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


image-1
image-2
image-3
image-4
image-5
image-6
image-7
image-8
image-9
image-10
image-11
image-12
image-13
image

Windsor At Westside