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Around the World at Windsor Hills

Family-friendly stay near Walt Disney World® Resort

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Photo gallery for Around the World at Windsor Hills

A large outdoor swimming pool surrounded by palm trees and a hotel building.
A kitchen with wooden cabinets, a refrigerator, a microwave, and a dining area with chairs and a table.
A building with a sign reading "Windsor Hills Clubhouse."
A dining area with a wooden table set for six, surrounded by chairs. A chandelier hangs above the table, and a potted plant is visible to the side.
A front door with a doormat, a chair, a lamp, and a plant.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms4 bathroomsSleeps 142800 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Mystic Dunes Golf Club
    ‪3 min drive‬
  • Place, Bonanza Golf & Gifts
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪6 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪33 min drive‬

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About the neighborhood

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills vacation home places you within 3 miles (5 km) of Walt Disney World® Resort and Island H2O Live!. ESPN Wide World of Sports Complex and Old Town are also within 6 miles (10 km).
View more Vacation Homes in OrlandoOpens in a new window

What's nearby

  • Mystic Dunes Golf Club - 3 min drive - 1.1 miles
  • Bonanza Golf & Gifts - 4 min drive - 2.1 miles
  • Mighty Jungle Golf - 4 min drive - 2.3 miles
  • Island H2O Live! - 6 min drive - 2.6 miles
  • Orange Lake Golf - 7 min drive - 4.5 miles

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
  • ‪El Cafetal Bakery & Restaurant - ‬3 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬3 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • DVD player
  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Barbecue grill
  • Lanai
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Stair-free path to entrance
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near an outlet shopping mall

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Heated pool
  • Basketball nearby
  • Golfing nearby
  • Swimming nearby
  • Theme park nearby
  • Winery tours nearby

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)

General

  • Housekeeping (on request)
  • Unit size: 2,800 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 21

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

Early check in and late check out may be available.
Pool/Spa heat is optional.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.
  • Note from host: No restriction on ages of children.

Events

Events allowed: family gatherings, birthday parties, weddings

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
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 30. Long-term renters welcome.

Property is also known as

Around the World at Windsor Hills Kissimmee
Around the World at Windsor Hills Private vacation home

Frequently asked questions

How close is Around the World at Windsor Hills to the airport?

This vacation home is 12.5 mi (22-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Around the World at Windsor Hills have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Around the World at Windsor Hills to the beach?

This vacation home is 8.5 mi (12-min drive) from Beachcomber Beach and 9.2 mi (17-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Around the World at Windsor Hills offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Around the World at Windsor Hills?

No, there is no casino at this vacation home.

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

Check-in begins at 4:00 PM.

Is there free parking at Around the World at Windsor Hills?

Free parking is not available at this vacation home.

Does Around the World at Windsor Hills have a pool?

Yes, there's a private pool.

Does Around the World at Windsor Hills have a spa?

There are no spa services available at this vacation home.

How close is Around the World at Windsor Hills to downtown Kissimmee?

This vacation home is 2.3 mi away from Four Corners.

Around the World at Windsor Hills Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 87 out of 89 reviews
Rating 8 - Good. 2 out of 89 reviews
Rating 6 - Okay. 0 out of 89 reviews
Rating 4 - Poor. 0 out of 89 reviews
Rating 2 - Terrible. 0 out of 89 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect, clean house for our stay, exactly as described. Nice size house for 3 families with 4 little ones under the age of 5. Great location to stay for Disney trips! Excellent turnaround on all communication.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This stay renewed our belief in VRBO! This property was CLEAN and accurately portrayed in the description (it’s big and roomy). The hosts communicated well from our initial booking through our checkout. Although there was no need to contact the hosts during our stay, we felt we could reach them if anything came up…that was very reassuring. Thank you for a great experience!
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host is wonderful & home has everything you need. Our family would definitely return. The neighborhood is in a great location!
Stayed 5 nights in Nov 2025
Verified review

10/10 Excellent

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

Family Vacation

Our stay was very nice
Stayed 4 nights in Jul 2024
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

Windsor

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

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
House had everything we needed. Very well equipped kitchen. Lots of supplies. Bedrooms suited our family of 6 adults and 4 kids perfectly. Pool, hot tub and games room were loved by all. Very close to the resort, which was great. Very handy for everywhere we wanted to go.Communication with owners was great. Would definitely recommend
Stayed 14 nights in Dec 2025
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

Vacation on spring break 2025

Everything was great, house was like pictures. It was very clean and we enjoyed everything it had to offer. And yes, we made sure it looked the way we found it when we left. Thanks for the opportunity to book this home. Neighbors were so friendly.
Stayed 3 nights in Apr 2025
Verified review

8/10 Good

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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

Highly recommended

Everything was better than promised. Beautiful home with plenty of room! It really felt like home and Dave was very responsive when we needed a change to our guest list at the front gate! I would stay here again!
Stayed 8 nights in Mar 2023