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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

A resort with a large swimming pool, multiple water slides, and palm trees.
A modern interior with a staircase leading to a second floor, a kitchen area, and a hallway with a mirror and a potted plant.
A hallway with a white door, a blue accent wall, a mirror, and a console table with a plant.
A modern living room with a sofa, coffee table, and artwork on the wall.
A living room with a white sofa, blue curtains, and two abstract paintings on the wall.

Reviews

8.0 out of 10
Very good
3 bedrooms1 bathroomSleeps 8

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Non-smoking

Explore the area

View map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Mighty Jungle Golf
    ‪3 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

2 Single 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

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!

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  • Kitchen
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10.0 out of 10, Exceptional, (134 reviews)
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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

Property # 4009038vb
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

About the area

Kissimmee

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.
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Map
Kissimmee, FL

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.4 km
  • Mighty Jungle Golf - 3 min drive - 2.8 km
  • Mystic Dunes Golf Club - 4 min drive - 2.4 km
  • Island H2O Live! - 5 min drive - 4.5 km
  • Walt Disney World® Resort - 7 min drive - 4.8 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
  • Taco Bell
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Del Taco - ‬3 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 6 Aug 2026, prices found for a 1-night stay for 2 adults at Simon Legacy · 18 to Book! Completely Updated!< 2 Mi WDW Resort on 11 Aug 2026 start from AU$1,042, 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?

Checkout is at 10:00 AM.

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

Located in Windsor Hills, this holiday home is within 3 miles (5 km) of Bonanza Golf & Gifts, Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 miles (10 km).

Reviews

8.0

Very good

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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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 review

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

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