About Windsor Hills Resort

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Step into a world of enchantment at Windsor Hills Resort, a beloved gated community just 2 miles from Walt Disney World’s iconic gates! This family-centric haven captivates with 2- to 6-bedroom condos, townhomes, and single-family pool homes, many adorned with whimsical Disney-themed bedrooms, private screened pools, and spacious lanais for al fresco dining. Surrounded by palm-lined streets, Windsor Hills feels like a magical village, offering a perfect blend of proximity to SeaWorld and International Drive’s attractions with a cozy, community vibe. It’s a dream destination for groups seeking to create lifelong memories amidst a backdrop of fun and fantasy

Amenities:

Expansive waterpark-style pool with a towering double slide, bubbling hot tub, and shaded loungers for ultimate relaxation.
Colorful playground with swings and climbing structures, plus tennis courts and a putting green for friendly competitions.
On-site movie theater showcasing family-friendly films in plush seating, paired with a well-stocked sundry shop for snacks and essentials.
Modern fitness center with treadmills, weights, and yoga space, alongside picnic areas with BBQ grills for outdoor feasts.
24/7 gated security with roving patrols, ensuring a safe and serene environment.
Community clubhouse hosting game nights, trivia, and seasonal celebrations for all guests.
Scenic lagoons and walking paths perfect for morning strolls or evening sunsets.

14 properties available

🌟 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

🏡 Luxurious 6-Bedroom Villa with Themed Rooms Near Disney!📍 Located in the Prestigious Windsor Hills ResortVilla Highlights:✨ 6 Spacious Bedrooms: Each bedroom is elegantly designed, featuring its own flat-screen TV with premium cable channels.🎨 Themed Kids’ Rooms: Let your kids immerse themselves in the magic of Star Wars and Harry Potter-theme

THE SPACEWelcome to your perfect Orlando getaway — a spacious 5-bedroom villa designed for families, groups, and unforgettable Disney vacations. Located in Kissimmee just minutes from Disney, this home combines comfort, entertainment, and resort-style relaxation all in one place.MAIN LIVING AREABright and open-concept, the main floor is perfect for

Welcome to your Orlando getaway! This spacious 6-bedroom, 4-bathroom villa was designed with families and groups in mind, offering comfort, style, and plenty of space for everyone to spread out.✨Villa Highlights6 Bedrooms | 4 Bathrooms | Sleeps up to 24 guests- Private Screened Pool & Spa with lounge seating- Two King Suites + fun kids’ bunk rooms-

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Welcome to your family’s magical home base at Windsor Hills — just minutes from the gates of Disney! This spacious 6-bedroom, 4-bath villa is packed with family-friendly fun, relaxation space, and all the comforts of home. 🛏️ Bedrooms & Themes- Owner’s Suite (Upstairs) – King bed, ensuite bath, Smart TV- Bedroom 2 (Upstairs) – King bed, plush line

✨ Welcome to Your Luxury Family Retreat ✨Step into this beautifully designed luxury family home and instantly feel at ease. Bathed in natural sunlight and styled with soft, comfortable furnishings, this spacious open-plan layout offers the perfect balance of togetherness and privacy—ideal for families and groups traveling together.⭐️ FIRST FLOOR –

Step into stylish comfort at this elegant and contemporary villa — your perfect home base for an unforgettable Florida escape. Every detail has been thoughtfully designed to blend luxury with warmth, offering the perfect setting for relaxation, connection, and fun.⸻Ground Floor HighlightsCook up a storm in the sleek, fully equipped kitchen, then ga

6BR Windsor Hills | 3 Miles to DisneyStay just 3 miles from Disney in this bright, spacious 6-bedroom home designed for families.✔ Sleeps 14✔ Private screened-in pool & spa✔ Frozen & Star Wars themed rooms✔ Game loft✔ Full Windsor Hills resort accessThe perfect mix of fun, comfort, and location.⸻☀️ Relaxed Florida LivingAfter the parks, unwind in t

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 in the state-of-the-art kitchen, unwind in the tastefully furnished living spaces, and stay connected with lightn

Step into this stunning luxury family home and enjoy bright, sun-drenched living spaces designed for comfort, style, and togetherness. With soft furnishings and an open-concept layout, there’s plenty of room for everyone to relax, unwind, and enjoy their own space.⭐️ FIRST FLOOR ⭐️After a fun-filled day at Disney, settle into the inviting lounge an

Step into a world of luxury and contemporary style in our exquisite villa. Indulge in comfort and convenience with our luxurious interior amenities, carefully curated to enhance your stay.Ground FloorPrepare gourmet meals in the state-of-the-art kitchen, unwind in the tastefully furnished living spaces, and stay connected with lightning-fast WiFi.

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