Windsor Hills 4BR | Heated Pool | Near Disney

Photo gallery for Windsor Hills 4BR | Heated Pool | Near Disney

A two-story house with a front driveway, a garage, and a well-maintained lawn.
Property video
A room with two black armchairs, a flat-screen TV, and a shelf with storage boxes.
Full kitchen for easy family meals at home
A dining area with a wooden table, chairs, and a bench. There is a window with blinds, a chandelier, and a wall clock.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Dive into relaxation
    Unwind in the top-rated pool, your perfect spot for relaxation.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Balcony
  • Spa pool on site
  • Private pool
  • Waterpark access
  • On-site fitness centre
  • Barbecue

Explore the area

View map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪2 min drive‬
  • Place, Disney's Animal Kingdom® Theme Park
    ‪9 min drive‬
  • Place, Disney Springs™
    ‪12 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

Rooms & beds

4 bedrooms (sleeps 13)

Bedroom 1 - Jr. Royal Princess Suite

1 Double Bed and 2 Single Beds

Bedroom 2 - Motu Magic Haven

1 King Bed

Bedroom 3 - Triple Moon of Endor

1 Double Bed, 1 Queen Bed and 1 Single Bed

Bedroom 4 - Princess Ana’s Crystal Opal Chamber

1 King Bed

4 bathrooms

Bathroom 1 - Jr. Royal Princess Suite Ensuite

Towels provided · Bathtub · Toilet · Shower only · Hair dryer

Bathroom 2 - Motu Magic Haven

Towels provided · Bathtub or shower · Toilet

Bathroom 3 - Triple Moon of Endor

Towels provided · Bathtub or shower · Toilet · Hair dryer

Bathroom 4 - Princess Ana’s Crystal Opal Bathing Chamber

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Garden
Dining area

Add dates for prices

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About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this villa 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. Take the opportunity to explore the area for water adventures such as swimming and other activities like golfing.
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Map
Kissimmee, FL

What's nearby

  • Bonanza Golf & Gifts - 2 min drive - 2.4 km
  • Disney's Animal Kingdom® Theme Park - 9 min drive - 5.5 km
  • Disney Springs™ - 12 min drive - 15.7 km
  • Magic Kingdom® Park - 13 min drive - 15.7 km
  • Universal Studios Florida - 24 min drive - 31.8 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 4BR | Heated Pool | Near Disney have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Windsor Hills 4BR | Heated Pool | Near Disney?

As of 1 November 2026, prices found for a 1-night stay for 2 adults at Windsor Hills 4BR | Heated Pool | Near Disney on 10 May 2027 start from NZ$1,872, 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 4BR | Heated Pool | Near Disney pet-friendly?

No, pets are not allowed at this property.

How much is parking at Windsor Hills 4BR | Heated Pool | Near Disney?

On-site parking is available at the property.

What time is check-in at Windsor Hills 4BR | Heated Pool | Near Disney?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Hills 4BR | Heated Pool | Near Disney?

Checkout is at 10:00 AM.

Where is Windsor Hills 4BR | Heated Pool | Near Disney located?

This family-friendly Kissimmee villa 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 (3.7 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 1 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.6/10

Cleanliness

9.8/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This entire experience was AMAZING! The House is in excellent condition and as advertised. Families with little ones will love the play room and themed kids rooms. Host is an unbelievable communicator. Windsor Hills is in a great location for a Disney/Universal vacation. We will 100% be renting this home again next year!
Stayed 8 nights in Sep 2026
Response from VrboOwner on 28 September 2026
Thank you! We are so happy you all enjoyed the property. Look forward to hearing from you again. Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house is amazing! The entire process was extremely easy. The owners were so kind and easy to communicate with. Janette would reply within a minute. The coffee maker stopped working. Contact Janette and a new coffee maker was delivered to our door within a few hours! Very impressive. The beds were very comfortable, the home has everything you could possibly want or need. Bottom line, I would highly recommend this home.
Stayed 3 nights in Oct 2026
Response from VrboOwner on 23 October 2026
Thank you so much, Kathy! We’re so happy you enjoyed your stay and really appreciate your kind words. It was a pleasure hosting. We’d love to welcome you back to Olaf’s Endless Summer anytime! Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a wonderful house and a perfect stay!
Stayed 3 nights in May 2026
Response from VrboOwner on 12 June 2026
Thank you, Sharon. So happy you all had a great stay! Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great with plenty of space and in a great location. Decorations were fun and the pool was very nice! Playroom was a nice bonus.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 July 2026
Thank you! We are so happy you all enjoyed your stay. Hope to hear from you again :)
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was as described, however the inconvenience of not having toilet paper or detergent was not. We had to make an extra trip to the crazy Walmart when we realized there was no extra after running out. The host was fantastic at messaging back quickly! Very helpful! We loved the themed rooms and grandsons loved the playroom! Very nice place!
Stayed 6 nights in Sep 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
This home was perfect for our stay. We had plenty of room, everything we needed and the proximity to Disney World was great!
Stayed 7 nights in Apr 2026
Response from VrboOwner on 12 June 2026
Thank you, Toni. I'm happy you all enjoyed your stay! Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wow the villa exceeded our expectations. Everything about this home away from home was just perfect!!! The toy room/ games room was wonderful for our two year old granddaughter and the adults also enjoyed the pool table. The villa has a pool door alarm system and pool safety screen which we consider essential when you have a toddler. Outside the pool area has a stand full of safety vests for children and a sofa area with TV. The location is amazing you can't get any nearer to WDW . Theming of character bedrooms is delightful . We contacted the owners who replied and sorted out our request immediately. I can honestly say we all enjoyed our stay at this property and we would all stay there again . The Mangan Family.
Stayed 16 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay! Incredibly close to Disney!
Stayed 7 nights in Feb 2026
Response from VrboOwner on 12 June 2026
Thank you, Erin, so happy you all enjoyed your stay! Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was great. House, pool, amenities, cleanliness, and especially communication. Would stay again. Only complaint would be receiving an updated list of items that were not included with rental on travel day. Toilet paper being one of the items, and not seeing the new list until left for flight, was very concerned about getting to store in time to pick some up on way in. There is a Walmart just 3 min away but they close at 11pm. Our flight was a little delayed due to lighting, we did get to Walmart at 1030pm. Would have liked to have known the items not included sooner would have packed some of the items just so did not have to stop on way in.
Stayed 7 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house for our traveling party. Very clean and everything you could want is there.
Stayed 14 nights in Mar 2026
Response from VrboOwner on 12 April 2026
Thank you Chris! We are happy you all enjoyed your stay. Hope to hear from you again. The Gatt Family
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic house in a well located resort a short 10-15 minute drive from the entire WDW resort. House as described and was a lovely home away from home! Owner quick to respond to enquiries, would definitely stay again!
Stayed 10 nights in Mar 2026
Response from VrboOwner on 12 June 2026
Thank you, Matthew! So happy you all enjoyed your stay - Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was fantastic and the hosts were amazing. We loved staying here.
Stayed 14 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay immensely from start to finish.......house contained everything a family could need for an excellent relaxing stay and we would therefore recommend it to future clients who may be considering staying.The clubhouse with slides, pools, etc just down the road, a very short distance was extremely pleasant, as was the games room in the garage and for some, the large TV under the lanai by the pool.We couldn't fault anything on our visit but we would recommend a change of sun beds by the pool as the present ones are a mite uncomfortable with no padding or cushions.Thanks for the stay .....we would definitely recommend it to our friends and family
Stayed 9 nights in May 2026
Response from VrboOwner on 7 July 2026
Thank you! I love hearing this. Hope to hear from you again. The Gatt Family
Verified review

10/10 Excellent

Host was very attentive.
Stayed 4 nights in Feb 2026
Response from VrboOwner on 12 June 2026
Thank you, Jignesh!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay for Summit was amazing! The house was spotless, quiet, and had the best amenities for both kids and adults. The personal pool, kids’ playroom, and waterpark access made it feel like a vacation on top of competition weekend. The rooms were somehow even better in person than the pictures, and my kiddos absolutely loved every second of it. My daughter is already asking if we can book this same house again next year if we make it back to Summit! Highly recommend for families traveling for competitions or just wanting a fun, relaxing stay.
Stayed 3 nights in May 2026
Response from VrboOwner on 11 May 2026
Thank you Kendra, I love this review! So happy you all enjoyed your stay :)
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Loved all the amenities
Stayed 6 nights in Dec 2025
Response from VrboOwner on 29 December 2025
Thank you Karen! Glad you all had a good stay - Janette
Verified review

10/10 Excellent

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

Great place to stay.

Wonderful location and property with a large number of bedrooms and bathrooms. Close proximity to Disney.
Stayed 4 nights in Apr 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed in late Oct for a Disney trip and loved the condo! Our kids especially loved the playroom with all the fun toys, the themed rooms and the outside pool area! We really appreciated how well stocked the condo was - from the pool toys to the beach towels, and indoor toys (dress up clothes, video games), there was lots to keep everyone entertained and happy when we weren’t at the parks!
Stayed 5 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was amazing! Host was great with communication! Pool heat and Bbq grill included in cost a big plus. Very nice quiet community with great location to Disney. So many extra touches did not go unnoticed- pool toys- kids toys- strollers
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful place! It was well appointed with everything you could need! The owners were amazing. When an unlikely issue popped up, they were quick to reach out to us directly and make everything right as best they could. We would definitely stay here again!
Stayed 9 nights in Jun 2025
Verified review

10/10 Excellent

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

Great house

Every kitchen utensil you can think of! Comfortable and clean.
Stayed 4 nights in Jul 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
First off our host was simply amazing! My family and I absolutely loved our stay especially the pool! It was my daughter’s 12th birthday and this was a surprise trip. We will be coming back soon! #Olafsendlesssummer
Stayed 4 nights in Jul 2025
Response from VrboOwner on 5 August 2025
Ok - this is seriously my most favourite guest review ever :) We would happily host Ashlee and her family anytime! Thank you for staying with us - Janette
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
From initial contact with the owner to check out this experience has been a joy. I can’t recommend this property or the owner enough. Spotlessly clean house with every available item that you would need. Gorgeous neighborhood. Safe and well maintained. Can’t wait to come backKids don’t want to go home
Stayed 11 nights in Aug 2025
Verified review

10/10 Excellent

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

Clean and great location

House was clean and as described. It was well stocked with utensils, cups, and cooking supplies. The pool and whirlpool were clean. The furniture was is great condition. Note you cannot adjust the thermostat as it is locked.
Stayed 3 nights in Mar 2025
Verified review

6/10 Okay

Liked: Communication, listing accuracy
Disliked: Check-in
The biggest area for improvement is the cleaning. While the surfaces appeared clean, it didn't seem like the home receives regular deep cleaning. The ceiling fans were so dusty that dust flew off when we turned them on, making them unusable. We also found a dead cockroach in one of the front bedrooms that should have been caught during cleaning. With frequent guest turnover, deeper cleaning should be a priority. The welcome packet also needs updating. It stated there was only a standard coffee maker, so we bought a small Keurig, only to find the coffee maker actually has a Keurig attachment built in. Having accurate information would have saved us the unnecessary purchase. Another suggestion is to provide more guidance for guests who are not traveling with a car. The welcome information seems to assume everyone will have their own vehicle. We arrived by Uber and planned to spend some time at the clubhouse before check-in, only to learn that the clubhouse does not assist with luggage storage or transportation. We had to keep our luggage with us until 4:00 p.m. and then arrange our own way to get it to the house, which is not within easy walking distance. The host did have the property managers assist us, which we appreciated, but knowing this information ahead of time would have allowed us to plan differently Overall we enjoyed our stay, but with improved deep cleaning and more up-to date, detailed guest information, this would be an even better experience.
Stayed 7 nights in Jul 2026
Response from VrboOwner on 27 July 2026
Thank you for your review. We have addressed the coffee maker description in our welcome guide and will ensure our cleaning team gives additional attention to ceiling fans during routine inspections. For the benefit of future guests, we’d also like to clarify that Olaf’s Endless Summer is a privately owned vacation home in Windsor Hills Resort—not a full-service hotel. The resort does not provide luggage storage, valet service, or transportation between the clubhouse and individual homes, and these services are not available through private homeowners. While we always welcome constructive feedback that helps us improve, we believe it’s important to distinguish between items within a homeowner’s control and resort policies or personal travel choices. We remain committed to providing a clean, well-maintained home and an exceptional vacation experience, as reflected in the many families who have chosen to stay with us.
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