Kissimmee Holidays

Book a Hotel + Flight or Car together to unlock savings

Where to stay in Kissimmee

Find the best Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Kissimmee
Default Image

Windsor Hills

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Find hotels in Windsor Hills

Top hotels in Kissimmee

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
The price is 1.369.888 ₫ per night from 26 Oct to 27 Oct
1.369.888 ₫
2.078.014 ₫ total
26 Oct - 27 Oct
includes taxes & fees
8.4/10 Very Good! (785 reviews)
"Every thing was good"

Reviewed on 13 Oct 2025

Holiday Inn Resort Kissimmee by the Parks by IHG
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
The price is 3.741.356 ₫ per night from 29 Oct to 30 Oct
3.741.356 ₫
5.562.608 ₫ total
29 Oct - 30 Oct
includes taxes & fees
8.8/10 Excellent! (3,638 reviews)
"Clean room. Everyone was very nice."

Reviewed on 11 Oct 2025

Margaritaville Resort Orlando with H2O Waterpark
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is 1.597.113 ₫ per night from 13 Nov to 14 Nov
1.597.113 ₫
1.812.960 ₫ total
13 Nov - 14 Nov
includes taxes & fees
9.4/10 Exceptional! (1,519 reviews)
"Staff was friendly. Large pool and hot tub area…lazy river looks like it will be a great place to relax once it opens. Breakfast buffet was nice. Just lacking a full service restaurant."

Reviewed on 12 Oct 2025

Kompose Boutique Resort at Theme Parks
See all 27,523 properties in Kissimmee
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.

Popular places to visit

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(63 reviews)

Enjoy the rides and games 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 theatre scene in this walkable area.

Walt Disney World® Resort
Universal Studios Florida® showing rides, a city and street scenes

Universal Orlando Resort

4.5/5(166 reviews)

Enjoy the excitement at Universal Orlando Resort and find out why this is a popular theme park in Orlando. Visit the shops and top-notch restaurants in this family-friendly area.

Universal Orlando Resort
Disney Springs™

Disney Springs™

4.5/5(322 reviews)

You can find the perfect gifts to bring home when you visit Disney Springs™, a favourite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theatre scene in this family-friendly area.

Disney Springs™