
Windsor At Westside
Experience family-focused luxury at Windsor at Westside, a gated villa community in Kissimmee. Relax by your private pool or enjoy the clubhouse pool and playground. Select villas include private air-conditioned games rooms, themed children’s bedrooms, and home cinemas in larger units. Fully equipped kitchens, barbecue areas, and convenient access to grocery stores make self-catering effortless. With 24/7 local management, secure gated access, and proximity to Disney, Universal, and the upcoming Universal Epic Universe, Windsor at Westside combines privacy, comfort, and family-friendly amenities for a memorable Orlando vacation.
Water & Outdoor Amenities
- Massive 10,000 sq. ft. clubhouse featuring a Lazy River, large waterslide, and zero-entry resort pool
- Dedicated kids’ water playground/splash pad separate from the main pool
- Poolside cabanas available for daily rental
- Landscaped patios and loungers with shaded seating
- Private swimming pools in most villas, optional heating recommended October through April
Recreation & Activities
- Professional-grade soccer field, sand volleyball court, and tennis/basketball courts
- High-end video arcade in the clubhouse with current gaming technology
- Private air-conditioned games rooms in many villas
- Loft-level lounges with additional PS5/Xbox gaming stations in larger 8–9 bedroom villas
- Scenic walking and jogging paths throughout the resort
Dining & Convenience
- Tu Casa Bar & Lounge, a full-service poolside tiki bar and restaurant serving lunch, dinner, and tropical cocktails with an ambient fireplace lounge
- Marketplace/Sundry Shop in the clubhouse for essentials, snacks, and park tickets
- Nearby 7-Eleven and Dutch Bros Coffee for convenience
- Fully equipped kitchens and outdoor barbecue areas in villas for self-catering
Indoor Amenities
- Multi-level home cinemas in larger villas, seating 10–15 guests
- Themed children’s bedrooms in select villas, including popular Disney and Universal themes
- High-speed fiber-optic Wi-Fi (300Mbps+)
- Spacious living and lounge areas with modern furnishings
Family-Friendly Features
- Private or communal pools with safety fencing
- Games rooms, arcades, and water playgrounds
- Poolside cabanas for relaxation
- Landscaped outdoor patios and gardens for family gatherings
Resort Services & Facilities
- 24-hour manned gated community, ensuring safety and security
- 24/7 local management team for maintenance and emergencies
- Contactless check-in via digital key codes
- Free on-site parking; trailers and RVs not permitted
- Easy access to Toll Road 429 and Western Way, just 8–10 miles from the Disney gates
Nearby Attractions
- Walt Disney World®, including Magic Kingdom, Epcot, and Animal Kingdom
- Universal Orlando Resort and Universal Epic Universe (opening 2025/2026)
- SeaWorld Orlando and other Orlando theme parks
- Walking distance to Pioneer Village and local historic sites
- Shopping, dining, and entertainment within a short drive

