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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

Florida Premier Rentals

Customer Reviews

Brittany Ramoutar 06/03/2020

Florida Premier Rentals
Nothing like I ever experienced before!
This property was absolutely gorgeous! Everything was perfect and clean. We enjoyed the house so much that we didn’t even bother to go to the water park in the community. The backyard and pool is breathtaking! I will definitely book again in the future.

John goglia 05/12/2020

FPR
City Palm Villa - great experience
beautiful property

Quinneshia Cabble 07/27/2020

Sunshine at Solara

Everything was great my kids had a great time it was enough space for my whole family

Juan Almonte 05/25/2020

VRBO
Beautiful property
We had a great time. The house is beautiful with everything we needed for our stay. I only recommend putting a blind in the front door for privacy.

Shelly 09/01/2020

VRBO
This property was everything we wanted...and more! The home was very clean. We enjoyed the pool, home theater, and game room! We also enjoyed cooking in the well-equipped kitchen. We also enjoyed the water park and the soccer field every day. The kids didn’t want to leave. We will definitely be back.

Maria, C. 09/01/2020

VRBO
We had an amazing time at this property. I was very happy with the cleanliness of the house. Every room was very well equipped with pillows and blankets. The pool was amazing!! The kitchen had more than enough glasses and plates for all 8 of us. We had an issue with the fridge ice maker which was fixed right away after I called the number provided . Internet and cable worked great! Overall, we had a great time and it exceeded our expectations!

Laura, G. 12/08/2020

VRBO
It was a fun time for all ages. Our family just wanted to have a getaway vacation this summer, especially during these trying times. The Property Manager was fabulous! Very quick responses, via email, whenever I had a question. Thanks for everything!!

Tara Williams-Hunter 07/15/2020

We enjoyed our stay! The check-in process was excellent. The property was clean. It could use a little dusting in hidden spaces. The resort pool was a gem! We had one issue with oven- circuit kept overheating and oven would shut down but maintenance did come the same night. Overall, we enjoyed our stay.

Laura 07/15/2020

Beautiful home with spacious, clean rooms. It was a nice place to come home to after a day at the park. Check-in and out was a breeze! The Game Room is a nice bonus. Spa and pool are lovely.

Mike Symons 07/15/2020

Our second time staying. Great pool, with distance from the neighbours. When night comes the kids tend to wander up to the impressive theater room giving the adults some down time to relax and chat in the comfortable pool side furniture. Excellent all around.
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