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Windsor Hills Resort - Luxury 6 Bedroom Home

No expense spared - 2 miles to Disney - south facing palm tree lined pool/spa - large LCD flat screen TVs in every room - 2 master suites - premium and HD cable channels - Nintendo Wii - xBox 360

Windsor Hills Resort

6 bedrooms (sleeps 12)

4 bathrooms (2 en-suites)

Property ID: 515

From (USD) $1950 - $2600 / week

Contact Details


+44 (0) 7983 530354

Owner's website

Languages: English

Joined 2010

Over 15 years of selling Florida Tickets Over 15 years of selling Florida Tickets
  • Formal Living & Dining Rooms
  • Windsor Hills Retreat
  • Private Pool & Spa
  • Shaded lanai
  • Formal Living Room
  • Formal Dining Room
  • Luxury Kitchen and Family Room
  • Family Room
  • Master Bedroom Suite 1
  • Master Bedroom Suite 1 - Bathroom
  • Master Bedroom Suite 2
  • Bedroom 3 - Queen size
  • Bedroom 4 - Queen Size
  • Bathroom
  • Bedroom 5 - Nintendo Wii
  • Bedroom 6 - xBox 360
  • Harley Davidson Themed Games Room
  • Windsor Hills Resort Villa Floor Plan


Just 2 miles to Disney - Luxury 6 bedroom, 4 bath - South facing private Palm Tree lined pool & spa with covered patio area.

No expense spared, large LCD flat screen TVs in every room, premium & HD cable channels, Sony BluRay/DVD players, Nintendo Wii, Xbox 360, iHome alarm clocks and Bose sound system.

Free wi/fi internet and Harley Davidson themed games room with professional pool table and foosball table.

The fully air conditioned property spans approximately 3,000 square feet and the owners have included many of the amenities that you would normally expect at a luxury hotel. The bed linen is at least 350TC white Egyptian cotton and the bath towels are luxuriously heavy and fluffy white Turkish cotton.



The formal living room features a 40” HD LCD TV, premium HD cable TV channels, oversized sofa and club chairs.

In the large family room there is a huge 55” HD LCD TV, premium HD cable TV channels, Sony Blu-Ray and DVD player & large “L” shaped sofa. Bose iPod dock music system.


A large family room and kitchen featuring stainless steel appliances, granite counters, breakfast bar and an informal dining area are located to the rear of the property with large glass slider doors out to the pool and spa.


Large formal dining table for eight people with crystal linear chandelier above.

There is a further dining table in the kitchen which seats 4 people and two counter stools to the breakfast bar.

There is seating for 6 people outside under the lanai (patio) with cooling ceiling fans.


6 bedrooms, sleeps 12.

Upstairs there are five large bedrooms, including two private US king size (UK super king size) master bedroom suites, a large US queen size (UK king size) bedroom and two twin bedrooms.

A further queen size sixth bedroom is located on the ground level overlooking the swimming pool and spa and has an adjoining bathroom.

The two master bedroom suites have large safes, seating areas, iHome alarm clock/iPod docks and large 40” HD LCD TVs with premium cable TV channels, Sony Blu-Ray and DVD players. 

The two queen size bedrooms have iHome alarm clock/iPod docks and 27” LCD TVs with cable TV & DVD players.

The two twin bedrooms have 27” LCD TVs with cable TV & DVD players and either a xBox 360 or Nintendo Wii with a selection of games for both consoles.

Ceiling fans are provided to all bedrooms.


4 bathrooms, 2 en-suites.

The bed linen is at least 350TC white Egyptian cotton and the bath towels are luxuriously heavy and fluffy white Turkish cotton.  

Games Room

A Harley Davidson themed games room is on the ground floor level and features a full size 8ft slate base professional pool/billiards table and a Harley Davidson foosball table.


Outside there is a large south facing brick paved pool deck with a large palm tree lined swimming pool and spa pool.  

There is a covered lanai (patio) with cooling ceiling fans to provide shade when needed.

Plenty of outside seating and sun loungers are provided as well as various pool toys.

In addition there is a double Olympic sized free form pool at the Clubhouse.


In addition to the various amenities included within the property, as a guest at Windsor Hills Retreat you will be able to gain access to the private resort clubhouse.

The clubhouse has a very large free form swimming pool, children's water slide, sundry shop, cinema, video games arcade, gym, tennis courts, golf putting green and volleyball court.


Free wireless high speed internet is provided as well as free local calls and an additional allowance for free international calls is also included.

Baby Equipment

 We have two high chairs, two fold away cots with bed linen, baby bath, booster seat, baby bouncer, microwaver sterilizer and a baby monitor for you to use.

A child safety fence is provided to the pool and spa.

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. 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 30 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

Update Janauary 2019: Just opened (late 2018) the Windsor Hills Resort clubhouse now has a Brand New Water park. Featuring water 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.

Update September 2019: Please see the video below which shows the new Windsor Hills Resort water slides and splash pad. This was opened late 2018 and we already know guests are loving it!

Windsor Hills Resort Youtube Video

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.

Windsor Hills Resort Vimeo Video

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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Rental rates quoted in (approx)
Season Start Date End Date Weekly Rate Min Stay Notes
Mid  17/09/2022  18/11/2022  $1950  5 nights  Inc tax & pool heat 
High  19/11/2022  28/11/2022  $2400  5 nights  Inc tax & pool heat 
Mid  29/11/2022  16/12/2022  $1950  5 nights  Inc tax & pool heat 
Holiday  17/12/2022  06/01/2023  $2600  7 nights  Inc tax & pool heat 

Rental rates additional information

NB: Prices may be subject to change at the advertiser's discretion.

Above rates INCLUDE Florida sales tax at 13%, online booking fees and pool/spa heating.

Also included: cleaning, high speed wireless internet, premium cable TV package, local phone call allowance, on-site gym, cinema and resort clubhouse, pool and Waterpark access.

A discount may be offered to two week stays at certain times of year.


Have you stayed here? Share your thoughts – 

write a review
Amazing huge beautiful Villa

Beautiful villa with lots to do. The pool & spa were gorgeous. Bedrooms were huge & lots of space for clothes etc. Games room was great. Was a huge villa for the 4 of us but loved it, if your in a large family to fill the villa then it would be perfect also. You are literally within 2 miles of all Disney parks. Yes roads were busy as it was Christmas but no different than in the uk! Thank you for letting us enjoy this beautiful house.

Date of stay:     Reviewer name: , England

Great Birthday Treat

Just returned from a great break at this vacation home with nonna and the kids – first time we’ve been to Orlando as a family and it definitely doesn’t disappoint! The parks and parades are fantastic. The kids were super-excited to be seeing Disney World and (thankfully) tired by the end of each day. Lovely, comfortable home to stay in, which was particularly nice with all the first floor access for nonna. The décor was classy – perfect for our special occasion. It made our eldest’s birthday truly memorable. Owners helped order a cake in (little mermaid design) – she loved it!

Date of stay:     Reviewer name: , Nova Scotia

Owners reply
We are so pleased you had a fab time and that your Nonna liked the cake.
Great vacation home - can't wait to stay again

I rented this vacation home to meet up with my family for Thanksgiving. The house is exactly as shown in the photos, clean and well cared for. The children loved the heated pool and the adults enjoyed relaxing in the jacuzzi pool in the evenings. The owner was very helpful and responded promptly to my queries and even though I have been to WDW many times before the owner gave us some great restaurant recommendations and tips for the parks. We all hope to meet up and stay here again soon - a great family vacation home.

Date of stay:     Reviewer name: , London

Lovely vacation home, fully featured

My family and I have been going to Florida annually for the last 5 years, and we have stayed in houses on Windsor Hills a number of times, but from now on this is the only house on Windsor Hills we will stay in - by far the best! The house is fully kitted out and very clean. 2 miles from Disney, and then 2 miles back at the end of the day and jump into the lovely pool or hot tub. Also the owner was a pleasure to deal with.

Date of stay:     Reviewer name: , London

Owners reply
Hi David, I'm so pleased that you enjoyed your stay and we look forward to you staying again next year.
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Formal Living & Dining Rooms
Amazing huge beautiful Villa

Beautiful villa with lots to do. The pool & spa were gorgeous. Bedrooms were huge & lots of space for clothes etc. Games room was great. Was a huge villa for the 4 of us but loved it, if your in a large family to fill the villa then it would be perfect also. You are literally within 2 miles of all Disney parks. Yes roads were busy as it was Christmas but no different than in the uk! Thank you for letting us enjoy this beautiful house.

Date of stay: December 2016    Reviewer name: Gittins family, England