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Windsor Hills Resort - Pool View and 2 miles from Disney World!

Photo gallery for Windsor Hills Resort - Pool View and 2 miles from Disney World!

An aerial view of a resort with a swimming pool, water slides, and a landscaped area with palm trees.
A balcony with a pool view, a door with a keypad lock, and a doormat.
A living room with a black leather sofa, a white coffee table, and a view of a swimming pool through a sliding glass door.
A balcony with a view of a swimming pool and a patio area.
A living room with a flat-screen TV, a glass-top coffee table, a leather sofa with cushions, a white entertainment unit, and a balcony with outdoor furniture.

Reviews

10 out of 10
Exceptional

Highlights

  • Room to spread out
    Enjoy a spacious layout that gives everyone more room to relax.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Shop till you drop
    Guests love the location, with top-rated shopping just around the corner.
3 bedrooms1 bathroomSleeps 6

Popular amenities

  • Heated Pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washer
  • Air conditioning

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

Rooms & beds

3 bedrooms (sleeps 6)

Master Bedroom

1 King Bed

Princess Bedroom

1 Queen Bed

Star Wars Bedroom

2 Twin Beds

1 bathroom

Hall Bathroom

Bathtub · Toilet · Shower only

Master Bathroom

Toilet · Shower only

Spaces

Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Windsor Hills Resort - Pool View and 2 miles from Disney World!

Windsor Hills pool view condo and only 2 miles to Disney World!

This newly updated 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

* Balcony with pool view
* Master bedroom and princess room with pool view
* Private washer and dryer
* 75” TV and televisions in each bedroom
* Two PS4 consoles loaded with Playstation Now! (Over 800 games to enjoy)
* Cable TV with Disney+, ESPN+ and Hulu
* Free Wifi
* Professionally managed and cleaned
* Extremely responsive owners
* Beach/pool towels
* Extra bath towels
* Rolling ice chest
* Pack n’ play, highchair and stroller
* Professionally managed and cleaned
* Sporting equipment to use at the resort facilities
* Stainless steel kitchen appliances
* Cookware and dining set for 8
* Keurig Coffee Maker
* Closest unit to Windsor Hills amenities
* Water Slides
* Giant resort pool and hot tub
* Resort arcade with games and pool tables
* Resort movie theater
* Putting green golf area
* Tennis Courts
* Basketball courts
* Volleyball Courts

You will also be located near some of the best theme parks and beaches in Florida*:

* About 7 minutes to Disney World
* Less than 20 minutes to Universal Orlando, FL
* About 1 hour to Cocoa Beach, FL
* About 1 hour 30 minutes to Clearwater Beach, FL
* About 1 hour 17 minutes to Daytona Beach, FL
* About 1 hour 20 minutes to St. Petersburg, FL
* About 1 hour to NASA Kennedy Space Center

*Pending traffic conditions

We promise the best professionally managed location at Windsor Hills! Please let us know if you have any questions, we are happy to respond promptly.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
Check out before 10:00 AM
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Children

Children allowed: ages 0-17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 2418666
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
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

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 wishing to experience the area's popular attractions can visit Island H2O Live! and Walt Disney World® Resort. Traveling with kids? Make time for Old Town, or check out an event or a game at ESPN Wide World of Sports Complex. Jet skiing, kayaking, and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with mountain biking 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
  • Walt Disney World® Resort - 7 min drive - 5.1 km

Getting around

  • Kissimmee Station - 26 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 Hills Resort - Pool View and 2 miles from Disney World! have a pool?

Yes, this property has an outdoor pool. Pool types include heated pools.

How much does it cost to stay at Windsor Hills Resort - Pool View and 2 miles from Disney World!?

As of Jul 7, 2026, prices found for a 1-night stay for 2 adults at Windsor Hills Resort - Pool View and 2 miles from Disney World! on Jul 8, 2026 start from $240, 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 Windsor Hills Resort - Pool View and 2 miles from Disney World! 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 Hills Resort - Pool View and 2 miles from Disney World!?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Hills Resort - Pool View and 2 miles from Disney World!?

Check-out is at 10:00 AM.

Where is Windsor Hills Resort - Pool View and 2 miles from Disney World! located?

This family-friendly Kissimmee condo building is located in Windsor Hills, within 3 mi (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and Old Town are also within 6 mi (10 km).

Reviews

10

Exceptional

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. 16 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 0 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

9.4/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Erik M.

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

Great Stay

Awesome property so close to the pool and close to all the local attractions! You can't go wrong with this Windsor Hills property!
Stayed 6 nights in Apr 2023
Verified

10/10 Excellent

Courtney B.

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

Great place

The condo was just as pictured! Very clean and great location. Very easy check in and check out process. Whole family had a great time staying here
Stayed 3 nights in Mar 2023
Verified

10/10 Excellent

Nicole M.

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

Very Fun Disney Vacation

Beautiful property & awesome amenities. Responsive owner!!! Great location to the parks and Orlando attractions.
Stayed 6 nights in Oct 2021
Response from VrboOwner on Oct 17, 2021
Thanks Nicole! It was a pleasure having you!
Verified

10/10 Excellent

Carmen P.

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

excellent

enjoyed our stay great property good communication fantastic value
Stayed 6 nights in Feb 2022
Response from VrboOwner on Feb 26, 2022
Thanks for staying Carmen! Glad you enjoyed the condo!
Verified

10/10 Excellent

Tamera A.

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

Nice location and responsive host/management!

We enjoyed our time on this getaway. Loved that the condo was close to the pool and club house. We had some issues upon check in but they were resolved and responded to immediately by the host and manager. Overall, we enjoyed our time.
Stayed 9 nights in Oct 2022
Verified

10/10 Excellent

Verified traveler

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

Great property and area

The condo was as described and clean. I went with husband and 3 boys under 8. They all loved how close to the pool we were and the water slides. Having a full kitchen was key to keep them fed and happy. We would definitely not hesitate to stay there again.
Stayed 7 nights in May 2023
Verified

8/10 Good

Brittany M.

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

Florida trip

This property was clean, close to Disney parks, the pool area was really nice and the girl that works at the store is awesome and was so nice to the kids... My kids loved the food there. One huge irritation is the very loud sound of them leaf blowing every morning at 7:20am, it would wake my entire family up daily despite ear plugs/sound machine. Otherwise our stay was great.
Stayed 7 nights in Jan 2024
Verified

10/10 Excellent

Lindsey H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location location location! This property overlooks the pool area, takes 2 minutes to get from the door to poolside, and was only about about 15 minutes to Magic Kingdom!Communication with Stacey was incredibly easy and quick. She was very responsive and check in was seamless. Getting through security at check in was very quick and we had no issues using or code to get into the condo. It smelled and looked freshly cleaned when we walked in!We enjoyed sitting out on the screened in balcony overlooking the pool. The kids had plenty of space in the kids' bedrooms. The bathrooms were large enough to accommodate our family of 5. The main bedroom was spacious.Overall a great stay for our family in a very relaxing setting!
Stayed 6 nights in Jun 2025
Verified

10/10 Excellent

Jessica M.

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

Amazing Rooms and Location

My family and I loved this property so much! From the moment we walked in we can tell the cleaning staff did an excellent job. The rooms were decorated so well and spacious- the kids didn’t want to leave. We stood a few days at Disney Polynesian beforehand and the kids enjoyed this stay more. The pool and slides are clean and FUN. All the employees are respectful and courteous. The apartment is super close to a Walmart Super Center which worked out perfectly to fill the fridge with quick cooking items for breakfast and lunch. There are plenty of plates, cups, pans and utensils. However, be aware there are no left over pantry items from previous guest (again super clean). So make sure you bring any seasoning you need. The proximity to the parks is another win! Roughly 10-15 minutes to all Disney parks- can’t beat that. We will absolutely stay here again and again!!!!!
Stayed 5 nights in Aug 2023
Verified

10/10 Excellent

Katrin S.

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

Sehr schöne Wohnung in toller Lage

Wir hatten eine tolle Zeit in Windsor Hills. Die Poolanlage war super, die Wohnung sauber, geräumig und schön eingerichtet. Die Kinder haben ihre Zimmer geliebt. Disney World und alle anderen Parks sind von hier sehr gut zu erreichen. Der Check In war schnell und einfach. Trotz Spring Break Saison, war es abends ruhig und es gab immer einen Parkplatz vor der Tür.
Stayed 4 nights in Mar 2024
Verified

10/10 Excellent

Brad D.

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

Great vacation at a great condo!

Condo was great! Clean, closest to pool, waterslides, and clubhouse, and short drives to all the parks that we wanted to visit. Hard to beat this condo if heading to Orlando!
Stayed 7 nights in Apr 2022
Verified

10/10 Excellent

Rachael H.

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

Look no further, this place is the best!

We absolutely loved this condo! It was very clean, stocked with everything we needed, in a great gated community, and so close to everything. Disneyworld is literally 15 minutes from the door! The pool was great for my two kiddos and it was right down the stairs. We even had pool towels provided by the owner! Definitely a nice touch. The kitchen had great appliances and all the cooking utensils we needed. The bedrooms were very clean and the blackout curtains were perfect for sleeping. The bathrooms were also super clean and it might not be important to many, but there was good water pressure for showers. My kids didn't want to leave! There was a unforseen circumstance that was very minimal, and the owners went way above and beyond to make sure everything was taken care of and rectified. I have never had such a great experience and proactive responsiveness with vacation rental owners! I would recommend this condo to any family that wants to have a perfect home base for their Orlando vacation. I can't wait to come back and stay here again! We loved it! Thanks for a great vacation!
Stayed 5 nights in Mar 2022
Response from VrboOwner on May 12, 2022
Thanks Rachael! Our #1 goal is for people to have a great vacation at our condo. We find it rewarding to give people memories! You are ALWAYS welcomed back. :)
Verified

10/10 Excellent

Heather H.

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

Great family vacation!

Loved our stay!! Perfect place for our 2021 family trip!!!
Stayed 7 nights in Dec 2021
Verified

10/10 Excellent

Tina J.

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

Always a great resort

We always stay at Windsor Hills; this building is the perfect location - closest to the pool! Very nice, clean unit. Kids will love the themed rooms.
Stayed 5 nights in Dec 2021
Verified

10/10 Excellent

Michelle C.

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

Amazing Stay with a Great View!

Our Family really enjoyed our stay. The children loved each of the themed rooms. The living room and Star Wars Themed rooms had Sony Play Stations, which the kids enjoyed (I also played a few games). The view from the balcony looking out towards the resort pool was very nice. Getting around to the Disney theme parks was a super breeze. Walmart is conveniently located for grocery pick up or for going inside for any thing that is needed. There is also an airbrush shop inside the Wal-Mart. The overall cleanliness was good and any issues were promptly addressed. Our family would not hesitant to stay here again. My only complaint is with myself for not booking it longer to give us a couple of more days to relax and enjoy the pool. Next time we are in the Orlando area, I will definitely be checking this listing first to see if it is available. I highly recommend!
Stayed 8 nights in Nov 2021
Response from VrboOwner on Nov 25, 2021
Thank you Michelle! We loved having you and your family!
Verified

10/10 Excellent

Amy K.

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

Disney Vacation

The condo was so warm and welcoming. It was extremely clean. We loved the themed bedrooms and bathroom. The host was very accommodating and replied quickly to our questions. We would stay here again!
Stayed 7 nights in Oct 2021
Verified

10/10 Excellent

Kae R.

Stayed 5 nights in Feb 2026

About the host

Hosted by Stacey East

Host profile image
My husband and I have three kids and we all love Disney! We decided that we wanted to become better hosts than everyone else due to past frustrating events. So, we thought...what better location than Windsor Hills in a condo right next to Disney and all of the fun things to do at Windsor Hills?! We also like to enjoy it ourselves from time to time, so we have high expectations...we want the same experience for you that we would want! It's important to us, and we want each of our guests to let us know if and how we can improve!

Why they chose this property

Location! Windsor Hills is the closest resort to Disney World and only about 2 miles away. On top of that we love the proximity to the resort amenities, the condo is as close as you can get.

What makes this property unique

We love the pool view from the balcony and the location of the condo because out of the condo sits in the very closest building to the clubhouse, waterslides, pool, hot tub, 40 person movie theater, arcade with billiard tables, ping pong and much more! Take the elevator downstairs and walk around the corner and you are there! Other buildings require a good walk to the resort.

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