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Dog Friendly - Windsor Hills Resort - Minutes to Attractions

Photo gallery for Dog Friendly - Windsor Hills Resort - Minutes to Attractions

A resort with multiple swimming pools, palm trees, and lounge areas. - Dog Friendly - Windsor Hills Resort - Minutes to Attractions (Kissimmee)
A modern living room with a sectional sofa, a coffee table, and a kitchen in the background. - Dog Friendly - Windsor Hills Resort - Minutes to Attractions (Kissimmee)
A covered outdoor seating area with striped chairs and a small table, surrounded by greenery and a clear sky. - Dog Friendly - Windsor Hills Resort - Minutes to Attractions (Kissimmee)
A spacious living room with a staircase, a dining area, and a kitchen. - Dog Friendly - Windsor Hills Resort - Minutes to Attractions (Kissimmee)
A living room with a sofa, a coffee table, and a staircase leading to another level. - Dog Friendly - Windsor Hills Resort - Minutes to Attractions (Kissimmee)
Close to Mystic Dunes Golf Club, Dog Friendly - Windsor Hills Resort - Minutes to Attractions provides an arcade/games room, laundry facilities and a gym. For some rest and relaxation, visit the hot tub. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly

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About this property

Dog Friendly - Windsor Hills Resort - Minutes to Attractions

  • YOUR VACATION HOME NEAR DISNEY

    Skip the cramped hotel room and enjoy the space, privacy, and convenience of your own vacation home just minutes from Walt Disney World.

    Located inside Windsor Hills Resort, this home gives families room to spread out while still keeping you incredibly close to the parks. Cook meals in the fully equipped kitchen, relax in the private pool and spa after a long park day, let the kids enjoy the game room, or simply spend an evening unwinding together at the house.

    Windsor Hills is one of the closest vacation-home communities to Walt Disney World, located approximately 2.5 miles from Disney's welcome gate. That makes it easy to return home in the middle of the day for naps, lunch, pool time, or a break from the crowds before heading back to the parks later.

    ENJOY WINDSOR HILLS RESORT

    You don't have to visit a theme park every day to keep the family entertained.

    Windsor Hills offers resort-style amenities including:

    Large heated resort pool
    Water slides
    Splash pad
    Movie theater
    Recreation areas
    Additional community amenities for the whole family

    Spend a full day enjoying the resort or use it as the perfect break between busy park days.

    GAME ROOM AND ENTERTAINMENT

    The game room is one of our favorite spaces in the home and was designed so kids and adults can enjoy it together.

    It includes:

    85-inch Roku TV
    Xbox
    Theater-style seating
    Gaming chairs
    Golden Tee arcade
    The Simpsons arcade
    Big Buck Hunter arcade

    The main family room also features a large 75-inch TV, and every bedroom has its own TV.

    The home's Disney-inspired decor is intentionally more subtle and refined than heavily themed vacation homes. Throughout the house you'll find artistic representations of the parks along with architectural and engineering-inspired artwork featuring recognizable Disney attractions and landmarks.

    PRIVATE SALTWATER POOL AND SPA

    After a long day at the parks, come home and relax in your own private pool and spa.

    The pool features a saltwater system, which is gentler on skin and hair than traditional chlorine systems while providing a comfortable swimming experience.

    Optional pool heat is available for $35 per day.

    The screened lanai includes:

    Large outdoor dining table
    Chaise lounges
    Additional outdoor seating
    Private pool
    Spa
    Color-changing pool lights

    Enjoy breakfast by the pool, spend an afternoon swimming, or relax outside in the evening while the pool lights cycle through different colors.

    DESIGNED WITH FAMILIES IN MIND

    As parents of young children ourselves, we know how much easier traveling can be when you don't have to pack every piece of baby gear you own.

    The home includes a variety of family-friendly items for guests to use, including:

    Mini crib
    Pack 'n Play
    High chair
    Booster seat
    Stroller
    Play yard
    Child-safety locks on kitchen cabinets that can be enabled or disabled
    Plastic plates, bowls, and cups for children
    Stuffed animals
    Baby and toddler toys

    These little extras can make a big difference when traveling with babies and young children.

    A BETTER WAY TO DO DISNEY

    Start the morning with breakfast at home, spend the day at Disney, come back for an afternoon swim or nap, and return to the parks later without a long drive.

    Or skip the parks completely for a day and enjoy the private pool, game room, and Windsor Hills amenities.

    With plenty of space for the family, a private saltwater pool and spa, a dedicated arcade and game room, family-friendly amenities, and an incredible location just minutes from Disney, this home gives you the flexibility to enjoy Orlando at your own pace.

    Dogs are welcome - $100 per dog, max of two

    **3 cars maximum are allowed into the resort per house.**

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About the area

Located in Windsor Hills, a neighbourhood in Kissimmee, this villa 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 Disney Springs™. Travelling with kids? Make time for Walt Disney World® Resort, or head to an event or a match at ESPN Wide World of Sports Complex. Take the opportunity to explore the area for water adventures such as swimming and other activities like golfing. 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
    2 min drive - 0.9 miles
  • Bonanza Golf & Gifts
    4 min drive - 2.1 miles
  • Mighty Jungle Golf
    4 min drive - 2.3 miles
  • Island H2O Live!
    5 min drive - 2.4 miles
  • Orange Lake Golf
    6 min drive - 4.3 miles

Getting around

  • Kissimmee Station
    27 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway)
    33 min drive

Restaurants

  • McDonald's
    4 min drive
  • Starbucks
    4 min drive
  • El Cafetal Bakery & Restaurant
    4 min drive
  • Del Taco
    4 min drive
  • IHOP
    4 min drive

Frequently asked questions

Is Dog Friendly - Windsor Hills Resort - Minutes to Attractions pet-friendly?

Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 23 kg per pet.

How much is parking at Dog Friendly - Windsor Hills Resort - Minutes to Attractions?

On-site parking is available at the property.

What time is check-in at Dog Friendly - Windsor Hills Resort - Minutes to Attractions?

Check-in begins at 4:00 PM.

What time is check-out at Dog Friendly - Windsor Hills Resort - Minutes to Attractions?

Checkout is at 10:00 AM.

Where is Dog Friendly - Windsor Hills Resort - Minutes to Attractions located?

This family-friendly Kissimmee villa is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Disney's Blizzard Beach Water Park are also within 6 miles (10 km).

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Reviews

Dog Friendly - Windsor Hills Resort - Minutes to Attractions Reviews

9.6

Exceptional

9.0

Cleanliness

10

Location
Rating 10 - Excellent. 34 out of 42 reviews
Rating 8 - Good. 6 out of 42 reviews
Rating 6 - Okay. 1 out of 42 reviews
Rating 4 - Poor. 1 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property, owners were friendly and helpful. Top of my list next time we are in Orlando
Stayed 11 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Big house, well equipped for children, nice heated pool with safety fence. The movie theatre/games room was lots of fun. Annie was very quick to respond when we contacted her. We certainly enjoyed our stay!
Stayed 14 nights in Mar 2026
Verified review

10/10 Excellent

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

Great Place to Stay!

Great Location and was great to work with.
Stayed 6 nights in Jul 2024
Verified review

10/10 Excellent

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

Great vacation Home

The house was very clean. Had mostly things we needed would definitely stay again!
Stayed 6 nights in Jan 2024
Verified review

10/10 Excellent

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

Disney Fun!

Came with our adult children, my husband and my mother, everyone had a great time. The house was clean and spacious and had everything we needed to prepare meals and have fun. We loved the pool and game room. Highly recommend!
Stayed 4 nights in Feb 2024
Verified review

8/10 Good

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

Great Location for Disney!

Plenty of room for everyone. The kids and adults were able to make use the heated pool and hot tub in spite of the cool weather. The game room was a hit with everyone as well. Beautiful gated community with nice community amenities… very close to restaurants and shopping.
Stayed 6 nights in Dec 2023
Verified review

10/10 Excellent

Liked: Check-in, communication, location, listing accuracy

Spacious Hideaway

Great little hideaway in Windsor Hills!We loved the private heated pool, hot tub, grill, entertainment room, spacious bedrooms and all the little extras that were included with the rental. Annie was amazing and responsive for any needs!The only downside (which is also a plus) was since the property is pet friendly there was evidence of prior pet damage to the carpets. The main clubhouse pool was packed and the main pool/waterslides weren't as big of a hit with my kids as I had hoped (water slides are freezing) but this made us super thankful for the private pool at the house! We would definitely stay again and Annie is an A hostess!!
Stayed 8 nights in Mar 2025
Verified review

8/10 Good

Liked: Cleanliness, communication, location, listing accuracy

Trip 2023

Plenty of space for 7 adults and 2 small children . We enjoyed the pool and amenities. Kitchen was equipped with more supplies than I had expected. Bedrooms and baths were nice. Couple of family members did not care for the firm mattresses but everyone has their preferences. The sliding glass door was troublesome as it became stuck often but overall it was a very nice home. We would stay their again
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

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

Contemporary Disney Villa

Great house with very nice amenities. It was nice the pool heat was included in the price. Also, the solar cover is nice to have because it allows the pool and hot tub to keep warmer temperatures in the cooler weather. This house had everything we needed. Upon arrival on a Sunday, the a/c upstairs wasn’t working. We understand things break over time and our host, Annie, got right on it and had an HVAC technician out within a couple of hours that same Sunday evening. The HVAC technician put in a new thermostat and cool air was quickly flowing. A big thanks to Annie for taking care of this so quickly for us. That’s why she is a Super Host. We would definitely stay here again.
Stayed 6 nights in Mar 2024
Verified review

4/10 Poor

Liked: Communication, location
Disliked: Cleanliness, check-in

Family stay

The host was awesome. We had trouble registering but Annie was on top of it. We had issues trying to regulate the house temp, was too cold for us, Annie was great with communication. The house in general needs a huge overhaul in cleaning. The end tables in my room were all sticky. The house smelled of dog urine when we entered. The carpet had multiple stains. The mattress was a cheap one, not comfortable. The gas grill wasnt cleaned nor was there a brush to clean it. The house needs updating. Overall we still had a great time with my kids and grands. I appreciated the door to the pool had an alarm on it especially since we had 4 toddlers. Great peace of mind. The house was conveniently located to all attractions. I would go back if the house gets a good cleaning.
Stayed 6 nights in Jul 2024
Verified review

10/10 Excellent

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

Great Communication / Great Community

What this property lacked, Annie made up for it with her impeccable communication (the absolute best host we’ve ever had). We’ve stayed at Windsor Hills quite a few times. We choose to go back time and time again in large part because of the community. This property had everything we needed for the kids which was really nice. There were kid dishes, bed rails, a monitor, gates, mini crib, pack ‘n play, stroller, toys, games, etc. The kitchen was well equipped with everything we needed. There was a grill available (no extra charge) and the pool heat was included (no extra charge). It was a saltwater pool which was a plus, too. The game room served its purpose of providing entertainment during idle times and my kiddos learned how to play pool for the first time which was fun. It wasn’t the best I’ve seen at WH, def room to improve but it was honest and that was nice. A lot of times the games aren’t working, etc. There is no A/C in the game room (garage) which is something I look for when it’s warmer but it was fine for this visit because we were there in Feb. It sounds like they added some insulation so maybe it’s okay year round, too. My ONLY cons would be that the refrigerator was pretty beat up so it was hard to find a home for things and none of the freezer shelves worked. I think the pool probably should be resurfaced at some point. It was crumbling quite a bit. Lastly, the carpet in the properties at WH (that still have it) has seen better days.
Stayed 7 nights in Feb 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time! House was as described and owner was very responsive to all our needs!
Stayed 10 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful trip, family of 9. Plenty of room for all. The proximity to Disney was great. Somedays we all drove there together, and then some used ride share to go back to house. Subdivision pool and amenities were great. Host very responsive. Only complaint was carpet, needs to be replaced or deep cleaned. Pool at house clean and enjoyable.
Stayed 8 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Annie was great to work with. House was plenty roomy for 11 adults and 2 kids. We would definitely rent this place again
Stayed 5 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, location, listing accuracy
Our stay was nice, when we arrived there was an issue with the air conditioner, I contacted the host and the issue was resolved in less than an hour. The house was nice aside from a few stains on the carpet. My real only complaint is the bottom and sides of the pool was so rough it tore everyone's feet up so much so I had to use Neosporin and Band-Aids. The pool was nice. It just really needs refinished with a smoother bottom and sides. Overall we had a great stay.
Stayed 5 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a great stay family and kids had a great time swimming in the pool and playing in the game room
Stayed 6 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time at this home and the host is exceptional always responding soon and clearly explains all details. This is an amazing home and I’ll have you as priority for my next stay en Orlando or Kissimmee FL.
Stayed 4 nights in Dec 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was great. Location was great. Pool & Hot tub were great. Carpet throughout the entire house was stained and needs replaced. Living room couch was worn out and shabby.
Stayed 8 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We would stay here again! House was great! Communication with the owners was even better. The response time was almost instant. House was very clean and pool was amazing.
Stayed 7 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great time staying in this huge home! Having your own heated pool/hot tub was fantastic. Host communication was outstanding! She kept us up to date and provided all necessary information. The complex was really nice too, and convenient to all things Disney. Thank you so much!
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay. The location was great and the kids loved the swimming pool and the pool table. We had a hard time getting them to leave the house! Nice overall experience.
Stayed 8 nights in Aug 2025
Verified review

6/10 Okay

Liked: Check-in
Disliked: Cleanliness
We had holes in the screen door to where a raccoon came in and scared the toddlers in the pool area. They eventually fixed the screened closer to the end of our stay so we stayed out the pool and went elsewhere. Very scary experience for my first timer.
Stayed 7 nights in Apr 2026
Verified review

10/10 Excellent

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

Great Experience

House was perfect for our visit! Great location!
Stayed 7 nights in Oct 2022
Verified review

10/10 Excellent

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

Great experience

Unforgettable and comfortable
Stayed 4 nights in Jun 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house, perfect for two families. Pool and hot tub were awesome. Super quick response from owners to deal with minor issues/questions. Definitely recommend
Stayed 7 nights in Sep 2025