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A Date with Disney - Windsor Hills Townhome. Home from Home!

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Living area
Exterior detail
Children’s area
Private Splash Pool
Pool

Reviews

9.8 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 81412 sq ft

Popular amenities

Explore the area

View in a map
Kissimmee, FL
  • Place, ChampionsGate Golf Club
    ‪6 min drive‬
  • Place, Jack Nicklaus Course
    ‪7 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪7 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪39 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Single Bed and 1 Double Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

About this property

A Date with Disney - Windsor Hills Townhome. Home from Home!

A beautiful, 3-bedroom, 3-bathroom townhouse in the wonderful Windsor Hills Resort, complete with fantastic Waterpark. Our home is fully air-conditioned and has ceiling fans in the living area and bedrooms. We have a heated private pool and everything you could need for the perfect vacation with restaurants and all the theme parks nearby and a fully-fitted kitchen and washing facilities in the home.
On your days off from the theme parks, why not spend time relaxing at Windsor Hills' giant pool and Waterpark, entertain the family in the movie theater, keep fit at the gym or enjoy a game of tennis, volleyball or basketball.




A Date With Disney: Our beautiful 3 bedroom 3 bath townhouse is located in the sought after community of Windsor Hills. Windsor Hills is a 24 hour secured, gated community that boasts a beautiful resort style pool and a fantastic Waterpark, zero-entry area for children and children's water fountains, billiard tables, tennis and volleyball courts, fitness room, video game room, sundry shop, and even a movie theater. On top of all of this, it is located just minutes from Walt Disney World!



Our Accommodation: Our sunny townhouse has a fully equipped kitchen, dining area, and living area. The living area television and bedroom TVS have a cable service with access to streaming. There is a King bed in the Master bedroom, Queen bed in the 2nd bedroom, and a bunk bed in the 3rd bedroom with a double bed below and a twin/single above and a trundle that pulls out to provide an extra bed. All 3 bedrooms have flat screen TVs. The living area and all 3 bedrooms have ceiling fans and the house is also fully air-conditioned. The townhouse has a its own heated private pool just out the back patio doors.



The Orlando and Kissimmee Area: Windsor Hills is located a couple of miles from the Walt Disney World's entrance. Universal Studios - 15 minutes. Sea World - 10 minutes, Premium Outlets- 10 minutes, Gaylord Convention Centre & Universal Studios-15 minutes, Volcano Bay-15 Minutes, Orange County Convention Centre -15 minutes.

Orlando and Kissimmee is a great location for keen golfers. Wyndham Palms Mystic Dunes Golf Course, Falcon's Fire and Orange Tree and Disney Golf courses are only minutes away.

A wide choice of restaurants, shops and supermarkets are to be found nearby. Restaurants included Outback, TGI Fridays, Applebees & Golden Corral. Supermarkets/shops - There is a Walmart superstore a few minutes away plus Winn Dixie, Publix and Walgreens.

Balloon rides, renting an air-boat, go-carting, ice-skating and bowling are all activities you can enjoy close by. Visit Kissimmee Old Town and watch the parade every Thursday.

Spend an evening bowling or ice-skating, visit the many museums, or just walk in the beautiful gardens of Walt Disney World.
Our prices include all fees. No hidden fees.

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Amenities

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
We expect you to have a great time. Please look after our home as if it were your own.

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Kissimmee

Located in Kissimmee, this holiday home is near theme parks and near a water park. ChampionsGate Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Old Town. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Animal Kingdom® Theme Park, a top attraction not to be missed. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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Map
Kissimmee, FL

What's nearby

  • ChampionsGate Golf Club - 6 min drive - 5.8 km
  • Jack Nicklaus Course - 7 min drive - 4.4 km
  • Mystic Dunes Golf Club - 7 min drive - 5.7 km
  • Reunion Resort Golf Course - 9 min drive - 6.4 km
  • Northeast Regional Park - 9 min drive - 8.4 km

Getting around

  • Kissimmee Station - 29 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 47 min drive

Restaurants

  • ‪McDonald's - ‬12 min drive
  • ‪7-Eleven - ‬8 min drive
  • ‪McDonald's - ‬9 min drive
  • ‪Twistee Treat Berry Town - ‬12 min drive
  • ‪7-Eleven - ‬14 min drive

Frequently asked questions

Is A Date with Disney - Windsor Hills Townhome. Home from Home! pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at A Date with Disney - Windsor Hills Townhome. Home from Home!?

As of 17 Mar 2026, prices found for a 1-night stay for 2 adults at A Date with Disney - Windsor Hills Townhome. Home from Home! on 23 Apr 2026 start from £113, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at A Date with Disney - Windsor Hills Townhome. Home from Home!?

Check-in begins at 4:00 PM.

What time is check-out at A Date with Disney - Windsor Hills Townhome. Home from Home!?

Checkout is at 10:00 AM.

Where is A Date with Disney - Windsor Hills Townhome. Home from Home! located?

Situated in Kissimmee, this holiday home is 3 mi (4.8 km) from ChampionsGate Golf Club and within 6 miles (10 km) of Northeast Regional Park and Lake Davenport. Four Corners FC and Highland Reserve Golf Club are also within 6 miles (10 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 29 out of 33 reviews
Rating 8 - Good. 3 out of 33 reviews
Rating 6 - Okay. 0 out of 33 reviews
Rating 4 - Poor. 1 out of 33 reviews
Rating 2 - Terrible. 0 out of 33 reviews

Reviews

Verified

4/10 Poor

Lauren S.

Basic necessities

There was no garbage bags, soap, laundry detergent, dish soap, toilet paper or anything to tie us over until we could get some. Surlper inconvenient with kids.
Stayed 7 nights in Apr 2019
Verified

8/10 Good

Keith D.

A good Holiday

Situated in the Gated Community of Windsor Hills, you cannot ask for a safer more convenient location to stay. The property itself was reasonably okay, the Swimming pool was warm and enjoyable, and would suit a family with kids who like a dip and a splash after a day out at the theme parks. The Air Conditioning or heating worked well, very necessary at Christmas when the temperature can vary from cold to hot on a day to day basis. The Master bedroom and bedroom downstairs were good with good quality mattresses, the third Bedroom could do with renewed mattresses and wobbly bunk bed frame as they are somewhat worn out. The Kitchen was equipped with a Fridge/Freezer, Dishwasher, microwave and Oven/Hob, all worked fine. Although adequate, a few extra utensils would be useful for those families who do a lot of cooking. The TV was fine, and the Internet was excellent, very important when you have Kids with you. The Sofas were adequate, but probably getting to the end of their useful life. The washing machine and Tumble Drier worked ok. The maintenance team were responsive when I identified a minor problem, and it was resolved the next day. As a general point for all rented properties, we have found that the maintenance teams will react to problems, but they do not tend to identify them in advance. A regular monthly look would be worthwhile making sure everything works and is in good condition. Value for money I considered good, cheaper than other similar size properties. I would recommend this property for families on a budget, its safe, convenient and a good size.
Stayed 23 nights in Dec 2018
Verified

8/10 Good

Sarah A.

Convenient and Comfortable

The property was as pictured/advertised. Close to Disney and other area attractions and in a great community with a pool and slide that the kids really enjoyed. The townhouse itself was comfortable and clean and the owner made sure we were able to start our vacation with no issues.
Stayed 5 nights in Feb 2018
Archival

10/10 Excellent

Sarah G.

Lovely house, great location

We had a great time staying here. The house is lovely, exactly as described. Windsor Hills is an excellent location, very nice family community close to supermarkets, lots of eating places and very easy access to Disney (10 minutes).
Stayed 11 nights in Apr 2017
Archival

10/10 Excellent

Rene R.

Nice and wonderful place.

Feels like home. Nice and clean, great location, nice club house. Thank you! Near Disney and parks.
Archival

8/10 Good

Sharon R.

Homey

Comfortable accommodations. Needed more daily cleanup supplies.
Archival

10/10 Excellent

Our Go To Florida Vacation Home!

We have stayed at Gary's vacation home 3 times and we have had an amazing time every time we stay. Everything is nearby and dealing with Gary during booking is easy and convenient. Thanks for offering a great and affordable place to stay. :)
Archival

10/10 Excellent

Amanda G.

Lots of space, convenient location and amenities!

The town house was exactly as I had hoped. The bedrooms were actually larger then they appeared in the pictures. The kids room was large enough for them to spread out toys and all; they had plenty of space to play (the little bit we were there and not sleeping ;-). The small pool was perfect for evening dips and was so convenient. The clubhouse walk was not that far (stroller distance for toddlers) easy walk for grown ups. They had plenty of beach towels and kid essentials) high chair, strollers, pack n play. Everything needed was close by; from the parks to dining choices to Super Target and Walmart for essentials. Gary was responsive answered my multitude of questions and was more then helpful.
Archival

10/10 Excellent

susan j.

A fantastic property in an ideal location!

What a wonderful holiday we had staying at A Date with Disney! We are a family of five and there was plenty of room for us. The house had everything we could possibly need. Gary was so kind and helpful in the lead up to the trip. We would absolutely stay there again and cannot recommend it enough.
Archival

10/10 Excellent

Susan B.

Wonderful Place To Stay

These pictures don't due this place justice. Very roomy and very very clean. Plenty of space to store your stuff so you're not tripping over them. The pool out back, though not very big, was perfect for my kids (ages 8 & 12) that we never went to the club house pool. The place was very private. Unlike some of the other townhouses, you weren't staring at the back of another unit. You looked at the security wall which I think is better than looking at another unit. This place had some yard space in the back and along the side of the townhouse. You will have to bring/purchase basic household items like napkins, paper towels, soap for laundry, dishes, and dishwasher. I would also recommend a roll or two of toilet paper too. If you have younger kids paper plates, bowls, and cups would be better. Plastic silverware and trash bags are also recommended. Purchase several gallons of water to fill water bottles or buy a lot of bottled water instead of drinking the tap water. Plus you can take to the parks too. Stay away from the outlet mall on rainy days. The shopping center at the light has a back road, just turn left before the light. That way you don't have to deal with the light and all that traffic. This place was very much home away from home. Great communication with the owner and the property management was very friendly.
Archival

10/10 Excellent

Nicole Ohio

The house looks even better in person. Very clean, comfortable, felt like home away from home. The house had EVERYTHING the kids really enjoyed the heated splash pool!!!Very safe enviroment peaceful at night. I will highly recomended to everyone. Disney is right there along with a whole strip of shopping and restaurants!!! Thank you for letting us stay in your home you really made my family's vacation a memorable one!! We highly recommend the Red Lobster even though they are everywhere the one close by had wonderful service and the food was great. We will be back!
Archival

10/10 Excellent

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We had a great vacation a...

We had a great vacation and would not hesitate to stay at your very comfortable and clean house again. The location was perfect for us since it was very close to Disney and all amenities. The splash pool was great and we were also very close to the club house and the main pool. Thanks again for making your home available to us.
Archival

10/10 Excellent

Thanks for making our fir...

Thanks for making our first trip to Florida memorable. We arrived to a very clean comfortable home in a beautiful spot. Would not hesitate to stay here again.
Archival

10/10 Excellent

Thanks Gary for providing...

Thanks Gary for providing such a great place for our family to vacation. The townhouse was very clean and comfortable and the distance to Disney made it a perfect spot for us. Our next trip to Disney will be much easier to plan as we know exactly where we will be staying. I can strongly recommend A Date With Disney for anyone looking for off-site accommodations. Thanks again, Greg North Carolina
Archival

10/10 Excellent

The house was perfect for...

The house was perfect for us!we had everything we needed,its a great location close to everything, is comfortable and neat,the pool is heated..We will come back for sure.
Archival

10/10 Excellent

Hi Gary, We had a grea...

Hi Gary, We had a great vacation in Orlando,and renting your townhouse was a big factor.The easy and friendly communication with you makes one feel very wellcome.The townhouse itself is excellent allover.We were out every day,so we did not have time to enjoy the pool.
Archival

10/10 Excellent

Lori D.

Gary, Your home was grea...

Gary, Your home was great and we enjoyed our 2 weeks there. It was great to have the splash pool when we were to tuckered out and just wanted to kick back and relax. The close proximity to Disney was a huge plus. Would definitely recommend your lovely townhome. Thanks again.
Archival

10/10 Excellent

Great house, fantastic lo...

Great house, fantastic location. No complaints. Recommend without hesitation.
Archival

10/10 Excellent

The townhouse was great, ...

The townhouse was great, very clean and spacious. The management company very helpful and the resort perfectly placed for visiting all the parks. We would recommend it and stay there again.
Archival

10/10 Excellent

A well appointed house, g...

A well appointed house, good size splash pool and superb location for the parks and shopping. No hesitation in recommending it to anyone
Archival

10/10 Excellent

Hi Gary. Just wanted t...

Hi Gary. Just wanted to say that we thoroughly our stay in Kissimmee. Your townhome was perfect for an entire family and the facilities were of a high standard. The windsor Hill grounds were extremely well taken care of with pleasant staff and a lovely communal pool. What stood out most however was the ideal location.The Disney parks were literally a 5 minute drive away and Orlando was easy to get to as well. We had a great vacaction and we'll be sure to contact you for our next visit to Florida. Thanks a bunch.
Archival

10/10 Excellent

We absolutely loved our s...

We absolutely loved our stay. The house was very beautiful and great to have the pool out back to relax in. The communal area was great and we loved the fact that the swimming pool was so child friendly for our little boy. It was such a short drive to all the disney parks which helped shape up a fantastic holiday. All staff at Windsor hills were extremely pleasant and helpful. We would definetely go back. Thanks gary.
Archival

10/10 Excellent

Gary, Your place was gre...

Gary, Your place was great. Our family of four absolutely enjoyed every minute. The condo was clean, lots of room and the pool was awesome. The kids swam everyday and we took 3 of our 14 days to just hang out at the Condo. Thanks so much for the memorable holiday.
Archival

10/10 Excellent

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The house was perfect for...

The house was perfect for our needs: clean, no pets or smoking, an end unit, a heated pool, close to the clubhouse. Both Gary and his management company were friendly and efficient. I would definitely recommend it.
Archival

10/10 Excellent

Hello Gary ! Tusen takk f...

Hello Gary ! Tusen takk for oss ! Your house was very nice ! We enjoyed our stay very much and was very greatefull for you following us up during the week. The caribien cuise was perfect by the way... !

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