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Around the World at Windsor Hills

Family-friendly holiday home with water park and Hot tub

Photo gallery for Around the World at Windsor Hills

House is conveniently located walking distance to the Windsor Hills clubhouse
Recently updated kitchen counter - until we can get a better picture!
Family room and kitchen
Kitchen looking into family room
Family room

Reviews

10 out of 10, Loved by Guests
6 bedrooms4 bathroomsSleeps 142800 sq ft

Popular amenities

  • Parking available
  • Dryer
  • Washer

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪20 min walk‬
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

Rooms & beds

6 bedrooms (sleeps 14)

Downstairs bedroom

1 Queen Bed

Kids room

1 Single Bunk Bed and 1 Single Bed

Upstairs bedroom

1 King Bed

Upstairs kids bedroom

2 Single Beds

Upstairs master

1 King Bed

Upstairs smaller master

1 King Bed

4 bathrooms

Bathroom 4

Upstairs main bath

Upstairs master

Bathtub · Toilet · Shower only

Upstairs smaller master

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Dining area

About this property

Around the World at Windsor Hills

You are cordially invited to stay at our 'around the world' showcase home. This 6 bedroom, 4 bathroom 2,800 square foot non-smoking private vacation home is in the conveniently located Windsor Hills Resort. Our home is only a 2 mile drive from the Disney theme parks and is even closer to a variety of shopping and restaurants.

This beautiful home features all the conveniences of your home with a fully equipped kitchen, laundry and comfortable spacious living areas. The bedrooms and living areas are decorated to capture the essence of countries 'around the world'. So after an exciting day at the many attractions in and around Orlando you can continue the fun playing Wii or billiards in the homes game room. Or, if you so decide, you can kick back and relax in the subtly decorated African Safari living room or Tuscan family room. After you are done unwinding you will look forward to your retreat to either Paris, the Orient, Morocco or England bedrooms. The kids are not to be forgotten, they can enjoy their stay in either a Sports or Disney Fairies themed bedroom. Each room features a flat screen TV with DVD player to further your entertainment. The home also features high speed wireless internet if you want to stay 'connected' on your vacation.

Our 'around the world' home also features:

All bedrooms and bathroom linens
Washer/dryer in laundry room
Private screened in lanai and pool with spa (pool/spa heat is optional)
Large Master bedroom with king size bed upstairs
Smaller Master bedroom with king size bed upstairs
Bedroom with a king size bed upstairs
Bedroom with a queen size bed downstairs
Bunk beds, twin and trundle beds upstairs
Two single beds upstairs
Free use of BBQ grill
Outdoor Sofa and TV

Keywords: House

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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi

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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
No restriction on ages of children.
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Events

Events allowed: family gatherings, birthday parties, weddings
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Early check in and late check out may be available.
Pool/Spa heat is optional.

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30
Long-term renters welcome
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

We should mention

This property does not have any lifts

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. Travelling with kids? Don't miss Walt Disney World® Resort and Disney's Hollywood Studios®. 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 - 20 min walk - 1.7 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 - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 22 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪Drafts Sports Bar & Grill - ‬14 min walk
  • ‪Sickies Garage Burgers & Brews - ‬3 min drive

Frequently asked questions

Does Around the World at Windsor Hills have a pool?

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

Is Around the World at Windsor Hills pet-friendly?

No, pets are not allowed at this property.

How much is parking at Around the World at Windsor Hills?

On-site parking is available at the property.

What time is check-in at Around the World at Windsor Hills?

Check-in begins at 4:00 PM.

What time is check-out at Around the World at Windsor Hills?

Checkout is at 10:00 AM.

Where is Around the World at Windsor Hills located?

This family-friendly Kissimmee holiday home is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.9 mi (4.6 km) away.

Reviews

10

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 78 out of 80 reviews
Rating 8 - Good. 2 out of 80 reviews
Rating 6 - Okay. 0 out of 80 reviews
Rating 4 - Poor. 0 out of 80 reviews
Rating 2 - Terrible. 0 out of 80 reviews

Reviews

10/10 Excellent

Cleveland H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed here for the second time. Great location, Great hosts, Great property. We will be back!
Stayed 7 nights in Oct 2025

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clark family vacation

This stay was amazing! The house was very clean and cozy, while the entire neighborhood was well kept up and safe. I loved how quiet the community was. Our property manager was so hospitable and quick to answer our questions. It truly was a home away from home.
Stayed 6 nights in Jul 2025

10/10 Excellent

Amanda K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

This place was better than we could have hoped for and we will remember it as a great part of our vacation!
Stayed 7 nights in Jun 2025

10/10 Excellent

Cappy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windsor

Great place,location and host.
Stayed 3 nights in May 2025

10/10 Excellent

Tawni O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect vacation house and location!

We will definitely be staying here again. Everything from communication, the house, the location, was perfect. The owners had the home stocked and clean. We have nothing but great things to say and highly recommend this property.
Stayed 3 nights in Apr 2025

10/10 Excellent

Levi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

As advertised. Everything as it should be for a flawless stay.
Stayed 7 nights in Apr 2025

10/10 Excellent

David O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

Our stay was very nice
Stayed 4 nights in Jul 2024

10/10 Excellent

Rebecca H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Brilliant house for our family group holiday

Around the World was a great base for our big family holiday - comfy, spacious and very well set up as a holiday home. Everything we needed had been thought of and the hosts were really quick to respond to any queries. Around the World is a great base for exploring the parks and everything else Orlando has to offer.
Stayed 10 nights in Apr 2025

10/10 Excellent

Belusa United VBC D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nationals Stay

I have been competing in AAU Nationals since 2011, this has been by far one of the best houses my team has stayed over the years. Clean, up to date and good communication.
Stayed 5 nights in Jun 2025

10/10 Excellent

Jeff K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property and fully stocked. Close to everything you need. Pool and attached fantastic and we spent a lot of time there cooling off and relaxing. Kitchen and outdoor grill work very well (we mostly cooked and ate in). Spent a lot of time in the game room playing pool and air hockey. Location is ideal. Close to Disney parks, gas, and Walmart for food and other items that anyone might need. Would definitely stay there again. Plenty of space. Family of 5 able to spread out and enjoy the property. Communication with owner was prompt and helpful. 5/5.
Stayed 6 nights in Aug 2025

10/10 Excellent

Marienis S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

OUR STAY

We enjoyed our stay very much the house was very nice and comfortable
Stayed 3 nights in May 2024

10/10 Excellent

Aida P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our stay on Daulby

Hello,My family and I truly loved your home and all the thoughtful amenities you provided. The house was clean, spacious, and incredibly comfortable—everything we needed for a relaxing stay. Thank you so much for hosting us! We’ll definitely be booking with you again in the future.Warm regards, Aida
Stayed 3 nights in May 2025

10/10 Excellent

Lauren B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect for my family vacation

Place that everything we needed hosts were very accommodating. They let us do early check in, late check out. Even heated the pool. Place was wonderful.
Stayed 4 nights in Dec 2024

10/10 Excellent

HANSEL P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

The house overall was really good. It was really spacius for our big family. We enjoyed the stay a lot especially the pool . The house was really clean and comfortable.
Stayed 7 nights in Dec 2024

10/10 Excellent

Sarah W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property, ideal for disney parks

First class property and facilities
Stayed 11 nights in Dec 2022

10/10 Excellent

Jean H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Property

This was an exceptional property to stay at. Lots of room for our family of 11. The house had everything you could want to make your holiday special. The host was extremely easy to work with and was most accommodating
Stayed 7 nights in Jul 2024

10/10 Excellent

Lisa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great

Loved the house, pool, hot tub, all the extras and the resort. Owners very easy to communicate to
Stayed 5 nights in Oct 2024

10/10 Excellent

Lance M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice Family Home

Great Stay! Well laid out and furnished! No issues at all ! Conveniently located near Disney World with lots of Restaurants nearby! Gated security! Great communication with owner who seems very motivated to be sure you had a perfect stay! 👍
Stayed 3 nights in Oct 2024

10/10 Excellent

Paul C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great House Very Clean and Very Accurate Pictures

I have stayed in over 10 VRBO houses in the Orlando area and this is by far our favorite. Pictures are accurate but much better in person. Host was very accommodating.
Stayed 3 nights in May 2024

8/10 Good

Tess N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent!

We love our stay. Nice, clean, and located close to our Walt Disney Epcot destination. Also conveniently close to Walmart to grab groceries and necessities. And Dave, our host, was very responsive and accommodating. Thank you Dave.
Stayed 5 nights in Aug 2024

10/10 Excellent

John and Chiara B., Gig Harbor

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Family Vacation

Wonderful home. Communication with the owner was fast and pleasant. Very nicely laid out and in a very safe and inviting community. Walmart just up the street and plenty of great restaurants within several minutes. Highly recommended!
Stayed 9 nights in Apr 2023

10/10 Excellent

Marla T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Second stay

Love this house! It was our second time staying at this home and one of many stays in Windsor Hills. We love everything about this house. It is a Great location within Windsor Hills. It is very comfortable with great “homey” touches. The host is amazing! You can not find a better listing in Windsor Hills.
Stayed 6 nights in Sep 2024

10/10 Excellent

Robert C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Time and a Great location!

Everything was great about our stay here. Anytime that we needed any assistance(which was mainly on our end lol) the owner was quick to respond and help resolve. Would definitely come here again. Very close to park and the house was super clean. Community area was nice for all ages too. Can’t say enough great things. Will be back again in the future!
Stayed 6 nights in Jun 2024

10/10 Excellent

Sara G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Don’t hesitate, just book this place!

One of the best places my children and I have stayed. Comforts of home at your fingertips! The pool and hot tub with tv and ample seating in the patio area are perfect for all hours of the day. The game room was a hit, and everyone enjoyed their own rooms and bathrooms. Beds were very comfortable, which is always something I appreciate when vacationing, and the entire home was clean and organized. The house is a few minute walk to the community pool and waterslides, close to Disney attractions, and a short drive to other fun family activities! Walmart is less than 5minutes away, and utilizing their delivery service is a huge time saver. There’s not a downside to staying here, don’t hesitate, just book it! You won’t be disappointed!
Stayed 6 nights in Jun 2025

10/10 Excellent

Marla T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best Experience!

We have stayed at many VRBO’s within Windsor Hills and this property is hands down our favorite. The attention to providing “homey” comforts was above and beyond! Property Manager is very attentive. We will try and stay here again!
Stayed 5 nights in Dec 2023

About the host

Hosted by Magical Rentals, LLC

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