Windsor Hills Resort 5 Bedroom Updated Pool Home

Photo gallery for Windsor Hills Resort 5 Bedroom Updated Pool Home

A living room with a sofa, coffee table, and a ceiling fan. There is a kitchen in the background with white cabinets and a refrigerator.
Resort Pool
A hotel entrance with a covered walkway, palm trees, and well-maintained gardens.
A covered patio with a pool table, chairs, and a ceiling fan.
A living room with a TV, a ceiling fan, and a dining area with a chandelier.

Reviews

9.2 out of 10
Wonderful

Highlights

  • Make yourself at home
    Guests love the comfortable living areas, perfect for unwinding.
  • Foosball on-site
    A rare find — the foosball table is waiting for you.

Popular amenities

  • Spa pool on site
  • Patio
  • Private pool
  • Waterpark access
  • On-site fitness centre
  • Air-conditioning

Explore the area

View map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Universal Orlando Resort
    ‪21 min drive‬
  • Place, Universal Studios Florida
    ‪24 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪31 min drive‬

Rooms & beds

5 bedrooms (sleeps 11)

King Suite Bedroom

1 King Bed

Master King Bedroom

1 King Bed

One Twin Bed and One Double Bed - Mickey Mouse

1 Single Bed and 1 Double Bed

Queen Bedroom

1 Queen Bed

Two Twin Beds - Star Wars

2 Single Beds

5 bathrooms

Hall Bathroom

Bathtub or shower · Toilet

Hall Bathroom

Bathtub or shower · Toilet

Hall Bathroom

Bathtub or shower · Toilet

King Suite Bathroom

Toilet · Shower only

Master KIng Bathroom

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. Mystic Dunes 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. Travelling with kids? Make time for Disney's Hollywood Studios®, or head to an event or a match at ESPN Wide World of Sports Complex. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with ecotours nearby.
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Map
Kissimmee, FL

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Disney Springs™ - 13 min drive - 16.0 km
  • Magic Kingdom® Park - 14 min drive - 16.0 km
  • Universal Orlando Resort - 21 min drive - 29.2 km
  • Universal Studios Florida - 24 min drive - 32.1 km

Getting around

  • Kissimmee Station - 25 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 21 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬3 min drive

Frequently asked questions

Does Windsor Hills Resort 5 Bedroom Updated Pool Home have a pool?

Yes, this property has a pool.

How much does it cost to stay at Windsor Hills Resort 5 Bedroom Updated Pool Home?

As of 12 Nov 2026, prices found for a 1-night stay for 2 adults at Windsor Hills Resort 5 Bedroom Updated Pool Home on 7 Dec 2026 start from NZ$1,813, 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.

Is Windsor Hills Resort 5 Bedroom Updated Pool Home pet-friendly?

No, pets are not allowed at this property.

How much is parking at Windsor Hills Resort 5 Bedroom Updated Pool Home?

On-site parking is available at the property.

What time is check-in at Windsor Hills Resort 5 Bedroom Updated Pool Home?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Hills Resort 5 Bedroom Updated Pool Home?

Checkout is at 10:00 AM.

Where is Windsor Hills Resort 5 Bedroom Updated Pool Home located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.3 mi (3.6 km) away.

Reviews

9.2

Wonderful

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. 21 out of 29 reviews
Rating 8 - Good. 6 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 2 out of 29 reviews

9.0/10

Cleanliness

9.8/10

Check-in

9.0/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house close to disneyworld

Good location. It is on a gated community <15 minute drive to dw parks
Stayed 6 nights in Jul 2019
Response from VrboOwner on 3 Aug 2023
Thank you for your feedback! We are glad to hear that you have enjoyed your stay with us. Come see us again for any future stays in the Disney area!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

February 8

Perfect for our multi-generational group. Exactly as advertised. Very comfortable house, would stay there again!
Stayed 5 nights in Feb 2025
Response from VrboOwner on 14 Feb 2025
We work hard to make sure our guests have a wonderful stay in our property. Thank you for your stay and feedback, we hope to have you return again soon to make more memories!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Just as advertised!

Very nicely decorated, clean, comfortable home
Stayed 6 nights in Jun 2019
Response from VrboOwner on 3 Aug 2023
Thank you for your feedback! We are glad to hear that you have enjoyed your stay with us. Come see us again for any future stays in the Disney area!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great neighborhood, amenities and close to major attractions

House was clean and inviting. Had everything we needed in the kitchen and for the pool. Neighborhood Amenities were great. Kids loved the water slides. Had some issues with the pool but were promptly addressed. Highly recommend staying here.
Stayed 5 nights in Oct 2021
Response from VrboOwner on 3 Aug 2023
We work hard to make sure our guests have a wonderful vacation in our house. We're looking forward to your return!
Verified review

10/10 Excellent

Amazing home!

We thoroughly enjoyed our 8 night stay at the home! It was beautiful and comfortable at the same time! Everything was very clean and well kept, as well! This home will be our first choice every time we visit this area going forward - I can't imagine another home being better suited for us! The owner was easy to work with and all communications went smoothly!
Stayed 8 nights in Dec 2018
Response from VrboOwner on 3 Aug 2023
Thank you so much for the kind review Kim! We really enjoyed welcoming your family, and cannot wait to see you again in the future.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property

This is a great property located close to Disney, shopping and restaurants. The only issue I think we had was there is not a single grain of salt, pepper or any other seasonings for that matter. So if you go to the store to eat at the house, be aware there is ZERO salt amd pepper, coffee filters etc.
Stayed 4 nights in Jan 2023
Response from VrboOwner on 3 Aug 2023
Thank you for your stay! We're so happy to hear you enjoyed your time with us, but are sorry to hear it did not meet the full satisfaction we strive for. We do include this information in our description however so our guests may know what to expect: "No salt/pepper or cleaning supplies are stocked due to safety issues." We hope to host you again someday in the future!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice house and pool in a good location.

Overall a good experience. Some minor issues like dishwasher needed repair, even putting garbage out daily the container was not large enough for 6 people, no cutting board could cause damage to counters.
Stayed 7 nights in Mar 2023
Response from VrboOwner on 3 Aug 2023
Thank you for your stay and your feedback. We will get that dishwasher looked at right away. The garbage collection is daily and handled by the HOA. We'll get a cutting board in the house right away. We appreciate your stay!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacay

Property was in a beautiful gated community. House met our needs and was absolutely wonderful! The pool was perfect but doesn’t heat when the weather drops below a certain temperature. Wish we knew ahead of time. Other than that no complaints.
Stayed 6 nights in Dec 2022
Response from VrboOwner on 3 Aug 2023
We are happy to hear that you enjoyed your stay. Yes, typically pool heats drop when the weather goes below 55 degrees as stated on our registration form. We are glad again that you enjoyed your stay and look forward to welcoming you back again one day soon!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyed, but noisy neighbours

Whilst we enjoyed our stay we had a number of sleepless nights due to noisy neighbours. Next door (2704) seemed to be ‘party central’ especially at weekends. We even had them knocking on our door and ringing the doorbell late at night upsetting the children in our party. Our last 2 nights they partied until 5.30am. Totally unacceptable but due to the numbers in attendance we did not feel comfortable approaching them. This put a real damper on our time there and we were quite pleased to leave. The house itself met our needs, though there is insufficient seating in the lounge for a large party. Location is great for Disney. Overall we enjoyed, and appreciate that the neighbour issue shouldn’t influence the house review but as it made many nights miserable (and sleepless) we would not rush back
Stayed 20 nights in Jul 2023
Response from VrboOwner on 17 Aug 2023
We are truly unhappy to hear this, for we would have definitely had you contact the security gate guards. Windsor Hills Resort does not tolerate this type of behavior. It would have definitely been addressed and dealt with immediately. I am happy to hear that you enjoyed the home, but it's unfortunate that this issue that happened for 2 nights dampered your stay.
Verified review

2/10 Terrible

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Major Construction going on in the backyard every day at 7am with the house shaking

We loved the house and location however, there was no warning that cranes and pickup trucks would be basically in the backyard blowing dust all over everything every day starting at 7am. The entire house would shake at 7am with the loud construction noises. It was so frustrating. The property managers were excellent and would get back right away but for this property and anyone on the street their backyard will back up in to the construction zone. Also, I think the air turns off at night because it was very hot on the first floor every night. The construction absolutely ruined our trip. It was very clean and a beautiful house but getting woken up to the house shaking and cranes dumping rock right behind the house daily was awful.
Stayed 7 nights in Mar 2021
Response from VrboOwner on 3 Aug 2023
Thank You, Melissa - We are sorry about the construction, it was in a different resort but backed up to you. We are putting that in the description of the unit. Thank you for your kind words, and again, we are sorry. Steve
Verified review

2/10 Terrible

Liked: Check-in, location
Disliked: Cleanliness, communication

Cleanliness was the issue

Layout of the house was nice. It was a nice sized house. The community areas were nice. But we had lots of cleaning and sanitary issues within this home. If cleaned properly ahead of our checkin, the stay would have been enjoyable. A partial refund was provided due to the number of issues we had.
Stayed 6 nights in Jun 2022
Response from VrboOwner on 6 Sept 2023
We're sorry to hear you were dissatisfied with your stay. We work hard to give each guest the best experience possible and are sorry to have missed the mark for your stay. This has since been addressed with our cleaners to ensure it does not happen again.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful place

This place is just as beautiful as the pictures. We had absolutely no issues when we were there. It was the perfect place to stay in Disney and very close to the parks. We would definitely stay here again.
Stayed 4 nights in May 2022
Response from VrboOwner on 3 Aug 2023
We are so very happy to hear that you enjoyed your stay! We love our home, resort, and location too! We look forward to welcoming you back again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved it!

We really enjoyed our stay! It was close to The Disney parks. The pool was a lot of fun along with the game room. We would stay again.
Stayed 5 nights in Apr 2022
Response from VrboOwner on 3 Aug 2023
We are so happy to hear that you enjoyed your stay and had fun in the pool and in the game room. We look forward to your next visit!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Kids love the game room (garage) and resort pool with slides

We had a great time. The kiddos really like the game room and private pool. They also really enjoyed swimming at the resort pool with the water slides. A great place to stay if you are traveling with the little ones. Super close to Disney Parks which is a plus.
Stayed 5 nights in Apr 2022
Response from VrboOwner on 3 Aug 2023
Thank you for your stay!
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

Enjoyable stay

House was exactly as advertised. It was clean and comfortable. The few issues we needed assistance with were addressed promptly and professionally. Location is perfect. I would highly recommend.
Stayed 7 nights in Jan 2022
Response from VrboOwner on 3 Aug 2023
Thank you for your stay! We work hard to promptly attend to any issue that may come up. We'd love to have you return!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay , very clean

The house was beautiful. I really enjoyed myself. There was a bit of construction going on but they tell you that before you book. Overall I would stay again.
Stayed 5 nights in May 2021
Response from VrboOwner on 12 Sept 2023
Thank you for your stay!
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy

Beautiful House, But Be Advised

Overall, we really enjoyed our stay, but being superhosts, we need to write a review. The beds are comfortable and the house was clean, but some things need improvements. Several people in our party had long black hair on their towels, under the beds had trash, and a wallet was found from a previous stay. I would also recommend they get more than juice glasses and wine glasses, as we had to go out and buy solo cups. Our major complaint was that the rental company did not inform us of a new community being built directly behind the house. They started construction by 7:30 each morning which was very loud inside the house. It sounded like we set our alarm each morning with the bulldozers and equipment moving around and going in reverse. We felt like we paid a lot of money and should be refunded some money because of this major inconvenience. We did email the company in the beginning of the week about a broken chair and never heard back so we did not say anything else. We also emailed a week or so before our stay about beach towels and never heard back. The only time I heard back was when we directly messaged through VRBO. With some tweaking, I would recommend this house.
Stayed 5 nights in May 2021
Response from VrboOwner on 3 Aug 2023
Our listing does note in the description that there is construction happening behind the house. Unfortunately, it is out of our control what time the construction begins. We did reply about the patio chairs and are working to get new ones in, they are on order as furniture is not always in stock these days. Very glad to hear the beds are comfortable and the house was clean. I will report about the need for more cups for the house.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent location and management company

Cant beat the location. Close to the parks. Fantastic amenities. Management staff a pleasure. Will stay again.
Stayed 4 nights in Apr 2021
Response from VrboOwner on 3 Aug 2023
Thank you for your stay! We're happy you enjoyed the home and everything it had to offer. We'd love to have you stay again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

House was great

Great location close to all the attractions
Stayed 7 nights in Apr 2021
Response from VrboOwner on 3 Aug 2023
We are so glad that you enjoyed your stay and look forward to welcoming you again!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Home

We really enjoyed our stay. The house was refurbished and very clean. The kids loved the game room and pool!
Stayed 9 nights in Dec 2020
Response from VrboOwner on 3 Aug 2023
We are so glad that you enjoyed your stay and that the kids loved the game room and the pool! We look forward to welcoming you back again one day soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family getaway

Minutes from Disney, very convenient. After a busy couple of days at the park it was the perfect place to unwind and relax; we spent the rest of our stay just hanging out at the pool!
Stayed 6 nights in Feb 2020
Response from VrboOwner on 3 Aug 2023
We are so glad you enjoyed your visit and were able to enjoy the pool! Looking forward to welcoming you back again one day soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

House is exactly as advertised. Very clean and only 5-10minutes to Disney parks and plenty of restaurants. The rental company must clean out any and all leftover spices, cleaning supplies etc. so bring your own. Garage playroom was super and all games were in working order. We had pool heated which was good because it was cool during our stay and hot tub was super(got really hot ). One big piece of advice to make check in easier. Do not put 2702 in your gps. It will take you to an unmanned locked gate entrance. Put 2600 N Old Lake Wilson Rd. That will take you to main guarded entrance. Don’t need to come back to Disney parks again, too crowded, long lines and short rides and super expensive. Overrated!!
Stayed 5 nights in Jan 2020
Response from VrboOwner on 3 Aug 2023
We are so glad to hear that you enjoyed your stay! Thank you so much for the information on the GPS. That is indeed helpful. We look forward to welcoming you back again soon - so much more to do in our area now that's for sure!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

The house great

The house was everything that was advertised it was a great a place to stay I will rent again
Stayed 7 nights in Jan 2020
Response from VrboOwner on 3 Aug 2023
We are so glad that you enjoyed your stay and look forward to having you back again soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect, just perfect

We stayed for 2 weeks in this property and loved every minute of it. The kids loved the themed bedrooms and games room and of course the pool. The rear of the property has excellent private pool area and has been really well maintained. The whole area was great, it was as kept incredibly clean and all the staff were very helpful. I highly recommend this place.
Stayed 14 nights in Oct 2019
Response from VrboOwner on 3 Aug 2023
We work hard to make sure our home is vacation-ready for every guest. Thank you for staying with us! We hope to have you back soon!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place to stay with onsite amenities and close to parks

The villa was excellent, ideal for a large family with plenty to do, unfortunately our first four days we were woken too early 4am due to faulty smoke alarms, but it was great to get an unbroken sleep on the 5th day, also lights did not work in kitchen area and remained unresolved as it did not affect us most of the time. on the whole I would recommend this property
Stayed 14 nights in Oct 2019
Response from VrboOwner on 3 Aug 2023
We loved having you stay and we apologize for the smoke alarms - I am glad that we were able to sort the issues out. We look forward to your return soon!
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