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Windsor Hills - Congratulations on your choice of resorts!!!

Photo gallery for Windsor Hills - Congratulations on your choice of resorts!!!

Club Pool
Windsor Hills Entrance
Entrance
View from entrance
View from Dining to Living Room

Reviews

9.8 out of 10
Exceptional
3 bedrooms2 bathroomsSleeps 81300 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi

Explore the area

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

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

2 Single Beds

Living Room Sofa

1 Double Futon and 1 Queen Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

Windsor Hills - Congratulations on your choice of resorts!!!

Windsor Hills will impress you! It is the newest, finest, most enjoyable community in Kissimmee! The amenities are just awesome for kids and adults alike. They include a gigantic pool with beach entry, a jacuzzi, a water slide, a kid’s water-chute play area as well as a castle-themed playground not found anywhere else. The clubhouse has a state-of-the-art surround theater that seats up to 58. The wide selection of movie favorites can be reserved by guests for showing at any time. It also has a superb fitness center plus pool and ping-pong tables for your enjoyment. There is, for your convenience, a well-stocked sundry shop offering snacks, sodas, grocery, swimming and gift items. The clubhouse daily operating hours extend through 10pm.

The community is gated with 24 hour security. It is beautifully landscaped.

The comfort of this impeccably clean 3 bedroom, 2 bath unit (over 1300 sf) cannot be surpassed by any hotel accommodation. The master suite has a king-size bed with its private bathroom. The 2nd bedroom has a king-size bed and the 3rd bedroom has two twin beds, both sharing a very spacious second bathroom. Both bathrooms have wall-attached hair dryers and hand-held shower heads. There is a TV and a ceiling fan in each bedroom and living room. The TV in the living room has a built-in DVD/VCR; the ones in the two kings have a built-in DVD; the one in the 2 twins has a built-in VCR. The kitchen is fully equipped with full-size appliances including refrigerator, stove, microwave, dishwasher, and all the equipment for cooking for the family if you so desire. There is also a utility area in the unit with brand new washer/dryer.

The unit is on the first floor so you don't have to bother with elevators and it is steps away from the clubhouse. You can walk to the clubhouse through the back of the building without crossing any streets (very safe for kids).

The rates offered are 30-40% below comparable rental agent rates. The commission savings have been passed on to you!!!

Our prices include all fees. No hidden fees.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
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

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

We should mention

A car is recommended for transport to and from this property

About the area

Kissimmee

Located in Windsor Hills, a neighbourhood 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. 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. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking and horse riding nearby.
Map
Kissimmee, FL

What's nearby

  • Bonanza Golf & Gifts - 3 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 - 6 min drive - 4.4 km
  • Disney Springs™ - 11 min drive - 13.4 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
  • ‪Del Taco - ‬3 min drive
  • ‪Osaka Bay Buffet - ‬3 min drive
  • ‪Sickies Garage Burgers & Brews - ‬3 min drive

Frequently asked questions

Does Windsor Hills - Congratulations on your choice of resorts!!! have a pool?

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

How much does it cost to stay at Windsor Hills - Congratulations on your choice of resorts!!!?

As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at Windsor Hills - Congratulations on your choice of resorts!!! on 11 May 2026 start from £94, 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 - Congratulations on your choice of resorts!!! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Windsor Hills - Congratulations on your choice of resorts!!!?

On-site parking is available at the property.

What time is check-in at Windsor Hills - Congratulations on your choice of resorts!!!?

Check-in begins at 4:00 PM.

What time is check-out at Windsor Hills - Congratulations on your choice of resorts!!!?

Checkout is at 10:00 AM.

Where is Windsor Hills - Congratulations on your choice of resorts!!! located?

This family-friendly Kissimmee condo building is located in Windsor Hills, within 3 mi (5 km) of Island H2O Live! and Walt Disney World® Resort. Mystic Dunes Golf Club is 2.9 mi (4.6 km) away.

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 55 out of 64 reviews
Rating 8 - Good. 7 out of 64 reviews
Rating 6 - Okay. 2 out of 64 reviews
Rating 4 - Poor. 0 out of 64 reviews
Rating 2 - Terrible. 0 out of 64 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Karla E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The stay was wonderful, condo well equipped, and facilities nice and clean. Host was easy to work with and answered all questions we had. Thanks for a great stay.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Kelli S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything went as planned. Was able to check in early due to your flight arriving early. Nice neighborhood. Would go back again.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Nubia M.

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

Great location

Clean and cozy and close to almost everything.
Stayed 7 nights in Jun 2023
Verified

10/10 Excellent

Celia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was great! This was my family's second time renting the property. It's our first choice. Being on the first level is ideal for my mom, and it is extremely close to the clubhouse.
Stayed 5 nights in Jun 2025
Verified

10/10 Excellent

linda k.

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

windsor hills

3 bedroom unit was very nice and well stocked. We enjoyed our stay.
Stayed 6 nights in Jul 2024
Verified

10/10 Excellent

Jeff P.

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

Windsor Hills Is Wonderful!

Such a perfectly beautiful place to stay. Our place was beautiful and inviting. The property had everything a family could want (pool, water slide, convenient store, arcade, theater) and it was extremely close to Disney as well as other family fun places!
Stayed 6 nights in Jun 2022
Verified

8/10 Good

Barbara B.

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

Great experiance

Hospitality was great between communication with the owners and accommodation. Would book again when I return to the area.
Stayed 5 nights in Jun 2023
Verified

10/10 Excellent

Matt L.

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

Excellent

Owner communication was excellent. She was also incredibly attentive taking care of a small issue we had on first day. This unit is the perfect distance from the amazing pool/clubhouse area, a very short walk and just out of earshot of the pool noise!
Stayed 7 nights in Apr 2025
Verified

10/10 Excellent

Greg H.

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

Perfect!

This was our first time using Vrbo, but it won’t be our last. Our place was perfect - extremely clean and roomy, close (but not too close) to the pool and water park, and near Disney and some terrific shopping and eating places. Our granddaughters can’t wait to come back!
Stayed 9 nights in Feb 2024
Verified

10/10 Excellent

Chastity P.

Perfect! Super close to Disney !

Larger than I anticipated, and very clean. Beautiful grounds with security. Everything we needed for our disney trip, the two pack and plays and high chairs were PERFECT for my twin daughters. Con: I wish I could have stayed longer ☺ A+ HOST !
Stayed 5 nights in Feb 2018
Verified

10/10 Excellent

Richard L.

Wonderful condo

We really enjoyed Windsor hills and this specific condo. Beds were comfortable. The condo was clean and had everything we needed. The owner is very responsive and very helpful if in the rare case there’s an issue. We’d definitely recommend to our friends and family
Stayed 4 nights in Oct 2018
Verified

10/10 Excellent

Karen N.

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

Great stay

The condo was in a nice community with a great pool and water play area. The host was very responsive and accommodating to get an air conditioner issue figured out and adjusted (my biggest need is to be cool!), and we had great stay. She also granted us a late checkout the last day without additional cost. The condo is less than 15 minutes from the Disney parks and about 25 minutes from Universal. We would happily stay here again!
Stayed 8 nights in Jan 2023
Verified

10/10 Excellent

Celia W.

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

Comfort Plus

We truly enjoyed staying at this Windsor Hills property. The location was amazing. We were on the first floor; quick and easy access when trying to maneuver through the Florida heat and rain. It was also in the best spot; walkable to the clubhouse and pool, but far enough away as to not be annoyed by foot traffic. The inside of the condo was as described. It was spacious and clean, with all the necessities provided. The hosts were also wonderful; very welcoming and responsive. We would definitely book again.
Stayed 5 nights in Jul 2024
Verified

10/10 Excellent

Pam G.

Exceeded Expectations

Hubby, myself, daughter, her hubby, and their 19 month son enjoyed a wonderful stay in this condo...Margie was easy to work with and answered any questions we had during the week. While it helped to have fabulous warm weather in February, the area at Windsor Hills provided activities we could participate in if we had enough time. We look forward to staying in this condo in the future.
Stayed 6 nights in Feb 2018
Verified

6/10 Okay

Daniel L.

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

Noisy

Property was great but didnt sleep much cause you heard kids above us running around all night and seems like whenever someone closed a door in the complex it was so loud.I wont be staying there again.
Stayed 5 nights in Apr 2023
Verified

10/10 Excellent

Craig H.

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

Great Unit

We enjoyed our stay at this property. It was our second tie in Windsor Hills. The first floor access was convenient, and it is close to pool and clubhouse. The unit was clean and had everything we needed. We had one issue with dead batteries in the TV remotes, but our host was very responsive to our messages and took care of the issue right away. The only reason I gave 4 stars for the neighborhood is that traffic was slow every night on 192. I think that is more of an Orlando issue than anything about this unit. Overall though, it is still very close and convenient to Disney, and only took us 20-30 minutes to get back and forth to Universal as well.
Stayed 7 nights in Feb 2024
Verified

10/10 Excellent

Stephanie & David B.

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

As advertised and satisfied!

We have stayed at Windsor Hills before so knew what to expect of the complex but were happy to stay at a second great unit. Unit was clean and had what we needed. Ample space. We used the twin beds to unpack our suitcases on so can’t speak to mattresses but the other two beds were comfy. Location was a minute walk from the pool. Ground level unit which was so handy for lugging suitcases, groceries and children and those times you need to run out to the vehicle to grab something. Owner was great at communication. The laundry detergent was missing when we arrived - we messaged and it was delivered by the time we were home from our afternoon out. Windsor Hills is a fabulous complex. Not only does the complex have a pool, water park, water slides and hot tub, it’s a short drive to a Walmart for all your necessities and a great distance from the parks. Only suggestion would be to have a few extra hand soap bars. Would stay at this unit again in a heartbeat.
Stayed 12 nights in Jan 2023
Verified

6/10 Okay

Brett D.

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

Great location and pool!!

We recently visited from April 12-18th. We were incredibly pleased with the location! It is only a few minutes away from Walmart which we utilized for grocery pickup. It is about 20-30 min from all the major parks which we found to be wonderful! We visited Universal Studios and Sea World during our stay. The outside pool area was great! Plenty of room to swim! The pool area was packed on several days and we still found there to be ample space to swim as a family. The place has everything you could need for a weeks vacation! We were very impressed with all of the extras that it had. We prepared several meals in the kitchen and had everything we needed and more. We utilized the washer and dryer which was also great. The only thing we found to be of concern was the the cleanliness of the tile/wood floors throughout and the television in the living room. Everyone’s white socks were black at the end of the day from walking around. I also wiped up some food spills from my young child, and my rag was black every time. As for the living room tv- some directions on how to navigate the TIVO would have been great. The tv would randomly turn on at night, and the tv talking back to you with every click became annoying over time. Other than this, the space was plenty big for a family of 4! We had a wonderful time, and thank you for allowing us rent your place.
Stayed 6 nights in Apr 2023
Verified

10/10 Excellent

Sis T.

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

Nice, clean and comfortable

A nice unit in the Windsor community. The owners were in contact to be sure everything was OK. Plenty of room fro the six of us.
Stayed 8 nights in Jun 2022
Verified

10/10 Excellent

Ann M.

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

Wonderful community, close to Disney

We loved our stay at Windsor Hills. It's a gated community with an awesome pool, splash pad, water slides, and hot tub. There are no extra resort fees. We loved our spacious first floor condo. It was very clean and in good repair. The beds were very comfortable. There was a pullout couch bed and an additional twin size bed and plenty of towels and bedding to go around. The community is about 15 minutes from Disney, and about 3 minutes from a Walmart. The manager was easy to communicate with and even arranged for us to check in early when we arrived. There were a few problems with the toilets towards the end of our stay that the manager took care of right away. We would stay here again and recommend it to anyone.
Stayed 9 nights in Feb 2022
Verified

10/10 Excellent

Deborah G.

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

Orlando Stay

Very smooth, my questions were answered before I asked them. Nice place
Stayed 7 nights in Jan 2022
Verified

10/10 Excellent

Fonda W.

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

Fantastic

The home was affordable & clean with plenty of space the amenities like the pool and water slides were so fun
Stayed 7 nights in Jul 2021
Verified

10/10 Excellent

Joseph W.

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

Great vacation spot

Wonderful condo with plenty of room for a family. Great location and easy access to everything 5 to 10 minutes to disney parks, 20 to 30 to sea world and universal, 1 hour to tampa, kennedy space center, daytona and cocoa beach. Owner was very responsive to emails and had good communication throughout trip. Would definitely book with her again
Stayed 12 nights in Jun 2021
Verified

10/10 Excellent

James R.

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

Best resort in the Orlando area by far!

My family of 6 stayed here for our Florida vacation and we loved every moment! We were only a short distance from the Disney parks. When we weren't at the parks we enjoyed the incredible amenities that the resort offered, like the HUGE pool! Our kids especially loved the little splash pad and water slides! The owners were extremely helpful with helping us prepare for our week long stay!! This was our first family vacation and can honestly say everything went so smoothly! We will definitely be staying here again the next time we are in Florida! We highly recommend anyone planning a disney vacation to stay here! It is by far a much better value than staying on disney property!
Stayed 7 nights in Jun 2021
Verified

10/10 Excellent

Chad G.

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

Great experience! Clean unit, good beds, enjoyed!

We had a great time. Unit was perfect for us. Owner was super responsive when my wife reached out. Great location.

About the host

Hosted by Owner/Manager

Host profile image
I am an original owner. I bought this condo during pre-construction. I intend to continue to hold this property long-term. It is a great place to relax and spend quality time with your family and friends. It has high-end amenities such as the 58 seat private theater that you can reserve without cost. The ambience is easy-going and friendly.

Languages:

English, Spanish
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