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

🌟 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

🔨 Exciting upgrade coming June 2026! This home is undergoing a renovation in May and will reopen with an additional THEMED bedroom and a brand-new custom MARIO game room. All bookings from June onwards will enjoy the upgraded 7-bedroom experience!Entertainment is one of the highlights of the home, with two game rooms for endless fun. One of them i

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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 comfortable furn

🏡 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

✨ 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

🌴 5BR Private Pool Villa | Themed Rooms | Near DisneyEscape to this 5-bedroom Town Home villa in gated Windsor Island Resort — where kids enjoy immersive themed bedrooms and adults unwind in comfort. Just 10 miles from Disney, this home offers the perfect blend of fun, privacy, and convenience for families and multi-generation groups.From Star War

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

Welcome to our luxury family home located in theWindsor Island Resort, where modern amenities meet the excitement of a fresh, vibrant community. From the moment you step inside, you'll be greeted by bright, sunlit living spaces filled with warmth and style. Sink into soft, comfortable furnishings and enjoy the expansive open-plan layout, offering p

★ Private pool and jacuzzi with child safety fence ★ Located in the Windsor Island Resort★ Near clubhouse and water park t★ Managed and maintained by a professional managing company with assistance JUST a message away to cater to all your family's needs★ Jump to Safety & Security: Gated community with 24-hour security guard★ FREE baby gear include

Family Fun Meets Resort LuxuryWelcome to your story-themed getaway at Windsor Island Resort, where every corner is designed for fun and comfort.This luxury villa features 8 bedrooms with ensuite bathrooms, a modern kitchen, multiple living areas, and a private pool & spa.✨ Key Features🛏 8 Bedrooms / 6 Bathrooms (Sleeps up to 24)🍳 Gourmet Kitchen

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.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

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