Title: Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=107443138&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home Family-friendly vacation home with a water park and a fitness center ## Photo gallery for Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home ![A heated pool - Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home (Kissimmee)](https://images.trvl-media.com/lodging/108000000/107450000/107443200/107443138/39a770b7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home (Kissimmee)](https://images.trvl-media.com/lodging/108000000/107450000/107443200/107443138/f73cee87.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Sport court - Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home (Kissimmee)](https://images.trvl-media.com/lodging/108000000/107450000/107443200/107443138/5bad88aa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home (Kissimmee)](https://images.trvl-media.com/lodging/108000000/107450000/107443200/107443138/9e1a0075.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home (Kissimmee)](https://images.trvl-media.com/lodging/108000000/107450000/107443200/107443138/c1c707c4.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 Exceptional ### Entire home 5 bedrooms5 bathroomsSleeps 12 ## Popular amenities - Pool - Kitchen - Washer - Dryer - Pet friendly - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home Relax in a spacious 5BR/5BA villa just minutes from Disney, designed for comfort, space, and an easy Florida stay. Perfect for families and groups, this private home offers resort-style amenities without the crowds or hassle. Welcome to Wild Sky Retreats at Windsor Hills Resort — a comfortable, family-friendly getaway close to the magic. Our thoughtfully designed villa blends space, fun, and functionality for stress-free vacations with family and friends. Inside the Villa • 5 bedrooms and 5 full bathrooms — ideal for multi-generational trips • Two king suites with en-suite baths for privacy and comfort • Mandalorian and Frozen themed bedrooms • Bright, open living areas with a fully equipped kitchen and dining space • Mario-themed game room • Smart TVs and fast, reliable Wi-Fi • Dog-friendly (see house rules for details) Outdoor Living • Screened lanai with outdoor dining and seating • Private pool and spa (pool heat available seasonally) • Child safety features for peace of mind Windsor Hills Resort Amenities • Lagoon-style pool • Water slides • Fitness center • Sports courts • Playgrounds • Movie theater • On-site sundry shop Location Highlights • Approximately 2 miles from Walt Disney World • Easy access to Universal Studios and SeaWorld • Close to dining, shopping, and entertainment From morning coffee by the pool to relaxed evenings under the lanai, every detail is designed to make your stay comfortable and memorable. ⚠️ Important: The Windsor Hills water park and slides will be closed for refurbishment Jan 5 – Feb 6, 2026\. All other resort amenities, including the lagoon pool and cabanas, will remain open. ## Property amenities ### Pool/Spa - Communal pool - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transportation - Electric car charging station on site - Car recommended - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Ice maker - Kitchen island - Microwave - Oven - Refrigerator - Spices - Stovetop - 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 - Smoking not allowed ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - Near a hospital - Near an outlet shopping mall ### 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 ## Similar properties ![Pool](https://images.trvl-media.com/lodging/90000000/89030000/89026100/89026073/ecfbe17d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Vibrant Home near Disney with Media Room, Themed Rooms, Game Room and WaterPark & Resort Access at. 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Orlando - Pool - Hot tub - Kitchen - Washer 9.4 Exceptional 37 reviews CA $527 CA $1,116 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=33913960&PinnedHotelID=33913960&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in 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 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 Onsite 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 there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 transportation to and from this property ### Property is also known as orp5b63b4dx ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C28.31900%2C-81.59695&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=9mkFKgjIMbVUnxovLAgtHUozDVA=) Kissimmee, FL #### What's nearby - Mystic Dunes Golf Club \- 18 min walk \- 1.6 km - Bonanza Golf & Gifts \- 3 min drive \- 3.1 km - Walt Disney World® Resort \- 6 min drive \- 5.1 km - Disney's Animal Kingdom® Theme Park \- 7 min drive \- 4.8 km - Disney Springs™ \- 11 min drive \- 13.7 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 - ‪Sickies Garage Burgers & Brews - ‬4 min drive - ‪Drafts Sports Bar & Grill - ‬16 min walk ## Frequently asked questions ### Does Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home have a pool? ### Is Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home pet-friendly? ### How much is parking? ### What time is check-in at Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home? ### What time is check-out at Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home? ### Where is Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Sunny Winter Escape Near Disney | Private Pool | Comfortable Family Home 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 information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 11 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Catherine A. Aug 13, 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 😊 ##### Catherine A. ### 10/10 Excellent #### Melissa C. May 10, 2025 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 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 ##### Melissa C. Stayed 7 nights in May 2025 ### 10/10 Excellent #### C&J R. Feb 13, 2025 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 ##### C&J R. Stayed 7 nights in Feb 2025 ### 10/10 Excellent #### Alan M. Apr 23, 2025 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. ##### Alan M. Stayed 15 nights in Apr 2025 This review comes from a trusted partner site and has not been verified. ### 10/10 Excellent #### Dawn B. Sep 10, 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. ##### Dawn B. ### 10/10 Excellent #### Hannah W. Feb 18, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Stay for Disney weekend 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!! ##### Hannah W. Stayed 4 nights in Feb 2025 ### 10/10 Excellent #### Stacy M. Mar 30, 2025 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. ##### Stacy M. Stayed 7 nights in Mar 2025 ### 10/10 Excellent #### Madhurii B. Apr 30, 2025 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! ##### Madhurii B. Stayed 9 nights in Apr 2025 ### 10/10 Excellent #### Courtney B. Dec 3, 2024 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! ##### Courtney B. Stayed 7 nights in Nov 2024 ### 10/10 Excellent #### Nancy F. Jul 2, 2025 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 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! ##### Nancy F. 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