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Windsor at Westside, Kissimmee, Florida, United States of America

Windsor at Westside holiday rentals

We found 1,042 holiday rentals — enter your dates for availability

Discover a selection of 1,000 holiday home rentals in Windsor at Westside that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Stayz holiday homes have the best amenities for hanging out with the people that matter most, including pool and private pool. Prices start at AU$ 278 per night, and holiday houses and villas are popular options for a stay in Windsor at Westside. Either way, you'll find holiday accommodation for everyone's needs.
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Find the best place to stay — Windsor at Westside

Sleeps 10 · 5 Bedrooms · 5 Bathrooms
AU$ 421 avg/night
(17)

Mouse Town House - Windsor at Westside

Sleeps 9 · 4 Bedrooms · 3 Bathrooms
AU$ 360 avg/night
(9)

Camellia Villa

Sleeps 12 · 6 Bedrooms · 5 Bathrooms
AU$ 448 avg/night
(28)

The LakeFront Clubhouse

Sleeps 18 · 8 Bedrooms · 6 Bathrooms
AU$ 759 avg/night
(99)

KS1969

5 Bedrooms · 4 Bathrooms
AU$ 278 avg/night

The Majorca at Westside

Sleeps 12 · 5 Bedrooms · 4 Bathrooms
AU$ 360 avg/night
(45)

Search 1,042 holiday rentals

Top rated rentals — Windsor at Westside
Stayed June 2022

Beautiful property

My family and I really enjoyed our stay. Plenty of room for a family of 12! The property was clean with instructions clearly posted. Honestly, I was extremely nervous about the security feature on the door when we arrived. I was scared one of the kid...

Shunteka B.
Shunteka B.

Atlanta

Stayed June 2022

AMAZING!!

This home had everyone speechless!! We were celebrating my daughters Sweet 16th birthday and this home kept six teenagers entertained the entire stay. The pool/spa with outdoor movie theater was perfect after a long day at the parks. The home is very...

Natalie D.
Natalie D.
Stayed May 2022

Lovely home to vacation in

With 13 people staying mostly for back & forth to Disney, it was a great location. We had 3 cars and only the rented Suburban dod not fit in the garage. Rooms were nice and bathrooms did fine for all. The only negatives I could say were the lack of p...

Lisa J.
Lisa J.
Stayed May 2022

Amazing Property for families

The booking process and communication with the property owner was very seamless . The house was very clean and accommodating to my entire family as it was spacious, had a great Layout for our group and had supplies that a home would need for a vacati...

Jennifer S.
Jennifer S.
Stayed May 2022

One of the best homes in Windsor estate for vacation

Everything was amazing the house is beautiful and the access and amenities on the property was great as well. The location is prefect for anyone visiting Disney . This home is clean it’s huge for a big family with plenty of space and also great for k...

Arun H.
Arun H.
Stayed May 2022

Wonderful Vacation

The house was awesome. It was as described. Everyone could either be together or have time to themselves. The amenities was great. I really enjoyed the lazy river. Only hiccup was the Wi-Fi. It seemed bad for the community. We were thankful there was...

Deborah D.
Deborah D.
Stayed May 2022

Great location, wonderful ambience, relaxing place to stay!

This house was perfect to relax after a long day at the Disney parks. Clean, comfortable, quiet, and great patio/pool. Comfortably fit 8 (3 children, 5 adults). The owner is great and was very responsive throughout the process to ensure a smooth chec...

Lisa L.
Lisa L.
Stayed May 2022

Loved all the amenities and proximity to Disney

We loved the house and all it had to offer. The only very disappointing thing was the “hot” tub was not a true hot tub and it was one of the reasons I selected this property. It did not get hot at any time even when used as directed. Besides that, no...

Jessica N.
Jessica N.
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How many holiday accommodation are available around Windsor at Westside?

Our 2022 accommodation listings offer a large selection of 1,042 holiday rentals around Windsor at Westside. From 1,030 holiday houses to 329 villas, find unique holiday homes for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay around Windsor at Westside is on Stayz.

Can I rent Houses near Windsor at Westside?

Yes, of course. Stayz has 1,030 Houses near Windsor at Westside. Our other popular types of holiday homes near Windsor at Westside include:

  • Villas: 329 holiday houses
  • Townhouses: 189 holiday houses
  • Condos/Apartments: 2 holiday houses

But you can also enjoy a great stay in one of our other holiday rentals including Resorts and more.

Can I find a holiday accommodation with pool near Windsor at Westside?

Yes, you can select your prefered holiday accommodation with pool among our 1,009 holiday rentals with pool available near Windsor at Westside. Please use our search bar to access the selection of rentals available.