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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

Serenity Allen 10/01/2021

google
This place was beautiful! Great location and within minuets time Disney! There was plenty of room for everyone!

Rita Anello 10/01/2022

VRBO
Our family of 9 ( 6 adults, 1 1 yr old, one 2 yr old and a 4 yr old) we heated the pool daily and enjoyed at the end of each day, we took off a day from parks and enjoyed the water park at facility and everyone had their own rooms and we watched a movie every night. The house was perfect for a large family.

Joseph Murray 12/12/2021

Booking.com
Great Property and would highly recommend to anyone!!!!!!

Scott Shipman 01.10.2021

Google
There was 9 of use total. We used the Encore shuttle service, on site water park. We used the house pool and hot that we paid extra to heat (well worth the extra money) we used the game room in the garage it kept us all busy when we had some down time.

Veronica M 22/12/2021

VRBO
Everything was perfect , house , location , and cleanliness

Amy Adair Gregory 10/01/2022

Google
This property is not only exactly as listed, it's better than. The house is beautiful and clean, spacious and well supplied. The house is around 4600 sqft so even though we were a houseful we weren't on top of each other. There is an alarm system on all of the doors that exit to the pool area which was a nice touch with a toddler among our group. We had groceries delivered from the local Publix (no fee if over $35) and shopped for Disney gifts at the Walmart within a couple of miles of the house. We used both the house pool as well as the water park at the heart of the property. Both were lovely. You do have to register at the clubhouse to receive passes that allow you access at gates but the process was minimal and the staff was very welcoming. If there was any drawback, it was that the spa is not heated unless an additional fee is paid. This wasn't discussed anywhere beforehand and although the spa is not advertised as heated it is advertised as a pool and spa ... This was a kick in the gut after the money we spent on the rental of the house but some things you have to decide not to allow to steal your joy, am I right?! Overall, we were extremely pleased with the property and our experience and will be back!

David Jones 01/10/2022

vrbo
A few of my work/business associates were coming into the Orlando area for a conference and a few days of golf. With all of being from different parts of the country and having not seen each other in more than a year due to Covid, we were looking for something more than the "hotel conference scene". The house was great (just as advertised) and the property management team for check-in was great with being accessible for questions and communication throughout the rental process. Fantastic location, especially for golf, but also access to other destinations. The property is close to many things, yet still has a private and quiet kind of feel. With 6 guys in the house, it was great that everyone had their own bedroom and bath. Even if two (2) of the guys got the "kid themed" bedrooms. Fantastic property, good value for what you get, and great experience with the Owner/management company!

Debbie H 12/06/2021

Scenic Solitude - VRBO
Our family really enjoyed house and Waterpark, would definitely recommend. We will be back.
12/6/2021 at 5:56 PM

Elizabeth M 11/28/2021

Scenic Solitude - VRBO
What a great family spot. My grandkids loved the fun bedrooms. And the pool, After a long day at the parks, which were very close, the adults loved the hot tub while the kids played in the pool. This home is very comfortable and very family friendly.

S Allen 17/11/2021

Lake View Terrace
This place was beautiful! Great location and within minuets time Disney! There was plenty of room for everyone!
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