Unleash your inner adventurer at Windsor at Westside, a dynamic gated resort in Kissimmee, 10 miles from Walt Disney World! This modern masterpiece boasts 4- to 9-bedroom homes with private pools, hot tubs, and high-tech game rooms packed with arcade machines and billiards, ideal for groups craving excitement. Set against Kissimmee’s vibrant energy, it’s a stone’s throw from ChampionsGate’s world-class golf courses and Old Lake Wilson’s fishing spots. Windsor at Westside blends sleek sophistication with non-stop fun, creating an electrifying vacation vibe that keeps everyone buzzing.
Amenities:
Stunning 10,000-square-foot clubhouse anchoring a zero-entry pool, lazy river, and cascading waterfalls for a tropical escape.
Festive tiki bar serving refreshing cocktails, an arcade bursting with games, and a snack bar for quick bites.
Multi-sport facilities including soccer fields, sand volleyball, and basketball courts for action-packed days.
Cutting-edge fitness center with Peloton bikes and free weights, plus shaded cabanas for poolside lounging.
Manicured walking paths weaving through tropical gardens and tranquil ponds.
Kids’ splash zone with interactive fountains and a dedicated toddler pool.
Outdoor fire-pits and lounge areas for evening storytelling under the stars.
25 properties available
Your Private Resort-Style Oasis Near DisneyStep inside this light-filled, designer-furnished villa and feel an instant sense of calm. Walls of windows, plush seating, and a wide-open floor plan let everyone spread out yet stay connected—perfect for families who want both together time and personal space.Main Level – Relax, Dine, Gather • Great Room
Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft comfortable furnishings and a spacious open plan design with room for everyone to spread out and have their own space. ⭐️FIRST FLOOR⭐️Relax on the lounge after a day spent at Disney and stream all your favorites on the big screen Smart TV – the perfe
Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft comfortable furnishings and a spacious open plan design with room for everyone to spread out and have their own space. FIRST FLOORRelax on the lounge after a day spent at Disney and stream all your favorites on the big screen Smart TV – the perfect p
🏡 Property Highlights:Fully Equipped Kitchen: Cook up a storm with all necessary appliances and utensils.Convenient Laundry: Washer and dryer available for your use.Location: Situated in the luxurious Windsor at Westside Resort.Clubhouse Access: Enjoy full access to the all-inclusive clubhouse nearby.Safety & Security: Gated community with 24-hour
🌟 Weekly Savings Alert – Stay 7 Nights & Get 10 % Off! 🌟Welcome to your private slice of paradise at Windsor at Westside, a beautifully styled 8-bedroom, 6-bathroom retreat just 10 miles from Disney World. From the moment you arrive, soaring ceilings, sun-filled rooms, and designer furnishings set the stage for a vacation that blends luxury with
🌟 Exclusive Weekly Discount Alert! 🌟Stay with us for 7 nights or more and enjoy a 10% discount on your booking!Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft comfortable furnishings and a spacious open plan design with room for everyone to spread out and have their own space. FIRST FLOORRelax o
Begin your dream Orlando getaway in this upscale 9-bedroom retreat at Windsor at Westside—minutes from Disney, shopping, and world-class dining.✨ Why You’ll Love It • Space for everyone – Sleeps large families and groups in comfort, with plush bedding and smart TVs in every room. • Resort perks – Enjoy the gated community’s water-park pool, lazy ri
Check into this bright and spacious luxury family home, where comfort, style, and fun come together. Designed with open-plan living and soft, sunlit interiors, there’s plenty of space for everyone to spread out and feel right at home.FIRST FLOOR Unwind in the cozy lounge after a day at Disney, and enjoy your favorite shows on the oversized Smart TV
Embark on an unforgettable journey at our lavish 5-bedroom family condo located in the exclusive Windsor at Westside Resort. Just a stone's throw from Disney World and Orlando's top attractions, our room combines relaxation and endless fun.Living Room: Relax in a cozy setting with comfortable sofas, a large smart TV, and elegant décor – perfect for
Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft comfortable furnishings and a spacious open plan design with room for everyone to spread out and have their own space. ⭐️FIRST FLOOR⭐️Relax on the lounge after a day spent at Disney and stream all your favorites on the big screen Smart TV – the perfe
★ Fully equipped kitchen★ Washer and dryer★ Secure key-less entry to unit★ Located in the Windsor at Westside Resort★ All inclusive Club House nearby (you will have full access to everything there!)★ 11.6 miles to Disney (a 25 min drive), 19 miles to Universal Studios (32 min drive)★ Managed and maintained by a professional managing company with as
🌟 Exclusive Weekly Discount Alert! 🌟Stay with us for 7 nights or more and enjoy a 10% discount on your booking!Step into a world of opulence and contemporary style in our exquisite villa. Indulge in the ultimate comfort and convenience with our luxurious interior amenities, carefully curated to enhance your stay.Ground FloorPrepare gourmet meals
