Windsor At Westside Resort Villas
A Windsor at Westside vacation rental with private pool offers a luxury resort stay, near all the top attractions of Central Florida.
Special Offers
Windsor at Westside Vacation Rentals
This beautiful resort-style community, located in West Kissimmee, Florida, is the ideal place for relaxing vacations with family and friends. Offering guests full use of all the excellent on-site facilities, including large swimming pools, a clubhouse, and a lazy river, Windsor At Westside Resort has plenty to keep the whole family entertained.
For when you want to venture out and about, Disney World is only a short drive away, as are the shops and attractions of Central Florida. Suitable for families and large groups, the properties are bright, modern, and stylish, with a host of great facilities to enjoy. Features include private pools, games rooms, home theaters, and pet-friendly facilities, making them perfect for fun-filled family vacations in Orlando.
Popular Vacation Rentals
If you can, we recommend traveling in spring or fall. The weather at these times of year is utterly glorious, and you will find that it is not quite so busy as peak months, so you can enjoy Orlando at its very best.
The two most important things to consider when deciding when to visit Windsor at Westside Orlando, is the weather and how busy it might be.
In the summer months, temperatures can soar, which means you will need to take extra steps to ensure you keep hydrated and protect your skin from the sun. There is also a good chance of sudden downpours, though, as they are warm and tend to occur in short bursts, they shouldn’t affect your vacation adversely. THe other thing to consider of the summer months, is whether you mind an increase in crowd size. Especially in the theme parks, you may find them to be very busy, and wait times for rides will be increased. This is because summer is a popular time for tourism due to being on break from school and work. This is also true of other times such as the festive period, and spring break.
To discover the best month to visit Florida, read our helpful month-by-month guide.
The drive from Windsor at Westside Resort to Disney World is quick and simple. The closest park is Animal Kingdom, with the drive taking approximately 22 minutes in good traffic, covering just under 10 miles.
Is there transportation to and from Disney World?
Currently, Windsor at Westside Resort doesn’t offer its own shuttle service to and from the Disney parks. However, getting there is still simple and straightforward when you book with us.
Once you have got your vacation rental booking sorted, get in touch with our Concierge team to organize your travel to and from the parks. Alternatively, if you would like to enjoy your vacation in complete and total freedom, we can also help you organize a car hire to keep for the duration of your getaway.
Universal Studios is 22 miles away from Orlando Windsor at Westside, with a drive time of around 35 minutes in good traffic.
Getting to Windsor at Westside
Located to the southwest of Orlando on the edge of a beautiful wildlife management area, you will find this resort in Kissimmee.
The Windsor at Westside Resort address is: 8906 Sydney Ave, Kissimmee, FL 34741, United States.
How to get from Windsor at Westside to the main airport?
The main airport in Orlando is Orlando International Airport (MCO), which is located to the southeast of the city center. Windsor at Westside, on the other hand, is located in the southwest on the outskirts.
You will find taxis and car hire companies readily available at the airport. Pre-booked transfers and private car hire can also be arranged through our Concierge team.
There are two main routes to get between the two, the quickest being via the FL-528. It takes 39 minutes on average and covers 30.3 miles, although be aware there is a toll on this route.
The alternative way to get between the two is by using the FL-417. This route is typically 41 minutes, covering 34.9 miles, and also has a toll, put passes a Publix, Walmart and Target.
Distances from Windsor at Westside Resort
| Attraction | Distance from Windsor at Westside (miles) | Approximate driving time (minutes) |
|---|---|---|
| Magic Kingdom | 14 | 27 |
| Animal Kingdom | 9.9 | 22 |
| Hollywood Studios | 11.4 | 23 |
| Disney Springs | 14 | 29 |
| Universal Studios | 22.2 | 35 |
| Epcot | 13.6 | 26 |
| Orlando city center | 21 | 27 |
| Orlando International Airport | 28.5 | 34 |
Resort amenities
Windsor at Westside Resort features a stunning clubhouse that serves as the focal point of the community. Inside, you'll find a state-of-the-art fitness center equipped with modern exercise equipment, allowing guests to stay active and maintain their workout routines during their stay. There is also a sundry shop within the clubhouse where you can conveniently purchase snacks, beverages, and other essential items.
A highlight of Windsor at Westside Resort is its expansive and luxurious swimming pool area. The resort boasts a tropical-themed water park complete with water slides, a lazy river, and a splash pad, providing endless fun and excitement for guests of all ages. The pool area also features ample lounge chairs and cabanas, creating a perfect spot for relaxation and soaking up the Florida sun.
Sports enthusiasts will appreciate the variety of recreational amenities available at Windsor at Westside Resort. The community offers basketball and volleyball courts, as well as a soccer field, providing opportunities for friendly competitions and outdoor activities.
For those who prefer indoor entertainment, the resort offers a gaming arcade where guests can enjoy a variety of arcade games and activities. There is also a multi-purpose room available for events, gatherings, and socializing.
Additionally, Windsor at Westside Resort provides convenient services such as a 24-hour reception desk, on-site security, and a concierge desk to assist with any inquiries or requests during your stay. The resort is also strategically located near Orlando's major attractions, including Walt Disney World and Universal Orlando Resort.
Things to do
Orlando is famous around the world thanks to its incredible entertainment facilities, the most popular of which of course being the Disney World parks. On offer here are four huge parks; Magic Kingdom, Hollywood Studios, Epcot and Animal Kingdom, with the jam-packed entertainment, shopping and restaurant complex Disney Springs also located in the city.
Universal Studios is another unmissable attraction, boasting some of the world’s most thrilling rides in a park that pays homage to the glitz and glamor of the movies.
Windsor at Westside Resort is located on the edge of the Hilochee Wildlife Management Area, which is the perfect place to head for something a little bit more adventurous in the great outdoors. In this stunning area you can wander the protected forests, explore the swamps of Florida, and enjoy activities such as cycling and horseback riding.
Dining near Windsor at Westside
Breakfast dining spots
Keke’s Breakfast Café | American Breakfast & Brunch | $$
Address: 8125 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A favourite for fluffy pancakes, omelettes, and fresh fruit bowls - perfect before a park day.
First Watch | Healthy Breakfast & Brunch | $$
Address: 7800 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Known for fresh, lighter breakfast options, juices, and excellent coffee in a relaxed setting.
IHOP | Classic American Diner | $
Address: 7543 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A reliable, family-friendly option serving breakfast classics all day.
Lunch dining spots
Ford’s Garage | American Burgers & Comfort Food | $$
Address: 7800 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A fun, retro-themed restaurant serving gourmet burgers, salads, and sandwiches.
Bahama Breeze | Caribbean-Inspired Cuisine | $$
Address: 8020 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A laid-back lunch spot with tropical flavours, seafood dishes, and island vibes.
Blaze Pizza | Fast-Casual Pizza | $
Address: 8291 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Build-your-own pizzas cooked fast — ideal for a quick, casual lunch.
Dinner dining spots
Giordano’s | Italian & Chicago-Style Pizza | $$
Address: 7866 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
Famous for deep-dish pizza and hearty Italian favourites - great for groups and families.
LongHorn Steakhouse | Steakhouse & American Grill | $$
Address: 7740 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A dependable dinner choice for steaks, ribs, and classic American entrées.
Miller’s Ale House | American & Sports Bar | $$
Address: 8123 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
A lively spot offering a wide menu, large portions, and a relaxed evening atmosphere.
Private in-villa Dining
For a truly effortless dining experience, enjoy private in-villa dining during your stay. Our Concierge team can arrange private chefs, catered meals, and grocery delivery, allowing you to enjoy restaurant-quality cuisine in the comfort of your vacation home - perfect for family dinners, celebrations, or relaxed nights in.
Windsor at Westside clubhouseAt the heart of the resort is the 10,000 square foot Windsor at Westside Resort clubhouse. Packed full of exclusive guest amenities and a concierge desk, head here to maximize your resort stay.
Windsor at Westside gated communityWindsor at Westside offers a 24-hour monitored entry gate, meaning you and your family can fully relax and enjoy a peaceful resort stay, in the utmost of privacy and security.
Windsor at Westside poolWhat better way to cool off from the heat of a Florida summer, than with a dip in the sprawling resort pool? Unwind with a poolside drink, exercise or soak up classic pool play with the kids.
Tiki barThe Tu Casa tiki bar is the perfect spot to unwind after a blissful day in the sun. Located poolside, grab a snack, favorite beverage and soak up the ambient fireplace lounge area at night.
Cabana rentalsMake your resort day by the pool extra special, with a private cabana rental - perfect for enjoying exclusive poolside comfort, relaxation and privacy.
Children’s splash parkWindsor at Westside offers the ultimate facilities to keep the little ones entertained, featuring a child’s splash park that comes with a slide and lazy river.
Fitness centerKeep up with your fitness routine and keep hitting those personal bests when you stay at Windsor at Westside. On offer here is a fully-equipped fitness center.
Sports courtsIt’s not just a fitness center where you can work up a sweat. If you prefer to get your exercise with a game or two of something, then head to the resort’s sports court.
ArcadeTweens and teens can enjoy settling a few friendly rivalries (or kickstarting some) at the arcade. The immersive all-weather games promises classic fun, whatever the season.
Snack shopPerfect for picking up any last minute treats for that movie marathon you have planned, or a few bits and bobs for dinner, there is an onsite sundry shop for your convenience.
Windsor at Westside Concierge
Our optional Concierge services take Windsor at Westside vacation rentals to the next level. From private transportation, chefs and best-rate park tickets to in-villa massages, golf tee times, surprise character meets and more, we have your perfect resort stay wrapped up.
Windsor at Westside vacation rentals with themed rooms
Our Orlando vacation homes are truly incredible - that’s no secret - but there is something that makes them even more unique and wonderful for family vacations; themed rooms! At the Windsor At Westside Resort in Kissimmee FL you can find homes with themed bedrooms, home theaters and games rooms, featuring favorite characters and designs inspired by movies and game franchises. These fun rooms are perfect if you’re traveling with kids or visiting Disney World or Universal Studios, because they bring a touch of magic to your vacation rental, creating a stay that everyone will be talking about for years to come.
Explore Windsor at Westside vacation rentals with themed rooms
Windsor at Westside Resort villas with games rooms
Family fun is the name of the game at our Windsor at Westside rentals with games rooms. From retro arcade-style games to foosball and mini-basketball shooters, these games rooms are stuffed full of ways to get the competitive spirit racing.
Many of our games rooms also have a theme, and are fantastic places for both kids and grown ups to let off some steam. Our Windsor at Westside houses with games rooms bring the famous fun of Orlando into your vacation rental.
Explore Windsor at Westside Resort villas with games rooms
