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 40 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 Resort Rentals from 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 the 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 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 850 Orlando villas to rent on 100 different communities so you should be able to find something that suits your needs.
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Rates
Rental rates quoted in
(approx)
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| Season |
Start Date |
End Date |
Weekly Rate |
Min Stay |
Notes |
| Special |
09/12/2024 |
24/12/2024 |
£ |
7 nights |
Dates Available |
Rental rates additional information
The weekly rate quoted above is based on a low season stay and includes local taxes. Please contact us through the site for a personalised quote based on the dates you require; rates are not guaranteed until a deposit has been paid. Optional pool heating can be added for the winter months. If booking within 12 weeks of rental then payment is due in full, otherwise you can secure your dates with a 25% non-refundable deposit. A cleaning fee is added to any booking under 7 nights.
Reviews
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Fantastic Stay!
We always enjoy staying on Windsor Hills, as its location to the parks and Sunset Walk for an evening meal / happy hour drinks is ideal! This home is very comfortable, and the pool area is ideal for a large party as it has many sun loungers, a lovely spot to watch the sun go down at the end of the day! We look forward to returning another time!
Date of stay: October 2024
Reviewer name: Lee and Claire, Dorset, UK
Best Location!
After 26 years of renting villas in Florida, this is the first time we have used Claire at Villas In Florida 2 Rent. I have to say the service was great, the villa location, Windsor Hills, is probably the best we have ever stayed on. The community came recommended by Claire, so a big thank you for that. When our travel plans changed slightly we were able to add a few days to the beginning of the rental period with no fuss. We are currently planning our 2025 holiday and Villas In Florida 2 Rent will be our first port of call when choosing our villa.
Date of stay: September 2024
Reviewer name: Thurston Family, Kent
Fabulous Holiday
Just back from a fabulous holiday at Windsor Hills Florida July 2024. If wanting to go to Disney I would highly recommend this resort. It's about 15mins max to from the villa to the Disney parking gates and about 30 mins to Universal Studios. The villa was lovely with a large pool and whirl pool and was not over looked at all. Had a fantastic service from Claire especially in our hour of need and we needed another villa at short notice. We would definitely book through her again she made it so easy and gives great hints and tips.
Date of stay: July 2024
Reviewer name: Dobinson Family, Sunderland
The Best!
Claire was very informative, she gave us links to buy tickets for the parks. Her villa is stunning, our grandkids loved the pool area. There were 9 of us staying and we had our own space. The villa was immaculate inside and out. We had an issue with the washing machine but it was replaced within a day. We couldn’t fault anything with the service we received from Claire and Linda (Management Company) both. The villa had everything we needed, Claire and Linda also allowed us to check out a bit later due to our flight being late at night. I would recommend Claire’s villa to anyone looking for either a quiet relaxing trip or you have all the parks nearby. Very easy to commute to and from the parks from the villa. We can’t thank Claire enough for allowing us to book and stay on her home, my grandkids and family had the best time.
Date of stay: July 2024
Reviewer name: Mitchell Family, Glasgow
Thank-you!
We were really happy with our accommodation and this 5 bedded villa was so big! Windsor Hills is a great place to stay and so quiet so thank you Claire we enjoyed our stay, Thank you for everything!
Date of stay: June 2024
Reviewer name: Bell Family, Thornton Cleveleys, Lancashire
Perfect
We had a lovely time thanks. The villa was a perfect place to relax after a full on few days at Universal. It is in such a peaceful location and we loved the space inside and out.
Date of stay: May 2024
Reviewer name: The Currans, Lancashire
Email from Guest
We had a wonderful holiday and everything went very smoothly.
Date of stay: August 2023
Reviewer name: Boyle , Motherwell, Scotland
Email from Guests
We had a lovely time at the villa and honestly having done multiple rentals over the last 20 years it was probably the best yet for various reasons. The management company out there are also excellent which makes a change from others we have dealt with in the past. If we go back I would definitely look to rent the same villa again. I would be very happy to write a review so will do that in due course.
Date of stay: August 2023
Reviewer name: Fletcher Family, Lewes, East Sussex
Owners reply
Thank-you for your lovely email, I look forward to receiving your review shortly!
Perfect Location
This villa has everything you need. The pool area is massive and great for large families. Kitchen is great has all you need in it. The villa is a comfy home from home feel and we had a lovely 2 weeks recently. Location is perfect as its at the end of the main road on Windsor Hills.
Date of stay: June 2023
Reviewer name: Arnold Family, Herts, UK