A family-friendly stay in Kissimmee awaits you at this holiday home. You'll be 3.2 km (2 mi) from Mystic Dunes Golf Club and 4.1 km (2.5 mi) from Island H2O Live!. Highlights at this holiday home include a kitchen, a private pool and a washing machine. .Home features free WiFi, 5 bathrooms and a patio. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A living room, a Smart TV and a coffee/tea maker are also available. .Enjoy the water park and gym as well as access to a playground. Other amenities include laundry facilities, a games room and a garden. .Attractions within a 10-minute drive of this Windsor Hills holiday home include Walt Disney Worldยฎ Resort and Old Town.
Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive
Restaurants
โชMcDonald's - โฌ4 min drive
โชStarbucks - โฌ3 min drive
โชDel Taco - โฌ4 min drive
โชOsaka Bay Buffet - โฌ3 min drive
โชSickies Garage Burgers & Brews - โฌ4 min drive
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12
๐ June, July, and August dates are open โ don't wait until they're gone.
Just 12 minutes from Disney World, this 5-bedroom, 5-bathroom Windsor Hills villa is your family's perfect summer home base. Private pool and spa, themed bedrooms the kids will never stop talking about, and full Windsor Hills Resort amenities โ all included at no extra cost.
Florida summer means the pool is warm and ready every single day. No waiting, no fees, just jump in. And when the afternoon storms roll in around 3pm (and they will), the Mario-themed game room is waiting โ pool table, foosball, and arcade games to keep everyone happy until the sun comes back out.
Frozen and Mandalorian themed bedrooms, two king master suites, and a queen suite mean everyone gets their own space and their own moment of magic. Every bedroom has a private en-suite bathroom.
Two miles from Disney. Just minutes home at the end of a long park day.
This is the summer vacation your family has been waiting for!
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Electric car charging station
Garden
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are welcome
Only dogs are allowed
Maximum 2 pets
Service animals are exempt from fees.
Note from host: Dogs only
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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 indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a private host, not a professional engaged in trade or business.
On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.
Property is also known as
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Frequently asked questions
Are there any beaches close to Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?
The closest beach to Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 is Getaway Glen (8.4 km).
Does Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 have a pool?
Take your pick from a heated pool, a pool and a communal pool.
Does Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 have a waterslide?
No, but it has a waterpark and lazy river.
What luxury perks are available at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?
This property features a heated pool, as well as a private pool and a living room.
Is Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 family-friendly?
You bet! With amenities such as a playground and an arcade, as well as highchairs and children's dinnerware, it's no surprise that Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 is a winner with our family travellers.
Is there a private hot tub at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?
No, but there is a private pool.
Is there a free airport shuttle available at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?
No, Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 does not offer an airport shuttle service.
What time are check-in & check-out at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?
Check-in begins at 4:00 PM. Check-out time is 10:00 AM.
Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 13 out of 13 reviews
10 - Excellent
13
Rating 8 - Good. 0 out of 13 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 13 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 13 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 13 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Sarah H.
11 Feb 2026
Liked: Cleanliness
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!
Sarah H.
Stayed 6 nights in Feb 2026
10/10 Excellent
Sharon B.
28 Dec 2025
Liked: Cleanliness
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.
Sharon B.
Stayed 6 nights in Dec 2025
10/10 Excellent
Kimberly V.
13 Oct 2025
Liked: Cleanliness
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.
Kimberly V.
Stayed 6 nights in Sep 2025
10/10 Excellent
Nancy F.
2 July 2025
Liked: Cleanliness
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 Kellyโs Wild Sky Retreats! It has so much room for everyone with 5 bedrooms & 5 bathroomsโฆ3 of the bedrooms downstairs! She has a beautiful backyard pool and a game room which was a hit with everyone, esp. my grandchildren! Kellyโs 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 childrenโs 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. Iโve 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! Itโs 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 canโt go wrong with selecting Wild Sky Retreats!
Nancy F.
Stayed 11 nights in Jun 2025
10/10 Excellent
Melissa C.
10 May 2025
Liked: Cleanliness
Our Stay Was AMAZING!!! We Highly Recommend!!!!!
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 perfectโpeaceful, 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. Canโt wait to come back!Thank you again, Kelly!MelissaNB, Canada
Melissa C.
Stayed 7 nights in May 2025
10/10 Excellent
Madhurii B., Warren, VT
30 Apr 2025
Liked: Cleanliness
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!
Madhurii B.
Stayed 9 nights in Apr 2025
10/10 Excellent
Alan M.
23 Apr 2025
Liked: Cleanliness
2025 Vacation
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.
Alan M.
Stayed 15 nights in Apr 2025
10/10 Excellent
Stacy M.
30 Mar 2025
Liked: Cleanliness
Amazing house
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.
Stacy M.
Stayed 7 nights in Mar 2025
10/10 Excellent
Hannah W.
18 Feb 2025
Liked: Cleanliness
Stay for Disney weekend
Amazing home! Perfectly clean, newly decorated, most well-stocked rental Iโve ever been in. Every little detail was coveredโฆ from kitchen items, to bathroom toiletries, to dog treats and bags. The neighborhood is full of rentals, so theyโre 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 couldnโt wait to get back to the pool and game room each day. Cannot say enough good things. Thank you, Kelly!!
Hannah W.
Stayed 4 nights in Feb 2025
10/10 Excellent
C&J R.
13 Feb 2025
Liked: Cleanliness
Beautiful Vacation Home
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
C&J R.
Stayed 7 nights in Feb 2025
10/10 Excellent
Courtney B.
3 Dec 2024
Liked: Cleanliness
Best VRBO experience I have ever had
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!