Find Cheap Hotels in Windsor Hills, Orlando from $60

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Windsor Hills Cheap Hotels

Top Windsor Hills Cheap Hotels

House | 4 bedrooms, Internet
Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More

2.0 star property
Windsor Hills
$1,198 nightly
The price is $1,360
Dec 19 - Dec 20
Total with taxes and fees
Ultimate Adventure Villa Top Rated 5 Star Disney More
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
Orlando
9.4 out of 10, Exceptional, (4338)
"Great resort "
United States
Camille
$102 nightly
The price is $115
Dec 14 - Dec 15
Total with taxes and fees
Rosen Shingle Creek
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
Kissimmee
8.8 out of 10, Excellent, (3295)
"Excellent location and value, very clean and friendly check in"
United States
Jason
$52 nightly
The price is $60
Jan 9 - Jan 10, 2026
Total with taxes and fees
Seasons Florida Resort
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
Orlando
8.8 out of 10, Excellent, (1905)
"Great rooms, staff, and property!"
United States
Cindy
$74 nightly
The price is $83
Dec 14 - Dec 15
Total with taxes and fees
Aloft Orlando Lake Buena Vista
Free daily buffet breakfast
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1344)
"Room, Breakfast, location AAAA+ "
United States
Ahmed Gabriel
$89 nightly
The price is $100
Dec 14 - Dec 15
Total with taxes and fees
Hyatt House Orlando International Drive
Lobby
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3.0 star property
International Drive District
8.8 out of 10, Excellent, (666)
"Hospitable staff and nice rooms."
United States
Iryna
$76 nightly
The price is $85
Jan 4 - Jan 5, 2026
Total with taxes and fees
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, sun loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
Belle Isle
9.0 out of 10, Wonderful, (4010)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
$87 nightly
The price is $98
Dec 15 - Dec 16
Total with taxes and fees
Wyndham Garden Orlando Airport
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
International Drive District
9.0 out of 10, Wonderful, (3654)
"Great location clean rooms "
United States
Erika
$79 nightly
The price is $89
Dec 16 - Dec 17
Total with taxes and fees
Tru By Hilton Orlando Convention Center Area, FL
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
Orlando
9.4 out of 10, Exceptional, (4068)
"Very clean best resort "
United States
Shatira
$111 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Outdoor pool, pool umbrellas, sun loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 star property
International Drive District
7.4 out of 10, Good, (3893)
"Room was good hotel was nice and clean"
United States
Amy
$80 nightly
The price is $90
Dec 13 - Dec 14
Total with taxes and fees
Wyndham I-Drive Avanti Resort & Conference Center
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.
View all properties

Top Windsor Hills Hotel Reviews

Frequently asked questions

What is Windsor Hills like for travelers on a budget?
Windsor Hills offers cheap accommodation options and a range of things to see and do, making it a budget-friendly vacation choice. You can find ways to experience this destination while still keeping costs low.
What is there to see and do in Windsor Hills?
You don't need to spend big to get to know Windsor Hills. You can budget for the top local attractions on your list, such as Disney's Animal Kingdom® Theme Park and Epcot®, and then make time for other wallet-friendly activities. If you're eager to get outdoors, you can enjoy the natural setting at Lake Bryan, Kissimmee Lakefront Park, or Osceola Heritage Park.
How can I get to Windsor Hills and get around on a budget?
Checking out these ways to get around Windsor Hills can help keep you on budget. The nearest airport is 10 mi (16 km) away from the center in Kissimmee, FL (ISM-Kissimmee Gateway). If that doesn't suit your budget, you can book a flight to Orlando Intl. Airport (MCO), located 19.2 mi (30.8 km) away. Windsor Hills might not have very many public transit choices so a car rental could be an economical alternative to see the area.

Explore a world of travel with Expedia