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Windsor at Westside

Windsor  at Westside is one of Kissimmee’s newest resorts for sunshine vacations within easy reach of Orlando’s theme parks, water parks, shopping malls and attractions. Nestled in the heart of Kissimmee, this stunning gated community is centered on a huge resort-style pool and a 10,000 sq.ft Clubhouse. What’s not to like!


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Convenient location

When it comes to choosing where to stay, location is hugely important. Why stay a long drive away from all the theme parks when you could be enjoying life at Windsor Westside. It is just 5 miles from Disney’s Animal Kingdom, Blizzard Beach and Hollywood Studios with easy access along the 429 Highway and Western Way.  Disney Springs shopping and entertainment and Downtown Disney can all be reached in under 20 minutes.

You’ll want to spend time in Walt Disney World, 7 miles from your door along with  Epcot and SeaWorld. Even Orlando Airport can be reached in about 45 minutes along the I-4.


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Where to stay in Windsor Westside

This newly developed resort has some of the most luxurious vacation rentals in Orlando, each individually furnished and decorated to the highest standards. With a range of detached luxury villas from 5 to 9 bedrooms, there’s a vacation home in Windsor Westside that’s perfect for you, your family and friends – and there’s ample space to invite them all along too!

Imagine staying in a new villa in Windsor Westside with Disney-themed bedrooms to thrill young visitors. They won’t believe their eyes! Many of these spacious homes have a fully equipped games room providing hours of family fun each evening. Most luxury vacation rentals in Windsor Westwide even have their own private pool and spa for enjoying the beautiful sunny climate in your own back yard.


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Windsor at Westside amenities

Visiting Orlando theme parks and shopping malls can be expensive, but there’s plenty to keep everyone happy when you spend the day at Windsor Westside. Check out the huge resort pool with its waterslide and Lazy River. It’s all free when you rent a vacation home at Windsorr Westside. Relax on one of the sun loungers or enjoy the shade from your own private poolside cabana.

Volleyball, sports courts and a state-of-the-art fitness center provide plenty of opportunities for sports enthusiasts to keep fit and have fun. There are several premier golf courses nearby at Celebration and Championsgate for guests to enjoy a round of golf just a short drive from your Windsor Westside home.


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The massive clubhouse is the place to head for when you fancy poolside dining at the Tiki Bar. It also houses a shop and a video arcade for guests to compete on the many arcade games.

With so many high quality amenities to enjoy, why not book your next Orlando vacation at Windsor Westside and experience it for yourself!

Windsor at Westside – Location

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Customer Reviews

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Customer Reviews

Lakeisha Fri, Aug 07 – Sat, Aug 08, 2020

VRBO
Movie room was great, nice onsite amenities, good staff.
The onsite water park was great, all staff members were wearing masks, and keeping distance, the restaurant had great food, and the booking company were great to deal with answering any questions we had. It was my partner and my family who came along, we loved the cinema room at night time to relax and watch some films. We will definitely come and stay again, Thanks so much for sharing your home with us, we will not forget this vacation!

Brian S Fri, Oct 23 – Tue, Oct 27, 2020

VRBO
Great place!
It was everything we needed. And, it was close to Disney

Will B Tue, Dec 08 – Wed, Dec 16, 2020

VRBO
We spent 8 days at this property during our annual training event. The house was extremely comfortable and the area is fantastic. The amenities at inside the gated community were fantastic and could be enjoyed by the entire family. Check-in was a breeze and the level of service provided by the owner was second to none. The location is close enough to all major highways, but far enough that it remains quiet and peaceful. It is also close to many of the major attractions and restaurants. All in all we had a great time and would highly recommend this property.

Laura T Sat, Jan 30 – Fri, Feb 05, 2021

VRBO
Loved our stay here!
Property was great. Convenient central location to parks and attractions. Nearby stores and restaurants. Pool and spa at the house were enjoyed daily by our family. Quiet, private backyard area. Waterpark on the Reunion property was perfect for the kids. Theater and game room were a big hit as well. Plenty of room to entertain guests while we stayed.

Alan S Wed, Feb 03 – Sun, Feb 07, 2021

Golf trip
Great place for 8 guys. Plenty of space and very comfortable. On our ‘come back to’ list.

Christine L Fri, Feb 12 – Mon, Feb 15, 2021

This was a great place for our family to get together safely during COVID. The location is close enough to the theme parks, but honestly the home offered so much that we really didn't need to leave. It was clean and spacious, and the kitchen was perfect for cooking group meals. Everyone in our family wishes we could have a home like this! Only downside was that the additional fees basically doubled the rental price.

Michael H Fri, Feb 19 – Wed, Feb 24, 2021

A great place for families. Wonderful accommodations.
Will definitely stay here again.

Steve H Sat, Mar 06 – Sat, Mar 13, 2021

What a great house and great location! It fit all of our needs. The kids loved the rooms. The house was exactly as advertised. Great water park at the resort, and close to the Disney attractions. The location of the Publix was great as well. We definitely recommend and plan on making more great memories at this house!

Elise McLaughlin 02/17/2021

VRBO - Conch Cottage
Beautiful home and great location!
The house was beautiful, well taken care of, clean and in a very nice location. We spent a lot of time in the pool and hot tub, drove to Disney a few days (a short drive) and spent some time at the water park within the community. We couldn't have had a more fantastic time. Would definitely come back!

Mary Davis 01/21/2021

The home was beautiful and clean and although there was construction in the area with new properties being built we had no issues navigating in and out the area. This house is in an ideal area as well close to everything and only about 17 minutes from Disney. Only issue we had was with the hot tub not operating correctly so we couldn’t use it because it never warmed up. Other than that property manager was easy to get in touch with and maintenance was prompt and attentive. Great stay would definitely come again
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