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Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities

Photo gallery for Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities

Come and enjoy the Sunshine
Room
Room
Point of interest
Pool

Reviews

9.8 out of 10
Exceptional
5 bedrooms4+ bathroomsSleeps 102265 sq ft

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi

Explore the area

View in a map
Kissimmee, FL
  • Place, Northeast Regional Park
    ‪3 min drive‬
  • Place, Lake Davenport
    ‪3 min drive‬
  • Place, Walt Disney World® Resort
    ‪9 min drive‬
  • Airport, Orlando, FL (MCO-Orlando Intl.)
    ‪43 min drive‬

Rooms & beds

5 bedrooms (sleeps 10)

Common area 1

1 Double Sofa Bed

Common area 2

1 Double Sofa Bed

Master Suite

1 King Bed

Mickey Mouse Suite

2 Twin Beds

Queen Suite - Ground Floor

1 Queen Bed

Queen Suite - Upstairs

1 Queen Bed

Star War's Suite

1 Double Bed and 1 Twin Bed

4 bathrooms, 1 half bathroom

Master Bath

Soap · Towels provided · Toilet · Shower only · Hair dryer

Mickey Mouse/Star Wars Shared Bath

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Hair dryer

Pool/Patio Bath

Soap · Towels provided · Toilet · Hair dryer

Queen Suite Bath - Ground Floor

Soap · Towels provided · Toilet · Shower only · Hair dryer

Queen Suite - Second Floor

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Hair dryer

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities

Are you ready to book your Dream Vacation?

This 5 Bedroom 4+ Bathroom, 2265 Sq.Ft. home with private, splash pool is perfectly located, just minutes to Walt Disney World located within Windsor at Westside. This gated 5-star resort is packed with amenities and entertainment for the whole family.

The spacious accommodation is arranged over two floors.

The ground floor features a central family room with a fireplace, smart TV, Queen Sleeper Sofa and dining for 6 at the table and 4 at the counter. State-of-the-art, fully equipped kitchen with fun extras like a Keurig (bring your favorite brew), popcorn maker, waffle iron, griddle for pancakes and much more.

There is a Queen Suite located on the ground floor also with a Smart TV.

Upstairs, you will find a King Master Suite, a Queen Suite, a Mickey Mouse Mouse-themed twin Bedroom, and a Star War's Wars-themed bedroom with bunk beds (full on the bottom, twin on top. Each room has a smart TV.

The upstairs bedrooms are arranged around a central loft/recreation area, featuring a smart TV, Play Station 4 game system and another Queen sleeper sofa.

Premium sheets and fluffy towels are provided. Pool towels are also provided.

Large Washer and Dryer upstairs.

The home offers complimentary WiFi and free calling to the USA and Canada.

This home has everything you will need for your little ones. Baby gates for the stairs, high chair, stroller, pack-n-play, sippy cups, bowls, spoons.

Outside, at your private splash pool, enjoy a relaxing conversation, a swim, or just the pool. Heat can be purchased in the cooler months and a BBQ can be rented.

The main clubhouse has many amenities. The beautiful pool, lazy river, cafe/bar (my favorite), and a little store to purchase milk and bread. The game room, playground, basketball court, soccer field, and volleyball are all a short walk away.

This townhouse is a corner unit which makes it close enough to all the clubhouse action(3-5 minute walk) but far enough away not to hear all the noise from the clubhouse. Outside of the pool enclosure is a grassy area for your little ones to play.
Our prices include all fees. No hidden fees.

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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
Our children are severely allergic. No Pets.
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Smoking

Smoking is not permitted
Our children are severely allergic.

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 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, a first aid kit, and a deadbolt lock

We should mention

This property does not have elevators
A car is required for transportation to and from this property

About the neighborhood

Kissimmee

Located in Kissimmee, this vacation home is near theme parks and near a water park. Old Town and Disney Springs™ 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 Animal Kingdom® Theme Park. Traveling with kids? Don't miss Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park. Be sure to check out the area's animals with activities such as game walks and birdwatching.
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Map
Kissimmee, FL

What's nearby

  • Northeast Regional Park - 3 min drive - 2.1 km
  • Lake Davenport - 3 min drive - 2.1 km
  • Walt Disney World® Resort - 9 min drive - 9.7 km
  • Magic Kingdom® Park - 20 min drive - 21.8 km
  • Disney Springs™ - 20 min drive - 23.0 km

Getting around

  • Kissimmee Station - 34 min drive
  • Kissimmee, FL (ISM-Kissimmee Gateway) - 41 min drive

Restaurants

  • ‪Wawa - ‬6 min drive
  • ‪McDonald's - ‬5 min drive
  • ‪7-Eleven - ‬14 min walk
  • ‪Dutch Bros Coffee - ‬6 min drive
  • ‪Circle K - ‬7 min drive

Frequently asked questions

Does Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities have a pool?

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

How much does it cost to stay at Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities?

As of Apr 1, 2026, prices found for a 1-night stay for 2 adults at Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities on Apr 29, 2026 start from $196, 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 @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities 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 @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities?

Check-in begins at 4:00 PM.

What time is check-out at Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities?

Check-out is at 10:00 AM.

Where is Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities located?

This family-friendly Kissimmee vacation home is within 3 mi (5 km) of Lake Davenport and Four Corners FC. Surfari Water Park and Island H2O Live! are also within 6 mi (10 km).

Reviews

9.8

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. 96 out of 115 reviews
Rating 8 - Good. 18 out of 115 reviews
Rating 6 - Okay. 1 out of 115 reviews
Rating 4 - Poor. 0 out of 115 reviews
Rating 2 - Terrible. 0 out of 115 reviews

10/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Erica F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent. The space was perfect for our family. Clean and comfortable and great communication upon checkin.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Bridget M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was exactly as described. It was clean, comfortable, and very well maintained. From the moment we arrived, it felt welcoming and thoughtfully prepared for guests.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Chris L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was clean and communication with the property owner was easy and efficient. We had an issue with the pool temperature and advised the property owner who promptly attended and rectified the issue for the next day. Very nice place and we would definitely stay again!
Stayed 7 nights in Mar 2026
Verified

10/10 Excellent

Amy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a great home with a great host also!
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Tyler R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful layout, giving everyone their space. The host, Kathy, was very informative and prepared us for everything.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Mike S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very helpful. The house was very clean & ready for us. The pool was perfect for our family. Restaurants, groceries, gas, & drug stores located conveniently close. The neighborhood is great and quiet.
Stayed 7 nights in Jan 2026
Verified

10/10 Excellent

Nikki H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a very cozy house to stay in. Kids all loved it. Pool was awesome. The host was very helpful and great at everything. I definitely would stay there again
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very Clean and Kathy was very helpful!
Stayed 5 nights in Jan 2026
Verified

10/10 Excellent

Kerry S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Really nice stay and great host .
Stayed 6 nights in Oct 2025
Verified

10/10 Excellent

Elizabeth R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect for what we needed at four, which was a place to rest our legs after walking 15,000 steps a day at Disney World. The beds were comfy. Parking is tight.
Stayed 4 nights in Dec 2025
Verified

8/10 Good

Cynthia G.

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

Great location for family vacation and the property manager was very helpful.

Great location for family vacation and the property manager was very helpful.
Stayed 8 nights in Apr 2025
Verified

10/10 Excellent

Cindy G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our family had a wonderful time at this home!
Stayed 6 nights in Jul 2025
Verified

10/10 Excellent

DeeAndra W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean home and Kathy was very nice and professional and was readily available while we was there and also before we arrived. The home is in a great location would definitely love to stay again.
Stayed 10 nights in Aug 2025
Verified

8/10 Good

Verified traveler

Liked: Cleanliness, check-in, communication, location
The townhouse was well equipped. Location was good. Owner should update photos as they show a gift shop with groceries and supplies which was not the case.
Stayed 7 nights in Oct 2025
Verified

10/10 Excellent

Alexis D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was amazing. Host was very easy to get in touch with.
Stayed 4 nights in Sep 2025
Verified

10/10 Excellent

Ryan Q.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved this and plan on coming back! The clubhouse was so much fun and loved coming back to a private pool. We had lots of space and close to everything including Disney! We had another family get a house close to us too so all the kids enjoyed and were close!
Stayed 6 nights in Aug 2025
Verified

10/10 Excellent

Gregory B.

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

Great place!

From the beginning of our stay until the end, all was great!! Thank you!!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Pam H.

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

Amazing home!

This place was wonderful. Everything you need. The house pool was amazing and a refreshing end to our day. The club house pool was so much fun. The home was very clean. Kathy was so wonderful and available for anything we needed.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

John P.

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

Great place to stay

Great property
Stayed 6 nights in Feb 2023
Verified

10/10 Excellent

Brad D.

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

Wonderful property

This is a great property and location. We would definitely stay here again!
Stayed 4 nights in Jun 2024
Verified

10/10 Excellent

Evan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
As many of the current reviews state, Kathy was an amazing host. While we didn't actually need her for anything, as everything was perfect, I'm confident that had there been an issue, Kathy would have resolved it quickly. She was able to answer some very granular questions leading up to our stay and provided a very thorough summary prior to the trip so we felt comfortable when we arrived. There were two sets of baby gates for the stairs, a Pack n Play, two travel strollers, a highchair, a sound baby monitor, and several toys, making our stay with little ones that much easier. Parking was a breeze, even with our large SUV (there were even several 15 passenger vans parked in other properties), and the clubhouse pool (including bar, ice cream machine, and cotton candy machine) was EPIC. We will be bringing our family back next year!There was a review that stated the cost to heat the pool seemed unreasonable, but I felt that it was consistent with other properties we viewed.
Stayed 7 nights in Nov 2025
Verified

10/10 Excellent

Vivian H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My stay was great and Ms. Cathy has Super customer service‼ She made us feel very welcome and greeted us with upmost gratitude . Whenever I had a question about something at the townhouse, I called her and she walked me through it. We need more people like Ms. Cathy because she helped make our stay welcoming.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Pennie S.

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

Father’s Day Getaway

I absolutely loved the property.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Þórdís O.

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

Wonderful Stay in a Perfect Location

We loved the house and its proximity to the clubhouse! I stayed there with my teenage son and my parents, and it was the perfect setup for us. Everything was exactly as described, making our stay smooth and comfortable. Communication with Kathy was excellent before, during, and after our stay—she was always responsive and helpful. Highly recommend!
Stayed 9 nights in Jan 2025
Verified

10/10 Excellent

Amanda T.

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

Wonderful Location.

Very good stay! Highly recommend.
Stayed 3 nights in May 2023

About the host

Hosted by Kathy, Villa Watch LLC

Host profile image

Why they chose this property

This property is a perfect getaway. Privacy, Corner Unit, grass for the kids to play AND close to the main clubhouse but far enough away to not hear all the noise! Your HOME away from HOME!!

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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