Find Historic Hotels in Historic Downtown Kissimmee, FL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check availability on Historic Downtown Kissimmee Historic Hotels

Our top choices for Historic Downtown Kissimmee historic hotels

AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown
2.5 star property
Downtown Orlando
9.2 out of 10, Wonderful, (1039)
"I enjoyed my stay at the AC hotel "
United States
Witchney
The price is NT$5,582
NT$6,279 total
includes taxes & fees
Dec 18 - Dec 19
AC Hotel by Marriott Orlando Downtown

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, (671)
"Hospitable staff and nice rooms."
United States
Iryna
The price is NT$2,359
NT$2,654 total
includes taxes & fees
Jan 4 - 2026/1/5
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

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, (3899)
"Room was good hotel was nice and clean"
United States
Amy
The price is NT$1,921
NT$2,793 total
includes taxes & fees
Dec 13 - Dec 14
Wyndham I-Drive Avanti Resort & Conference Center

Travelodge by Wyndham Orlando / Heart of International Drive

Travelodge by Wyndham Orlando / Heart of International Drive
2.0 star property
International Drive District
6.0 out of 10, (1084)
"It's was nice. "
United States
Chris
The price is NT$1,458
NT$1,921 total
includes taxes & fees
Dec 17 - Dec 18
Travelodge by Wyndham Orlando / Heart of International Drive
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.

Top Historic Downtown Kissimmee Hotel Reviews

Explore a world of travel with Expedia

Frequently asked questions

What should a history buff expect from a stay in Historic Downtown Kissimmee?
You're already probably planning a visit to historical sites during your vacation in Historic Downtown Kissimmee. While you're visiting, check out the festivals and entertainment venues. You can also take time at the popular shops.
How many historically relevant hotels are there in Historic Downtown Kissimmee?
In Historic Downtown Kissimmee, you'll find 81 hotels and other accommodations bookable on Expedia but not many designated as historic hotels.
What are the most important historical sites and other places to visit in Historic Downtown Kissimmee?
Favorite places to visit include Lake Tohopekaliga, Kissimmee Civic Center, and Violet's Venom Brewery. Additionally, in the area you'll find Disney Springs™ and Epcot®.
What is a historic hotel like in Historic Downtown Kissimmee?
Guests who choose historic hotels have a chance to stay in a building that has been officially recognized with a national historic designation. Historic hotels throughout the world have had many former lives and uses, such as castles, stately homes, palaces or even pubs, lodges, old police stations or skyscrapers. These types of hotels in Historic Downtown Kissimmee often retain original characteristics like traditional architecture and period features in their communal spaces or guestrooms.
What is the difference between a historic hotel and a heritage hotel?
They are quite similar. "Historic hotel" is more commonly used in the U.S., while "heritage hotel" is often used in Asia and Europe. Historic hotels tend to put more importance on the building and architecture itself. Heritage hotels draw their meaning mainly from the place's cultural value and how it shaped the community.
Do historic hotels in Historic Downtown Kissimmee have modern facilities?
Yes. Every effort is made to preserve treasured traditions and historic facades, while interiors have safety features and modern conveniences. Guests should expect the popular amenities from a contemporary hotel such as private rooms with updated bathroom facilities, WiFi, and more. In Historic Downtown Kissimmee, booking a historic hotel doesn't mean you will stay in a place that's uncomfortable for guests or rundown.