Find hotels in Historic Downtown Kissimmee, Orlando
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Our top choices for Historic Downtown Kissimmee hotels
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Gordon
The price is ￥24,009
￥27,250 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The price is ￥14,505
￥38,300 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo Crossings22.9 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5142)
"Amazing Hotel, clean and staff very friendly!!"
sheila
The price is ￥17,777
￥20,000 total
includes taxes & fees
Jan 25 - Jan 26, 2026
SPOT X Hotel Orlando/Intl Dr by The Red Collection
SPOT X Hotel Orlando/Intl Dr by The Red Collection13.3 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (2987)
"Great place to stay"
Jany
The price is ￥11,244
￥15,455 total
includes taxes & fees
Jan 13 - Jan 14, 2026
9.6 out of 10, Exceptional, (1042)
"Everything about the Delaney Hotel was absolutely amazing!!!!"
Tara
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance22.9 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1980)
"Great location, good, staff, and rooms
"
Jobin
The price is ￥22,304
￥25,093 total
includes taxes & fees
Jan 25 - Jan 26, 2026
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.
Where to stay in Historic Downtown Kissimmee
Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
Learn more about Historic Downtown Kissimmee
International Drive District
Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.
Photo by ©Disney
Open Photo by ©Disney
Bay Lake
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.
Florida Center
While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.
Champions Gate
Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.
Downtown Orlando
Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.
Top Historic Downtown Kissimmee Hotel Reviews
Lake Buena Vista Resort Village & Spa
10/10 Excellent
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