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Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Family-friendly stay near Walt Disney World® Resort

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Photo gallery for Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Outdoor pool
Smart TV, table tennis, books
Children's area
Interior
Outdoor pool

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms2 bathrooms

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Gym

Explore the area

View in a map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪7 min drive‬
  • Place, Universal Orlando Resort
    ‪21 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

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About the area

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills condo places you within 3 miles (5 km) of Walt Disney World® Resort and Mystic Dunes Golf Club. ESPN Wide World of Sports Complex and Disney's Animal Kingdom® Theme Park are also within 6 miles (10 km).
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What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Walt Disney World® Resort - 7 min drive - 5.1 km
  • Disney Springs™ - 13 min drive - 15.3 km
  • Epcot® - 13 min drive - 11.5 km
  • Universal Orlando Resort - 21 min drive - 28.8 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
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive

About this property

Entire place

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

Windsor Poolside Escape with Stunning Pool View-Perfect for Families!

Relax in a luxurious poolside condo with breathtaking views in the heart of Windsor Hills. Just minutes from Disney, our space offers a serene retreat with resort-style amenities, a private balcony, and a beautiful view of the pool. Perfect for families or couples seeking comfort, convenience, and a little magic during their Orlando adventure.

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Property amenities

Pool/Spa

  • Outdoor pool

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Wheelchair-accessible parking available

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Balcony

Laundry

  • Laundry facilities
  • Washing machine

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.
  • 1 accessible parking space
  • Elevator
  • Wheelchair-accessible parking
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

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

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Table tennis
  • Birdwatching nearby
  • Cycling nearby
  • Golfing nearby
  • Kayaking nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

General

  • Housekeeping (on request)
  • Property located in a resort

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

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

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

Frequently asked questions

How close is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! to the airport?

This condo is 12.4 mi (30-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Windsor Poolside Escape with Stunning Pool View-Perfect for Families! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! to the beach?

This condo is 8.3 mi (18-min drive) from Beachcomber Beach and 9.1 mi (20-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Windsor Poolside Escape with Stunning Pool View-Perfect for Families! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

No, there is no casino at this condo.

What time is check-in at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

Check-in begins at 4:00 PM.

Is there free parking at Windsor Poolside Escape with Stunning Pool View-Perfect for Families!?

Free parking is not available at this condo.

Does Windsor Poolside Escape with Stunning Pool View-Perfect for Families! have a pool?

This condo features an outdoor pool.

Does Windsor Poolside Escape with Stunning Pool View-Perfect for Families! have a spa?

There are no spa services available at this condo.

How close is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! to downtown Kissimmee?

This condo is 2.4 mi away from Four Corners.

Windsor Poolside Escape with Stunning Pool View-Perfect for Families! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 299 out of 316 reviews
Rating 8 - Good. 13 out of 316 reviews
Rating 6 - Okay. 4 out of 316 reviews
Rating 4 - Poor. 0 out of 316 reviews
Rating 2 - Terrible. 0 out of 316 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Ann N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
There was everything to love about this vacation rental. Location Clean, well stocked unit Lovely pool/resort vibe Great communication/responsiveness from Jennifer. Would definitely stay again!
Stayed 21 nights in Feb 2026
Verified

10/10 Excellent

Marc B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit is very nice. It is situated in a great spot overlooking the pool.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Mary F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family had a wonderful stay! The communication with the owner was great. The location was convenient to the Disney parks, and the pool and hot tub areas were relaxing after a long day.  The property was clean and outfitted with everything we needed. Loved using the coffee bar and sitting out on the screened deck overlooking the pool in the morning. Would definitely stay here again.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Jan M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very nice property located near shopping and other amenities. The host was very helpful in answering questions and quickly responded to a minor issue we reached out about. I would recommend this unit for families, friends, or a couple who just want to get away.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Jared S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Just as in the pictures. Great location. Comfortable rooms and beds. Communication with host was excellent. Had a wonderful vacation.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Josh F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Property was wonderful with all the little touches that help make for a magical disney trip. Beds were extremely comfortable and the provided coffee options were the best I've ever experienced.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Thomas L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location close to parks, great pool and water park.
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

Chanee T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely loved this condo. Everything was great and exactly as shown. We had no problems and would love to stay there again when we return.
Stayed 6 nights in Nov 2025
Verified

10/10 Excellent

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay was great. The communication leading up to our stay was great. Any questions we had were answered promptly. The place was in great condition, Very clean and comfortable. All the little things were covered. The pictures and the room themes were fabulous. The best part was the numerous Disney characters setup throughout the rooms including some dinner guests. :). Highly recommend!
Stayed 4 nights in Jan 2026
Verified

10/10 Excellent

Jennifer C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beds were comfy, view was great! Would definitely stay again!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Evan K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay! The condo was clean, comfortable, and has a great view overlooking the pool. The resort was perfect for our family and everyone loved the pool, splash pad, and slides. And being so close to Disney made it super easy to get to and from the parks. This is definitely going on our list to stay again next time we visit Disney World!!
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

Anne B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing visit! All the extras and small details were great! The coffee and appliances were an amazing surprise! Espresso daily was a treat!
Stayed 7 nights in Sep 2025
Verified

10/10 Excellent

April S.

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

Great stay

This is a perfect place if you have 2 families because of the 2 king rooms! Super clean and had everything you need!!
Stayed 3 nights in May 2025
Verified

10/10 Excellent

Andy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
FANTASTIC EXPERIENCE! Everything about this rental was wonderful. As soon as you enter the property you'll know you made the right choice. Great Communication from Host, Extremely Clean, Disney themed with signage everywhere to guide you. The owners have anticipated everything you might need. Thank you so much for making our vacation special!
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

linda b.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was very nice with the pool and water pad the Disney theme was awesome and the different coffee machines were enjoyed by the coffee drinkers we felt very safe there a lot of families with different age kids
Stayed 7 nights in Jul 2025
Verified

10/10 Excellent

Ali E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a gem! We loved all of the Disney decorations and our kids had a blast at the pool area. Everything was so clean and well thought out. Plenty of space and everything we needed. The hosts were also very accommodating and easy to communicate with. We will definitely stay here again next time we visit the Orlando area!
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

Lee K.

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

Beautiful Condo

The location was perfect, the condo was decorated beautifully and the hosts were very accommodating. Perfect for a family holiday. We would definitely stay again.
Stayed 4 nights in Apr 2025
Verified

10/10 Excellent

Chris P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay at Windsor Hills. An absolutely wonderful condo in an ideal location within both the resort and Orlando. The owners have thought of everything and the condo has everything you need from utensils to pushchairs. When we come back we will be staying here again.
Stayed 5 nights in Jul 2025
Verified

10/10 Excellent

Kayla R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing! Made traveling with 3 kids ages 1 month, 18 months and 4 years old a breeze and enjoyable!
Stayed 5 nights in Aug 2025
Verified

10/10 Excellent

Sayyed Farid A.

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

Good for family vacation

The resort is good for family vacation.
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Tracy C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We absolutely love the condo that we stayed at in Orlando. We were impressed with the amount of security on the premises and as far as our unit goes, it was gorgeous. The owner decorated every room in the Disney theme. So impressive. Our unit had everything we could need and it was just a few miles to the parks. We would definitely stay here again.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

James H.

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

Great accommodations!

Property was extremely clean and great access to Orlando !
Stayed 5 nights in Jul 2020
Verified

10/10 Excellent

Scott F.

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

Great place

Great place, so close to Disney, great pool
Stayed 6 nights in Apr 2022
Verified

10/10 Excellent

Debbie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful Disney apartment! Great size for a family of 5. We all loved the Disney decorations. Very well presented and had everything we could possibly need. Complex very clean, safe and quiet and a great base to visit the theme parks.The owner was very quick to respond to our messages.Highly recommend!
Stayed 13 nights in Aug 2025
Verified

10/10 Excellent

Andrew G.

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

Great Stay

We love this condo and would happily stay here any time!
Stayed 4 nights in Sep 2020

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