8038.jpg)
![Windsor Hills Resort 435 Windsor Hills condos](https://img.thetopvillas.com/27038/crop/3840x2882/60ae4c5898201.jpg)
![Windsor Hills Resort 483 Windsor Hills condos](https://img.thetopvillas.com/36064/crop/3840x2882/5ff93410f0605.jpg)
![Windsor Hills Resort 1038 Windsor Hills condos](https://img.thetopvillas.com/36068/crop/3840x2882/624d58bc8b493.jpg)
![Windsor Hills Resort 1030 Windsor Hills condos](https://img.thetopvillas.com/36354/crop/3840x2882/624c47cb94e0d.jpg)
![Windsor Hills Resort 189 Windsor Hills condos](https://img.thetopvillas.com/1436/crop/3840x2882/c263f3417cb5c938057e89c3.jpg)
![Windsor Hills Resort 163 Windsor Hills condos](https://img.thetopvillas.com/1410/crop/3840x2882/15234492892d01f37a279f31476608321a.jpg)
![Windsor Hills Resort 1044 Windsor Hills condos](https://img.thetopvillas.com/77423/crop/3840x2882/63d10e61963ff.jpg)
![Windsor Hills Resort 479 Windsor Hills condos](https://img.thetopvillas.com/39420/crop/3840x2882/605bf9656d744.jpg)
![Windsor Hills Resort 990 Windsor Hills condos](https://img.thetopvillas.com/55949/crop/3840x2882/62072b242c7c4.jpg)
![Windsor Hills Resort 357 Windsor Hills condos](https://img.thetopvillas.com/10666/crop/3840x2882/7d5fd37859da9c0514c12e92.jpg)
![Windsor Hills Resort 1040 Windsor Hills condos](https://img.thetopvillas.com/65331/crop/3840x2882/62f22242aae04.jpg)