About Windsor Island Resort

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Set sail for fun at Windsor Island Resort, a sun-soaked gated community in Davenport, 15 miles from Disney World! This lively resort thrills with 4- to 10-bedroom homes featuring private infinity-edge pools, game rooms with air hockey, and themed bedrooms that ignite imaginations. Just a short drive from Universal Orlando and Island H2O, its tropical-inspired design and energetic atmosphere make it a year-round favorite for families and friends seeking a vibrant, action-packed getaway.

Amenities:

Radiant zero-entry pool with twin water slides, a lazy river, and a kids’ splash pad for aquatic adventures.
Quirky 9-hole mini-golf course and a giant outdoor chessboard for family tournaments.
Breezy canopy-covered lounge serving tropical drinks, plus an indoor arcade with VR games.
Fitness center with cardio machines and group fitness classes, plus a colorful playground.
Cornhole courts, shuffleboard, and a tranquil hammock garden for laid-back moments.
Outdoor movie nights and weekly food truck festivals at the community pavilion.
Pet-friendly walking trails with dog stations for furry companions.

45 properties available

NOTE: Baby sheet, car seat, & baby stair gate are not provided. Please bring your own if you need. All guests' names need to be registered in the gate system. No overnight street parking allowed in WIR resort.Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft com

★ Grand house with 5 luxury bedrooms in Windsor Island Resort★ Disney-themed rooms for kids★ Private pool with child safety fence★ Located in the Windsor Island Resort, which is located at US Hwy27 and SandMine Rd★ Jump to Safety & Security: Gated community with 24-hour security guard★ FREE baby gear included (full-size crib)★ Fresh towels and line

Escape to a Luxurious Family-Friendly Getaway at Windsor Island Resort!Discover the perfect family retreat at this stylish, luxury home featuring 5 beautifully appointed bedrooms, including whimsical Minions and Harry Potter-themed rooms designed to captivate the kids. Nestled in the pristine, Windsor Island Resort, this home offers both comfort a

NOTE: Baby sheet, car seat, & baby stair gate are not provided. Please bring your own if you need. . All guests' names need to be registered in the gate system. No overnight street parking allowed in WIR resort.Check yourself into this luxury family home and be greeted with bright, sun-filled living with soft comfo

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

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🏖 MAIN LEVEL | Open Living, Private Pool & Family GatheringsDesigned for unforgettable group vacations, the main level offers a bright open-concept layout where everyone can relax, connect, and spend time together after exciting Disney days.The spacious living room features comfortable seating and a large Smart TV, while the fully equipped kitchen

Villa Highlights10 Bedrooms | 8 Bathrooms | Sleeps up to 23 guests- Private Pool & Spa (screened-in patio)- Wizard-Themed Game Room & Red Royal Lounge with Pool Table- Fully Equipped Gourmet Kitchen: stainless-steel appliances, large island bar- Spacious Open-Concept Living & Dining AreasSleeping Arrangements (Sleeps 23)Bedroom 1 = 2 Bunk beds (Ava

No overnight street parking allowed in WIR resort.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 fa

🏡 Living & Entertainment• Bright open-concept living area with large Smart TV• Fully equipped gourmet kitchen with modern appliances• Spacious dining area + breakfast bar seating• Upstairs loft with oversized sofas — perfect teen hangout• Themed game room with arcade machinesWhether it’s movie night, game tournaments, or quiet downtime, there’s sp

✨ The SpaceWelcome to your newly renovated luxury retreat in Windsor Island Resort! Designed to impress both adults and children, this incredible 8-bedroom vacation home combines upscale living, unforgettable themed spaces, and endless entertainment for the perfect Orlando getaway.🏊 Relax in your private screened pool and spa, challenge your famil

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✨ Dream Family Retreat in Windsor Island Resort ✨Welcome to your perfect home away from home! This spacious 7-bedroom villa is located in the Windsor Island Resort, just a short drive from Orlando’s top theme parks, shopping, and dining. Designed for families and groups, this home is packed with fun features and thoughtful touches to make your stay

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