Windsor Hills Resort 510 vacation rental

Windsor Hills Villas and Resort Rentals

Located just moments away from Disney World, Windsor Hills Resort is the closest and most convenient Orlando resort for family vacations to the theme parks. Our stunning Windsor Hills villas and resort rentals are ideal for families or large groups, with space for up to 17 guests, plus all the amenities you could wish for.

One of Orlando’s premier gated resorts, Windsor Hills is a beautiful spot for a vacation and is as close to Disney World as you can get without physically being there. The resort is about 5 minutes drive from Disney and is situated close to Highway 192, making it ideal for exploring all of Orlando’s attractions. Windsor Hills also has fantastic amenities for guests of the resort, including health and fitness facilities and family activities.

With a fabulous selection of Windsor Hills villas and rentals for vacations in Orlando, you can book a fantastic stay with us. Perfect for families or large groups, our Windsor Hills villas have excellent features and facilities, as well as access to all of the resort’s amenities.

Windsor Hills pool

Distances from Windsor Hills Resort

AttractionDistance from Windsor Resort (miles)Drivetime to attraction (mins)
Magic Kingdom10.522
Animal Kingdom9.522
Disney Springs9.421
Universal Studios15.725
Convention Center12.221
International Drive14.525
Windsor Hills clubhouse exterior
Restaurant table with wine and a plate of cold meat, cheese and bread

Resort Amenities

  • Windsor Hills ariel view of pool
    Olympic-size resort swimming pool
    The focal point of the resort. Open daily from 8 am through 10 pm, it is a great place to cool off in the Florida sunshine. During the winter months, the pool is heated to 82 degrees Fahrenheit.

  • Windsor Hills splash pad
    Windsor Hill’s waterpark is a firm favorite with families staying in the resort. With multiple waterslides, splash pads, and pools. Open year-round (weather permitting), from 10 am through 6 pm.

  • Windsor Hills playground with climbing frame and slides
    Children's play area
    With slides, roundabouts, swings, and even a miniature castle to explore, there are enough attractions on offer to amuse and delight throughout your entire vacation.

  • Windsor Hills golf course
    Golf putting green
    Florida is renowned for its world-class golf courses. Visit the putting green where you can get in some practice before heading to one of the nearby courses.

  • Windsor Hills tennis court
    Tennis and volleyball courts
    The resort’s tennis and volleyball courts are where guests can enjoy some friendly competition with their friends and family.

  • Windsor Hills clubhouse with chairs and tables
    Windsor Hill’s clubhouse is the place to go if you have any requests or queries about the resort amenities. It is right in the middle of Windsor Hills, and is open every day from 8 am through 10 pm.

  • Windsor Hills gym with exercise equipment
    Fitness center
    Your gym schedule doesn’t need to drop off because you’re on vacation, as Windsor Hills Resort has got a well-appointed fitness center for guests’ use. Opening hours are 6:30 am through 10 pm.

  • Windsor Hills games rooms with pool table
    Games room
    For those rare rainy days in Orlando, Windsor Hills Resort has got a fantastic games room, complete with video games, billiards, and table tennis to keep the whole family entertained.

  • Windsor Hills shop stand with drinks, sunglasses, and gifts
    Whether you’re grabbing a snack to take to the theme parks or stocking up on supplies for your vacation rental kitchen, Windsor Hill’s onsite grocery store is a handy place to pick up supplies.

  • Windsor Hills movie theater
    Movie theatre
    Catch the latest blockbuster or classic favorites at Windsor Hill Resort’s surround-sound movie theatre.

Luxury Vacation Rentals

A curated portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

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

Windsor Hills vacation home rentals with Concierge

Here at Top Villas, we offer Windsor Hills vacation home rentals that are more than just a place to stay; we also have a range of Concierge Services to enhance your vacation experience. When you book your vacation home, you can take advantage of our amazing optional services and effortlessly create your perfect getaway.

From optional add-ons such as grocery delivery services, to private chefs, and baby gear rentals, including cribs, high chairs, and strollers, our Travel Planners can arrange whatever you need for a seamless vacation experience.

Windsor Hills rentals with pools - Windsor Hills Resort 488 private covered pool area

Windsor Hills rentals with pools

Enjoy a refreshing dip in your own private pool at our Windsor Hills vacation rentals. The villas have lanai-covered areas with swimming pools and hot tubs, meaning that you can make the most of this fun facility even when the sun isn’t shining. There are sun loungers, tables, and chairs set up around the pool so that you can catch some rays while keeping an eye on the kids as they enjoy the water.

Book with Confidence

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

Condé Nast Traveler Logo
Forbes Logo
The Telegraph Logo
The Times Logo
Get travel tips and inspiration on our socials

Follow us to keep up to date with our latest homes and destinations

Windsor Hills 218 princess themed bedroom

Windsor Hills vacation rentals with themed bedrooms

From pirates to princesses, superheroes to space and everything in between, our Windsor Hills vacation rentals with themed bedrooms are ideal for stoking the imagination. With spectacular features such as whimsical castle beds, wizard bunkbeds, and dino-discovery dens, these awesome themed rooms are sure to be the talk of your vacation and provide many happy memories to take home with you.

Condo block in Windsor Hills Resort

Windsor Hills Orlando condos

Windsor Hills Orlando Condos offer a fantastic accommodation option for travelers seeking a comfortable and convenient stay near the area's top attractions. These condos provide spacious and well-appointed living spaces with multiple bedrooms, allowing families and groups to stay together and enjoy a home-away-from-home experience.

The condos at Windsor Hills are fully furnished and equipped with modern amenities, including a full kitchen, living area, and private bathrooms. You'll have everything you need to relax and unwind after a day of exploring the theme parks or shopping in Orlando.