Condo

Family-Friendly Windsor Hills Condo!

Photo gallery for Family-Friendly Windsor Hills Condo!

A water park with multiple slides and water features.
A landscaped entrance with a sign for Windsor Hills Clubhouse.
A resort with a large pool, a water park, and multiple apartment buildings.
A sign for Windsor Hills with a landscaped garden in front.
A kitchen with white cabinets, a granite countertop, a stove, a microwave, and a refrigerator.

Reviews

9.0 out of 10
Wonderful

Highlights

  • Top-rated for value
    Guests love how much they get for what they pay.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Hot tub on site
  • Patio
  • Swimming pool
  • On-site fitness center
  • Air conditioning
  • Refrigerator

Explore the area

View in a map
Kissimmee, FL
  • Place, Bonanza Golf & Gifts
    ‪3 min drive‬
  • Place, Mighty Jungle Golf
    ‪3 min drive‬
  • Place, Mystic Dunes Golf Club
    ‪4 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪32 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Twin Beds

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Dining area

Add dates for prices

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3BR Windsor Hills Condo Near Pool
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  • Pool
  • Hot tub
  • Kitchen
  • Washer
10.0 out of 10, Exceptional, (1 review)
3BR Windsor Hills Condo Near Pool

About the neighborhood

Kissimmee

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 in the mood for shopping can visit Old Town and Flamingo Crossings Town Center. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. Fishing and swimming offer great chances to get out on the surrounding water, or you can seek out an adventure with horse riding nearby.
Map
Kissimmee, FL

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

  • Kissimmee Station - 26 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 22 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

Frequently asked questions

Does Family-Friendly Windsor Hills Condo! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Family-Friendly Windsor Hills Condo!?

As of Nov 1, 2026, prices found for a 1-night stay for 2 adults at Family-Friendly Windsor Hills Condo! on Nov 18, 2026 start from $179, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Family-Friendly Windsor Hills Condo! 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 Family-Friendly Windsor Hills Condo!?

Check-in begins at 4:00 PM.

What time is check-out at Family-Friendly Windsor Hills Condo!?

Check-out is at 10:00 AM.

Where is Family-Friendly Windsor Hills Condo! located?

Located in Windsor Hills, this condo building is 2.4 mi (3.9 km) from Island H2O Live! and 2.8 mi (4.6 km) from Walt Disney World® Resort. Mystic Dunes Golf Club is 2.9 mi (4.6 km) away.

Reviews

9.0

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 18 out of 29 reviews
Rating 8 - Good. 7 out of 29 reviews
Rating 6 - Okay. 2 out of 29 reviews
Rating 4 - Poor. 2 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

8.8/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

9.2/10

Check-in

9.4/10

Communication

9.8/10

Location

9.0/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

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

Good vacation spot

Nice place to stay, close to theme parks. Kids loved the pool and game room. I would stay there again.
Stayed 4 nights in Apr 2024
Verified review

10/10 Excellent

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

Great

Nice place to stay
Stayed 8 nights in Jun 2023
Verified review

10/10 Excellent

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

Great Vacation Spot!

Great location! Everyone was friendly and helpful! Great amenities and entertainment at the pool!
Stayed 5 nights in Apr 2023
Verified review

10/10 Excellent

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

Amazing stay

We had such a great day. The apartment is very well done easy to access and clean. The amenities are great for the all family. It’s also very close to the parks which is a great plus.
Stayed 3 nights in Apr 2023
Verified review

10/10 Excellent

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

All Star Worlds cheer stay

This is our second time on property and we love it. It is perfect for our family and is a home away from home!
Stayed 6 nights in Apr 2024
Verified review

10/10 Excellent

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

Great family resort!

We loved our stay at Windsor Hills and are already making plans to come back next year. Our children are 7 and 4 and all the amenities were wonderful! I especially appreciate the very reasonable prices for onsite food/beverage/arcade. We stayed in a 3 bedroom condo closest to the pool and it was prefect for us. Definitely recommend!
Stayed 4 nights in Mar 2025
Verified review

10/10 Excellent

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

3 night stay in Kissimmee.

Overall great experience. Welcome staff at the main gate were very friendly and helpful. Place was clean and described prior to arrival right to the tee! Great value and awesome place to stay. Recommend to anyone.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

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

Great property

This rental was fantastic. Close to all attractions. The unit had everything we needed and was close to the pool and the clubhouse. It was very convenient having it on the main floor. We would stay here again!
Stayed 7 nights in Nov 2023
Verified review

10/10 Excellent

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

Amazing

The whole process was great. The location and amenities were exceptional. Palm tree rentals went above and beyond to make sure our stay was great. Will definately book all my staysvthrough them. Winsor Hill is a great place to stay.
Stayed 5 nights in Jun 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
The location and price were awesome! It's extremely close to good restaurants, Walmart, and the Disney Parks. The kids loved the pool area which made it easy to convince them to leave the parks early. The reason for 4 stars is the lack of supplies in the apartment. They only provide 1 trash bag per can and 1 roll of toilet paper per bathroom. This became a problem real quick with a family of 6. There was no dish soap or sponge to clean dishes either. I wasn't about to buy a box of trash bags when I only needed 2-3 for my stay. The trash bin outside had a ton of loose trash in the bottom that the trash service didn't clean out, and I'm guessing a lack of trash bags is why. If you're aware of this and pack accordingly its a great deal of a place!
Stayed 4 nights in May 2026
Response from VrboOwner on Jun 9, 2026
Hi Brandon, I apologize if the “Welcome Pack” was overlooked by our staff. We do provide a blue reusable grocery bag normally left on the kitchen counter with extra toilet paper, paper towel, trash bags, dish soap, laundry detergent, hand soap and dishwasher tablets to help get you started. If this was missed by use, I am sorry.
Verified review

6/10 Okay

Liked: Communication, location
Disliked: Cleanliness

Musty smell

Very disappointed with the Musty smell in our unit and no security around the resort. Vehicle was intentionally damaged outside our unit. Was told there was nothing they could do. Good location and nice pool.
Stayed 11 nights in Dec 2023
Verified review

4/10 Poor

Great location and super accomodating rental agent.

The condo had good beds and plenty of room, but the air did not work well so we were all hot at night and it had a musty smell. They did provide a fan and It was useful. Great location by the pool, but no so great located across from dumpster so it was very noisy early morning. Condo on first floor and we had smaller kids staying above us so sleeping after 7:30 was impossible.
Stayed 3 nights in Feb 2019
Verified review

6/10 Okay

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy

Never heard of a self catered rental

We travel often and always book a condo or house so that we have an equipped kitchen and place to stay. Cook our own meals and enjoy the quite surrounds opposed to a hotel. The listing states that it’s fully equipped. Yet basically supplies and needs were not given. I’ve never rented a place that didn’t give you an extra roll of toilet paper. Or extra garbage bags. My son got sick in the bathroom and I needed to clean up, I was looking for paper towel and a mop. Never were provided. Upon sending a message to the property manager, they responded it’s a self catered rental. What does that even mean? I’m suppose to bring my own toilet paper on vacation? Maybe if I were camping but I’m staying in a condo. Disappointed that this information was not provided and the listing is not accurate.
Stayed 7 nights in Aug 2023
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
This property has a great community center and pool. The host Amanda was easy to communicate with and responded very fast. There was a pack and play available for us to use along with towels and some beach toys for a toddler. My party of 6 had theor own space and loved our rooms. The bed was my favorite part because it was so comfy and roomy(king sized). Parking was easy and we were located within 5 minutes of a Walmart.
Stayed 7 nights in Jul 2026
Verified review

8/10 Good

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

Great location

Great location to Disney and surrounding stores and entertainment.
Stayed 4 nights in Oct 2022
Verified review

10/10 Excellent

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

Good house

The house was nice and definitely stay again
Stayed 5 nights in Jul 2022
Verified review

10/10 Excellent

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

Nice place

Enjoyed the stay
Stayed 7 nights in Aug 2022
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Overall stay was good.

The condo had a musty smell and the AC was locked at 72 degrees. The first night was EXTREMELY hot! Contacted the property management and they responded immediately to come and look at the AC. Found them working on it when we returned from the cheer competition. All vents in every room had been closed and it was also not working properly. It was fixed and vents were opened so it was a little cooler for the rest of the stay. .Kitchen was not very equipped and I suggest having pool towels provided. People who travel with suitcases cannot bring their own.
Stayed 3 nights in Apr 2022
Verified review

8/10 Good

Liked: Cleanliness, amenities, property conditions & facilities, communication
the condo was very nice. we had a problem with the freezer part of the refrigerator. contacted the rental company and they had it fixed the next day. we were very happy with the service. we would love to stay at that condo in the future.
Stayed 4 nights in Apr 2022
Verified review

10/10 Excellent

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

Fun !

Manager was great and flexible! The property was perfect! Loved it!
Stayed 6 nights in Dec 2021
Verified review

4/10 Poor

Liked: Location
Disliked: Cleanliness, check-in

Previous renter leftovers and unclean bedding.

I've stayed at Windsor Hills resort many times with different owners. This is the worst experience I've had. I called before my flight because I was coming in at 1am to see if I could just receive my door code before I arrived and was told no I needed to go to a shopping center drop box and pick up only my envelope out of the drop box, could be other renter that just have to open my envelope and get my door code. (Which he did send me the code to the sketchy location drop box by email) I was pretty mad at 1am just to drive further just to pick up a piece of paper. So I feel he was just trying to get a picture of his renters. Walked in to the smell of mold. Straight to bed but when we looked at our beds the was food on the comforters and hair all in the sheets. (All kinds of hair) Next morning woke up to roached crawling all over leftover food in cabinets and tin bugs all over kitchen counters and table. It was cold so I went to turn on the heater and smoke alarms went off. Called afterhours number and was told the speech about 1st time heater for the year. Which I know. But why did I have to figure out how to climb and turn off alarms. Which some did not even have batteries in. Hair on the walls of shower. Mops and pet beds on top of water heater. As many times as I have stayed at Windosr Hills I have never written a review before.
Stayed 3 nights in Dec 2021
Verified review

10/10 Excellent

Liked: Cleanliness, communication, location, listing accuracy

Good property

Overall it was great experience. We didn’t utilize the kitchen too much but when we did it was start well as far as utensils and plates and cups but no extra trashbags paper towels or toilet paper so bring your own!
Stayed 3 nights in Jul 2021
Verified review

10/10 Excellent

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

Wonderful experience

For the property itself everything was great. Start up supplies were plentiful. The resort needs to get on page with owners. My paperwork states wristbands can be secured to bags for the week and the “General Manager” argued with us. We had Disney plans as well so wearing the bracelet for a week was not ideal and we loved that we could just attach to our pool bag.
Stayed 7 nights in May 2021
Verified review

10/10 Excellent

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

Cheercation

We were here for a cheer competition, location was great. Condo was roomy. Enjoyed the proximity to the pool. Would definitely stay here again.
Stayed 5 nights in May 2021
Verified review

10/10 Excellent

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

tHANKS FOR ALLOWING US TO STAY. VERY NICE

EVERYTHING WAS WONDERFUL. THANKS
Stayed 7 nights in Apr 2021
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