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Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12

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A heated pool - Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 (Kissimmee)
5 bedrooms, iron/ironing board, travel cot, free WiFi - Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 (Kissimmee)
Exterior - Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 (Kissimmee)
Gift shop - Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 (Kissimmee)
Terrace/patio - Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 (Kissimmee)
Experience the ultimate retreat at this luxurious 5-bedroom villa in Windsor Hills Resort, where you can unwind by the private screened-in pool and spa or explore themed bedrooms for unique experiences. With a dog-friendly accommodation and pet supplies provided, bring your furry friend along.

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms5 bathroomsSleeps 12

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi

Add dates for prices

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

๐ŸŒŸ 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!

Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Electric car charging station on site
  • Car recommended
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a hospital
  • Near an outlet shopping centre

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Foosball table
  • Gym
  • Heated pool
  • Table tennis
  • Tennis
  • Water park
  • Basketball nearby
  • Theme park nearby

Safety features

  • 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

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  • Kitchen
  • Dryer
  • Parking included
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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 allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

2 total pets

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

We should mention

A car is recommended for transport to and from this property

About the area

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 Worldยฎ Resort and Disney's Hollywood Studiosยฎ. Travelling with kids? Make time for Disney's Blizzard Beach Water Park, or head to an event or a match at ESPN Wide World of Sports Complex. Visit our Kissimmee travel guide
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Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club
    Mystic Dunes Golf Club
    3 min drive - 1.7 km
  • Bonanza Golf & Gifts
    4 min drive - 3.4 km
  • Mighty Jungle Golf
    4 min drive - 3.7 km
  • Island H2O Live!
    6 min drive - 4.4 km
  • Orange Lake Golf
    7 min drive - 7.1 km

Getting around

  • Kissimmee Station
    35 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    30 min drive

Restaurants

  • McDonald's
    4 min drive
  • Starbucks
    3 min drive
  • Del Taco
    4 min drive
  • Osaka Bay Buffet
    3 min drive
  • Sickies Garage Burgers & Brews
    4 min drive

Frequently asked questions

Does Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 have a pool?

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

Is Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much is parking at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?

On-site parking is available at the property.

What time is check-in at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?

Check-in begins at 4:00 PM.

What time is check-out at Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12?

Checkout is at 10:00 AM.

Where is Your Disney Summer HQ, Private Pool, 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 Worldยฎ Resort and Old Town are also within 6 miles (10 km).

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Your Disney Summer HQ, Private Pool, Game Room, Themed Bedrooms, Sleeps 12 Reviews

Reviews

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.
More informationOpens in a new window
Rating 10 - Excellent. 13 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 0 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10

Cleanliness

10

Location

Reviews

Verified

10/10 Excellent

Sarah H.

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

10/10 Excellent

Sharon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 6 nights in Dec 2025
Verified

10/10 Excellent

C&J R.

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

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
Stayed 7 nights in Feb 2025
Verified

10/10 Excellent

Melissa C.

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

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 perfectโ€”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. Canโ€™t wait to come back!Thank you again, Kelly!MelissaNB, Canada
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Alan M.

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

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.
Stayed 15 nights in Apr 2025
Verified

10/10 Excellent

Courtney B.

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

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!
Stayed 7 nights in Nov 2024
Verified

10/10 Excellent

Hannah W.

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

Stay for Disney weekend

Amazing home! Perfectly clean, newly decorated, most well-stocked rental Iโ€™ve ever been in. Every little detail was coveredโ€ฆ from kitchen items, to bathroom toiletries, to dog treats and bags. The neighborhood is full of rentals, so theyโ€™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 couldnโ€™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
Verified

10/10 Excellent

Stacy M.

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

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.
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Madhurii B.

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

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!
Stayed 9 nights in Apr 2025
Verified

10/10 Excellent

Nancy F.

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

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 Kellyโ€™s Wild Sky Retreats! It has so much room for everyone with 5 bedrooms & 5 bathroomsโ€ฆ3 of the bedrooms downstairs! She has a beautiful backyard pool and a game room which was a hit with everyone, esp. my grandchildren! Kellyโ€™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 childrenโ€™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. Iโ€™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! Itโ€™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 canโ€™t go wrong with selecting Wild Sky Retreats!
Stayed 11 nights in Jun 2025
Verified

10/10 Excellent

Kimberly V.

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

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 ๐Ÿ˜Š
From a partner site

10/10 Excellent

Dawn B.

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.