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Contemporary Disney Villa Minutes from Attractions

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A heated pool
Smart TV, video games, books
Fridge, microwave, oven, stovetop
Smart TV, video games, books
Terrace/patio

Reviews

9.6 out of 10
Exceptional

Entire home

6 bedrooms4 bathroomsSleeps 143200 sq ft

Popular amenities

  • Pet friendly
  • Parking available
  • Dryer
  • Washer
  • Air conditioning

Explore the area

Map
Kissimmee, FL
  • Mystic Dunes Golf Club
    ‪2 min drive‬
  • Disney's Animal Kingdom® Theme Park
    ‪7 min drive‬
  • ESPN Wide World of Sports Complex
    ‪9 min drive‬
  • Orlando, FL (MCO-Orlando Intl.)
    ‪34 min drive‬

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About the neighborhood

Kissimmee

Windsor Hills stay.Your stay at this Windsor Hills villa places you within 3 miles (5 km) of Mystic Dunes Golf Club and Island H2O Live!. Walt Disney World® Resort and ESPN Wide World of Sports Complex are also within 6 miles (10 km).
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What's nearby

  • Mystic Dunes Golf Club - 2 min drive - 0.7 miles
  • Disney's Animal Kingdom® Theme Park - 7 min drive - 3.0 miles
  • Reunion Resort Golf Course - 8 min drive - 5.1 miles
  • ESPN Wide World of Sports Complex - 9 min drive - 4.4 miles
  • Disney's Hollywood Studios® - 10 min drive - 5.3 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
  • ‪Taco Bell - ‬5 min drive
  • ‪IHOP - ‬5 min drive
  • ‪Giordano's - ‬6 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Contemporary Disney Villa Minutes from Attractions

Vacation hack! Skip the hotels and book a spacious house for a fraction of the price. Located just minutes from the parks in Orlando, enjoy the comforts of home while cooking meals in the fully equipped kitchen, relaxing in the spa or pool at the end of a long day, and having the kids entertain themselves in the game room while the adults unwind. Even better, take a day off to enjoy the grounds at Windsor Hills with its resort sized heated pool, splash pad, water slides, movie theater, and more!

Windsor Hills is the closest pool home vacation rental community to the Disney parks, located just 2.5 miles from Disney World's welcome gate. This superior location allows our guests to come back to the house midday to let the little ones nap or just to escape the crowds and recharge for a bit and then easily return to the parks later.

We purchased this home in June of 2022 and chose it because of the upgrades it already had and then took the opportunity to add upon those to further modernize the space. We redid the game room to include an 85" Roku TV with XBox, theater seating, and gaming chairs, as well as some classic arcade games like Golden Tee, The Simpsons, and Big Buck Hunter. We also added a 75" TV in the family room and ensured there are TVs in each of the bedrooms. The home decor is Disney-themed, but more subtle and refined than the heavily themed homes and showcases different artistic representations of the parks as well as engineered drawings of some of the notable architecture and rides.

Our pool and spa have been upgraded to a salt-water system, which is gentler on the skin and hair and provides our guests with more reliable swimming conditions. Heat for the pool is provided at no extra charge and we have an easy-on/easy-off pool cover that helps the pool retain its heat on the colder days/nights, which is a huge benefit when you want to enjoy the pool in the winter months! The lanai is compete with a large table to enjoy meals pool-side as well as several chaise lounges and chairs to relax on. New pool lights set the mood for a fun and relaxing evening unwinding in the pool area as you watch them cycle through colors.

Finally, as parents to two young kids ourselves, we have the house equipped with plenty of gear to use with young kids: locks on the kitchen cabinets (easily turned on or off for your preference), a mini crib and Pack N Play, a high chair, booster seat, stroller, and even a play yard for those really little ones! We also have a variety of plastic plates, bowls, and cups for kids to use stress free as well as a collection of stuffed animals and baby toys to keep them busy.

**The Windsor Hills Resort pool will be closed for part of September in 2024 for resurfacing. Our private pool will be available and other amenities will be available as well. **

Property manager

Annie Kushner

Languages

English

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Property amenities

Pool/Spa

  • Communal pool
  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the villa: Free WiFi

Parking and transportation

  • Car recommended
  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 4 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Books
  • Games
  • Smart TV with cable/satellite channels
  • Video games

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total (up to 50 lbs per pet)

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Things to do

  • Arcade/game room
  • Billiards/pool table
  • Gym
  • Heated pool
  • Water park
  • Basketball nearby
  • Golfing 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 (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Property located in a resort
  • Unit size: 3,200 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 (weight limit: 50 lbs per pet)
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

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 indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.

Frequently asked questions

How close is Contemporary Disney Villa Minutes from Attractions to the airport?

This villa is 13 mi (33-min drive) away from the Kissimmee, FL (ISM-Kissimmee Gateway) airport, the closest popular airport to the property.

Does Contemporary Disney Villa Minutes from Attractions have an airport shuttle?

Airport shuttle services are not available at this villa.

How close is Contemporary Disney Villa Minutes from Attractions to the beach?

This villa is 9.6 mi (17-min drive) from Beachcomber Beach and 9.6 mi (19-min drive) from Hideaway Bay. Don't forget your sunscreen!

Does Contemporary Disney Villa Minutes from Attractions offer free breakfast?

This villa does not offer free breakfast.

Is there a casino at Contemporary Disney Villa Minutes from Attractions?

No, there is no casino at this villa.

What time is check-in at Contemporary Disney Villa Minutes from Attractions?

Check-in begins at 4:00 PM.

Is there free parking at Contemporary Disney Villa Minutes from Attractions?

Free parking is not available at this villa.

Does Contemporary Disney Villa Minutes from Attractions have a pool?

Yes, there's a private pool.

Does Contemporary Disney Villa Minutes from Attractions have a spa?

There are no spa services available at this villa.

How close is Contemporary Disney Villa Minutes from Attractions to downtown Kissimmee?

This villa is 2 mi away from Four Corners.

Contemporary Disney Villa Minutes from Attractions Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 19 out of 23 reviews
Rating 8 - Good. 3 out of 23 reviews
Rating 6 - Okay. 0 out of 23 reviews
Rating 4 - Poor. 1 out of 23 reviews
Rating 2 - Terrible. 0 out of 23 reviews

9.2/10

Cleanliness

Reviews

10/10 Excellent

Natanael L.

Liked: Cleanliness

Great experience

Unforgettable and comfortable
Stayed 4 nights in Jun 2025

8/10 Good

Janice W.

Liked: Cleanliness
Curb appeal needs improvement by pressure washing house and driveway and by pruning tree against the house. Nice pool area and interior of home.
Stayed 7 nights in Jun 2025

10/10 Excellent

J M.

Liked: Cleanliness
Stayed 9 nights in May 2025

10/10 Excellent

tanya r.

Liked: Cleanliness
Stayed 5 nights in Mar 2025

10/10 Excellent

Nicole W.

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

10/10 Excellent

Carin B.

Liked: Cleanliness

Great Place to Stay!

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

4/10 Poor

Carol K.

Disliked: Cleanliness

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

10/10 Excellent

Sarah L.

Liked: Cleanliness

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

10/10 Excellent

DAVID S.

Liked: Cleanliness

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

10/10 Excellent

Laurie S.

Liked: Cleanliness

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

8/10 Good

Lori Y.

Liked: Cleanliness

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

10/10 Excellent

Nikki N.

Liked: Cleanliness

Great vacation Home

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

8/10 Good

Stephanie S.

Liked: Cleanliness

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

10/10 Excellent

Doug D.

Liked: Cleanliness

fam vacay

Home was beautiful and large, 6 bedrooms and 4 baths. Able to accommodate our family of 13. Had all the amenities including pool and hot tub. All you needed was a toothbrush. Great communication with the host, never a lag. We had a great time and would recommend this home. Had a hard time finding a home that would please us all.
Stayed 5 nights in Jul 2023

10/10 Excellent

Peggy B.

Liked: Cleanliness

Disney Oasis

Beautiful house with enough bedrooms for everyone. Many amenities including a pool and game room.beds are comfortable.
Stayed 3 nights in Apr 2023

10/10 Excellent

A guest from Zephyrhills, fl

Liked: Cleanliness

Family fun time!

We had an amazing time at this fun filled home! The pool was wonderful and probably the most popular room of the weekend lol, as well as the game room since it was big enough to hold everyone who wanted to play the games. This home is very spacious, with enough bathrooms and bedrooms for all, as well as enough seating for dining together and playing card games. We did venture down to the clubhouse once, but since we had our own pool and enjoyed it so much we ended up just staying at the house. Annie was so accommodating and so easy to reach it made check in and check out a breeze. It was everything we hoped it would be, and we all had a wonderful time. Thank you, Annie!
Stayed 4 nights in Mar 2023

10/10 Excellent

Vet P.

Liked: Cleanliness

Perfect layout for family

Love this neighborhood and the home was great. Very clean and the perfect layout of bedrooms for our large family.
Stayed 4 nights in Mar 2023

10/10 Excellent

Laura R.

Liked: Cleanliness

Perfect Place to Stay Outside of Disney

We loved it. We are Disney Vacation Club members and I have never stayed offsite but we need different accommodations this trip and boy did this home delivery. Very spacious and clean. Everyone was able to have their own room, plus plenty of room for us to hang out together on the main level. Kitchen setup was perfect and the game room was lots of fun. The pool was refreshing after our morning runs. Annie was super helpful and responsive to our needs. If I ever need to stay off property again, I will definitely be looking to stay here again.
Stayed 4 nights in Feb 2023

10/10 Excellent

Kelsey C.

Liked: Cleanliness

Perfection!

This house was perfect for us! We had three kids under 10 and six adults, including two grandparents. The first floor bedroom was great for them and the kids loved the new game room! We spent most days at the parks, but it was so nice to come home to a private pool and hot tub. We had one “rest day” where we visited the big pool with the water slides and everyone had a blast! Annie was super responsive to all of our questions and made check in/out really easy. We will definitely stay here again!!!
Stayed 6 nights in Feb 2023

10/10 Excellent

Jenn R.

Liked: Cleanliness

Amazing Experience at Windsor Hills!

My family and another family came to Orlando for a football tournament at Disney World. Annie was the most gracious host, her communication was clear, she responded quickly to all of my questions and the house was absolutely PERFECT! We had children ranging from ages 2-11 and they said this was the "best vacation ever" because of the house (game room, pool and hot tub specifically). Annie thought of everything - the house was in amazing condition, stocked with absolutely everything you could anticipate a family would need. It was super conveniently located to Disney and shopping for all essentials- additionally, the grounds and amenities were top notch and extremely safe and secure. We could not have had a better experience staying here and will definitely be back to rent this house again!!!! Thank you Annie!
Stayed 5 nights in Jan 2023

10/10 Excellent

Joe N.

Liked: Cleanliness

Great

Home is lovely. Community is nice. Close to all Disney attractions. Only very minor issues I will tell the host about.
Stayed 6 nights in Oct 2022

10/10 Excellent

Steve A.

Liked: Cleanliness

Great Experience

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

10/10 Excellent

magnus e.

Liked: Cleanliness

Fantastic stay

We were 4 adults and 4 children and did spend 10 nights in this house. It was a fantastic stay and house and area is great. We have nothing to complain about it was just like in the description. Would love to come back here one day in the future.
Stayed 10 nights in Jan 2023