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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Historic Downtown Kissimmee Historic Hotels

Top Historic Downtown Kissimmee Historic Hotels

Marina
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking

Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking

St. Cloud
9.2 out of 10, Wonderful, (43)
"The location was great for us, overall a decent stay. "
United States
Angela T.
The price is AED 331
AED 1,010 total
includes taxes & fees
3 Dec - 4 Dec
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
Lounge
AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown

2.5 star property
Downtown Orlando
9.2 out of 10, Wonderful, (1019)
"Great hotel, highly recommend "
United States
Irene
The price is AED 657
AED 740 total
includes taxes & fees
24 Nov - 25 Nov
AC Hotel by Marriott Orlando Downtown
Lobby
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, (593)
"Awesome hotel. And the great price is an added bonus!"
United States
Khristo
The price is AED 278
AED 313 total
includes taxes & fees
8 Dec - 9 Dec
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Outdoor pool, a heated pool
Lake House Pets allowed

Lake House Pets allowed

Lake Weldona
9.8 out of 10, Exceptional, (51)
"This place was great! So relaxing. My son caught some large bass in the lake. The property was amazing. Game room was so fun and the jacuzzi was perfect! "
United States
carrie w.
The price is AED 463
AED 1,280 total
includes taxes & fees
17 Nov - 18 Nov
Lake House Pets allowed
Outdoor pool, a heated pool
Mills Cottage by the Little Lake

Mills Cottage by the Little Lake

Lake Weldona
10.0 out of 10, Exceptional, (49)
"Awesome property, kind host, great location… 1mile to food and drinks, 15 minutes to universal studios."
United States
Julia S.
The price is AED 606
AED 1,348 total
includes taxes & fees
1 Dec - 2 Dec
Mills Cottage by the Little Lake
Outdoor pool, a heated pool
Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake

Lake Weldona
10.0 out of 10, Exceptional, (58)
"Great place to stay"
United States
Anonymous traveler
The price is AED 493
AED 1,068 total
includes taxes & fees
19 Nov - 20 Nov
Large, beautiful, very comfortable one bedroom on small lake
Outdoor pool, pool umbrellas, sun loungers
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, (3779)
"The room was clean, the staff was friendly, the location was superb! I will definitely stay at this resort again. "
United States
Regina
The price is AED 229
AED 332 total
includes taxes & fees
17 Nov - 18 Nov
Wyndham I-Drive Avanti Resort & Conference Center
Front of property - evening/night
Rosen Inn International

Rosen Inn International

3.0 star property
International Drive District
8.4 out of 10, Very Good, (5873)
"Everything was nice, the location, how easy everything was, how nice the staff was. Will 1000% recommend staying at Rosen inn, beautiful service."
United States
Josh
The price is AED 294
AED 331 total
includes taxes & fees
18 Nov - 19 Nov
Rosen Inn International
Desk, laptop workspace, iron/ironing board, cribs/infant beds
Travelodge by Wyndham Orlando / Heart of International Drive

Travelodge by Wyndham Orlando / Heart of International Drive

2.0 star property
International Drive District
6.2 out of 10, (1008)
"For the price can’t complain "
United States
Jose
The price is AED 169
AED 223 total
includes taxes & fees
23 Nov - 24 Nov
Travelodge by Wyndham Orlando / Heart of International Drive
Iron/ironing board, free WiFi, bed sheets
Home 1 Suites Extended Stay - Kissimmee

Home 1 Suites Extended Stay - Kissimmee

2.5 star property
Kissimmee
6.6 out of 10, (1002)
"Nice place to stay."
United States
Rosa
The price is AED 230
AED 261 total
includes taxes & fees
17 Nov - 18 Nov
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

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"I didn’t have breakfast. This resort I will always come back to every trip to Disney"
Kathleen 3-night trip
Posted 14 hours ago
Walt Disney World Dolphin

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 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.