Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. Old Town and Flamingo Crossings Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Hollywood Studios®. Travelling with kids? Make time for Epcot®, or head to an event or a match at ESPN Wide World of Sports Complex.
Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive
Restaurants
McDonald's - 4 min drive
Starbucks - 3 min drive
El Cafetal Bakery & Restaurant - 3 min drive
Del Taco - 4 min drive
IHOP - 3 min drive
Frequently asked questions
Does Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12 have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12?
As of 2 November 2026, prices found for a 1-night stay for 2 adults at Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12 on 8 November 2026 start from NZ$1,662, 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 Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12 pet-friendly?
Yes, this property allows dogs (limit 2 total).
How much is parking at Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12?
On-site parking is available at the property.
What time is check-in at Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12?
Check-in begins at 4:00 PM.
What time is check-out at Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12?
Checkout is at 10:00 AM.
Where is Fall at Disney: Heated Pool Included, Game Room, Themed Bedrooms, Sleeps 12 located?
This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 miles (10 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The house was very nice, clean, and comfortable. They went above and beyond to make Shelby feel welcome, which we really appreciated. We had a great stay!
BEST VRBO EVER!!! The extra touches were wonderful. Kelly was so helpful. We had a great time and definitely return
Stayed 6 nights in Oct 2026
Response from VrboOwner on 8 October 2026
Dee, thank you for such a kind review! We're so glad the extra touches made your stay special, and we truly appreciated how flexible you were. It was a joy to host you. We'd love to welcome you back anytime! Warmly, Kelly at Wild Sky Retreats
My family had a wonderful stay at Wild Sky Retreat! The host Kelly was extremely accommodating and responsive, they truly made us feel at home. The place was very clean, organized and had all the basic amenities needed for a comfortable stay. We would definitely stay again!
Stayed 6 nights in Feb 2026
Response from VrboOwner on 11 February 2026
Thank you so much for staying with us and for the kind review. I’m so glad your family felt at home and had everything you needed. We’d love to host you again anytime!
Property was great, furnished beautifully. Lots of extras included like cleaning and laundry supplies, coffee pods. Conveniently located close to Disney, I4 and lots of activities along HWY 192/Irlo Bronson
We had an absolutely wonderful stay at this vacation home! The property was spotless, beautifully decorated, and had everything I needed for a relaxing getaway. The location was perfect—peaceful, yet close to local attractions and restaurants. The hosts were incredibly responsive and made sure everything was just right. I would highly recommend this place to anyone looking for a comfortable and memorable stay. Can’t wait to come back!Thank you again, Kelly!MelissaNB, Canada
This home is very clean and appears to be professionally decorated. We were impressed that there were Christmas decorations and a seven foot decorated tree. The kitchen is well furnished. There are many pillows, blankets, etc. in each bedroom. The pool was heated and the hot tub was wonderful. The game room is fantastic. We have stayed in three different Windsor Hills homes and this is by far the nicest. The host was very responsive and quick to get back to us when we had questions.
The home was exactly how described. Very clean, also the little extras made it even better. The owner thought of everything. Every game in the game room worked, no glitches. Very close to Disney, Disney Springs. Very comfortable and roomy with high quality linens, towels, kitchen items, etc. My family will definitely stay in this unit again.
Stayed 6 nights in Sep 2025
From a partner site
10/10 Excellent
Catherine A.
13 August 2025
Great stay
This is a beautifully maintained villa which is furnished to a high standard. Kelly is extremely responsive and has thought of everything to ensure a comfortable stay!
Personal preference for beds would be more doubles rather than bunk beds and twins but for families with young children this set up is great. My children are older so a personal choice.
I would 100 per cent recommend to friends and family.
Thanks for a great stay 😊
From a partner site
10/10 Excellent
Dawn B.
10 September 2024
Cozy
It felt like a home away from home, very cozy and organized. Instructions were very clear, no unnecessary hassle and when I reached out with a question I received a response almost immediately which was a major plus for me. Overall I would definitely book this rental again.
This was by far the best vrbo experience my family and friends have ever had. Kelly responded to all of my questions almost immediately. She was incredibly accommodating. The house came completely furnished, And by that I mean, we had plenty of garbage bags, paper towels, laundry pods, extra towels, toiletries and dish soap. It was spotless, the beds were comfortable, and there were even dog treats waiting for us. 10/10 would recommend these wonderfully thoughtful hosts!
My family and I (three generations) had a wonderful stay at Wild Sky Retreat in April 2025. We stayed for 15 nights in the run up to the Easter weekend.The property is beautifully equipped and presented. Windsor Hills is a lovely development with high standards and perfectly located for accessing the main parks and a short hop back to relax around the pool.There are plenty of good quality dining and retail opportunities within easy reach.Kelly was a very helpful and professional host.All in all it provided an ideal base for a lovely holiday.Highly recommended.
Amazing home! Perfectly clean, newly decorated, most well-stocked rental I’ve ever been in. Every little detail was covered… from kitchen items, to bathroom toiletries, to dog treats and bags. The neighborhood is full of rentals, so they’re set up for a smooth process from the moment you get to the security gate. Enjoyed my time at the home even more than time at the Disney parks. Kids couldn’t wait to get back to the pool and game room each day. Cannot say enough good things. Thank you, Kelly!!
Stayed 4 nights in Feb 2025
Response from VrboOwner on 20 February 2025
Thank you for this wonderful review! It makes me so happy to hear that your family loved the house, and that you found everything you needed for a comfortable stay. The pool and game room are definitely guest favorites!
We'd love to host you and your family again anytime.
Best wishes, Kelly
This property has it all! There is plenty of room for everyone with all the bedrooms. My teens and I enjoyed the game room. This property provided things that others do not such as toilet paper, paper towel, laundry detergent and shampoo. There was even an air fryer! The house was clean and the instructions were very straight forward. Management answered questions with no delay. We enjoyed the private pool as well as the property main pool. Super close to all things Disney along with ton of shops and restaurants. We will definitely be staying again.
Immaculate, comfortable, well stocked home in great location
Our family of 4 just spent 9 days at this cozy and comfortable home while we were in town for a Disney vacation with our two boys ages 6 and 12. They loved the game room and the pool as well as the themed star wars bedroom. We have rented several houses near Disney over the years and have never encountered such a well stocked home in this area. It was so nice not to have to worry about purchasing laundry detergent or coffee filters, olive oil, salt/ pepper or other household basics and instead we were able to just relax and enjoy our vacation. Kelly was very responsive and friendly, check in couldn't have been easier and the location was great-a super easy 15 minute drive to any of the parks with restaurants and grocery options just 5 minutes away. We will be back!
Wild Sky Retreats is wonderful & enjoyable to all!
My family & I, nine in total & 2 small dogs just came back from a fabulous vacation (10 days) at Kelly’s Wild Sky Retreats! It has so much room for everyone with 5 bedrooms & 5 bathrooms…3 of the bedrooms downstairs! She has a beautiful backyard pool and a game room which was a hit with everyone, esp. my grandchildren! Kelly’s attention to detail is noticed throughout her beautiful home! Each bedroom has an attached bathroom. Definitely accommodating to many families or family members. Kitchen utensils, bowls and children’s dishes are all good quality. The pool is great and most of all the safety features. There were two features that helped with parents watchful eyes to keep the little ones safe. Kelly has a pool safety gate. She also has a pool alarm that will go off if either slider is opened! There is a button on the wall that is to be pushed to stop the alarm. I’ve never seen this type of alarm, but it definitely helped in addition to the parents in keeping the little ones safe!!The neighborhood also offered the community pool and water park in addition to a couple parks, arcade & restaurant! It’s a neighborhood that has it all! We loved our stay and will definitely plan to come back! Just know if you are trying to decide between different VRBO properties, that you can’t go wrong with selecting Wild Sky Retreats!
The house was great! Plenty of room for all of our family so we didn’t feel crowded. Having a bathroom per room was very important. The kitchen was fully stocked with appliances and cookware which made cooking easier. The pool was clean and at a good temperature. Very nice house and experience.