Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney

Photo gallery for Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney

A swimming pool with blue chairs and a covered area.
A sign with "Windward Cay" written on it, surrounded by palm trees and greenery.
A single-story house with a garage, a front lawn, and a clear blue sky.
A compact kitchen with a central island, a dining area with chairs, and light-colored cabinets.
A dining area with a wooden table, chairs, a chandelier, and a television on the wall.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Your own private chef
    One of the few properties offering private chef services.
  • Peace of mind included
    Guests rate the location highly for safety.

Popular amenities

  • Massages in spa
  • Patio
  • Private pool
  • Waterpark access
  • Air-conditioning
  • Internet access

Explore the area

View map
Kissimmee, FL
  • Place, Medieval Times
    ‪3 min drive‬
  • Place, Universal Orlando Resort
    ‪22 min drive‬
  • Place, Universal Studios Florida
    ‪25 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪28 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom #1

1 King Bed

Bedroom #2

2 Single Beds

Bedroom #3

2 Single Beds

2 bathrooms

Bathroom 2

Bathtub or shower · Toilet

Bathroom #1

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Kitchen
Garden
Dining area

Add dates for prices

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About the area

Kissimmee

Located in Windward Cay, a neighbourhood in Kissimmee, this holiday home is near theme parks. Old Town and Orlando Vineland Premium Outlets are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Hollywood Studios®. Travelling with kids? Don't miss Orange County Convention Center and Epcot®. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and hiking nearby.
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Map
Kissimmee, FL

What's nearby

  • Medieval Times - 3 min drive - 2.1 km
  • Disney Springs™ - 14 min drive - 13.5 km
  • Universal Orlando Resort - 22 min drive - 23.3 km
  • Magic Kingdom® Park - 23 min drive - 23.8 km
  • Universal Studios Florida - 25 min drive - 26.3 km

Getting around

  • Kissimmee Station - 10 min drive
  • Poinciana Station - 10 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 12 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Chick-fil-A - ‬4 min drive
  • ‪Chipotle - ‬5 min drive
  • ‪Wendy's - ‬5 min drive
  • ‪Medieval Times Dinner & Tournament - ‬3 min drive

Frequently asked questions

Does Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney have a pool?

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

How much does it cost to stay at Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney?

As of 10 November 2026, prices found for a 1-night stay for 2 adults at Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney on 16 November 2026 start from NZ$1,296, 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 Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney pet-friendly?

No, pets are not allowed at this property.

How much is parking at Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney?

On-site parking is available at the property.

What time is check-in at Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney?

Check-in begins at 4:00 PM.

What time is check-out at Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney?

Checkout is at 10:00 AM.

Where is Cosy Kissimmee Pool Home w/Games Room in secluded community. Near Disney located?

This family-friendly holiday home is located in the city centre, within 2 mi (3 km) of Medieval Times, Kissimmee Go-Karts and 192 Flea Market. Congo River Golf and Give Kids the World Village are also within 3 miles (5 km).

Reviews

9.4

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. 11 out of 13 reviews
Rating 8 - Good. 0 out of 13 reviews
Rating 6 - Okay. 1 out of 13 reviews
Rating 4 - Poor. 1 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

9.0/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
great property really enjoyed our stay and its in a great location for the parks
Stayed 14 nights in Aug 2026
Verified review

10/10 Excellent

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

Great place

Great place, all the amenities I would expect from an Orlando rental, very handy to the theme parks.
Stayed 7 nights in Feb 2023
Verified review

10/10 Excellent

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

Thanks for a great stay!

The house has more space that it looks in the pictures and the pool was wonderful!
Stayed 7 nights in Sep 2024
Verified review

10/10 Excellent

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

Vacation 24

We had a great time relaxing by the pool. It was convenient to the things we wanted to do.
Stayed 8 nights in Jul 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable. Does need a few minor maintenance things but nothing that interferred with use or enjoying ourstay.
Stayed 7 nights in Jun 2025
Verified review

10/10 Excellent

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

Clean and flexible

We stayed here while moving our son to college. The dates we planned on staying changed and they switched our dates no questions asked. The house was clean, the pool was warm, we had everything we needed. The location was great for us.
Stayed 7 nights in Aug 2024
Verified review

10/10 Excellent

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

Comfortable and relaxing!

My children and I stayed for a week at this wonderful house. The pool was perfect! The house was well equipted and the neighborhood was safe. The game room was a great bonus, and the temperature stayed very comfortable in there, even in the middle of a 90° plus day. I would definitely come back!
Stayed 5 nights in Jun 2024
Verified review

10/10 Excellent

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

Perfectly cozy!

This was supposed to be a family vacation to celebrate 2 of our children graduating college, our 25th wedding anniversary, and our oldest child's engagement. We have a lot of health problems , so we just wanted a place to relax and refresh. THIS WAS IT!! While my husband and I could not go, our children made it and had the BEST time. The home is easy to locate, in a safe neighborhood, and it's so comfortable and cozy! The kids had a blast swimming, playing pool & ping pong, and lounging on the super comfortable furniture. In addition, the hosts are fantastic. We look forward to staying again when we are in the area!
Stayed 4 nights in May 2025
Verified review

6/10 Okay

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

Inadequate

Great location, great pool. The beds in this rental were terrible. Absolutely. The bathtub drain was plugged the whole time. Window coverings were old and partially missing, the dishes and utensils need to be overhauled. It all felt a little chaotic. The refrigerator leaked water onto the floor every day. The house requires a thorough cleaning and an update. (some new furnishings) Washer and dryer were great, never entered the games room. The pool guy was pretty friendly, kudos to him.
Stayed 11 nights in May 2024
Verified review

10/10 Excellent

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

Nice home in a quiet location

Our family stayed for a week at this home during Spring break. While we spent most of our time at the theme parks, we did enjoy our stay at this property. Pool was great and loved the heat (well needed for the night swimming). Ample seating and size. Check in was Easy Supplies and amentiies were above par Instructions/FAQs clearly defined The property overall was clean, with just a few gripes: - Primary shower has some mold by the bottom door slide - found large cockroach scurrying on kitchen counter in the early AM Game room was fun, but needs a little work. Open garage door to get rid of mustiness. Pool cues bent, and new ones didnt have the tips shaved. Ping Pong net was barely adequate Kitchen: Ice machine did not work in fridge
Stayed 7 nights in Mar 2024
Verified review

4/10 Poor

Our family had a less than comfortable stay unfortunately. I want to preface this by saying I don’t believe I’ve ever rated a VRBO stay less than 5 stars. pro’s:- location is very convenient- The pool was just as pictured and a wonderful amenity to have during the July heat- The two doors that lead to the backyard pool area have an alarm Now with the cons:- The A/C was broken when we arrived. It was eventually fixed that night (roughly around 10:30pm) but it was a major headache to get ahold of the property managers to address the issue. We were on the verge of getting a hotel.- Plants are overgrown in the front, you have to walk around them which may seem small but after a week stay it definitely became annoying - The front door lock seems to be less than secure - Sugar ant infestation, saw 3 cockroaches - The game room is in the garage - with no A/C, listing doesn’t make this information known before booking. It was too hot to really enjoy. - Fridge Ice machine doesn’t work- I vacuumed after finding the third cockroach and realized that the couches aren’t vacuumed underneath as it was so gross with old food and random items. - Most the beds didn’t have top sheets on them at all, including the king bed in master bedroom- A pool man came over unannounced and cleaned the pool. He just showed up
Stayed 7 nights in Jul 2025
Verified review

10/10 Excellent

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

Perfect house

The house was a perfect size for my family of 5. Granted, two of my older boys slept in twin beds but they didn’t seem to mind. The house is a little outdated but that was the least of my worries. It was well maintained and clean so that’s all I really cared about. We had a very minor issue with what appeared to be baby ants. They were more of a nuisance than anything. They appeared by the sink and in the spare bathroom. I let the host know and she sent pest control over the next day. It didn’t seem to completely get rid of them but definitely helped. We also paid for pool beat and I think the pool maintenance came by one day to clean. We attempted to use the pool one cool night and the water was very cold. It turns out the water level was below the skimmer which didn’t allow the heat to pump in. It was more of an annoyance that I had to drag a hose in and not use the pool that night as it was too cold for me. So for that, I guess I’d take away a half star. The host did not reply to those concerns but I think it was because the vacation rental company spoke to me? I’m not really sure. As another renter noted,the ice machine in the refrigerator did not work. So we had to go buy ice. But just another little inconvenience. Overall, I’d stay again.
Stayed 9 nights in Mar 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 7 nights in May 2025
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