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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!

A resort with a large pool, a water park, and a well-maintained lawn area.
A living room with a large flat-screen TV displaying a castle, a ceiling fan, and a couch with decorative pillows.
A balcony with a view of a pool and resort area, furnished with chairs and a table.
A modern kitchen with white cabinets, a granite countertop, stainless steel appliances, and a coffee maker.
A ceiling with a circular light fixture and a vent. There is a door on the left and a wall with a Mickey Mouse mural and a 'HELLO SALUT Hola Hola' sign.

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, Mystic Dunes Golf Club
    ‪4 min drive‬
  • Place, Island H2O Live!
    ‪5 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 Old Town are also within 6 miles (10 km).
View more Condo rentals in OrlandoOpens in a new window

What's nearby

  • Bonanza Golf & Gifts - 3 min drive - 2.7 km
  • Mighty Jungle Golf - 3 min drive - 3.1 km
  • Mystic Dunes Golf Club - 4 min drive - 2.4 km
  • Island H2O Live! - 5 min drive - 4.7 km
  • Orange Lake Golf - 7 min drive - 7.5 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
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Del Taco - ‬3 min drive
  • ‪IHOP - ‬3 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"on-site accessible parking spaces 1", on-site accessible parking spaces
  • 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. 304 out of 321 reviews
Rating 8 - Good. 13 out of 321 reviews
Rating 6 - Okay. 4 out of 321 reviews
Rating 4 - Poor. 0 out of 321 reviews
Rating 2 - Terrible. 0 out of 321 reviews

10/10

Cleanliness

Reviews

Verified review

10/10 Excellent

Jean-Claude N.

Liked: Cleanliness, communication, location, listing accuracy
Property was excellent, facilities very good. Beautiful spot to stay for visiting Disney.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

John R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our condo at Windsor Hill Resort was great. It was close to the parks and our condo was clean and comfortable. Our grandkids loved the pool and water park. Our Host was wonderful to work with and was really good at getting us in.
Stayed 6 nights in May 2026
Verified review

10/10 Excellent

Laura P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay at this property was fantastic! It was clean, fully stocked with everything you would need and in a great location! The hosts Jennifer and Damion were extremely communicative and very helpful. We would stay here again in a heartbeat!
Stayed 5 nights in May 2026
Verified review

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 review

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 review

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 review

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 review

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 review

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 review

10/10 Excellent

Kim P.

Liked: Location
The condo was great and had everything we needed for a comfortable stay. The kitchen was well stocked with a coffee maker and more, which made it really convenient for our family. The beds were very comfortable, and we appreciated the extra blankets and pillows.We enjoyed the pool view from the balcony, especially in the mornings and evenings. The girls loved the pool, and having the Xbox was a big hit for the boys!The location was perfect for visiting the parks, and communication with Jennifer was easy—she was responsive throughout our stay.If you’re looking for a place that combines comfort, convenience, and a little bit of magic, this is it. We would absolutely stay here again and recommend it to anyone visiting the Orlando area!
Stayed 7 nights in Apr 2026
Verified review

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 review

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 review

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 review

10/10 Excellent

Bryan V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The entire condo was amazing! From a well stocked kitchen with a coffee pot, the espresso machine, an air fryer, a George Forman and many other items! Our kids loved all of the stuffed animals spread through out the condo! The beds were very comfortable, with extra blankets and pillows. A great view of the pool area! There are so many great things that can be said! Communication was great and easy with Jennifer. Close to many food venues. My older son was ecstatic when he saw the Xbox. Would love to stay here again if we are in the area!
Stayed 10 nights in Mar 2026
Verified review

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 review

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 review

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 review

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 review

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 review

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 review

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
Verified review

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 review

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 review

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
Verified review

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

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