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Family-Friendly Windsor Hills Condo!

Condo near Walt Disney World® Resort in Kissimmee

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Photo gallery for Family-Friendly Windsor Hills Condo!

A resort with multiple swimming pools, a water park, and a variety of guest accommodations.
A sign for Windsor Hills with a landscaped garden in front.
A building with a sign reading "Windsor Hills Clubhouse."
A kitchen with white cabinets, a granite countertop, a stove, a microwave, and a refrigerator.
A living room with a large flat-screen TV, a sectional sofa, a coffee table, and a ceiling fan.

Reviews

9.0 out of 10
Wonderful

Entire condo

3 bedrooms2 bathroomsSleeps 8121 sq m

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Air conditioning

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

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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 Bonanza Golf & Gifts. Island H2O Live! and Mystic Dunes Golf Club are also within 3 miles (5 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
  • Walt Disney World® Resort - 7 min drive - 5.1 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
  • ‪Taco Bell - ‬4 min drive
  • ‪El Cafetal Bakery & Restaurant - ‬2 min drive
  • ‪Del Taco - ‬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.

Family-Friendly Windsor Hills Condo!

You'll Never Want to Stay in a Hotel Again !!!

Our clean, warm, & inviting condo has 3 bedrooms and 2 bathrooms and all the comforts of home. The living room has a sofa and loveseat, as well as cable TV, a DVD player and 32' flat screen TV for you to relax with.

The Master Suite which is separated from the other bedrooms a king bed, 32' flat screen TV with cable and a walk-in closet and its own full bathroom. The 2nd bedroom features a queen-sized bed. The 3rd bedroom has sleeping arrangements consisting of 2 twin beds with a 19' TV.

The condo also features a fully equipped kitchen: full size refrigerator with oven/flat top burners, dishwasher, microwave, blender, toaster, coffee maker dishes, utensils, silverware, pots, and pans etc. full size washer, and dryer in unit, just beyond the living room is the lanai for your morning coffee and fresh air.

Amenities Galore here at Windsor Hills. Windsor Hills offers the highest level of comfort for your vacation dollar. The privacy gated Windsor Hills Resort Community caters to the vacationer`s every need!

The spacious clubhouse includes a luxury water park pool with fountains, waterslides and a spa, as well as a zero-entry pool that`s perfect for toddlers. There is also a children`s playground, community grilling area, tennis courts and sand volleyball.

In addition to the many exciting amenities offered by the Windsor Hills Resort, you`ll also find everything you need in your condo to make you feel right at home.

Keywords: Condo, Windsor Hills, Disney, Vacation Home, Palm Tree Vacation Homes, Kissimmee, Walt Disney World, Magic Kingdom, Orlando

While we try and provide each guest with everything they will need, there are some items that are not provided in the homes.

While bath and hand towels are provided, you may want to bring your own beach towels and wash cloths as these are not provided in the homes.
Starters of toilet paper, and soap are provided, but you may need to supply more of these as your journey progresses. In addition, any basic toiletry items such as shampoo, conditioner, body wash, toothpaste, etc. must also be provided by the guest, as well as grocery supplies.

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Property amenities

Pool/Spa

  • Communal pool
  • Hot tub

Internet

  • Available in the condo: WiFi

Parking and transportation

  • Car required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Patio

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.
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall

Things to do

  • Golf
  • Gym
  • Tennis
  • Basketball nearby
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Swimming nearby
  • Theme park nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)

General

  • Property located in a resort
  • Unit size: 1,300 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available

Check-out

Check-out before 10:00 AM

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

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
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 professional host. The provision of housing is linked to their trade, business, or profession. 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.

Property is also known as

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Frequently asked questions

How close is Family-Friendly Windsor Hills Condo! to the airport?

This condo is 12.4 mi (22-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Family-Friendly Windsor Hills Condo! have an airport shuttle?

Airport shuttle services are not available at this condo.

How close is Family-Friendly Windsor Hills Condo! to the beach?

This condo is 8.4 mi (12-min drive) from Beachcomber Beach and 9.1 mi (17-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Family-Friendly Windsor Hills Condo! offer free breakfast?

This condo does not offer free breakfast.

Is there a casino at Family-Friendly Windsor Hills Condo!?

No, there is no casino at this condo.

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

Check-in begins at 4:00 PM.

Is there free parking at Family-Friendly Windsor Hills Condo!?

Free parking is not available at this condo.

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

Yes, there's a pool.

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

There are no spa services available at this condo.

How close is Family-Friendly Windsor Hills Condo! to downtown Kissimmee?

This condo is 2.4 mi away from Four Corners.

Family-Friendly Windsor Hills Condo! Reviews

Reviews

9.0

Wonderful

Rating 10 - Excellent. 18 out of 28 reviews
Rating 8 - Good. 6 out of 28 reviews
Rating 6 - Okay. 2 out of 28 reviews
Rating 4 - Poor. 2 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.0/10

Cleanliness

8.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Lance Z.

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

Adam L.

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

Great

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

10/10 Excellent

Amy O.

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

Sabrina C.

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

Courtney B.

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

Adam C.

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

Donald V.

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

rose c.

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

Mikelle A.

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

6/10 Okay

Rosanna P.

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

melissa L.

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

Kira S.

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

Kimberly Y.

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

Judith V.

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

aida M.

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

Nice place

Enjoyed the stay
Stayed 7 nights in Aug 2022
Verified review

8/10 Good

Lee M.

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

Patricia

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

Sheila W.

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

maggie B.

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

Angela P.

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

Jennifer A.

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

Angela L.

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

Elizabeth S.

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
Verified review

8/10 Good

Michelle O.

Cheercation 💕

The Condo was beautiful, my only suggestion is the need for more supplies to start the customer out with. There were no wash clothes or rags, no papertowels or napkins. That’s all though, the condo was beautiful and clean. Ty for letting us stay
Stayed 6 nights in May 2019
Archival

10/10 Excellent

Our F LA home away from home

Dealing with Palm Tree Vactions has been a joy on both our trips to F LA.Ian and his stuff are always there to help out with any questions/concerns/advice you may need. The Windsor Hills complex is one of the best we've ever stayed at(and we've been around). The condo is always clean and very well equipped with any/all your vacation needs.The pool area is just amazing. Lots of room for kids to play,along with plenty of chairs for us older folks to just lounger in the sun. Gated community makes you feel so safe.Great area of town also(just west of Disney entrances). From this location you don't have to encounter the Disney traffic if you don't want.Just turn left there are plenty of great eatery/bar locations to enjoy. We will return to this same location as many times as we can.The price for a 2 bedroom plush condo is cheaper than most hotel rooms in the area. Contact me,i could just go on & on with great information about Windsor Hills & Ian and his staff.

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