Hotels in Windsor Hills

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Windsor Hills?

Mickey s Hideaway Windsor Hills Resort

Mickey s Hideaway Windsor Hills Resort
2.0 star property
Windsor Hills
The price is $115
$428 total
includes taxes & fees
Jan 27 - Jan 28
Mickey s Hideaway Windsor Hills Resort

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
The price is $556
$916 total
includes taxes & fees
Jan 25 - Jan 26
Ultimate Adventure Villa Top Rated 5 Star Disney More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
2.0 star property
Windsor Hills
The price is $946
$1,404 total
includes taxes & fees
Feb 16 - Feb 17
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (2,395 reviews)
The price is $65
$114 total
includes taxes & fees
Jan 20 - Jan 21
Kompose Boutique Resort at Theme Parks

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando
4.0 star property
0.8 km from Windsor Hills
9.0 out of 10, Wonderful, (4,587 reviews)
The price is $100
$148 total
includes taxes & fees
Jan 25 - Jan 26
Hilton Vacation Club Mystic Dunes Orlando

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
1.6 km from Windsor Hills
8.0 out of 10, Very Good, (3,917 reviews)
The price is $61
$90 total
includes taxes & fees
Feb 9 - Feb 10
Ramada by Wyndham Kissimmee Gateway

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
2 km from Windsor Hills
8.4 out of 10, Very Good, (1,213 reviews)
The price is $70
$99 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Resort Kissimmee by the Parks by IHG

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
2.5 km from Windsor Hills
8.8 out of 10, Excellent, (3,636 reviews)
The price is $147
$222 total
includes taxes & fees
Jan 25 - Jan 26
Margaritaville Resort Orlando with H2O Waterpark

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks
2.5 star property
1.5 km from Windsor Hills
8.4 out of 10, Very Good, (1,556 reviews)
The price is $67
$76 total
includes taxes & fees
Jan 28 - Jan 29
Quality Inn & Suites By the Parks

Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
1.8 km from Windsor Hills
9.0 out of 10, Wonderful, (3,690 reviews)
The price is $84
$113 total
includes taxes & fees
Jan 20 - Jan 21
Galleria Palms Hotel

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort
4.0 star property
0.9 km from Windsor Hills
8.0 out of 10, Very Good, (1,739 reviews)
The price is $85
$130 total
includes taxes & fees
Jan 20 - Jan 21
Westgate Vacation Villas Resort

Orbit One Vacation Villas

Orbit One Vacation Villas
3.0 star property
1.6 km from Windsor Hills
9.4 out of 10, Exceptional, (1,470 reviews)
The price is $101
$143 total
includes taxes & fees
Jan 20 - Jan 21
Orbit One Vacation Villas

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West
2.5 star property
4 km from Windsor Hills
8.4 out of 10, Very Good, (2,191 reviews)
The price is $66
$79 total
includes taxes & fees
Jan 26 - Jan 27
Destiny Palms Hotel Maingate West

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
5.9 km from Windsor Hills
8.6 out of 10, Excellent, (1,580 reviews)
The price is $93
$142 total
includes taxes & fees
Feb 1 - Feb 2
Meliá Orlando Celebration

Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks
4.0 star property
Reunion, 5 km from Windsor Hills
9.2 out of 10, Wonderful, (877 reviews)
The price is $225
$485 total
includes taxes & fees
Jan 20 - Jan 21
Spectrum Resort Villas Orlando and Waterparks

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7 km from Windsor Hills
9.4 out of 10, Exceptional, (2,209 reviews)
The price is $139
$156 total
includes taxes & fees
Feb 2 - Feb 3
Homewood Suites by Hilton Orlando at Flamingo Crossings

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
6.6 km from Windsor Hills
8.6 out of 10, Excellent, (3,203 reviews)
The price is $79
$115 total
includes taxes & fees
Feb 1 - Feb 2
Vacation Village Orlando, Celebration

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
7.1 km from Windsor Hills
9.4 out of 10, Exceptional, (4,437 reviews)
The price is $116
$130 total
includes taxes & fees
Jan 28 - Jan 29
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
6.8 km from Windsor Hills
8.4 out of 10, Very Good, (1,117 reviews)
The price is $96
$107 total
includes taxes & fees
Jan 21 - Jan 22
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
7.1 km from Windsor Hills
9.2 out of 10, Wonderful, (5,187 reviews)
The price is $114
$128 total
includes taxes & fees
Jan 28 - Jan 29
Home2 Suites by Hilton Orlando at Flamingo Crossings
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.

When is the best time to visit Kissimmee?

Our prices for hotels in Kissimmee are cheapest in September
Price trends for hotels in Kissimmee
Pricing is based on two traveler single night rates
View properties in January
Currently viewing crowd sizes and weather for January.
Typical weather for Kissimmee
January
High 21°C / low 12°C. Sunny most days.
View properties in January
21°
weather_sun
January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
12°
23°
weather_sun
February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
25°
weather_sun
March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
weather_sun
April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
weather_sun
May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
31°
weather_sun
June, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
32°
weather_sun
July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
32°
weather_partly_sunny
August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
weather_sun
September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
28°
weather_sun
October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
25°
weather_sun
November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
17°
23°
weather_sun
December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
Monthly weather averages (˚C)

Check out reviews of Windsor Hills hotels guests love

Find out more about Windsor Hills