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Windsor at Westside Resort

An extraordinary 10,000 sq.ft. clubhouse is the centerpiece and includes a huge resort-style pool complete with a lazy river, water slide, hot tub and cabana rentals – perfect for families to relax for hours. At only 20 minutes from the parks and vacation homes for 20+ guests, this is the resort for families who want a luxurious setting, with all the comfort from home.

Nathalia – Owner Relations Manager
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Casiola’s Windsor at Westside Rentals

Embrace the Best of Florida Living

At Casiola Orlando, we specialize in helping travelers take their Florida getaways to the next level of excellence. For us, it means making sure our guests are settled into luxurious homes away from home that come with the elegance, comfort, and convenience factors in place that they deserve. Those who book a stay in a Windsor at Westside Resort rental can expect all of this and more! These property options are ideal for solo travelers, couples, and small and large groups of family and friends alike. No matter what brings you to Florida or how long you plan on staying, calling Windsor at Westside Resort your vacation home promises to inspire.

Rentals within this resort always offer guests a unique take on a central Florida getaway but a commitment to quality and style is seen consistently throughout property options. Guests will love that so many Windsor at Westside Resort rentals offer up access to spacious, open living floorplans where guests can move breezily through living, dining, entertainment, and sleeping areas alike. Oftentimes, these floorplans also enjoy large windows and tall ceilings throughout. The combination of features not only emphasizes the view and natural light flow but enhances the overall feeling of living space guests can enjoy while they’re here.

When it comes to enjoying the Florida sunshine, booking a property within Windsor at Westside Resort with access to a private patio, terrace, deck, or balcony is always a good idea. These outdoor spaces are wonderful for socializing with fellow travelers in style or embracing a moment of well-earned peace and quiet as well.

Inside, all of our Windsor at Westside Resort rentals are outfitted with a full collection of stylish, comfortable, and tasteful furnishings. These collections are often woven into a beautiful aesthetic that pairs home-inspired comforts with those features that are specific to Florida-inspired style. The result is a place where it’s easier than ever for guests to settle into the style and luxury they crave.

When guests of Windsor at Westside Resort aren’t dining out, they can just as easily enjoy a home-cooked meal in the comfort of their rental. This is because many properties are designed with full kitchens included. Here, guests can serve breakfast, lunch, or dinner when cravings come calling using everything from spacious counters and high-end appliances to custom cabinetry filled with cooking essentials. When it’s time to dine, many of these properties also provide a large dining room table for guests to gather around and enjoy a savory dish in good company.

Windsor At Westside Resort

2105 Malta Terrace, Kissimmee, FL 34747

+1(800) 464-4104

Amenities of a luxury resort

Windsor at Westside guests have free access to the state of the art fitness center or one of the many sport courtsBeach Volleyball, Soccer and a multi purpose sport court. The resort also offers a game and arcade room and a concierge desk.

When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation along with a tempting menu for poolside dining.

Activities to Enjoy When You’re Enjoying Time in Orlando

No matter when you arrive in Orlando, how many fellow travelers you’re adventuring alongside, or how long you have to spare in the name of well-earned vacation fun, time here should always include an itinerary filled with options for new discoveries! The good news is that Orlando is a destination packed with options for customized adventures whether you’re someone who loves to shop and dine your way through a stay or you’re looking to get out into nature. If you’re in the mood for a quiet and beautiful moment, taking a stroll through the inviting Harry P. Leu Gardens is a must! This destination sprawls over 50 acres of tropical terrain and features gorgeous gardens, walking paths, benches, and water features that are sure to inspire. Of course, if you’re looking for an oasis of fun within the very heart of downtown, a stop at Lake Eola Park is the way to go. This inviting locale is loved for its iconic fountain, amphitheater, and opportunities to book swan boats and pedal your way through an afternoon while remaining close to the downtown entertainment options that bring so many travelers this way. For visitors who are excited to make the most of whimsical museums matched with amazing dining opportunities, a trip down International Drive is always the right choice. Here, explorers can check out amusement park-inspired rides, wax museums, and themed restaurants that are as fun to visit as they are sure to serve up a savory moment.

If you’re looking to take in a show, both the Amway Center and Dr. Phillips Center for the Performing host a variety of concerts, comedy shows, games, and special events throughout the year. It’s well worth your while to check the lineup before you arrive to see what’s in town during your stay! If you’re heading this way with the entire family in tow, you’ll want to be sure to check out the numerous mini-golf courses that Orlando proudly calls its own! In addition to the world-class golf courses for the pros, these mini golf courses can come gator-themed with options to put everyone in your traveling crew’s skills to the test. There are also opportunities to boost your itinerary with added fun when you include outings like paddleboarding on local lakes to the list. Book an airboat tour if you’re looking to connect with nature in a truly unique way, or head out and make time for an escape room while you’re in Orlando. This is a particularly good way to build on teamwork and enjoy time with family and friends while letting everyone’s skill sets shine.

Windsor At Westside Resort Amenities overview

Brand-new gated community with security guard
Zero-entry resort-style pool & spa
Lazy river
Kids’ water playground
10,000-square-foot clubhouse
Tu Casa bar & fireplace lounge area
Sundry shop & snack bar
Game & arcade room
State of the art Fitness center
Beach Volleyball, Soccer and Multi-purpose sports courts
Inspiration room with kids’ activities*
Full Service Concierge & Activities Director
Cabana rentals ($50/day)

*May require an activity fee.

Opening hours amenities

  • Clubhouse: open 8:00 AM to 10:00 PM
  • Pool: open 10:00 AM to 10:00 PM
  • Tiki bar: 11:00 AM to 10:00PM
  • Grille Room & Bar: lunch 11:00 AM to 10:00PM, dinner  4:00 PM – 10:00 PM
  • Fitness, game room, business center: 8:00 AM – 10:00 PM

And there’s more!

All these attractions and theme parks are really close to your vacation home!

Your Florida vacation experience won’t be complete without seeing some of the nation’s most popular theme parks and attractions. Tucked in the heart of Orlando’s entertainment, convention and shopping district, Vista Cay keeps you close to major attractions like Walt Disney World®, Universal  Studios®, SeaWorld®, International Drive, Florida Mall, and other major venues. Orlando International Airport is also only a short drive away.

  • Walt Disney World: 26 minutes (15.4 miles / 24.8 km)
  • Universal Studio’s: 35 minutes (21.4 miles / 34.42 km)
  • SeaWorld Orlando: 30 minutes (17.4 miles / 28 km)
  • Legoland Florida Resort: 45 minutes (30.4 miles / 48.9 km)
  • Bush Gardens Tampa: 70 minutes (62.3 miles / 100.3 km)
  • Aquatica: 32 minutes (18.2 miles / 29.3 km)
  • Discovery Cove: 30 minutes (17.5 miles / 28.2 km)
  • Premium Outlets Vineland (28 minutes: 15.1 miles / 24.3 km)
  • The Mall at Millenia (36 minutes: 23.6 miles / 38 km)
  • ICON Orlando (34 minutes: 20.5 miles / 33 km)
  • Gatorland (29 minutes: 25 miles / 40.3 km)
  • Fun Spot America (21 minutes: 11.6 miles / 18.7 km)
  • Old Town (36 minutes: 20.2 miles / 32.5 km)
  • Starflyer (33 minutes: 19.1 miles / 30.8 km)
  • Orlando International Airport (MCO): 38 minutes (34.3 miles / 55.2 km)
  • Downtown Orlando: 42 minutes (28.5 miles / 45.9 km)
  • Amway Center: 43 minutes (28.6 miles / 46 km)
  • Citrus Bowl: 393 minutes (32.1 miles / 51.7 km)

What’s going on in Orlando?

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Windsor at Westside is one of the newest resort communities in the Orlando/Kissimmee area. It offers a never-ending list of luxurious amenities, creating a five-star atmosphere for guests to enjoy always. Its location also offers fast and easy access to all the Disney World theme parks.

Casiola’s team of experts fully understands the wants and needs of potential guests. This allows us to formulate successful marketing plans and property management strategies. We will price your rental so that you maximize the number of  bookings and earnings on your rental. With Casiola, everyone wins!

Stuart – Vacation Rental Expert

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