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Around the World at Windsor Hills

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A heated pool - Around the World at Windsor Hills (Kissimmee)
Dining - Around the World at Windsor Hills (Kissimmee)
Outdoor dining - Around the World at Windsor Hills (Kissimmee)
Interior - Around the World at Windsor Hills (Kissimmee)
Exterior - Around the World at Windsor Hills (Kissimmee)
Experience the essence of countries 'around the world' at this 6-bedroom Windsor Hills Resort home. Unwind in themed living areas like the African Safari room or Tuscan family room, then retreat to bedrooms inspired by Paris, Morocco, England and more. Enjoy high-speed WiFi, a game room with Wii and billiards, a private pool with spa (optional heat), and BBQ grill.

Reviews

10 out of 10
Exceptional

Entire home

6 bedrooms4 bathroomsSleeps 142800 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Add dates for prices

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

Property amenities

Pool/Spa

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

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Onsite parking options include a garage

Kitchen

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

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
  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board
  • Phone

Location highlights

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

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

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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

Pets not 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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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

We should mention

This property does not have any lifts

Property is also known as

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

About the area

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 swimming, golfing and winery tours. Visit our Kissimmee travel guide
View more Holiday homes in Orlando
Map
Kissimmee, FL

What's nearby

  • Orlando showing golf
    Mystic Dunes Golf Club
    20 min walk - 1.1 miles
  • www.alamy.com
    Walt Disney World® Resort
    6 min drive - 3.0 miles
  • www.alamy.com
    Disney's Animal Kingdom® Theme Park
    8 min drive - 2.8 miles
  • Disney Springs® showing a river or creek, a bridge and a sunset
    Disney Springs™
    12 min drive - 8.6 miles
  • Bonanza Golf & Gifts
    3 min drive - 1.7 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
  • Del Taco
    3 min drive
  • Osaka Bay Buffet
    3 min drive
  • 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.

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Around the World at Windsor Hills Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 80 out of 82 reviews
Rating 8 - Good. 2 out of 82 reviews
Rating 6 - Okay. 0 out of 82 reviews
Rating 4 - Poor. 0 out of 82 reviews
Rating 2 - Terrible. 0 out of 82 reviews

10

Cleanliness

10

Location

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Dr. G.

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

Fantastic!

Our host, Dave, was amazing from start to finish. He’s an excellent communicator and his home is beautiful. The home was better than the pictures. The home is well taken care of and spacious. Windsor Hills is the perfect location for all things Disney. Next time we’re in Orlando/Kissimmee area, I’m checking to see if this place is available.
Stayed 3 nights in Jun 2024

10/10 Excellent

Robert K.

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

Stay

The house was very clean and supplied well. Everything was great. The only issue was directions to the overflow lot for parking as the person at the gate did not give very good directions. The house itself was great and communication with the manager was great.
Stayed 3 nights in Apr 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

Jaspreet P.

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

We loved it here

I booked Around the World, for 5 of us, my husband and I and our three children (13),(11) & (7) for our trip to Disney World. We didn't need something so big, particularly as the bedrooms are spacious but I liked the look of it online and wanted a large pool so booked. Dave & Julie were in contact before we even arrived to ensure all was in order. Check in was easy and the entry instructions well explained. We loved the place, it was welcoming, very clean, well set out, every room had a different theme & TV. The children went straight for the princess & ball themed rooms and settled in quickly. The kitchen is well stocked with equipment, and there are clear instructions as a guide which I really liked. The games room was a hit with all of us. The pool was clean and once heated was a added bonus. Dave & Julie were in contact when needed, and their attentiveness was well appreciated. Will definitely be back, thanks so much :)
Stayed 10 nights in Apr 2024

10/10 Excellent

Shimeka J.

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

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

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

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

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

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

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