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.

44 properties available

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

🏖 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

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

🌟 Welcome to Your Ultimate Family Escape at Windsor Island Resort! 🌟🎢 Location & Nearby AttractionsWalt Disney World: ~10 milesUniversal Studios: ~23 milesSeaWorld®: ~19 milesShopping Outlets: ~8 milesOrlando International Airport: ~30 miles ✈️Grocery Stores: ~8 miles 🛒🏡 About This HomeThis spectacular 10-bedroom villa at Windsor Island Resort

🏡 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

★ Has 6 beautiful bedrooms, each one has their own flat screen TV★ Disney & Marvel themed rooms for kids★ Private pool with child safety fence ★ Game room with basketball arcade, foosball and video game arcade★ Fully equipped kitchen★ Washer and dryer★ Secure key-less entry to unit★ Located in the Windsor Island Resort, which is located at US Hwy27

Here is the most desirable homes in the Resort — a former Model Home with premium design, unbeatable location, and luxury upgrades throughout.🏆 Step to the Clubhouse — enjoy instant access to the resort’s top amenities without driving or parking.🎮 Mario-Themed Gameroom + Private Pool & Spa + Sleeps Large Groups — this home is designed for unforge

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 comforta

This spacious luxury home is located within the exclusive Windsor Island Resort providing you the easy access to Orlando’s theme parks, dining, & top shopping.The home features multiple spacious bedrooms with attached bathrooms, many living areas, a spacious loft, a gourmet kitchen & an expansive yard and a private pool/spa.Guests have full access

🌟 Luxurious 10-Bedroom Disney-Themed Villa at Windsor Island Resort 🌟📍 Just Minutes from Disney World, Orlando!🏡 Property Highlights✨Stunning Avatar game room, spacious Harry Potter loft, and immersive themed rooms.🎠 Immersive Themed Kids’ Rooms: Step into the worlds of Avatar, Frozen, Moana, Star Wars, Mario, and Nemo!🌊 Private Pool & Jacuzz

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

THE HOMESome homes are just places to sleep. This one is where the vacation actually happens.From the moment you walk in, you're welcomed by bright, open living spaces filled with natural light, plush furnishings, and the kind of easy, unhurried energy that makes everyone instantly relax. With 8 bedrooms and room for up to 20 guests, there's space

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