check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag

Luxury Windsor Hills vacation home, in gated community & just 2 miles to Disney

Bedrooms 6
Property type house
Minimum Stay 4 - 7 nights


Minimum Stay
4 - 7 nights


Kissimmee House Rental Photos and Description

6 Bedrooms, 4 Baths, (Sleeps 12) with South Facing Pool & Spa

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 amenities that you would normally expect at a luxury hotel. The bed linen is at least 350 thread count 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, Starz and ESPN and other sports channels. 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.

Lots of baby/toddller facilities are provided, crib/cot, high chairs, boaster seat, bottle steriliser, baby bouncer, baby bath and baby monitor.

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.


Walt Disney World is located 2 miles from the property and Universal Studios 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.

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.

More Details
  • Minimum Age Limit for Renters
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible

Member since: 2010
Speaks: english
Response time:
Within 2 days
Response rate:
Calendar last updated:
November 28, 2016
Call Owner

About Natasha

My husband and I are from London, UK and we first visited the USA in 2003 with a visit to Disney World. At that time we fell in love with Disney World and Florida and we have been fans ever since.

Natasha purchased this house in 2010

Why Natasha chose Disney / Orlando

We rented a vacation home in Windsor Hills Resort back in 2005 and we fell in love with the resort, it's location is great and the onsite facilities are those that you would normally associate with a luxury hotel stay. So after many more trips to Orlando and much saving, we were eventually able to purchase a home ourselves in March 2010 which we now use often ourselves.

What makes this house unique

When we purchased this home we we wanted to make a vacation home that wasn't a compromise compared to our main home, as when renting homes previously we often found ourselves staying in homes that did not have all the same comforts that we have at home - although we don't have a pool at our main home so that is always a bonus! So when we furnished this house we made sure that our guests would not have to compromise either, which is why this house is very well cared for, is well maintained and has many luxury extras.

Guestbook comments from the owner

Lovely villa in a fantastic location. Very luxurious home with high end equipment makes this villa the perfect base to come back from a busy day at the parks. It was perfect for my extended family of 8 with bedrooms to spare. The communication from villa owner Natasha was very good and can answer every question you could possibly have. I will definitely be using the villa again. Thanks for helping to make my holiday so special.
Jul 2016
  • 1 of 29


Wonderful! 4.8/5 -
(22 traveler reviews)

Luxury Windsor Hills vacation home, in gated community & just 2 miles to Disney
average rating of 4.818182 based on 51 reviews

Great vacation home - can't wait to stay again

  • 5 of 5

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 l 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.

  • Submitted: Dec 9, 2016
  • Stayed: Nov 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Great home, everything you could ask for.

  • 5 of 5

We have just returned home from spending a great vacation at Windsor hills. I have stayed many times at this resort but this property is by far the most well looked after and has every comfort you could wish for. The decoration, cleanliness and quality of the fixtures and fittings are fantastic and the owners were so easy to contact and deal with. Nothing was too much trouble and all my requests were answered immediately with minimum fuss. I shall def be renting this property again and would recommend this for families or large groups, it is a stunning home and easy owners to deal with too. Thank you very much guys..

  • Submitted: Jul 28, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0

Wost Vacation Home in 15 Years of Orlando Rentals

  • 1 of 5


Our week stay at this rental went from bad to a nightmare. First we had requested 30 min early check in because we were traveling with 3 special needs children. Not only was the home not ready 30 minutes early - but we got to wait outside in the 95 Degree heat because the cleaners "weren't there yet". The home was finally ready at 4:28, despite the 4:00 regular check in time.

While the home was lovely, it was not clean and surface nice. The bed sheets had not been washed and were filthy. We wound up having to wash four of the bed sets...the master bedroom had SHORT CURLY HAIR ON THE SHEETS - THAT WERE NOT OURS...EWW..... *ABSOLUTELY REPULSIVE*

The air conditioning shows it is "set at 75 degrees" but the temp on our phones showed 84 degrees. And to match that, they shut it off during the day and at 2am. So, you can imagine how hot it gets.... We had to call them several times.

Now, on to the pool heat. As in, there was NONE. We had to call them out TWICE. Finally after the 2nd visit, it worked. I do not believe that they even came out the first time.

Also, what they don't show you is that pool back up to a huge wall. Your the pool is a huge view. You will notice that they take pictures of the pool not to show any view - just of the pool. If you enjoy looking at 15 foot brick wall, then this is surely the vacation home for you!


We were truly disappointed and shocked. In over 15 years of Disney vacation rentals, this was INSANELY HORRIBLE. I even took pictures of the beds so I could post them and also of their lovely pool views but it doesn't allow for it.

On the plus side, it was only a week and we were thrilled to be back in a home where the air conditioning was not programmed to shut off at 2am or during the day. TRULY A HORRIFIC HOME. I can only guess that these other reviews are posted by the home owner trying to cover up the actual home.


  • Submitted: Jul 20, 2016
  • Stayed: Apr 2016
  • Source: HomeAway
Owner's Response: It has very much saddened my wife and I to read this. I am glad that the guests admit the house is lovely, because it is. My wife and I have very high standards, we have never had any complaints about cleanliness of the house before. The cleaner is a lovely lady who really cares about what she does, and our management company do an inspection of the property before each set of guests arrive. The house has 3rd generation Nest thermostats (released in 2015), they are not set to turn the system off, and being a very high quality thermostat are extremely accurate. It is always difficult knowing how guests will want the temperature of the house which is why we have it set to 74 (which it reaches easily, and we are happy to adjust it either way. These guests wanted it set to 72 on the second night which was done, and then the guest (who also wrote the review) emailed us and said thank you, they did not make any further requests for it to be adjusted. We heat our pool to the maximum that Florida State law allows, the pool engineer who visited at the guests request confirmed that this was the temperature the pool was running at and that it was working correctly, the second time he attended he took a photo of the pool thermostat as a record to verify this. There are homes in Florida that will heat their pools above 89, but it is not safe to do so as it really increases the speed at which bacteria can grow. All pictures of the pool area show that it has a wall at the back, this is not a secret. The wall does not block the sun and we absolutley love it because we do not have people overlooking us, or walking past, again no one else has complained about it. Just to be clear for anyone who wants to know - there is a wall at the back of our property that does not block the sun and gives you privacy - if you want strangers to see you sunbathing - this is not the house for you. Finally if the other reviews on here were not genuine you would see a lot of negative reviews mixed in with them, but this guests review is the only negative one.
Did you find this review helpful?
0 0
Toronto, Canada

Lovely home, thoughtful owner

  • 5 of 5

We recently stayed as a group of 12 for 10 days in this beautiful home. Even as a large group we all had plenty of space and were very comfortable in this well appointed home. And the drive to Disney parks is super close. This was our second time renting this property and we have referred others. The house is great and the owner is responsive and thoughtful.

  • Submitted: Mar 3, 2015
  • Stayed: Feb 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Toronto, Canada

Lovely home, thoughtful owner

  • 5 of 5

We recently stayed as a group of 12 for 10 days in this beautiful home. Even as a large group we all had plenty of space and were very comfortable in this well appointed home. And the drive to Disney parks is super vlise This was our second time renting this property and we have referred others. The house is great and the owner is responsive and thoughtful.

  • Submitted: Mar 3, 2015
  • Stayed: Feb 2015
  • Source: VRBO, from HomeAway
Did you find this review helpful?
0 0
Kent, UK

Just Amazing

  • 5 of 5

Wow, when we arrived the property was just jaw dropping and gorgeous and all that we hoped it would be. the house was more than big enough to cope with 4 adults and 5 children and had everything you could wish for to keep very energetic children and of course the big kids occupied from the amazing swimming pool to the games room.

The house is on a premium complex and very safe and secure and so close to Disney and other theme parks and shopping malls and the large array of restaurants and supermarkets are so very easy to get to.

The bedrooms are so spacious and very comfortable beds which are a bonus. We had a small problem with the toilet backed up but one quick phone call and half hour later the plumbers arrived and it was sorted and cannot fault the managing agents who were so helpful.

Booking and payments were so easy and Natasha was extremely helpful in answering any questions pre the holiday and so efficient in the arrival details, that we were not worried at arriving so late at the house in the evening, after Virgin plane was delayed due to a fault. We will definitely not hesitate to go back to Windsor Hills and the best villa that we have stayed in and we have stayed in quite a few in Florida.

Loved loved loved it and highly recommend for a bonus home for your holiday!!!

  • Submitted: Jan 26, 2015
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
Owner's Response: Thank you for the great review - needless to say we look forward to welcoming you all back in the future.
Did you find this review helpful?
0 0


Magic Kingdom Park
Disney's Hollywood Studios
Downtown Disney
Islands of Adventure
Disney's Typhoon Lagoon
Disney's Blizzard Beach
Discovery Cove
Wet 'n Wild
Florida Mall
"Not our favourite mall, we think Mall at Millenia is much better."
The Mall at Millenia
Universal Studios Florida
Hard Rock Cafe Orlando
"Just as good as it has always been - a must visit each time we are in town."
The Cheesecake Factory
"Another must visit restaurant when we are in town - the portion sizes are huge and don't for..."
Publix Super Market - East Orange Lake Boulevard
"Our local Publix Supermarket - for our UK guests this is Waitrose equivalent in Central Flor..."
Disney's Animal Kingdom Theme Park
Seasons 52
"Another must visit upscale fine dining experience."
Orlando Premium Outlets - International Dr
Orlando Premium Outlets

Windsor Hills, Kissimmee West, Kissimmee, Central-Disney-Orlando Area, Florida, USA (Only 2 Miles to Disney!)

Other Activities: shopping, hot air ballooning, health/beauty spa, mini golf, basketball court

Windsor Hills Resort facilities include - gated entry, clubhouse, fitness center, tennis & basketball courts, putting green, movie theatre, games room, large heated resort swimming pool with water slide and children's play areas.


Rates & Availability

Kissimmee House Rental Rates

Rental Basis:
per property
Owner accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
Christmas 2016
Dec 17 2016 - Jan 6 2017
7 night minimum stay
Easter 2017
Apr 8 2017 - Apr 21 2017
7 night minimum stay
My Standard Rate
4 night minimum stay

Additional information about rental rates

Refundable damage deposit $500
Tax Rate 13.0%

Cleaning fees and main swimming pool and spa pool heating are included in our rates.

Stays of 20+ nights receive a complementary mid stay clean to include cleaning the whole house and washing all bed linens & bath towels.

Owner's Cancellation Policy

Cancelled bookings will not receive a refund
Enter dates for accurate pricing
Contact Me Send a Message


Kissimmee House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 3000 sq. ft.
  • 2 stories
Location Type:
  • Resort ...
  • Family
  • Air Conditioning
  • Alarm Clock
  • Broadband Access ...
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Garage
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking
  • Parking Off Street
  • Safe
  • Security System
  • Sunbed
  • Telephone ...
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet ...
  • 4 Ring Stove
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen
  • Microwave
  • Oven
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining ...
  • Dining Area
  • seating for 12 people
  • 4 Bathrooms
  • En-suite Bathroom 2 - toilet , shower
    En-suite Bathroom 1 - toilet , tub , shower , Double sinks, large walk in shower and separate bath tub
    Bathroom 3 - toilet , combination tub/shower , Double sinks and separate room for the bath
    Bathroom 4 - toilet , combination tub/shower , Located on the entry floor
  • Luxury white cotton bath towels are provided.
  • 6 Bedrooms, Sleeps 12
  • Bedroom 3 - 1 queen , On ground floor, pillow top mattress, adjoining bathroom
    Bedroom 1 - 1 king , 1 baby crib , Master Suite 1, pillow top mattress, en-suite bathroom
    Bedroom 2 - 1 king , 1 baby crib , Master Suite 2, pillowtop mattress, en-suite shower room
    Bedroom 4 - 1 queen , Pillow top mattress
    Bedroom 5 - 2 twin/ single , Twin beds with pillow top mattresses
    Bedroom 6 - 2 twin/ single , Twin beds with pillow top mattresses
  • We have two fold away cribs for infants/toddlers, sizes are 24'x38' and we also have a small foldaway toddler bed. 2 King, 1 Queen Bedroom, 2 twin bedrooms are on the upper floor. One queen bedroom with adjoining bathroom is on the lower floor. The two King bedrooms each have their own private en-suite bath/shower room. All bedrooms include window blinds and drapes, and ceiling fans. Two central air conditioning/heating systems--one upstairs, one downstairs. Luxury bed linens and towels are provided, plus pillow top mattresses and extra pillows.
  • Books ...
  • Books for Kids
  • DVD Player ...
  • Foosball
  • Game Room ...
  • Games ...
  • Pool Table ...
  • Satellite / Cable ...
  • Stereo ...
  • Television ...
  • Video Game Console ...
  • Video Games ...
  • Video Library ...
  • Deck / Patio
  • Gated Community
  • Lanai / Gazebo
  • Patio
  • Screen Porch / Veranda
  • Tennis ...
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • non smoking only
  • pets not allowed ...
  • wheelchair inaccessible
Pool / Spa:
  • Communal Pool
  • Heated Pool
  • Hot Tub
  • Private Pool
  • Spa Whirlpool
  • Whirlpool
Onsite Services:
  • Concierge
Windsor Hills Resort facilities include - gated entry, resort clubhouse, fitness center, tennis and basketball courts, putting green, movie theatre, games room, large heated resort swimming pool with water slide and children's play areas.

Partner Offers