Finding the perfect place to stay is half the battle. You need space for everyone, activities for the kids, and a location that’s close to all the magic. That’s where Windsor at Westside comes in. This family-friendly resort in Kissimmee is a favorite for a reason, blending the comfort of a private home with the perks of a five-star resort.
So, what makes Windsor at Westside vacation homes so popular with families?
All-Star Amenities for All Ages
One of the biggest draws of Windsor at Westside is its incredible amenities. You could easily spend a whole day here without ever leaving the resort! The centerpiece is the massive 10,000-square-foot clubhouse overlooking a beautiful lake.
Right outside, you’ll find a huge resort-style pool with a zero-entry point, making it super safe for little ones. The kids will go wild for the water slide and the dedicated splash park, while you can float your cares away on the lazy river.
Need a break? Relax in a private cabana with a cool drink from the Tu Casa Bar & Lounge.
But the fun doesn’t stop there. Other Windsor at Westside amenities include:
- A state-of-the-art fitness center
- Tennis, basketball, and sand volleyball courts
- A video arcade and games room
- A children’s activity center with daily events
- An on-site sundries shop for snacks and essentials
With so much to do, you can balance action-packed park days with relaxing resort days, giving everyone in the family a chance to unwind.
Homes Designed for Family Fun
Forget cramped hotel rooms. At Windsor at Westside, you can choose from spacious townhomes and single-family vacation rentals that give everyone room to breathe. These homes range from four to nine bedrooms, making them perfect for anything from a small family getaway to a huge multi-generational reunion.
Many of these vacation rentals in Windsor at Westside Orlando come with their own private splash pools, fully-equipped kitchens, and game rooms. But the real showstopper? The themed bedrooms!
Imagine the kids’ faces when they discover they get to sleep in a Star Wars, Toy Story, or Disney Princess-themed room. It’s the kind of magic that makes a vacation truly unforgettable.
For families with little ones, many homes offer essentials like high chairs, strollers, and Pack ‘n Plays, lightening your packing load. Plus, features like pool safety fences and alarms on doors leading to the pool area provide much-needed peace of mind.
Location, Location, Location!
When you’re traveling with family, convenience is everything. The Windsor at Westside distance to Disney World is only about 15-20 minutes, which means you can easily pop back to your rental for a midday nap or a swim before heading back for the fireworks.
Universal Studios and SeaWorld are also just a short drive away. And when you need to stock up on snacks or grab a quick bite, you’ll find a Walmart, Publix, and tons of restaurants right around the corner. This prime location in Kissimmee makes it one of the best family-friendly resorts near all the action.
Windsor at Westside vs. Windsor Hills
If you’re looking at resorts in the area, you’ve probably also come across Windsor Hills. So, what’s the difference? While both are fantastic options, Windsor at Westside is the newer of the two and often praised for its larger, more modern homes and standout amenities like the lazy river.
Windsor Hills is 5–10 minutes from Disney, while Windsor at Westside is about 15–20 minutes, but its newer homes and lazy river often make it the better pick for families.
Find the Best Windsor at Westside Vacation Homes Today
Windsor at Westside Resort near Disney truly offers the best of both worlds: the space and privacy of a vacation home combined with resort amenities that will keep the whole family entertained. It’s a place designed to make your Orlando vacation easier, more comfortable, and a whole lot more fun.
If you’re looking for the best Windsor at Westside homes for families, we have a fantastic selection waiting for you.
Browse our FunStay Homes today and find the perfect spot for your magical getaway!
FunStay’s Best Windsor at Westside Homes for Families
Here are some of the best Windsor at Westside homes that deliver on space, fun, and magical themes.
- Magical Inspirations by ImagineX: This 6-bedroom home is a dream come true for themed-vacation lovers. With rooms inspired by Pirates, Avengers, Moana, Frozen, Toy Story, and Star Wars, there’s something for everyone. The Tron-inspired game room with PS5s and pinball machines is the cherry on top!
- 8BR Disney Villa w/ Pool + GameRoom: Perfect for large groups, this 8-bedroom villa sleeps up to 16 guests. It features a Mickey Mouse bunk bed room, a private pool and hot tub, and a game room with ping pong and foosball. The loft movie lounge with a projection screen is perfect for family movie nights.
- Windsor’s Avengers Villa: Assemble your crew at this 5-bedroom home that’s perfect for superhero fans. Located less than 6 miles from Disney, this home features a private south-facing pool for all-day sun.
- 5BR Townhome with Pool: This 5-bedroom townhome offers luxury and comfort for up to 10 guests. You get your own private screened pool, plus full access to all the resort’s world-class amenities like the lazy river and water park.
- Stunning 8BR Villa by Disney: With room for 16, this spacious 8-bedroom home has four king-sized beds, making it ideal for multi-generational trips. The game room with air hockey and a pool table provides endless entertainment.
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