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Windsor Hills Retreat is a fully air conditioned spacious 6 bedroom, 4 bathroom luxury property located at the top of the prestigious guard gated Windsor Hills community in Kissimmee, Florida.

The property sleeps 12 people and features the largest floor plan available within the community with a whirlpool spa pool that flows into the palm tree lined private south facing swimming pool.

The property spans approximately 3,000 square feet and has been furnished in a sophisticated yet modern style and the owners have included many of the various 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 property features a formal living and dining room to the front. 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. The washing machine and dryer are located in a separate laundry room on the ground level.

Free wired and wireless high speed internet is provided as well as a Microsoft xBox 360 and Nintendo Wii with a selection of games for both.

A large 55" LCD HD TV sits in the family room, 40" LCD HD TV is provided in the formal living room and large LCD TVs are also provided within every bedroom. Cable TV is provided throughout the house including digital video recording and premium channels such as HBO and ESPN. Blu-Ray and/or DVD players are provided in each bedroom and living area.

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

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.

Outside there is a large south facing brick paved pool deck with a covered lanai (patio) with cooling ceiling fans to provide shade when needed. Plenty of outside seating and sun beds are provided as well as various pool toys.

Golf and Theme Parks
Walt Disney World is located 2 miles from the property and Universal Studios/Seaworld are only a 15 minute drive away.

There are numerous golf courses located within a 15 minute drive of the property including Mystic Dunes which backs on to the property.

Windsor Hills Resort Facilities - Included for Free
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, heated spa pool, childrens water slide, sundry shop, cinema, video games arcade, gym, tennis courts, golf putting green and volleyball court.


No Expense Spared - Newly Built 2010 - 2 miles to Disney - South Facing Pool & Spa - 8 Large LCD HD Flat TVs - 2 Master Suites - Nintendo Wii - Xbox 3


Property type: Villa

Room details


6 bedrooms, sleeps 12

Bedroom 1: 1 Double bed, En Suite
Bedroom 2: 1 Double bed, En Suite
Bedroom 3: 1 Double bed, En Suite
Bedroom 4: 1 Double bed
Bedroom 5: 2 Single beds
Bedroom 6: 2 Single beds

Additional beds:
1 cot
Room for 12 in the dining area
Room for 12 in the living area
4 bathrooms, 4 Separate WC's

Indoor facilities

Entertainment and IT:
DVD/Blu-ray player
TV Languages in Local
Snooker / pool table
Heating and air con:
Air conditioning
Central heating
Clothes drier
Hair dryer
Iron / board
Pots / pans
Towels / linen
Washing machine

Outdoor facilities

Swimming pool:
Outside lighting


Suitable for

Sports and activities

Horse Riding
Sports Center
Water Skiing
Wind Surfing

Sights and attractions

Night Club
Theme Park

Prices and availability

Last updated 15.01.2015

...Your booking
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
  • From £1,322.04 per week
Changeover days and minimum stays
Arrival date range Minimum stay (nights)
18th April 2015 to 31st March 2017 2

Discounts and extras


This property does not have any discounts set


Compulsory extras
Description Arrival dates Booking length or occupancy Price
COMPULSORY CLEANING FEE: If your stay is for less than 7 nights a $150 fee will be charged. All year Booking length: Duration less than 7 days £98.78 per booking

Paid with booking

Optional extras
Description Arrival dates Booking length or occupancy Price
Early check in - 1pm (usual time is 4pm) CONFIRM WITH OWNER BEFORE SELECTING THIS OPTION All year N/A £65.86 per booking

Paid with booking

Late check out - 1pm (usual time is 10am) CONFIRM WITH OWNER BEFORE SELECTING THIS OPTION All year N/A £65.86 per booking

Paid with booking


This is the general location (within 1km of the property)

  • Nearest beach: 50km
  • Nearest bar: 1km
  • Nearest restaurant: 3km
  • Nearest supermarket: 5km
  • Walt Disney World: 5km
  • Universal Studios and Island of Adventures Parks: 25km
  • Seaworld and Discovery Cove: 18km
  • Cocoa Beach: 110km


34 verified reviews

Advert accuracy
Check in and Out
Value for money
33 out of 34 people recommend staying here
Stayed Tuesday 24 March 2015 with Large Group
Wonderful holiday villa. Two families (8 people) rented the Villa for 2 weeks inclusive of the Easter Holidays. The villa is in a good location and the gated resort is well kept. Communication with the owners was very good, even listed which Xbox games the 9 year olds could expect. Well furnished (beds comfy) and the Kitchen was well stocked. Loved the pool and jacuzzi. Would definitely recommend.
Stayed Monday 16 February 2015 with Large Group
We had a rocky start checking in due to some mis-communication with the agency. The place was beautiful, spacious for all 3 families. We ranged from 2 1/2 to 53 and we all enjoyed ourselves. Having the pool table was great for the teens on the one rainy day. The pool was refreshing and the spa was really relaxing. The entire resort was so friendly. We enjoyed the clubhouse, we would walk down and grab a bite to eat and relax. The large pool is so pretty and the exercise room was the perfect size. We really cannot wait to go again. My only disappointment is, that We couldn't stay longer. Thank you so much for making us feel so welcomed. The owner was so awesome and always answered our questions quickly, and the management was wonderful.
Stayed Saturday 27 September 2014 with Large Group
The property was immaculate. Communication with owner was excellent. Location was perfect. Cant say anything negative. Would highly recommend. ????
Stayed Wednesday 17 July 2013
I would recommend staying at this lovely villa as it was very comfortable and catered for all the family which ranged from 1 year old to 58 years. The owners provided everything that could possibly be required for our stay which was for over 2 weeks and was a welcome retreat after our days at the parks. The accommodation and fittings were of a high standard and was very clean. We would definitely consider returning to this villa in the future.
Stayed Saturday 14 July 2012
A very spacious upmarket villa with modern decor and ideally situated for all the parks, shopping and road networks. The security on the development was excellent with the staff always happy to help. Beds were comfortable, with lots of bed linen and towels for our stay. There was a minor issue with one of the safes but someone came out and repaired it the next morning. The pool was heated within the cost of hiring and many a happy hour was spent there after hot days in the parks! Our only negative comments were that there was a very sticky stain in the bedroom walk in wardrobe and the dishwasher had old remnants of food in it and most of the crockery had not been cleaned properly. This was quickly remedied and the rest of the villa was spotless. One other minor niggle would be that although there were instructions for every electrical item in the villa there were no instructions for the alarm and when youve not been long in country it takes a long time to figure out that all entrance doors need to be shut before it can be set!! Keep an eye out on the front doorstep for the small house toad that visits each night!!
Owner reply:

Hi Keith,Thank you for taking the time to write the above review and we are so pleased that you enjoyed your stay. We have now added instructions for using the alarm to our arrival instructions e-mail message, as it seems that the alarm instruction sheet has been removed from the house. We are sorry that you experienced a problem with the dishwasher and crockery and I wish that this had been reported to me when you arrived so that I could have sent my management company straight in to deal with this.Best regards, Natasha

Stayed Friday 30 March 2012
After a long journey we were absoloutely over the moon when we arrived at this villa, it is huge and so beautiful and was completely spotless. The furnishings are 5* and we felt really lucky to be staying there. The kitchen has a lovely big fridge for your food shopping and any equipment you might need to cook meals. The bedrooms were much bigger than they seemed in the pictures, the adjoining bathrooms were immaculate and the beds were very comfortable, just what you need after a long day at disney!. The villa was only a short drive away from the main disney parks and it was an absoloute luxury to head back, shower off and jump in the beautiful pool.We stayed as a group of 12 including 5 children and we all agreed that if we ever make it back to orlando we wouldnt entertain staying anywhere else. Thank you so much for allowing us to stay in your lovely home, we enjoyed every second and hope to return soon.
Stayed Sunday 07 August 2011
Just arrived back home to the UK from a brilliant holiday in Florida staying at the Windsor Hill Retreat Villa. Thanks Natasha your villa was as beautiful as your pictures, spacious, comfortable and very well equipped not to mention the cleanliness. The booking process seemed effortless with emails from both Natasha and the booking team right up to a few days before our holiday. Our boys loved the pool and both football/pool tables were used every day after a long day at the parks to just chill out!! The two ceiling fans in the patio area were a very welcoming after the 90 plus degree temperatures that we experienced for the full 14 day holiday. We would highly recommend this villa to anyone thinking of staying at Windsor hills. Pollinger / LLoyd Families
Stayed Tuesday 31 May 2011
Before i book anything i always read the reviews of previous guests to get honest opinions, just like you are doing now so i hope i can help. first of all location, winsor hills is a place that we have stayed before and we absolutley love it there for many reasons including the safety and security of a gated resort with round the clock guards , great on site facilities including pool,gym and cinema plus much more. once out side the gates there is everything that you could possibly need for your self catering holiday within a stones throw, restaurants one after the other all the ones we went to were great , also there is a huge supermarket (TARGET) only a couple of miles down the 192 that sells everything that you would find in tesco so no need use valuable suit case space on items that you can buy when your there, in our case our preffered brand of baby food and nappies . the disney park gates are less than 5 mins away from the resort which also adds to the appeal with easy access to the i4 for the other parks as well. Right , lets get back to the house , im going to find it very difficult to say anything without repeating everything that has already been said in the reviews below so i would just like to confirm that it is all true what youve read . like most people having read the previous guests experiences of how great this house is when i put the key in the door for the first time i was still a little apprehensive as to whether we had made the right choice , but not for long. within the time it took us to explore all the amazing rooms we new it was the house for us, theres not one single thing i can say about this house that would be negative. the only thing ive not mentioned yet is the booking process which also was very easy and painless. the last thing i want to say is thank you Natasha for letting us share your beautiful home and when we come to florida again (hopefully next year) theres one less thing we need to worry about because we will only be looking at one persons availability calender, WINSOR HILLS RETREAT. Paul , Emma and family.
Stayed Saturday 09 April 2011
The villa was absolutely fantastic- very well furnished and kitted out with everything you need, and a lot more. It was spacious with very comfortable beds and sofas! It has been well maintained and has a real luxury feel about it. We had no issues while we were there, but the owner, and the villa management company were in touch to ensure everything was in order and to make sure we were not having any problems. We have stayed in other properties in this resort, and while they are all of a high standard, this one is particularly exceptional. We would definitely recommend, and definitely return again in the future.
Stayed Thursday 23 December 2010
Natasha: Just wanted you to know how much we enjoyed your home. Everything was perfect! It was so much more than we expected. You brought tears to our eyes with the decorated Christmas Tree, stockings, and decorations. We were able to put my 2 grandchildrens toys under the tree. We spent every day at the parks but after a weary day we were welcomed by the warmth and cleanliness of your home. Now if you could have just arranged warmer weatherit would have been perfect. Thank you!!!!!
Stayed Thursday 30 September 2010
Davidson family - Aberdeen, Scotland We can only be full of praise for this villa. The location is ideal for travelling to and from the Disney resorts and the villa itself is excellent with a very high standard of furnishings both internally and externally around the pool area. Televisions, DVD players and docking stations throughout are top quality and complemented our comfort in the villa. Security within the complex is very good. Natasha was very attentive and responsive to our needs throughout the process from booking through to our stay and her high degree of customer service and attention to detail portrayed an extremely professional approach and a genuine interest in her clients welfare. We would certainly recommend this villa for families with children/babies and groups of friends as it has the ability to cater for all.
Stayed Monday 25 August 2008
We had a wonderful vacation at your home in Florida. Family came from Georgia, Arizona, Texas, and New Mexico to gather in this beautiful spacious home for Thanksgiving. It was a great value for the money since we were all able to stay together under one roof and share many of our meals at the house rather than eating out all the time. The home was lovely with a nicely furnished kitchen, comfortable beds, and plenty of towels and linens. We were also able to make good use of the washer and dryer with three kids in tow! The grounds were nicely maintained and the kids loved the playground! We would definitely recommend the property to friends!
Stayed Monday 25 August 2008
This rental home is truly lovely and the photos & descriptions are 100% accurate. The furnishing are new and modern, the kitchen has everything youd need to make a large holiday meal, or just appetizers and sandwiches. It is wonderfully stocked w/kitchenaide blender, knife block, etc. We needed a flashlight, and even found one in the pantry closet!. What a wonderful place to hangout and enjoy central Florida - we dont want to leave and move on to our next destination . . . southern Florida and the keys. Dealing with the owner, Natasha, has been a pleasure. Her care for this house shows everywhere, from the DVR in the family room & each master bedroom to the ihomes beside each bed. I would most definitely recommend this home to anyone interested in vacation house rental in the area, and my husband and I plan to return.
Stayed Monday 25 August 2008
The accomodiations you provided were very good. I loved the fact that we didnt have to leave the property to entertain the kids. We had a very busy schedule and did not have time to see the sites until the last two days of our stay. We had a wonderful time and by kid approval will book with you again on our next trip to the area.
Great house! Will definitely come back... Very comfortable,good location, owner was great with communication.
Beautiful, comfortable home. Fantastic location and nice community neighborhood. Owner is very easy to communicate with and quick to respond and answer any questions. Highly recommend this property.
This is a lovely property with a clean modern feel whichhas great ammenities and is close to all the major theme parks. We will go back..
Just had another wonderful week in your home! We absolutely love it and are already planning our next trip!
We stayed here with family (3 adults, 4 children/teens) during Thanksgiving 2012. The house was beautiful, and I would highly recommend it to any one. Very close to Disney, and an easy 15-20 minute drive to Universal. Lots of things close by (groceries, coffee, 24 hour pharmacies, even an outpost of the famous Giardanos pizza from Chicago). We had two minor issues that were addressed promptly (a smoke alarm that needed a new battery and an actuator issue with the spa/pool). Guards at the gated community were very personable and helpful. Home is well-equipped (with the tiny exception of needing washcloths - you might need to bring your own and the fully - expected need to buy your own TP, paper towel, etc.) Not an issue - just be prepared to take care of that sort of thing upon arrival. DVR worked great for catching football games after long days at the parks. Comfy beds - we just didnt spend enough time in them!
The house was absolutely amazing. We have stayed at four different villas in five years , all at the Windsor Hills estate and this was head and shoulders above anything we’ve ever stayed in before. The quality of the finish and facilities within the Villa were fantastic. We had 10 people staying in one place and the house was so big we didn’t even notice there were so many people there. The pool area was huge with high quality furniture and a lovely pool and Jacuzzi. Every bedroom was finished to the highest standard, all with flat screen TVs, some with Sony Blu Ray players, but other all with DVD players, very comfortable beds (just what you need after a long day at the theme parks), wonderful and spacious en suite bathrooms. The games room was utilised almost every day due to the super cool Harley Davidson branded pool and football tables. The booking process and arrangements before and when we arrived were so professional that everything went without a hitch. I am amazed at what we got and the pictures on the website, although excellent, really don’t do the house justice. If anyone is looking to book a villa for their Florida vacation then don’t bother looking anywhere else until you’ve checked the availability of this villa first.
We had a great stay at this villa. Our second family trip to florida and this time we shared with another family so 8 people in total, 4 adults and 4 children. The accomodation is luxurious and comfortable. Tones of space and we even had 2 spare rooms. Great for the group to me together yet if someone wanted private time that was easily done. Extremely close to Disney parks so ideal if that is your focus but also not a long drive to international drive etc. Whilst we played hard in terms of parks and shopping we were determined to have some down time and spent a number of days in the villa enjoying the pool and games room. For us this was an ideal house and location. We felt secure (gated community) and although we did not use it much there is a club house and a communal pool. Everyone in our party was of the same opinion
This lovely villa was everything we expected it to be from the pictures and descriptions. Its very well furnished and contemporary tasteful. Natasha was excellent to work with. We rented two homes (one across the street from the other) and had all our children and grandchildren with us, and there was actually extra room in both houses. A wonderful time and stay. Id definitely come back again and recommend it to anyone. Thank you, Natasha, for letting us enjoy your villa.
It was great,beyond our expect ion. We would definatley recommend it and also we hope to be able to go back. So spacious with 7 adults and 3 children no one was in any one,s way..
There were 10 people from 3 different families that stayed at this house for the 8 day booking. The house is very large and lots of room for the 10 people to either gather or find a quiet room. The house was very clean and very nicely furnished. Appliances were all up scale in quality, with LCD TVs in every room. The backyard pool area was wonderful and was well used after a day at Disney or later in the evening when the kids were in bed. The booking was well handled and the owner made sure we had everything we needed. Better than a 5 star hotel.
The homes is exactly as it is pictred in the photos, we were thrilled with our expereince and will certainly be back. The home has everything you could possibly need, including baby crib and monitor. The safety fence around the pool, meant that we could enjoy our time outside without worry.
This is a very modern well equipped home located near the top back of Windsor Hills. I especially like the late afternoon sun on pool area. They have everything you need in the kitchen. Loved the selec tion of bedrooms, each decorated nicely. I loved my bed in the black headboard room...sheets and comforters were very cozy and high end. House was perfect for our group of 7, everyone had their own space to unwind in at the end of the day. Natasha was very professional and great to work with, all instructions were very clear. Theres a binder located in the dining room, so upon arrival you can look at that to get started with everything and anything you would need to have information on. They had a great selec tion of DVD and we enjoyed watching them! It was too cold to use the pools and big community pool area but that area is beautiful as well. Located close to everythingespecially the main entrance to Magic Kingdom.
We recently returned from a fantastic 2 week holiday in Florida staying at Windsor Hills Retreat. The villa was perfect for our two families of 5 people plus 1 adult for the first week. All the rooms were very comfortable and well equipped and the children all loved the pool and games room. It is in an ideal location for the parks. We would definitely recommend Windsor Hills Retreat to anyone visiting Florida.
A lovely villa, very well situated for parks, shops & everything you could want for. Rooms and facilities were all excellent. The "boys" loved the games room and playstation games.
We stayed at Windsor Hills Retreat over the New Years holiday for 5 nights. I spent weeks looking for the right property - comfortable beds, great new furnishings, good layout for multiple families....... One thing that initially appealed to me was the fact that there are two comfortable living areas (family room and living room) with large screen TVs. One group watched could movie while the other caught up on their TV favorites. The home is perfect. Every detail has been considered for the comfort of guests. The beds are new and comfortable (pillow top) and the interior is layed out in such a way that there is privacy - very important for us. . Everything is high end, the decor is as pictured. Loved the game room. Too cool to use the pool although we enjoyed the spa. We were warmly greeted upon arrival and we were barely in the home when Natasha called to ensure it met our expectations. We will absolutely return.
What a beautiful beautiful home! I am a seasoned but very discerning traveler and I refuse to settle on accomodations. I have found with experience that pictures often represent a skewed impression of the reality of a place. This was not the case for this home. Everything was immaculate and fabulously designed. There was plenty of room for our two families to gather. Every detail was considered, my little girls even had Disney princess costumes for them to play in! The pool was glorious, even in the chilly February week we visited since it was heated. I loved that we didnt have to face the traffic of I-Drive, it was always a short relaxing commute to the parks. Natasha was a gracious host who accomodated our specific needs with hospitality and generosity. This property will be our go-to everytime we visit the happiest place on earth! Thank you, Natasha! We had an excellent holiday!
The pictures of this home do not do it justice! It is amazing house and PERFECT for a week at Disney. I seriously cannot say enough good things about it - we will never stay in a hotel at Disney again!
We enjoyed our stay very much..Super!
Windso Hills Retreat was truly a memorable home. It exceeded all my expectations. This was a 5 star home that had top of the line amenities and decor. The management team and home owner provided excellent service and made sure we were all taken care of. I would recommend this home to anyone who enjoys the finest of the finest. We are already planning our next vacation to stay at Windsor Hills Retreat!! We fell in love with this home...and have adopted it as our vacation home!! :)
This home was beautifully furnished and decorated therefore, the price was a little on the high end compared to some other homes in this area. The location is very convenient to many shops and restuarants and close to the Disney Area which we liked. The children all loved the extras in the home. The only things we did not like was that we paid extra for a heated pool/spa and neither were heated. Also, we could not change the temperature inside the home as the thermostat was locked in a case. The home was a bit warm during the day and very cold at night. Overall though, we had a pleasant stay at this home. I would recommend it for large or multi-families over seperate hotels rooms.
Owner reply:

We are delighted that you liked our home and that you had a good time. We were sorry to hear that you felt there was a problem with the pool heat and that the air conditioning was not set to your liking. We have since contacted you and explained that it was a shame you did not report these issues either to us or our management company during your stay as we would have addressed them immediately.


About the owner
Owner score 2214
Calendar updated: 3 months ago
Last logged in: 4 hours ago
Located in: United Kingdom
Joined: May 2010