Title: Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&selected=105317126&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Holiday home in Kissimmee with a fitness centre ## Photo gallery for Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort ![Pool - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/43fa6be1.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/1643d030.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/9c63dfd9.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Private kitchen - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/fa75db64.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort (Kissimmee)](https://images.trvl-media.com/lodging/106000000/105320000/105317200/105317126/dbedf185.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies In the heart of Windsor Hills, this 3-bed & 3-bath townhouse offers a warm welcome with granite countertops and stainless steel appliances. Professionally decorated and accommodating up to 10 guests, unwind in the plunge pool or explore nearby Disney parks just minutes away. ## Reviews 8.0 Very good ### Entire home 3 bedrooms1 bathroomSleeps 10 ## Popular amenities - Kitchen - Washing machine - Dryer - Gym ## 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. ### Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Your Disney adventure begins with completely remodeled townhouse with all new furnishings! Its a beautiful 3-bed & 3-bath with granite counter top, stainless steel appliances, professionally decorated, and a plunge pool. This property is family-friendly in the gated Windsor Hills community & accommodates up to 10 guests. There's a water park & pool, fitness center, tennis courts, & much more. Disney is just minutes from your front door so you won't have to waste any time getting to the parks! ## Property amenities ### Bedrooms - 3 bedrooms ### Bathroom - 1 bathroom - Shower ### Entertainment - TV ### Laundry - Laundry facilities - Washing machine ### Comfort - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoke-free property ### Services and conveniences - Iron/ironing board ### Things to do - Gym ### 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 not reported (host has not indicated whether there is a smoke detector on the property) ## Similar properties ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/115000000/114750000/114746400/114746386/c86c5be1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunshine & Pooh! ★ Heated Pvt Pool★ 75” TV ★ Disney 4mi ★ Free H2O slides! Windsor Hills - Pool - Hot tub - Kitchen - Washing machine 10 Exceptional 1 review £424 includes taxes & fees 21 Feb - 22 Feb [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-21&endDate=2026-02-22&selected=114746386&PinnedHotelID=114746386&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/43000000/42340000/42333800/42333795/be98e99d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family-Friendly 3 Bd/3 Ba Resort Townhouse w Splash Pool Near Disney! Sleeps 8! Windsor Hills - Pool - Hot tub - Kitchen - Washing machine 10 Exceptional 85 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=42333795&PinnedHotelID=42333795&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/93000000/92060000/92055900/92055849/4f693dfb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Featured- 3 Bedroom 3 Bath Private Pool! Windsor Hills Windsor Hills - Pool - Kitchen - Washing machine - Dryer 9.8 Exceptional 40 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=92055849&PinnedHotelID=92055849&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/58000000/57110000/57101700/57101700/w1433h956x0y2-f6465433.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Discount l Private Pool I Modern House Windsor Hills - Pool - Hot tub - Kitchen - Washing machine 9.8 Exceptional 32 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=57101700&PinnedHotelID=57101700&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=105317126&PinnedHotelID=105317126&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=105317126,114746386,42333795,92055849,57101700) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 18 ### 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 ### Rules \*\*We have a guarded entrance into Windsor Hills. The name that was booked on the reservation must have a photo id that matches the reservation to ... ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking. 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 This property accepts cash 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 not indicated whether there is a smoke detector on the property 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 ### Property is also known as 6229bf416b5439003396222b ## About the area Windsor Hills, a neighbourhood in Kissimmee, is home to this holiday home. 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. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Hollywood Studios®, a top attraction not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.co.uk/Kissimmee.dx7927) [View more Holiday homes in Orlando](https://www.expedia.co.uk/Orlando-Private-Holiday-Homes.d178294-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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%7C28.31922%2C-81.59343&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=07uWnSLk-kZwnZXIsg65NPPrDus=) Kissimmee, FL ### What's nearby - ![Orlando showing golf](https://images.trvl-media.com/place/6153712/8d7af579-5ddd-4857-8666-95d8328e49a4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Mystic Dunes Golf Club 3 min drive \- 1.1 miles - ![www.alamy.com](https://images.trvl-media.com/place/6034120/72f0831e-8a1f-4532-9296-e96104eeb131.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Walt Disney World® Resort 6 min drive \- 3.0 miles - ![www.alamy.com](https://images.trvl-media.com/place/6123780/2d890f64-a575-4c7f-b1c5-7e22efd4649c.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney's Animal Kingdom® Theme Park 7 min drive \- 2.8 miles - ![Disney Springs® showing a river or creek, a bridge and a sunset](https://images.trvl-media.com/place/502131/67928671-2a47-49aa-9f5b-bb7b815d8ef4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney Springs™ 11 min drive \- 8.6 miles - Bonanza Golf & Gifts 3 min drive \- 1.7 miles ### Getting around - Brightline Orlando Station 29 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 29 min drive ### Restaurants - McDonald's 4 min drive - Starbucks 3 min drive - Del Taco 3 min drive - Sickies Garage Burgers & Brews 4 min drive - Osaka Bay Buffet 3 min drive ## Frequently asked questions ### Is Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort pet-friendly? ### What time is check-in at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort? ### What time is check-out at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort? ### Where is Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort Reviews ## Reviews ### Very good 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.co.uk/lp/b/content-guidelines) 10 - Excellent 0 8 - Good 1 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 8.0 Cleanliness ### 10 Location ## Reviews ### 8/10 Good #### Bobbi S. 6 Apr 2021 Liked: Cleanliness, check-in, communication, location, listing accuracy #### Great vacation property We were not in the system upon check in, but a quick text/phone call to Stacey fixed the situation. She was very friendly and had recommendations for our stay to make sure we enjoyed every minute of our vacation on the Windsor Hills property. The tile floors of the townhome were not the cleanest, but the rest of the home was to our standards. The resort property is great. Our children had a wonderful time. We will definitely return. ##### Bobbi S. 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