Find Historic Hotels in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Historic Hotels

Tonight
Dec 21 - Dec 22
Tomorrow
Dec 22 - Dec 23
Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4

Our top choices for Historic Downtown Kissimmee historic hotels

Outdoor pool, pool umbrellas, sun loungers
Wyndham I-Drive Avanti Resort & Conference Center

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, (3927)
"Excellent room and the beds were very comfortable, also very clean "
United States
Daisy
The price is NT$2,107
NT$3,009 total
includes taxes & fees
Dec 22 - Dec 23
Wyndham I-Drive Avanti Resort & Conference Center
Bar (on property)
AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown
2.5 star property
Downtown Orlando
9.2 out of 10, Wonderful, (1051)
"This is a nice property and we loved the Sky Bar. Very nice and convenient to the arena. "
United States
Steven
The price is NT$5,650
NT$6,356 total
includes taxes & fees
Dec 22 - Dec 23
AC Hotel by Marriott Orlando Downtown
Meeting facility
Hampton Inn & Suites Orlando Intl Dr N

Hampton Inn & Suites Orlando Intl Dr N

Hampton Inn & Suites Orlando Intl Dr N
2.5 star property
International Drive District
9.2 out of 10, Wonderful, (1097)
"Spacious room, good breakfast and plenty of waffle Makers! It was also great because it was clean with friendly staff. "
United States
Danielle
The price is NT$2,823
NT$3,175 total
includes taxes & fees
Jan 4 - 2026/1/5
Hampton Inn & Suites Orlando Intl Dr N
3 outdoor pools, cabanas (surcharge), pool umbrellas
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 
3.5 star property
International Drive District
8.0 out of 10, Very Good, (3737)
"Very enjoyable establishment with friendly staff"
United States
Lanie
The price is NT$2,528
NT$4,442 total
includes taxes & fees
Jan 4 - 2026/1/5
CoCo Key Hotel and Water Resort 
Lobby
Baymont by Wyndham Orlando/International Dr/Universal Blvd

Baymont by Wyndham Orlando/International Dr/Universal Blvd

Baymont by Wyndham Orlando/International Dr/Universal Blvd
2.5 star property
International Drive District
7.0 out of 10, Good, (2087)
"Friendly staff it was easy to spend the night there everything close by"
United States
Luis
The price is NT$1,596
NT$1,973 total
includes taxes & fees
Dec 22 - Dec 23
Baymont by Wyndham Orlando/International Dr/Universal Blvd
Reception
Home 1 Suites Extended Stay - Kissimmee

Home 1 Suites Extended Stay - Kissimmee

Home 1 Suites Extended Stay - Kissimmee
2.5 star property
Kissimmee
6.6 out of 10, (1004)
"Nice place to stay."
United States
Rosa
Home 1 Suites Extended Stay - 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.
View all properties

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Best for family, very clean spacious rooms and well lite parking"
Mercedes 3-night trip
Posted 3 days ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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 79 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 Osceola County Clerk of the Court, Lake Tohopekaliga, and Kissimmee Civic Center. 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.

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