About Windsor Hills Resort

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.



Properties Available 20 properties available
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.
2536HS WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
🌟 The Longer You Stay, the More You Save! 🌟Enjoy increasing discounts on extended bookings in this luxurious family villa—sun-filled living spaces, soft comfortable furnishings, and your very own private pool and spa await!On the first floor, relax together in the spacious living room with a large-screen Smart TV, then whip up meals in the fully
7731CS WH
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 11 guests
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
Hot HOT 14
2622DV WH
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
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
7797BC WH
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 10 guests
🌟 Stay Longer, Save More! 🌟Book 7 nights or more and unlock an exclusive 10% discount on your stay!Welcome to your ideal family retreat—this bright and spacious home is designed for comfort, style, and unforgettable moments. From sunlit living areas to your very own private pool, everything is set for a relaxing and fun-filled escape.🛋️ Main Lev
Hot HOT 10
7829BF WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests
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
7793BC WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 12 guests
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
7720TB WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 13 guests
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
Hot HOT 10
2712ML WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 13 guests
🌟 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
2695ML WH
Bedrooms 6 bedrooms
Bathrooms 3 baths
Guests 14 guests
Check yourself into this luxury family home in the Gated community 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, with Free parking outside the house. You will have the Entire pool yourselves. You also have the Full access
Hot HOT 14
2600DS WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 15 guests
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-
Hot HOT 51
2540HS WH New
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 24 guests
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
2607DV WH
Bedrooms 6 bedrooms
Bathrooms 4 baths
Guests 14 guests

Tell us what you're looking for and someone will contact you with available options.

I agree