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Entire condo

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

2.0 star property
Family-friendly condo with a water park and a fitness center

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

Outdoor pool - Windsor Poolside Escape with Stunning Pool View-Perfect for Families! (Kissimmee)
Children's area - 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)
Dining - 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)
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

Add dates for prices

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.

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
  • Water park
  • 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

Similar properties

4 bedrooms, iron/ironing board, WiFi, bed sheets
4 Bedrooms/ 4.5 Baths/ Magic Village Views (7555BD)
  • Pool
  • Kitchen
  • Washer
  • Dryer
4 Bedrooms/ 4.5 Baths/ Magic Village Views (7555BD)

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

Map
FL, Kissimmee

What's nearby

  • Bonanza Golf & Gifts - 2 min drive - 2.4 km
  • Mystic Dunes Golf Club - 3 min drive - 1.7 km
  • Mighty Jungle Golf - 3 min drive - 2.8 km
  • Walt Disney World® Resort - 5 min drive - 4.4 km
  • Disney Springs™ - 11 min drive - 13.1 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
  • ‪Sickies Garage Burgers & Brews - ‬3 min drive
  • ‪Drafts Sports Bar & Grill - ‬12 min walk

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.
More informationOpens in a new window
Rating 10 - Excellent. 288 out of 305 reviews
Rating 8 - Good. 13 out of 305 reviews
Rating 6 - Okay. 4 out of 305 reviews
Rating 4 - Poor. 0 out of 305 reviews
Rating 2 - Terrible. 0 out of 305 reviews

10

Cleanliness

9.8

Location

Reviews

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Sandy M.

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

Family Christmas trip to Disney.

Great place! Lots of small details made it perfect!
Stayed 4 nights in Dec 2024

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

10/10 Excellent

Anita F.

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

Family weekend birthday celebration

Perfect location and great amenities on the property. All the Disney decor contributes to the
Stayed 3 nights in Dec 2024

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

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

10/10 Excellent

David B.

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

Disney Magic Inside and Out!

Our family had an absolutely magical stay at this VRBO! From the moment we walked in, we were impressed by how spotlessly clean everything was. The condo is also beautifully decorated with Disney characters, which our kids absolutely loved and added so much fun to our trip.It truly had everything a family could possibly need, making our stay so comfortable and convenient. We especially enjoyed the gorgeous view overlooking the pool – it was so relaxing to wake up to each morning.Beyond the fantastic condo itself, the owners were incredibly responsive and communicated with us every step of the way, from booking to check-out. Their clear and helpful communication made the entire process seamless and stress-free.We highly recommend this listing to any family looking for a wonderful and hassle-free vacation! We can't wait to come back!
Stayed 10 nights in Jun 2025

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

10/10 Excellent

Denise K.

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

Condo was very clean. View was awesome, looking over the pool. Jennifer was veryresposive to any qu

Condo
Stayed 15 nights in Feb 2025

10/10 Excellent

Christopher P.

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

Great property for families!

Great location and amenities, close to Disney, airport and Universal.
Stayed 6 nights in Mar 2021

10/10 Excellent

Chuck S.

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

Great accommodations and amenities

Place was lovely and owner was super attentive. I'd definitely stay here again.
Stayed 6 nights in Aug 2020

10/10 Excellent

Michael K.

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

Excellent location and super clean

We loved staying at this location. Very clean and so close to everything we desired to go to as a family!
Stayed 5 nights in Jul 2019

10/10 Excellent

Carrie D.

Great location, perfect for family

My family had a fantastic stay! The condo was clean, the Mickey decor was appreciated, and the location couldn't be beat.
Stayed 2 nights in Dec 2018

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

10/10 Excellent

Ashley G.

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

Universal and Disney family trip

Our stay was perfect! This resort has everything a family could ask for! Richie was wonderful to work with!
Stayed 7 nights in Aug 2024