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

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Outdoor pool - Windsor Poolside Escape with Stunning Pool View-Perfect for Families! (Kissimmee)
Smart TV, table tennis, books - Windsor Poolside Escape with Stunning Pool View-Perfect for Families! (Kissimmee)
Property grounds - Windsor Poolside Escape with Stunning Pool View-Perfect for Families! (Kissimmee)
Fridge, microwave, oven, stovetop - Windsor Poolside Escape with Stunning Pool View-Perfect for Families! (Kissimmee)
Interior - Windsor Poolside Escape with Stunning Pool View-Perfect for Families! (Kissimmee)
In the heart of Windsor Hills, experience a serene retreat at this luxurious poolside condo. Unwind on your private balcony with beautiful views of the pool or take advantage of resort-style amenities, perfect for families or couples seeking comfort and convenience.

Reviews

10 out of 10
Exceptional

Entire condo

3 bedrooms2 bathrooms

Popular amenities

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

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About this property

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.

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

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  • Kitchen
  • Washer
  • Dryer
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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

Pets not 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

About the neighborhood

Located in Windsor Hills, a neighborhood in Kissimmee, this condo is near theme parks and near a water park. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Island H2O Live!. Traveling with kids? Don't miss Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios®. Kayaking offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling nearby. Visit our Kissimmee travel guide
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Map
Kissimmee, FL

What's nearby

  • A golf course with sand bunkers, trees, and a flagstick.
    Mystic Dunes Golf Club
    4 min drive - 2.4 km
  • A large castle with multiple spires and turrets, surrounded by a crowd of people.
    Walt Disney World® Resort
    7 min drive - 5.1 km
  • Bonanza Golf & Gifts
    3 min drive - 2.7 km
  • Mighty Jungle Golf
    3 min drive - 3.1 km
  • Island H2O Live!
    5 min drive - 4.7 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
  • El Cafetal Bakery & Restaurant
    2 min drive
  • Osaka Bay Buffet
    3 min drive

Frequently asked questions

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

Yes, this property has an outdoor pool.

Is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

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

Check-in begins at 4:00 PM.

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

Check-out is at 10:00 AM.

Where is Windsor Poolside Escape with Stunning Pool View-Perfect for Families! located?

This family-friendly Kissimmee condo building is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Walt Disney World® Resort. Island H2O Live! is 2.6 mi (4.1 km) away.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 302 out of 319 reviews
Rating 8 - Good. 13 out of 319 reviews
Rating 6 - Okay. 4 out of 319 reviews
Rating 4 - Poor. 0 out of 319 reviews
Rating 2 - Terrible. 0 out of 319 reviews

10

Cleanliness

9.8

Location

Reviews

Verified

10/10 Excellent

Denise K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful condo with a great location. Kitchen is very well stocked. Jennifer is very responsive to any questions/concerns we had.
Stayed 28 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

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

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

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

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

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

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

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

Riki H.

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

Great Property

Excellent stay. Property was conveniently located to all of the Disney parks and decorated throughout with Disney decor. Would definitely stay again.
Stayed 3 nights in Apr 2024
Verified

10/10 Excellent

Sharron P.

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

Perfect stay!

This condo was exactly as described and perfect in every way. It was very well equipped and beds were extremely comfortable. Will definitely be back again!
Stayed 4 nights in Feb 2024
Verified

10/10 Excellent

Melissa R.

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

Great location near Disney!

Loved the condo, neighborhood, and location. The owner was an excellent communicator and was very helpful!
Stayed 5 nights in May 2024
Verified

10/10 Excellent

Erin S.

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

Pool View

My family and I had the best time staying here at Windsor Hills. The condo is super clean, close to stores, restaurants and Disney parks. It come with everything you need. Communication from booking to chrck out was smooth and easy. 10/10 would stay here again!
Stayed 7 nights in May 2025
Verified

10/10 Excellent

Jon M.

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

Great for family vacation

This place was exactly what we were looking for. Location was perfect for a Disney vacation. The host was very helpful and organized. Condo was very clean and well kept. We would recommended this place to anyone!
Stayed 7 nights in Dec 2023
Verified

10/10 Excellent

Jennifer G.

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

Great Place to Stay

Very nice place to stay, convenient location, nice pool, easy access and AWESOME communication with the owner. Responds quickly and very friendly. I would definitely recommend staying here and we will be back
Stayed 4 nights in May 2024
Verified

10/10 Excellent

Staci M.

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

Beautiful condo

The location is excellent if you’re looking to visit Disney or the spring. The property is perfect perfect view to the pool . Amenities are perfect for kids of all ages. Good communication. The unit itself was spacious and clean. Many basics provided also. Would recommend and come back again
Stayed 2 nights in May 2025
Verified

10/10 Excellent

Bo L.

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

Excellent Location and Resort Amenities

Great location that is very close to Disney World Parks. Kids loved the onsite pool and waterslide. Only comment is that the water pressure in the unit is very low.
Stayed 5 nights in Aug 2024
Verified

10/10 Excellent

Ryan E.

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

Awesome resort!

Great place to stay and only just a few mins from all the disney parks. Kids loved the heated pool. The waterpark area isnt heated so it was chilly. Very nice place overall. Would definitely stay here again!
Stayed 6 nights in Feb 2024
Verified

10/10 Excellent

Heather M.

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

Great condo

We loved staying here! Super clean, comfy beds, well stocked linens and kitchen items, and close to disney! We loved the mickey decor! My kids thought we were in the "disney bubble" and loved their bedroom. I loved being so close to the parks without paying the disney prices. We will definitely stay here again!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Dani L.

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

Family Vacation at Disney

This incredible condo was extremely clean and perfectly located just miles from Disney. The host was wonderful to work with and provided responses to all questions very quickly. The pool and amenities were wonderful. We will stay here again!
Stayed 6 nights in Feb 2024