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.
26 properties available
★ 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
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
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
Unlock 10% Off When You Stay a Week or More!Step into this bright, luxurious family villa with sun-filled living spaces, plush furnishings, and an open-concept layout perfect for group comfort.First FloorUnwind in the cozy lounge with a Smart TV—ideal for family movie nights after a day at Disney. The fully equipped kitchen has everything you need
Stay Longer, Save More! Exclusive discounts available for 7+ night stays!Step into your dream vacation home — where luxury meets imagination. From the moment you enter, you'll be surrounded by warm, open-concept design, designer furnishings, and fun-filled spaces tailored for making memories.First Floor Highlights- Cozy, stylish living room with Sm
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
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
🌟 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
🌟 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
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
🏡 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
