Windsor Island Resort 75 large vacation rental

Windsor Island Resort Vacation Rentals

One of the newest resorts in Orlando, Windsor Island is a fantastic place to stay for visiting theme parks and enjoying countless amenities guaranteed to bring family fun. Located in the Davenport area, Windsor Island is the sister resort to the popular Windsor At Westside, and much of what makes that resort a firm favorite with families and groups have been replicated at Windsor Island.

Chic, stylish, and perfect for group vacations, our Windsor Island Resort rentals are wonderful places to sta in Orlando. With in-home amenities including private pools, themed bedrooms, games rooms, hot tubs, and home theaters, they have everything you could ever need for an unforgettable vacation, along with access to all the resort facilities. And our reasons to stay don’t end there - Windsor Island Resort rentals are close to all of Orlando’s most popular attractions, including Disney World, Universal Studios, and the city’s shops and restaurants.

Windsor Island Resort clubhouse

Distances from Windsor Island Resort

AttractionDistance (miles)Driving time (mins)
Magic Kingdom11.219
Disney Springs7.317
Animal Kingdom9.116
Universal Studios13.521
Convention Center1017
International Drive11.818

Resort Amenities

  • Windsor Island Resort pool

    Zero-entry resort pool

    Windsor Island Resort has a zero entry resort style pool with a lazy river, dual water slides, children’s splash pad and pool side bar1.

  • Windsor Island Resort ariel shot of pools

    Lazy River

    The lazy river in the zero entry resort style pool at Windsor Island Resort is a great way to relax and enjoy the water.

  • Windsor Island Resort sun loungers by the pool

    Pool deck and sunbeds

    Windsor Island Resort has a pool deck with sunbeds for guests to relax and enjoy the sun.

  • Windsor Island Resort splash pad

    Children's waterpark and splash pad

    Windsor Island Resort has a children’s waterpark and splash pad for kids to enjoy. Received message. Windsor Island Resort has a children's waterpark and splash pad for kids to enjoy.

  • Windsor Island Resort slides

    Double slides

    Windsor Island Resort has dual water slides for guests to enjoy in the pool area, for guaranteed sun in the Florida sun.

  • Windsor Island Resort bar

    Covered bar

    Among its eateries, Windsor Island Resort has a poolside bar where guests can grab a drink and a bite to eat.

  • Colorful swings in a playground

    Children's play area

    Windsor Island Resort has a children’s play area close to the clubhouse where little ones can let off steam on the various play equipment available.

  • Windsor Island Resort mini golf course

    Mini golf

    Windsor Island Resort has a 9-hole mini-golf course, great for family fun and friendly competition.


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A chef prepares food for guests in one of our Spectrum vacation rentals

Windsor Island vacation rentals with Travel Extras

Make your stay at Windsor Island Resort Davenport even more special with our fantastic Travel Extras service. Choose from an amazing range on extras for your stay, including airport transfers, private chefs, grocery deliveries and attraction tickets. We also have our Travel Planners, a dedicated team who can assist with various tasks, including arranging restaurant reservations, booking tickets to local attractions or events, providing local area information, and catering to specific guest requests.

Windsor Island Resort vacation rentals with private pools - Windsor Island 79 private covered pool

Windsor Island Resort vacation rentals with private pools

Is there anything more relaxing than a cooling swim in the heat of the Florida sunshine? We don’t think so, which is why we love that our beautiful Windsor Island Resort vacation rentals come with their own private pools, exclusively for the use of you and your loved ones. After a long day of exploring the Disney World parks, you can guarantee a lovely dip in the cool waters to relax your muscles and prepare for the next day of fun.

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

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Windsor Island 109 themed bedroom

Windsor Island vacation vacation homes with themed bedrooms

Imagine the excitement on the kids’ faces when they arrive at a Windsor Island Resort vacation rental and discover that their bedrooms are themed around their favorite movies and characters. From outer-space sagas to ice princesses, our villas with themed rooms capture all of the magic of a Disney vacation before you even step foot in the park.