Location

Windsor Hills Resort Villas & Vacation Rentals By Owner in Orlando, Florida. Situated in the heart of Kissimmee and less than 3 miles from the Disney's main gate.
This upscale and very popular gated resort maintains its exclusive feel and privacy with the benefit of 24 hr security. We have a selection of over 50 luxury Windsor Hills vacation rentals and villas. Consider Windsor Hills for your next Florida holiday, all with private pools and many with spas. NO SERVICE FEES
The Windsor Hills Resort clubhouse pool was extended to include slides and a splash pad for kids. This is a fantastic addtion to the Orlando resort and we know guests are going to love it. Please see the video below which shows the Windsor Hills Resort water slides and splash pad.

Windsor Hills Villa Rentals near Disney | 3 - 6 Bedrooms
All our Windsor Hills Orlando rental villas have fully equipped kitchens. So you can cook a four course meal if you like. They all also have laundry rooms with washers, dryers and ironing boards. Don't live out of a suitcase while on holiday! One of the great things about the Windsor Hills villas is the ratio of bathrooms to bedrooms. Meaning you don't have to share if you don't want too. Many of the 4 and 5 bedroom vacation homes having all en-suites. Even the 6 bedroom Windsor Hills villas have 4 or 5 bathrooms. With at least 3 en-suites making them ideal for large families.
A lot of the Windsor Hills Resort vacation rentals have themed bedrooms. Some of the most popular are Mickey Mouse, Princess, Tinker Bell, Harry Potter and even a Pirates of the Caribbean. A great treat for the kids and something a little bit different to the normal rooms.
Less than 30 mins from Orlando International Airport
We have added details of how to get from Orlando Airport to the Windsor Hills Resort. Please check out our blog post - Driving Direction from Orlando Airport (MCO) to the Windsor Hills Resort
Most of our Windsor Hills vacation rentals by owner have games rooms. With pool tables, table football, darts and even bikes for the kids. Some may also include tennis rackets for use on the free courts.
Lots of owners have added games consoles, ideal to keep the kids happy after a long day at the parks. Let them play while you relax by the pool with a glass of wine. Please check each of the Windsor Hills Resort rental homes descriptions to see what games consoles they have. One thing to note, if you are coming from the UK your games won't work on the US systems.
A great feature that all the Windsor Hills villas have is a covered area by the pool. This is known as the lanai. Great for the summer months when it 100F and you want a little shade. It's also it's ideal for small children to play in without the fear of getting burnt. Florida is known for having some amazing storms especially in the summer months. Having the covered lanai allows you sit outside and watch them with a cold drink which can be great fun.
The Windsor Hills Clubhouse is Open All Year Round
The Windsor Hills Orlando Resort also has a clubhouse which is open to guests all year round. It features a large communal pool with water slide and hot tub. Loads of sun loungers so you can choose to sit in the sun or shade.
Windsor Hills also has a sundry shop open from 8am - 10pm everyday selling groceries, newspapers, drinks, ice creams and toiletries. If the xbox isn't enough to keep the kids busy then the clubhouse has a games arcade and pool room.
If you want to have a workout the Windsor Hills clubhouse has a state of the art gym. This is also open to all guests free of charge. The Windsor Hills clubhouse also has a 50 seater cinema. Showing movies daily so please check with clubhouse reception to see what's playing.
Watch a Movie in the 50 Seater Clubhouse Cinema
There are also two on site playgrounds with swings, slides and roundabouts. Tennis and basket balls courts with flood lights. And a 7 hole putting green and sand volleyball court. You will need to take your own equipment for all the courts.
No matter what you are looking for Windsor Hills Resort has it covered. This is why it's one of the most sort after Florida vacation rental communities in Orlando.
We have luxury Windsor Hills vacation rentals located across the whole community. With a great choice of different accommodation for this popular Orlando community.
Over 25 Golf Courses within 15 mins of Windsor Hills
Keen golfers will be pleased to note Windsor Hills Resort is directly next to the Mystic Dunes Golf Course. This is one of the best golf courses in Orlando and a great test for all skill levels.
Other golfs courses within 5 minutes of Windsor Hills include Falcons Fire, Celebration and the 4 courses at Disney World. The Disney courses are the home of the Children's Miracle Classic PGA Tour Event. This is played in November on the Magnolia and Lake Buena Vista courses.
There are another 25 golf courses within 15 minutes of Windsor Hills Resort. And over 100 within 60 minutes so you will never have to play the same course twice.
Within a 2 mile radius of the Windsor Hills Resort is a Publix supermarket. There is also a brand new Wal-Mart, a Walgreen's pharmacy and numerous restaurants. There are actually so many restaurants you can eat somewhere different every night!
Windsor Hills Reserve was the second part of the Windsor Hills Resort to be built. The whole resort community is now complete.
We have a selection of Windsor Hills Florida rentals available. Please contact them direct to ask any question, check availability or book. Don't just take our word for it you can also read Windsor Hills villa reviews from previous guests. To see the reviews click on the review stars or go to the review tab for each villa listing.
Driving Distances from Windsor Hills to the Orlando Theme Parks
We have added the actual driving distances to all the main Orlando theme parks below. These are not the distances to the main gate which most people quote. These are the distances to the actual car park for each attraction. Most journeys to the Orlando theme parks are via highways or interstates. Driving at speeds between 55-65 MPH so it's pretty quick to get to all of them.
- Animal Kingdom - 3 miles
- Hollywood Studios - 5.5 miles
- Magic Kingdom - 7 miles
- Epcot - 7 miles
- SeaWorld - 11.5 miles
- Universal Studios - 15.5 miles
Things to know when staying at the Windsor Hills Resort
We have put together some blog posts that we hope will help your stay on the Windsor Hills Resort. They have lots of FAQ's so please check it out - Windsor Hills Resort Review and Tips
Restaurants near the Windsor Hills Resort
We have put together a list of over 50 restaurants along HWY192 in Kissimmee. These are all less than 5 minutes away from the Windsor Hills Resort. The list includes links to menus as well as google / trip advisor reviews. There is so much choice that you should be able to eat somewhere different every night.
Other Nearby Orlando Rental Communities
If you can't find what you are looking for on the Windsor Hills Resort below is a list other nearby vacation rental communities. We have over 500 Orlando villas to rent on 100 different communities so you should be able to find something that suits your needs.
Windsor Hills Resort FAQ's
Is Windsor Hills Resort a gated community?
Yes. Windsor Hills is gated and has 24-hour security at the entrance.
How far is Windsor Hills from Disney?
Windsor Hills is one of the closest communities to Disney. Animal Kingdom is just 3.5 miles away, Hollywood Studios is 5.3 miles, Epcot is 6.3 miles, and Magic Kingdom is 6.8 miles.
How far is Windsor Hills from Universal Orlando?
Universal Studios is a bit further at 17.3 miles, but a very easy drive using the I4.
Does Windsor Hills have a water park?
Windsor Hills has a slide area, splash zone, and large zero-entry communal pool.
Is Windsor Hills a good place to stay?
Yes. Windsor Hills is a great place to stay during a trip to Orlando. It is close to the parks and just a short distance from Sunset Walk, a lovely spot for an evening stroll and dinner out.
Can guests use the Windsor Hills clubhouse?
Yes. Guests can sign in at the clubhouse and collect a wristband to wear while using the facilities. Beyond the pool you also have access to the fitness room, sports courts, cinema room, playgrounds, and shop.
Is Windsor Hills safe?
Yes. Having stayed in the community many times, we have always found Windsor Hills to feel very safe.
Does Windsor Hills offer a shuttle to Disney?
No. Windsor Hills does not offer a shuttle service to the Disney parks.
What restaurants are near Windsor Hills?
There are many chain restaurants along HWY 192, very close to Windsor Hills. Some of our favourites include Miller’s Ale House, Bonefish Grill, and LongHorn Steakhouse. For a cheaper option that is still a favourite, Chipotle is a great choice.
Can you walk to Disney from Windsor Hills?
I wouldn’t recommend walking to Disney from Windsor Hills. The route involves some very busy roads, and you’ll already do plenty of walking once you’re inside the parks.
How much does parking cost at Windsor Hills?
Parking is included for guests staying at Windsor Hills, so there is no daily resort parking fee. Villas and townhomes have private driveway parking, while condos have spaces directly outside the buildings. Additional parking is available near the tennis courts if required.
Do you need a car when staying at Windsor Hills?
Yes. I would recommend hiring a car when visiting Orlando, as it gives you much more flexibility during your stay.
Are there supermarkets near Windsor Hills?
Yes. There is a large Walmart less than a mile from Windsor Hills, and you will also find Target and Publix nearby by heading left onto HWY 192.
Is Windsor Hills good for families with children?
Definitely. A Windsor Hills property gives families much more space than a hotel room, along with access to onsite facilities and play areas around the community for younger children.
Can you get food delivered to Windsor Hills?
Yes. Food delivery is available to Windsor Hills, making it easy to order meals or groceries during your stay.
Are towels provided at the Windsor Hills pool?
Windsor Hills does not provide pool towels, so it is best to check with your villa host to see whether towels are available for guest use.
Is Windsor Hills suitable for first-time visitors to Orlando?
Yes. Windsor Hills is a great choice for first-time visitors to Orlando because so many essentials are close by, and the gated entrance with guarded security adds extra peace of mind.