Windsor at Westside offers some of the most sought-after family-friendly villas in the Orlando area, combining luxury amenities with unbeatable proximity to the magic. This gated resort community delivers everything families need for an unforgettable stay, from spacious homes with private pools to world-class resort amenities that keep everyone entertained.
Why Windsor at Westside is Perfect for Families
Located just minutes from Walt Disney World, Windsor at Westside has become a favorite among families seeking the perfect balance of comfort and convenience. This stunning resort community features an 8,000-square-foot clubhouse, lazy river, zero-entry pool, and kids’ water playground, ensuring your family has plenty to do even when you’re not exploring the parks.
The gated community provides 24/7 security, giving parents peace of mind while kids enjoy the freedom to explore safely. Plus, with on-site dining at Tu Casa Bar & Lounge and a fitness center, you’ll have everything you need right at your fingertips.
Top FunStay Homes Windsor at Westside Properties
8BR Disney Villa w/ Pool + GameRoom
Sleeps 16 • 8 Bedrooms • 6 Bathrooms
This spectacular villa is perfect for large families or groups traveling together. The home features a themed kids’ room with Mickey Mouse bunk beds, making bedtime an adventure! The game room comes equipped with ping pong, foosball, and arcade basketball, while the loft movie lounge boasts a massive projection screen for family movie nights.
The private screened pool and spill-over hot tub provide the perfect spot to unwind after long days at the parks. With a fully equipped chef-style kitchen and both indoor and outdoor dining areas, meal preparation is a breeze.
T2412T-Windsor at Westside Resort/POOL/Water Park
Sleeps 10 • 5 Bedrooms • 4 Bathrooms
This beautiful home offers the perfect combination of comfort and convenience for families. The private screened pool provides a peaceful retreat, while the resort’s amazing water park amenities keep kids entertained for hours. With TVs in every room and a fully equipped kitchen featuring granite counters and stainless steel appliances, this home has everything families need.
The thoughtful layout includes a mix of king beds, twins, and bunk beds, ensuring comfortable sleeping arrangements for everyone in your group.
Enchanted Inspirations by ImagineX, Themed, Pool
Sleeps 14 • 6 Bedrooms • 4 Bathrooms
Get ready for a truly magical stay! This unique home features six immersive themed rooms, each with hand-painted murals by master artists. Kids will love the Pirates ship room, Avengers construction beam beds, Moana twin room, Frozen ice castle, Toy Story adventure space, and high-tech Star Wars pod bunks.
The Tron-inspired game room is temperature-controlled and features Star Wars and Mandalorian pinball machines, three professional gaming stations with PS5s, and traditional games like billiards and foosball. The waterfront location adds an extra touch of magic to your stay.
Windsor Westside Stunning 8BR Villa, Pool, By Disney
Sleeps 16 • 8 Bedrooms • 6 Bathrooms
This luxurious villa offers the ultimate family retreat with spacious accommodations and top-notch amenities. The home features four king-sized beds and an open floor plan that creates a welcoming atmosphere for large groups. Entertainment options include a games room with air hockey and pool tables, plus a bonus room with foosball.
The private heated pool and relaxing spa provide the perfect oasis for unwinding, while the covered patio is ideal for outdoor dining with your crew.
Windsor’s Avengers Villa, SF Pool, 6mi to Disney
Sleeps 12 • 5 Bedrooms
Superhero fans will absolutely love this Avengers-themed villa! Located just 6 miles from Disney World, this home offers luxury and comfort with exciting theming that brings the Marvel universe to life. The south-facing pool ensures maximum sunshine throughout the day, perfect for families who want to soak up that Florida sunshine.
The villa combines fun theming with practical amenities, ensuring your family has both entertainment and comfort during your stay.
Windsor Westside Relaxing 5BR Townhouse with Pool
Sleeps 11 • 5 Bedrooms • 5 Bathrooms
This stunning end-unit townhouse offers a more intimate setting perfect for smaller families or groups. The beautifully furnished home captures Disney magic throughout its open-concept design, while the private backyard oasis features a pool and deck for relaxation.
With a fully equipped kitchen featuring a kitchen island and all necessary amenities, this home makes meal preparation easy and enjoyable for families.
What Makes These Vacation Rentals Special
Private Pools with Comfort: Every FunStay home features a private screened pool, giving families their own personal oasis. Most pools can be heated for an additional fee, extending your swimming season during cooler months.
Resort-Style Amenities Included: All guests enjoy complimentary access to Windsor at Westside’s incredible amenities, including the lazy river, zero-entry pool with water slides, hot tub, fitness center, and kids’ splash playground.
Family-Focused Design: From themed bedrooms that spark imagination to game rooms that bring families together, these homes are designed with families in mind. High-speed Wi-Fi keeps everyone connected, while fully equipped kitchens make mealtime stress-free.
Prime Location: Just minutes from Walt Disney World and Universal Studios, you’ll spend less time traveling and more time making memories. The convenience of nearby grocery stores and restaurants adds to the appeal.
Planning Your Windsor at Westside Stay
Best Time to Visit: While Windsor at Westside is magical year-round, consider visiting during the shoulder seasons (late spring or early fall) for smaller theme park crowds and pleasant weather.
What to Pack: Don’t forget sunscreen, swimwear, and comfortable walking shoes. Most homes provide basic toiletries and kitchen essentials to get you started.
Getting Around: Consider renting a car for maximum flexibility, though rideshare services are readily available for theme park transportation.
Plan Your Family Getaway with Windsor at Westside Rentals
Windsor at Westside vacation homes offer the perfect combination of luxury, convenience, and family fun. With private pools, resort amenities, and prime proximity to Disney magic, these properties create the foundation for unforgettable family memories.
Book direct with FunStay Homes and enjoy the best rates with no platform fees—just exceptional service and your home away from home near Disney!
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