Welcome to a dreamy villa and resort at Windsor.
This superb 5-bedroom, 4-bathroom villa is located in the highly sought-after Windsor at Westside Resort in Kissimmee, offering the perfect base for your Florida vacation. Modern, spacious, and beautifully presented, the home comfortably accommodates families or groups looking for both relaxation and fun.
The villa has a bright, welcoming feel throughout. The main living area is open-plan, providing plenty of space for everyone to gather together. The comfortable lounge opens directly onto the pool area through sliding glass doors, creating a seamless indoor-outdoor living space.
There is a fully fitted kitchen with everything you need to prepare meals at home, whether it’s a quick breakfast before heading to the parks or a relaxed dinner in the evening. The kitchen is well equipped with all appliances, cookware, and utensils, and there is ample space for dining and entertaining.
Hard flooring runs throughout the ground floor, with carpeting upstairs for added comfort.
Free WiFi and Air Con throughout.
Outdoor Living
Outside, you’ll find your own private southwest-facing pool, perfect for enjoying Florida sunshine all day long. The covered lanai features a high-top table and seating, ideal for al fresco dining or relaxing in the shade after a busy day. This outdoor space is perfect for both daytime lounging and evening wind-downs. Free gas BBQ.
Bedrooms & Sleeping Arrangements
There are 5 bedrooms in total, all spacious and equipped with TVs and storage.
GROUND FLOOR
Bedroom 1: Queen bedroom with access to a full bathroom
UPPER FLOOR
Bedroom 2: King master suite with ensuite bathroom, walk-in shower, and walk-in closet
Bedroom 3: Queen bedroom with private ensuite bathroom
Bedroom 4: Twin bedroom
Bedroom 5: Twin bedroom
Bedrooms 4 and 5 share a full bathroom, making them ideal for children or additional guests.
Every bedroom has TV with cable.
A loft area upstairs provides extra seating, and the laundry facilities are conveniently located on this level.
Entertainment & Extras
The garage has been converted into a games room, complete with a pool table, foosball, darts, and shuffleboard — perfect for friendly family competitions.
High-speed WiFi and air conditioning are available throughout the villa.
Resort Amenities
Guests have access to the outstanding Windsor at Westside Resort amenities, including a 10,000 sq. ft. clubhouse with a zero-entry resort pool, waterslide, lazy river, splash zone, jacuzzi spa, tiki bar, fitness center, arcade, sports courts, children’s playground, and scenic walking areas. The community is fully gated for added peace of mind.
Location
Windsor at Westside Resort is off Westside Boulevard and close to U.S. 192
NO SMOKING and NO PETS allowed within the villa.
The Windsor Retreat offers the perfect combination of space, comfort, resort amenities, and a prime location close to Orlando’s world-famous attractions — an ideal choice for your next Florida getaway.
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| Rate Period | Nightly | Weekend Night | Weekly | Monthly | Min Stay |
|---|---|---|---|---|---|
Nov 01 2020 - Dec 31 2027 | $175 | 5 nights |
Fees:
Notes:
Vast majority of weeks the rate is US175 plus tax per night.
One time clean/sanitization fee of $250
Peak weeks the rate is higher.
Pool /spa heat is optional extra.
Please enquire with dates and we will provide detailed quote.
Last updated on January 27, 2026
Linda C.Just returned for wonderful stay
Just returnted for wonderful stay at this villa. Very quiet and relaxing and yet very close to all the theme parks. We hope we can go again next year.
Stayed: October 2024 Submitted: October 24, 2024
Host response
"Many thanks for your 5 Star review, it is most appreciated. We are really pleased you enjoyed your stay, and that the villa was everything you expected it to be. We hope we can rent to you again in one of the villas we manage. Johanna, Kaye and Stephen"
Amazing getaway for families
This house was just as expected! The outdoor area was exceptional and peaceful! We encountered many animals during our vacation! The location was perfect and close to shopping, restaurant, and entertainment. As a first-time villa vacationer, the owners were very responsive and helpful every step of the way. We will definitely visit again!
Stayed: July 2021 Submitted: July 16, 2021
Host response
"Hi Docia and family many thanks for your 5 Star review, it is most appreciated. We are really pleased you enjoyed your stay and enjoyed the wildlife around the Resort. We hope we can rent to you again in one of the villas we manage. johanna and stephen /"
Lovely House Excellent
We stayed for a month from Oct. 17 to Nov. 17. Could not have asked for a nicer house, location, pool. Great and family friendly. Very relaxing. It felt like home. Liked it so much we plan to reserve and go back again for a month next year, Weather was great. Location great if you have kids that visit with their kids. Close to everything.
Stayed: October 2019 Submitted: November 22, 2019
Member since 2017