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Windsor Hills Luxury 4 Bed 4 Bath Villa in Kissimmee

All Bedrooms Have 32" TV and Own Ensuite, Disney and Frozen Themed Twin Rooms, Pool, Spa and Gamesroom featuring SNES System, Plus Wireless Internet Access

Windsor Hills Resort

4 bedrooms (sleeps 8)

4 bathrooms (4 en-suites)

Property ID: 405

From (GBP) £995 / week

Contact Details


+44 01202 891154
NO RESORT FEES. Credit Cards accepted. Calendars are automatically updated daily.

Languages: English

Joined 2008

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
  • Frozen Twin Bedroom
  • Windsor Hills Resort 4 Bedroom 4 Bath Vacation Rental
  • Large Party - Book neighbouring 4 bed villas
  • Family Room with 52" TV
  • Family Room
  • Family Room
  • Dining Area
  • Kitchen with Breakfast Bar
  • Breakfast Nook with Access to the Pool
  • King Master Bedroom
  • Master Bedroom with Access to the Pool
  • 32" TV
  • Ensuite Shower Room to Master Bedroom
  • 2nd Master Bedroom (at front of villa)
  • 32" TV
  • Ensuite Bathroom to 2nd Master Bedroom
  • Mickey Twin Room
  • Ensuite Shower Room to Mickey Room
  • Frozen Twin Bedroom
  • Frozen Twin Bedroom
  • Ensuite Shower Room
  • Gamesroom
  • Large Lanai
  • Pool
  • Pool and Spa
  • Pool and Spa
  • Rear View
  • On Disney's Doorstep
  • Floor Plan
  • Windsor Hills Clubhouse
  • 24 Hour Gated Entrance
  • Open Clubhouse
  • Gamesroom
  • Cinema
  • Ping Pong
  • Guilt Free Gym!
  • On site shop
  • Lagoon Pool
  • Zero level entrance
  • Slide and Fountains
  • Top of the World!
  • Pool at Night
  • Play Area
  • Play Area
  • Play Area
  • Play Area
  • Play Area


Fabulous 1,816 sq ft, 4 Bedroom 4 Bath Pool Home in the guarded and gated community of Windsor Hills!

This luxury Orlando vacation villa is a four bedroom, four baths, pool and spa home located in the brand new, exclusive rental community of Windsor Hills Reserve, less than five minutes from Walt Disney World!

Windsor Hills has excellent resort style facilities including a clubhouse with large communal pool, water slide, large hot tub and childrens fountain area. Inside the clubhouse there is a sundry shop selling snacks, beers and everyday items there is also a fitness center, cinema room, arcade games and pool tables.


The home has a well established mangement company in Orlando. In addition to ensuring the villa fully complies with Florida State licensing requirements for rented accommodation, they ensure the house is maintained in top condition and are on hand in the event you need assistance during your stay.

For your convenience, you are given a code to access the home, without having to drive to a key collection point or worry about contacting the management company if your travel arrangements are running behind schedule.


As you enter the home the family room is your first stop, with a large leather sofa to slouch in front of the 52" Plasma TV.


Upgraded appliances and cabinets in the fully equipped gourmet kitchen, allow you to cook a meal at home and rest after a day at the park. You also have a washer, dryer and ironing facilities.


You have two eating areas in the home, a more formal setting and a large breakfast table, both overlooking the pool at the rear of the villa.


4 bedrooms, sleeps 8.

Master Bedroom - King bed, 32" TV, access to pool, ensuite double shower room

2nd Master Bedroom - King bed, 32" TV, ensuite bathroom with shower over bath

Frozen - Twin Beds, 32" TV, ensuite bathroom with shower over bath

Mickey - Twin Beds, 32" TV, ensuite double shower room

Added Luxury's - Pillow Top Matresses, luxury towels and linens.


4 bathrooms, 4 en-suites.

Games Room

Fun-filled game room with SNES system connected to 42" TV, Air Hockey Table and Fooseball Table


FREE use of the in home wireless internet.

Baby Equipment

Baby Equipment can be hired locally.

Wheelchair Accessible - No
Pets Considered - No


Windsor Hills Resort Clubhouse with Water Slides and Splash Park

Windsor Hills Resort Villas & Vacation Rentals By Owner in Orlando, Florida. Windsor Hills is situated in one of the prime locations, being less than 3 miles from the Disney's main gate and many attractions in and around Orlando. Windsor Hills is an upscale and very popular gated vacation rental resort, maintaining its exclusive feel and privacy with the benefit of 24 hr security. We have a selection of over 30 luxury Windsor Hills vacation rentals and villas to consider for your dream Florida holiday, all with private pools and many with spas. NO SERVICE FEES

Update Janauary 2019: Just opened (late 2018) the Windsor Hills Resort clubhouse now has a Brand New Water park with slides and a splash park for kids. This is a fantastic addtion to the Orlando resort and we know guests are going to love it. We will be adding more information and photos and the new water park very shortly.

Windsor Hills Vacation Rentals from 3 - 6 Bedrooms

All our Windsor Hills Florida rental villas have fully equipped kitchens with dishwashers, microwaves, hobs etc so you can cook a four course meal if you like. They all also have laundry rooms with washers, dryers and ironing boards so you don't have to 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, with many of the 4 and 5 bedroom vacation homes having all en-suites. Even the 6 bedrooms Windsor Hills homes 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 from Mickey Mouse, Princess, Tinker Bell, Surf, Harry Potter and even a Pirates of the Caribbean which can be a great treat for the kids and something a little bit different to there normal rooms.

Most of our Windsor Hills vacation rentals by owner have games room with pool tables, table football, darts and even bikes the kids can ride and tennis rackets for use on the free courts. Recently a lot of owners have added Wii's, Xbox 360's or Playstation 3's ideal to keep the kids happy after a long day at the parks when you want to relax by the pool with a glass of wine. Please check each of the Windsor Hills rental homes descriptions to see what games consoles they have available, one thing to note is that 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 which is know as the lanai, this is ideal in the summer months when the temperatures reach around 100F and you want a little shade to cool off in. Most people go to Florida for the sunshine but after 15 minutes sitting in 100F you will be glad of the covered lanai area and the shade it offers, 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 and having the covered lanai allows you sit outside and watch them with a cold drink which can be great fun.

The Windsor Hills Orlando Resort also has a clubhouse which is open to guests all year round and 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 keep on top of your fitness the Windsor Hills clubhouse has a state of the art gym 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.

There are also two on site playgrounds with swings, slides and roundabouts, tennis and basket balls courts with flood lights, a 7 hole putting green and sand volleyball court. 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 vacation rental homes located across Windsor Hills on Renshaw Street, Daulby Street, Dinville Street, Manesty Lane, Beechfield Street, Teascone Boulevard, Archfeld Blvd, Hol Trock Street and Basnett Circle offering a great choice for this popular Orlando community.

Keen golfers will be pleased to note Windsor Hills Resort is directly next to the Mystic Dunes Golf Course which is one of the best golf courses in the Orlando area and is a great test for all skill levels. Other golfs courses within 5 minutes of our Windsor Hills vacation rentals include Falcons Fire, Celebration Golf Club and the 4 courses at Disney World which are the Magnolia, Palm, Osprey Ridge and Lake Buena Vista. The Disney courses are the home of the Children's Miracle Classic PGA Tour Event which 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 then 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, a 24 hour Walgreen's pharmacy and numerous restaurants for all budgets are readily available.

Windsor Hills Reserve was the second part of the Windsor Hills Resort to be built which is now a completed resort.

We have over 35 Windsor Hills Resort rentals available, so 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 that have stayed in our rental homes by click on the review stars on by going to the reviews tab on each of the vacation rental listings.

Driving Distances from the Windsor Hills Resort 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, as this would reduce the distance, but to the actual car park for each attraction. Most of the jouney to the parks are on highways or interstates driving between 55-65 MPH so it's pretty quick to get to all the parks.

  • 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

Useful Things to know when staying at the Windsor Hills Resort

We have put together some blog posts that we hope will help you if your staying on the Windsor Hills Resort, it has lots of FAQ's so please check it out - Windsor Hills Resort Review and Tips

We also thought it would be good to have some details of how to get from Orlando Airport to the Windsor Hills Resort so please check out the blog link - Driving Direction from Orlando Airport (MCO) to the Windsor Hills Resort


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Rental rates quoted in (approx)

£995 / week

Rental rates additional information

The weekly rate quoted above is based 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. For UK bookings payable in GBP, payments can be taken on credit card. A cleaning fee is added to any booking under 7 nights.


Have you stayed here? Share your thoughts – 

write a review
Great Villa

My family loved your property and we will be returning to it, should it be available, great villa in a fantastic location, thank you so much for allowing my family and I to stay in your property!

Date of stay:     Reviewer name: , Glasgow

Rented both side by side homes!

Thank you very much! We had a wonderful time the villas were absolutely perfect - we will definitely be coming back to you again!

Date of stay:     Reviewer name: , Tyne and Wear

Fabulous Windsor Hills!

Just returned home after a lively stay at your villa on Windsor Hills! It was a beautiful home, clean and welcoming. We will definately be booking the same villa with you in two years time (if we had the money it would be sooner!). Thank you for allowing us to use your villa!

Date of stay:     Reviewer name: , Warrington, Cheshire

Great Holiday!

We had a great time in Orlando - thank you so much! As previously, the house was wonderful and all the arrangements / info you sent were spot on. We'll be back in touch again I'm sure.

Date of stay:     Reviewer name: , Gloucestershire

Fantastic Holiday

We had a fantastic holiday thanks. Villa was fab as usual (previously stayed here in 2014) and was just like being at home. We are starting to save for the next trip so will be in touch!

Date of stay:     Reviewer name: , Co down, N Ireland


We had a great time, thanks! The villa was great and ideally located (the main reason we chose this one).

Date of stay:     Reviewer name: , Isle of Wight


We honestly had the best holiday ever !! We really can't rate the villa enough, it was perfect thank you.

Date of stay:     Reviewer name: , Lancashire

Home from home

This is the second time that we have rented this villa and the house next door for our Family vacation. The villa is in a secure gated community with excellent facilities and is only 5 mins from the Disney parks. The house has everything that you would have at home and is in excellent condition. Just offf the 192 it has easy access to all routes and there is plenty of retaurants and shops in the surrounding area. We will have no hesitation in renting this villa again for our next visit to the Orlando Area. A Dream Home in a Dream Setting!

Date of stay:     Reviewer name: , Scotland UK

Perfect family villa

What a fabulous villa! Fabulous location, worth every penny. The villa itself was clean, spacious and the beds were so comfortable! Windsor Hills resort is so well maintained. We were only 5 mins from Animal Kingdom, 30 mins from Universal and the shopping malls and only 10 minutes to the supermarkets and good restaurants. I liked everything about the villa and the resort and I would definitely consider staying in the same villa at Windsor Hills again.

Date of stay:     Reviewer name: , Cheshire, UK

Perfect family vacation.

The house is immaculate. The pool area is extremely safe with an alarm for young children. So close to Disney. Close to Target and other shopping for groceries. Fully equipped kitchen. We just bought our own spices because we cooked a lot. Went over Thanksgiving. Game room perfect for children. Plenty of beach towels Washer and dryer in house. Great family vacation.

Date of stay:     Reviewer name: , Rochester, NY

Wish we had stayed longer!

We rented the neighbouring four bed homes, firstly can I say the villas were phenomenal. This has been the first villa I have stayed in that provided everything, even down to salt and pepper! The decor was beautiful and the home was clean and so well maintained, so a real credit to the owner and management company. In hindsight I wish we had stayed there for longer. When we return we will definitely be using that home again. It has been a pleasure dealing with you and look forward to doing so again in the future.

Date of stay:     Reviewer name: , Isle of Man

Excellent Place to Stay

Really good value for money house, great location for all the parks particularly Disney. The house is very clean, great facilities particularly the pool and the kitchen. The Windsor Hills complex is really safe, 24 hour manned gates for added security. Great place to stay. (I am very fussy and hard to please!! I was not disappointed in anyway at all). We will book this place again

Date of stay:     Reviewer name: , Kent, England

Duffy family holiday to Orlando July 2014.

Prior to arrival, we were given clear instructions to access the villa and accurate directions although we had previously stayed at Windsor Hills which made finding the accommodation easier. The villa was well maintained, modern and impeccably clean. There was plenty of information on surrounding parks, restaurants and amenities. The villa had everything to make our stay comfortable and enjoyable. Our children loved the themed bedrooms and we particularly enjoyed the jacuzzi! If you want to stay close to Disney, Windsor Hills is an excellent choice and we felt safe as it is a gated community. We would highly recommend this beautiful villa.

Date of stay:     Reviewer name: , Scotland

Excellent property very near to attractions

Excellent property on a great gated estate which is well looked after and secure. Property decorated to a high standard and very comfortable. Any minor problems we have had have been dealt with very quickly. We have stayed already twice and are going back again May 2015. I would recommend.

Date of stay:     Reviewer name: , England


We had an amazing time – thank you. We have been to Florida 6 times in the last 8 years, staying on Windsor Hills for the last four of those 6 times and your Villa is by far the best villa we’ve stayed in. Everything was perfect for us, the house itself is beautiful, the pool and Jacuzzi were awesome and we all felt very much at home and very comfortable there – making it very difficult for us to come home. You’ll be first on my list for a villa if we decide to return again next year. I filled in the visitors book with a glowing set of comments.

Date of stay:     Reviewer name: , Birmingham

Love Windsor Hills

Great, thanks Claire, just got back now. Very tired, loved the villa didn't want to leave!! We would definitely go back there! I was a bit freaked out by the spiders!! LOL!! I was blissfully unaware until I read the file! And then had one in the car! He he.... soon piled out until my hubby killed it! But holiday great it's the second time we have stayed at Windsor hills and loved it! Thanks so much best regards

Date of stay:     Reviewer name: , Cheshire

The icing on the cake!

What a fantastic villa! 10 mins to the Magic Kingdom and all the other Disney resorts, 25 mins to Universal and a steady 1hrs drive to Busch Gardens. So in terms of location you would definitely struggle to find anything better. Restaurants and places to eat were also close by and there is a lot of choice on the 192 (more than you could ever get through in your stay). If you fancy a night out without the car there is always the option of a taxi, pretty much anywhere up and down the 192 comes to less than $35 dollars for a return, so you can unwind with a glass or two of your favourite tipple if you want. The villa itself is beautiful, very practical with everything you could ever need but also very classy in decor. The pool and hot tub are great to take away all the aches and pains of a busy day at the theme parks while the games room can provide a haven for your children after they have had enough of Mum & Dad. The feel of the Windsor Hills resort is extremely nice and there is a fantastic communal pool that provides a bit more freedom for your children should you decide to have a day off from the parks. Security was a big concern of mine before travelling but Windsor Hills is the perfect place to stay if you want to forget about that. Security was very good and I am sure you would struggle to beat it anywhere else. All in all a fantastic villa, a superb location and for those security conscious among you a very safe environment.

Date of stay:     Reviewer name: , USA

Great Time

We have just returned from our Florida holiday at the Windsor Hill Resort and had a great time.

Date of stay:     Reviewer name: , West Cheshunt, UK

Oh God we had a LOVELY time!

The villa was amazing… everything we could possibly wish for… we are all feeling USA-sick – missing it all so much. Started saving for the next one. Windsor Hills was absolutely lovely – will definitely recommend anyone going to use you… Thank you so much for everything. We had a brilliant time.

Date of stay:     Reviewer name: , Portsmouth, UK

Wonderful Time in Florida

We wanted to thank you for helping us have such a wonderful time in Florida. It was our very 1st time there and having such a nice villa (and so close) was a huge factor in the whole experience. We would definitely consider going there again and if any friends enquire about such a holiday there for themselves, we will certainly be recommending you to book through. With very best wishes.

Date of stay:     Reviewer name: , Gloucestershire

Absolutely Fantastic Time

Hi Claire, Thank you for the deposit cheque return. Just wanted to say we had an absolutely fantastic time at the Villa, it is one of the best that we have stayed in. It was really comfortable, clean and the quality of the furnishings was very high. The location was great and I would definitely choose this villa again in the future. Thanks for all of your help with this reservation. Regards, Amanda

Date of stay:     Reviewer name: , Merseyside

Location, Location, Location!!!

Beautiful Villa in a superb location. Everything seemed to be just 5 mins away! Disney is just around the corner and plenty to do and see in the Windsor Hills resort itself. The Villa was clean and provided for everything you might need on your holiday. Will definately be visiting again.

Date of stay:     Reviewer name: , Slough, UK

We will be back!

Just to let you know that we had a fabulous holiday in the Villa at Windsor Hills, we are thinking of returning for a week in January 2011.

Date of stay:     Reviewer name: , Isle of Wight

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Frozen Twin Bedroom
Great Villa

My family loved your property and we will be returning to it, should it be available, great villa in a fantastic location, thank you so much for allowing my family and I to stay in your property!

Date of stay: July 2018    Reviewer name: Burrell Family, Glasgow