Windsor Hills Vacations

Book a Hotel + Flight together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to SAR 390 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
Magic Kingdom® Park showing rides and interior views as well as a couple

Bay Lake

3 out of top 10 points of interest in this area
4.5/5(2,826 area reviews)

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

Find hotels in Bay Lake

Windsor Hills Hotel Deals

Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
Kissimmee
9/10 Wonderful! (81 reviews)
Suites our family
"It was a very cute condo. The only reason I gave 4 instead of 5 is because the guest bed was uncomfortable. It dipped in the middle. Also, I address this with owners already, when booking the condo had a crib in it, but when we got closer, they took it out without warning. They did have a pal n play ..."

Reviewed on 3 March 2025

Get rates
Newly Remodeled & Furnished! Largest Windsor Hills Condo!Kid-Friendly Water Park
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee
9.2/10 Wonderful! (203 reviews)
We should have stayed an extra day.
"Like most vacation it was too short. lol perfect in every way. Thank you."

Reviewed on 11 March 2025

Get rates
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
2 out of 5
Kissimmee
9.8/10 Exceptional! (208 reviews)
Condo was very clean. View was awesome, looking over the pool. Jennifer was veryresposive to any qu
"Condo"

Reviewed on 17 March 2025

Get rates
Windsor Poolside Escape with Stunning Pool View-Perfect for Families!
See all 1,809 properties in Windsor Hills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Windsor Hills

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

Walt Disney World® Resort
Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Enjoy the excitement at Universal Studios Florida and find out why this is a popular theme park in Orlando. Experience the acclaimed theater scene and entertainment choices in this family-friendly area.

Universal Studios Florida
Disney Springs® showing a river or creek, a bridge and a sunset

Disney Springs™

4.5/5(11,529 reviews)

You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Disney Springs™