A guide to Windsor Hills Resort Orlando

Located just minutes from Disney World, Windsor Hills is a fun-packed resort with facilities to put a smile on every child’s face.

A one-stop-shop for families, it allows plenty of space for activities and places to explore, from the game room and arcade, to the sports courts, playground and golf putting green. There’s a huge lagoon-style pool filled with a whopping 140,000 gallons of water! Plus a swanky new water park with slides, flumes and an exciting splash zone.

Set within the beautiful guard-gated grounds are a wide choice of condos and villas to suit all budgets – even the smallest rentals have plenty of space for families. And with its close proximity to Disney World, this community is ideal as a cheaper alternative to Disney’s on-site hotels.

A villa in Windsor Hills Resort Orlando

Enjoy an array of facilities right on your doorstep whilst being close to theme parks, shopping malls, restaurants and nightlife. Golfers are catered for too, with a great course adjacent to the resort, and the championship courses of Reunion Resort and Champions Gate just a few miles away.

Read on to find out more about Windsor Hills Resort including how to get there, the best things to do nearby, and an in-depth look at the facilities and accommodation. You can check out the whole guide or skip straight to the bit your interested in using the menu below:

Where exactly is Windsor Hills Resort?

Windsor Hills is located in the beautiful area of Kissimmee, just 2 miles from Disney World. The address for your sat nav is: 2600 N Old Lake Wilson Road, Kissimmee, FL 34747.

Within close proximity are all the major theme parks as well as Orlando International Airport. One of the closest resorts to Disney, Windsor Hills even offers access to a convenient back road straight to Disney’s Animal Kingdom park. Universal Studios is also within easy reach by heading northeast along the main I-4 interstate.

Out and about are plenty of local amenities including a few Publix and Walmart supermarkets. Along the touristy Highway 192, you’ll find lots of restaurants from well-known chains like Outback Steakhouse and TGI Fridays, to take-out options like McDonalds and Subway. Some of Orlando’s best shopping malls are just a short drive away, as are popular entertainment hubs like Old Town, Sunset Plaza and Disney Springs.

For golf, you will find Mystic Dunes Golf Club right next door and many more superb courses close by.

Golf courses near Windsor Hills

Resort amenities

Guests staying at Windsor Hills benefit from unlimited access to the extensive resort amenities. Everything is child orientated plus there are plenty of options for adults too.

Pool & water park

The huge pool at Windsor Hills is one of the largest resort pools in the area. Featuring easy beach-style entry and beautiful lake views, it’s the perfect spot for refreshing swims. Around the pool is a palm-fringed terrace with plenty of sun loungers for everyone. Ride the 2-storey flume slide, play table tennis at the poolside or enjoy long soaks in the 10-person hot tub.

Windsor Hills Resort main pool

Adjacent to the main pool is the spectacular new water park packed with fun water-based attractions. Kids will love racing on the duelling drop flumes and splashing around at the interactive splash zone which comes complete with 2 slides, a water wheel, flower sprays and water cannons.

The water park at Windsor Hills Resort

When it’s time to refuel, head to the poolside shop where you can grab on-the-go goodies like ice cream, pizza, soda and fun pool items.

The clubhouse

At the heart of the resort is the huge clubhouse, a must-visit for guests of all ages. Overlooking the pool terrace, it’s home to a number of amenities including the Welcome Center, a convenience store, comfy lounge areas and an Internet cafe. Also located here is the game room and movie theater, along with the resort’s state-of-the-art fitness center.

the clubhouse at Windsor Hills Orlando

There’s an ATM and DVD rental kiosk in the main reception, and free Wi-Fi is available in the clubhouse, breezeway and pool area.

Fitness center

Keep up with your fitness routine at Windsor Hills’ fully equipped gym and fitness center. Open daily and free to use, it features a variety of weight training and cardiovascular equipment. You’ll find running machines, free weights, exercise bikes and weighted machines, as well as plenty of space for pre and post workout stretching. Don’t forget to bring your towel! And sanitise the equipment before and after use.

Sports courts & recreation park

Gather your friends for a game of basketball, tennis or volleyball – or practice your swing on the golf putting green. There’s are two kids’ playgrounds and a smaller tot lot, as well as a dog park for your furry friends to have a good time.

Afterwards, you can cook up a tasty barbecue in the picnic area or head to the on-site restaurant. Alternatively, prepare a tasty feast in your villa’s fully equipped kitchen. Don’t fancy cooking? Why not hire a private chef to come to your villa and cook delicious meals for you and your guests? Just let us know and we can arrange it for you.

Kids will love the playground at Windsor Hills

Windsor Hills tennis courts

Forgot to pack your sports equipment? No problem! You can borrow anything you need from the clubhouse Welcome Center.

Game room & movie theater

Youngsters can enjoy fun times with their new found friends in the fully equipped game room. Packed with exciting arcade games, two pool tables and a WII gaming system, it offers hours of entertainment. Located just inside the clubhouse terrace, the room includes a change machine (some games are coin operated), a DVD movie kiosk and access to a 48-seat HD movie theater with surround sound.

Windsor Hills has a fun game room

There's a cool movie theater at Windsor Hills Resort

In addition to the games room and cinema, you’ll find ping pong tables in the pool area, with paddle rental available from reception for a minimal fee.

The Market Place & Grill

Whether you want to stock up on groceries or enjoy a fresh burger, sandwich or beverage, the Market Place & Grill is where to head. The shop stocks basic food items including milk, eggs, juice, bread and other essentials, while the restaurant serves salads, pizzas and burgers along with a range of soft drinks, beers, cocktails and wine.

If you need some entertainment poolside, check out the Market’s great range of pool toys, floats, sunglasses, resort apparel and souvenirs.

Disney shuttle

The resort doesn’t run a private shuttle service to the theme parks but you can take the shuttle bus to Disney which runs daily from just outside the resort. Prefer to have your own car? Just let us know! We can arrange great-value car hire on your behalf.

The vacation rentals at Windsor Hills Resort

Windsor Hills is home to a wide range of condos, townhouses and family villas, all spacious enough to accommodate any family’s needs. Enjoy all the space and luxury of having your own private vacation rental, along with full use of everything at the resort. Vacation rentals in Windsor Hills range in size from 2-3 bedrooms (most with a private splash pool) and villas with 4, 5 and 6-bedroom options, all with large private pools. Some homes even have their own game rooms, movie theaters and themed kids’ bedrooms.

Check out a few of the villas at Windsor Hills Resort:

Windsor Hills 603

Offering enough space for up to 8 guests, this 3-bedroom villa is the perfect base when visiting Orlando. Just minutes from Disney, it’s an ideal choice for families looking for plenty of space and lots of fun amenities. The home has spacious open-plan living area, quirky themed bedrooms and a super-cool home theater. Kids of all ages will love the game room which has computer consoles, gaming chairs and full-size arcade machines.

Outside is a large screened swimming pool with a spillover tub for relaxing soaks. Around the pool are plenty of sunloungers, and there’s a covered lanai with an alfresco dining area and wall-mounted TV. This home includes complimentary use of children’s equipment including a high chair and a stroller.

The villas at Windsor Hills Resort

Windsor Hills Resort rentals


Windsor Hills 437

Surrounded by beautiful gardens, this 5-bedroom villa offers plenty of privacy. You get your own private pool for spending long days soaking up the warm Florida sunshine. And with space for up to 10 guests, this home is a top pick for larger families or a group of friends. Little ones will be wowed by the game room which comes complete with a pool table, air hockey, gaming stations and a cinema area. While everyone will love the stylish decor and gorgeous bedrooms which range from chic king-size options, to movie-inspired rooms with incredible custom-made beds.

Other highlights include an open-plan living area, a fully equipped kitchen and an alfresco dining area with garden views. Guests also benefit from not one, not two, but five bathrooms! Again, this villa also includes some complimentary children’s equipment.


How to book

Need help finding the perfect vacation rental? Contact our friendly team of local experts today. From our offices in Orlando they’ll be able to provide you with insider tips on the best rental for your trip.

Book your stay with us and not only will you get fantastic accommodation at great prices, you’ll also benefit from excellent customer service and access to a wide range of travel extras such as car hire, attraction tickets or help with arranging a special experience.

Follow our simple online booking process and you can secure your vacation home instantly without any phone calls or fuss. It’s easy to check availability, get a quote and book instantly online. Alternatively, submit an enquiry and we’ll get straight back to you.

Take a look at our full range of Windsor Hills Resort villas here. 

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