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Disney Retreat Princess Dress-Up + Pool

Photo gallery for Disney Retreat Princess Dress-Up + Pool

View to the pool
Princess castle
Chillax by the pool
Windsor Hills Resort amenities free with your stay!
Chillax Inn the living room

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3 bedrooms3 bathroomsSleeps 8133.8 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washing machine
  • Dryer
  • Air-conditioning
  • Parking available

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

2 Double Beds

Bedroom 2

1 King Bed

Bedroom 3

1 Queen Bed

3 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Kitchen
Dining area

About this property

Disney Retreat Princess Dress-Up + Pool

🌟 Stay 3 miles from Disney World! 🌟
Welcome to our newly renovated 3-bedroom, 3-bathroom townhome in Windsor Hills Resort, one of Kissimmee’s most popular gated communities. Perfect for families, this home blends comfort, magic, and fun—just minutes from the Disney parks!

👑 Highlights of Your Stay
Princess Room – A magical bedroom where kids can dress up in gowns, shoes, necklaces, and earrings. Full-over-full bunk bed sleeps 4.
Private Plunge Pool – Screened lanai + safety fence. Optional heat available.
Spacious Bedrooms – Queen suite on main floor (great for grandparents/teens), King master suite upstairs with walk-in shower, plus the themed princess room.
Modern Comforts – Smart TVs in every room, high-speed WiFi, fully equipped kitchen with coffee bar, washer/dryer, and keyless entry.
Family Friendly – Pack ’n play, high chair, stroller, kids’ dining sets, and pool safety gate included.

🏰 Resort Amenities (FREE with your stay!)
Huge water park & splash pad
Olympic-size heated pool & hot tub
Clubhouse with arcade & gym
Movie theater (reserve for family night!)
Playgrounds, basketball, tennis & volleyball courts
Marketplace & grill for snacks and essentials

📍 Location
3 miles (10 minutes) to Disney
Minutes to restaurants, shopping & Walmart
25 minutes to Universal Studios

✨ Whether you’re lounging by your private pool, enjoying Windsor Hills’ incredible amenities, or watching the kids’ eyes light up in the princess room, this home is designed to create magical family memories.

Add dates for prices

Amenities

Pool
Kitchen
Washing machine
Dryer
Air conditioning
Parking available

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
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

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 indicated that there is a carbon monoxide detector on the property
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

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood in Kissimmee, this holiday home is near theme parks. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. Spend some time exploring the area's activities, including golfing, swimming and winery tours.
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Map
Kissimmee, FL

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Bonanza Golf & Gifts - 3 min drive - 2.8 km
  • Mighty Jungle Golf - 3 min drive - 3.1 km
  • Island H2O Live! - 5 min drive - 4.8 km
  • Walt Disney World® Resort - 6 min drive - 4.8 km

Getting around

  • Brightline Orlando Station - 29 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 30 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬3 min drive

Frequently asked questions

Does Disney Retreat Princess Dress-Up + Pool have a pool?

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

How much does it cost to stay at Disney Retreat Princess Dress-Up + Pool?

As of 22 Apr 2026, prices found for a 1-night stay for 2 adults at Disney Retreat Princess Dress-Up + Pool on 17 July 2026 start from AU$364, 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.

Is Disney Retreat Princess Dress-Up + Pool pet-friendly?

No, pets are not allowed at this property.

How much is parking at Disney Retreat Princess Dress-Up + Pool?

On-site parking is available at the property.

What time is check-in at Disney Retreat Princess Dress-Up + Pool?

Check-in begins at 4:00 PM.

What time is check-out at Disney Retreat Princess Dress-Up + Pool?

Checkout is at 10:00 AM.

Where is Disney Retreat Princess Dress-Up + Pool 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).

About the host

Hosted by Brent and Michelle Ogden

Host profile image
Brent & Michelle have been hosting since 2019. Hosting all started for us when we had a renter accidentally burn down our rental home in Nebraska. We took a leap of faith with the insurance check, and invested in our first short term rental in Windsor Hills. Michelle has an eye for decor, and she has been sprinkling her pixie dust on as many homes as the bank will allow. We fell in love with hosting, and have expanded Chillax Inn to several of our own homes, along with hosting for investors that purchase the homes from us. Wanna buy a house? 🙂

We live in the country near a rural Nebraska town and we love to vacation. We look forward to our trips, even more when all 5 of our children can join us. They have been growing up fast, and we know how important it is to have a comfortable home away from home while you are on vacation. We do our best to make sure you and your family have a memorable stay. Thanks for booking with Chillax Inn Vacation Homes! Please reach out if you need us.

Why they chose this property

This home has a great location to Disney, and very close to Windsor Hills Resort amenities.

What makes this property unique

Brent and Michelle are always available for questions before, during, and after your stay. You can reach us via the app, email, text, or phone.

Languages:

English

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