Entire home

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

Overview
Amenities
Policies
Location
Host

Exceptional

5 bedrooms4+ bathroomsSleeps 102265 sq ft

Popular amenities

Parking available
Dryer
Washer
Fireplace
Hot tub

Explore the area

Kissimmee, FL

Mystic Dunes Golf Club
‪11 min drive‬
ChampionsGate Golf Club
‪12 min drive‬
Disney's Animal Kingdom® Theme Park
‪15 min drive‬
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 Single Beds

Queen Suite - Ground Floor

1 Queen Bed

Queen Suite - Upstairs

1 Queen Bed

Star War's Suite

1 Double Bed and 1 Single 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.

Property manager

Kathy, Villa Watch LLC

Premier Host

Languages

English

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Find out more

Add dates for prices

Amenities

Pool

Hot tub

Kitchen

Washer

Dryer

Free WiFi

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Pool
Hot tub
Kitchen
Washer

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 10:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Our children are severely allergic. No Pets.

Smoking

Smoking is not permitted

Our children are severely allergic.

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, a first aid kit and a deadlock

We should mention

This property does not have any lifts

A car is required for transport to and from this property

About the area

Kissimmee

Located in Kissimmee, this holiday home is near theme parks. 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. Travelling with kids? Don't miss Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

View more Holiday homes in Orlando

Kissimmee, FL

What's nearby

Northeast Regional Park - 3 min drive - 2.1 km
Mystic Dunes Golf Club - 11 min drive - 9.8 km
ChampionsGate Golf Club - 12 min drive - 9.8 km
Disney's Animal Kingdom® Theme Park - 15 min drive - 13.1 km
Reunion Resort Golf Course - 16 min drive - 12.8 km

Getting around

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

Restaurants

‪McDonald's - ‬8 min drive
‪Culver's - ‬6 min drive
‪Taco Bell - ‬7 min drive
‪Denny's - ‬8 min drive
‪IHOP - ‬6 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.

Is Windsor @ Westside 5 Bed, Private townhouse, Private Pool, Wonderful Amenities pet-friendly?

No, pets are not allowed at this 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?

Checkout is at 10:00 AM.

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

Located in Kissimmee, this family-friendly holiday home is 2.2 mi (3.5 km) from Lake Davenport, and within 6 mi (10 km) of Surfari Water Park and Island H2O Live!. Mighty Jungle Golf and Bonanza Golf & Gifts are also within 6 miles (10 km).

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.6/10

Location

9.8/10

Listing accuracy

10/10 Excellent

Gregory B.

29 Mar 2025

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

10/10 Excellent

Dea W.

24 Jun 2025

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

Great property and features!

We had a wonderful stay at this 5-bedroom townhome for our family vacation! The location was perfect and close to everything we wanted to do, but tucked away just enough to avoid the hustle and bustle of the city. The home itself was very comfortable and well-equipped with everything we needed for our stay. It had all the essential appliances and even a few rolls of toilet paper and items to hold you over until you go shopping (an air fryer would’ve been a nice bonus, but definitely not complaining). Our property manager, Kathy, was incredibly communicative, sweet, and helpful throughout the entire process. We’d definitely stay here again!

Stayed 5 nights in Jun 2025

10/10 Excellent

Lorena C.

14 Jun 2025

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

Family Vacation

10/10 we will definitely be back! The house is so beautiful and accommodating! We had ages from 7 to 70 with us and everyone enjoyed the house, and location! The house was large enough to stay with all 8 of us comfortably. The kids lived in the pool, that was a great addition in its self. Only 20 short minutes from all Disney attractions and only 1.5 hours from the beautiful New Smyrna beach! The first floor queen suite was ideal for my mother is has handicap limitations. All the rooms and bathrooms where a great size as well. The house is only about and hour from Orlando Airport.And last but not least.. KATHY was wonderful to speak with and work with as the host of the house.

Stayed 6 nights in Jun 2025

10/10 Excellent

Þórdís O.

9 Feb 2025

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

10/10 Excellent

Brad D.

4 Jul 2024

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

10/10 Excellent

Matt S.

3 Mar 2025

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

Cute place pretty close to parks.

This was a nice home. Kathy was super attentive and checked in on us. The house was just the right size for us. The resort itself had a nice pool and free games room. This place has a lot of glass tables, dishes, etc so if you have really tiny ones this may not be the best for you.

Stayed 8 nights in Feb 2025

10/10 Excellent

John P., Sugar City Idaho

10 Feb 2023

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

Great place to stay

Great property

Stayed 6 nights in Feb 2023

10/10 Excellent

Eden J.

16 Apr 2025

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

Amazing for families with kids!

We stayed for 2 weeks at Windsor at Westside and had an amazing time. We have an 8 year old, 5 year old, 2 year old, and 7 month old. The property was spacious, had a lot of extras (box fan, baby monitor, pack and play, stroller, keurig, mickey mouse waffle maker, etc.), and the amenties were really fun. The lazy river was great, we enjoyed the zero entry pool with the waterpark feature for our youngests, and the hot tub was a plus! It was only a short walk (a block) to get to these, so going back and forth for nap time was a breeze. Our host was very responsive and helpful with any questions we had and checking in and out was easy. Oh and the outsude patio had really nice seating options, so I could still lay out while the baby napped and the bigger kids could still play in the pool. We would definitely stay here again!

Stayed 14 nights in Mar 2025

10/10 Excellent

Pennie S.

19 Jun 2024

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

Father’s Day Getaway

I absolutely loved the property.

Stayed 3 nights in Jun 2024

8/10 Good

Michael C.

8 Jan 2025

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

Clean

Very clean. Lots rules

Stayed 3 nights in Jan 2025

10/10 Excellent

Lucille

22 Feb 2025

Liked: Cleanliness, property conditions & facilities, communication

We really enjoyed our stay at this property. It was very clean. We loved the private pool at our condo and also the lazy river and larger pool near the clubhouse. Our grandkid enjoyed the play area. Felt very safe. The property manager was very efficient in providing information and was quick to response to a request. We really appreciated that they provided equipment for a toddler such as a stroller, baby monitor, etc…. Would not hesitate to recommend. Thank you!

Stayed 7 nights in Feb 2025

10/10 Excellent

Brandy B.

10 Jul 2024

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

Wonderful stay

Everything was great ! Host communicated very well house was really nice my only thing was the congestion of the neighborhood and parking but other than that it was great. Would definitely stay again

Stayed 3 nights in Jul 2024

10/10 Excellent

Amanda T.

2 Jun 2023

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

Wonderful Location.

Very good stay! Highly recommend.

Stayed 3 nights in May 2023

10/10 Excellent

Denise W.

27 Jul 2024

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

Wonderful trip in a beautiful home.

The property was perfect for our family of 9. Relaxing for grandparents, activities for kids of all ages and plenty of bedrooms and bathrooms. The ability to do laundry and cook for the group was wonderful.

Stayed 3 nights in Jul 2024

10/10 Excellent

Gabriela C.

31 Jul 2024

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

Amazing stay

I’ll like to thanks Kathi the property manager for all the accommodations and the quick response for any request. This was a lovely house. We truly enjoy our stay. The house was very clean. I’ll love to recomend this home that will make you feel like HOME

Stayed 4 nights in Jul 2024

10/10 Excellent

Wendy J.

9 Mar 2024

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

Great place to stay

We loved the 5 bedroom townhouse. It was clean, spacious and having our own pool was great. Kathy checked on us, made arrival and departure so easy. The lazy River at the resort pool was awesome. We would definitely stay here again.

Stayed 7 nights in Mar 2024

10/10 Excellent

Andrew A.

25 Jun 2024

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

Needed Vacation

It was nice comfy. Very spacious for all of us. It was clean. The clubhouse was really nice for the kids.

Stayed 6 nights in Jun 2024

10/10 Excellent

Antoinette T.

10 Aug 2024

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

Awesome Disney Vacay

Our stay at Windsor at Westside was amazing!! The house was exactly as listed. Very spacious and inviting. Kathy was wonderful! The resort amenities and clubhouse were perfect for the kids especially with the rain from T.S. Deby. Will definitely stay here again. 5+ stars in our book.

Stayed 7 nights in Aug 2024

10/10 Excellent

Ron and Nancy M.

27 Mar 2025

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

Great for Families

Windsor at Westside is a great vacation home for families! Within 30 minutes to parks and close to shopping. The townhouse was clean, spacious and close walk to community pool and clubhouse. Perfect for our family of 6 adults and 3 children. The pool of the townhouse was very small but perfect for us to still have lots of fun. The property manager. Kathy was absolutely fantastic! She was quick to respond and act on any questions and/or issues we may have had.The photos of the clubhouse are outdated as it no longer has a spot to buy basic groceries.There are lots of places to buy groceries within a 10 minute drive though.We thoroughly enjoyed our stay at this townhouse and would highly recommend it.A big ‘Thank you’ to Kathy for her part in making our stay a positive experience!

Stayed 20 nights in Mar 2025

10/10 Excellent

David O.

30 Nov 2023

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

Awesome week

This home was perfect for our family. It had plenty of room to all enjoy the holiday together. Everything we needed was provided and communication was very good keading up to checking in.

Stayed 6 nights in Nov 2023

10/10 Excellent

Candice T.

17 Feb 2024

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

Relaxation

We had a wonderful stay, having the private pool was a game changer! The house is beautifully maintained, location is easy and convent to Disney. Our children loved the clubhouse and all the extras. Communication with the owner and getting our questions answered was very easy, thank you for a great stay.

Stayed 6 nights in Feb 2024

10/10 Excellent

Nicole R.

10 Sept 2023

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

Beautiful spacious townhome perfect for families

My family of 5 and I enjoyed our long weekend stay at this beautifully decorated and spacious town home. Communication from the property owner was great from beginning to end. We will for sure be back on our next trip to Orlando.

Stayed 3 nights in Sep 2023

10/10 Excellent

KAREN G.

24 Jul 2024

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

Griffin vacay

It was a wonderful stay. Kathy was so very responsive and went over and beyond so we didn’t have any needs. The parking was our only complaint because we had three vehicles. Can the garage be cleaned out to have for additional parking?

Stayed 8 nights in Jul 2024

8/10 Good

Rachel A.

22 Nov 2023

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

Family Disney Trip

Everything was as advertised and communication with the property manager was perfect! The pool didn’t seem to be heating while we were there, but our money was quickly refunded. Kitchen was stocked with everything you need and our kids loved the themed rooms! Will definitely be back.

Stayed 3 nights in Nov 2023

8/10 Good

Marc V.

20 May 2024

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

Great value property

The propoerty manager was wonderful with communication. The property itself was clean and roomy. The only issue was with our neighbor's behavior, whichwere not conducive to a younger family. Short of that the property itself was everyrhing that it advertised.

Stayed 5 nights in May 2024

About the host

Hosted by Kathy, Villa Watch LLC

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

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

Reviews

Popular amenities

Explore the area

Rooms & beds

5 bedrooms (sleeps 10)

Common area 1

Common area 2

Master Suite

Mickey Mouse Suite

Queen Suite - Ground Floor

Queen Suite - Upstairs

Star War's Suite

4 bathrooms, 1 half bathroom

Master Bath

Mickey Mouse/Star Wars Shared Bath

Pool/Patio Bath

Queen Suite Bath - Ground Floor

Queen Suite - Second Floor

Spaces

About this property

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

Property manager

Languages

Protect your payment — always book on Vrbo

Add dates for prices

Amenities

Have a question?

Similar properties

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House Rules

Children

Events

Pets

Smoking

Important information

You need to know

We should mention

About the area

Kissimmee

What's nearby

Getting around

Restaurants

Frequently asked questions

Reviews

Exceptional

10/10

10/10

10/10

10/10

9.6/10

9.8/10

Reviews

10/10 Excellent

Gregory B.

Great place!

Gregory B.

10/10 Excellent

Dea W.

Great property and features!

Dea W.

10/10 Excellent

Lorena C.

Family Vacation

Lorena C.

10/10 Excellent

Þórdís O.

Wonderful Stay in a Perfect Location

Þórdís O.

10/10 Excellent

Brad D.

Wonderful property

Brad D.

10/10 Excellent

Matt S.

Cute place pretty close to parks.

Matt S.

10/10 Excellent