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Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort

Photo gallery for Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort

Olympic Size Heated Pool
Don’t forget about the sleeper sofa...for 2 more guests
Living area
Mickey and Minnie Room Sleeps 4
Private kitchen

Reviews

8.0 out of 10
Very good
3 bedrooms1 bathroomSleeps 8

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Gym

Explore the area

View in a map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Place, Disney Springs™
    ‪11 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

2 Twin Bunk Beds

Bedroom 2

1 Queen Bed

Bedroom 3

1 King Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Kitchen

About this property

Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort

Summary:
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!

The Space:
Sleeps 10!!! Master Bedroom: King Bed | Bedroom 2: Queen Bed | Bedroom 3: 2 Twin-Over-Twin Bunk Beds Family Room: Pull out Leather Sectional

Step inside this professionally decorated townhome and unpack your bags to settle right in. All new furnishings and completely updated including granite countertops and stainless steal appliances. Featuring amenities such as a fully equipped kitchen, free wireless internet access, and flat-screen Smart TVs, you're sure to feel right at home.
Take a seat on the sectional sofa and unwind as a movie plays on the flat-screen Smart TV, or head to the kitchen to prepare a bite to eat. Stainless steel appliances make both cooking and cleanup a breeze.
Soak up some sun by the pool - heated for an additional nightly fee - in your private screened lanai. A child safety fence offers peace of mind. The community swimming pool is available as well if you're in the mood for some people watching not to mention the new water park that was built on property!

Rest up for the next big day ahead and make yourself comfortable in one of the 3 well-appointed bedrooms. The master bedroom features an elegant king-sized bed, while a second bedroom offers a classy queen. Kiddos will love the third bedroom with 2 twin-over-twin bunks.

Key Residence Features:
- Amenities include a fully equipped kitchen, free WiFi, 4 flat-screen cable TVs (in all bedrooms), screened lanai with pool (headed for optional nightly fee), child safety pool fence, in-unit laundry, on-site parking, community clubhouse access, and more
- The homeowner ensures that all bedding including bedspreads that is touched by guests is cleaned before the new guest arrives.
- Please note that there is a staircase to access the second floor however a bedroom on the main floor along with a full bathroom.

The Neighborhood:
- Windsor Hill community amenities include a pool, cinema, gym and arcade, tennis court, water park, and basketball court
- Convenient Kissimmee location just 10 minutes from Disney, with easy access to all the best attractions in the Orlando area.

Getting Around:
- Nearest Major Airport: Orlando International Airport (~24 miles away).

Other Things to Note:
We love to hosts long term guests. Please check out our extended stay discounts. There is a minimum 1 time/month cleaning requirement at $250/cleaning. Guests can requests to have the plunge pool heated for $25/day. For longer term stays we will cap the heated pool rate to $200/month.
Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Gym

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
**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 ...

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
This property accepts cash
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 not indicated whether there is a smoke detector on the property

About the neighborhood

Kissimmee

Windsor Hills, a neighborhood in Kissimmee, is home to this vacation 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.
Map
Kissimmee, FL

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.8 km
  • Walt Disney World® Resort - 6 min drive - 4.8 km
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 4.5 km
  • Disney Springs™ - 11 min drive - 13.8 km
  • Magic Kingdom® Park - 14 min drive - 15.3 km

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
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬4 min drive

Frequently asked questions

Is Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort?

As of Apr 24, 2026, prices found for a 1-night stay for 2 adults at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort on May 5, 2026 start from $288, 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.

What time is check-in at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort?

Check-in begins at 4:00 PM.

What time is check-out at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort?

Check-out is at 10:00 AM.

Where is Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort located?

Located in Windsor Hills, this vacation home is 1.9 mi (3.1 km) from Mystic Dunes Golf Club and 2.9 mi (4.7 km) from Island H2O Live!. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 mi (10 km).

Reviews

8.0

Very Good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
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Rating 10 - Excellent. 0 out of 1 reviews
Rating 8 - Good. 1 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

8.0/10

Cleanliness

8.0/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

8/10 Good

Bobbi S.

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.
Stayed 5 nights in Mar 2021

About the host

Hosted by Stacey Adams

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