Find Historic Hotels in Historic Downtown Kissimmee, FL

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Check availability on Historic Downtown Kissimmee Historic Hotels

Tonight
5 Dec - 6 Dec
Tomorrow
6 Dec - 7 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

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, (45)
"The location was great for us, overall a decent stay. "
United States
Angela T.
The price is SAR 304
SAR 990 total
includes taxes & fees
15 Dec - 16 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, (1037)
"I enjoyed my stay at the AC hotel "
United States
Witchney
The price is SAR 672
SAR 756 total
includes taxes & fees
17 Dec - 18 Dec
AC Hotel by Marriott Orlando Downtown
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)
"Super charming "
United States
Lucas
The price is SAR 628
SAR 1,398 total
includes taxes & fees
8 Dec - 9 Dec
Mills Cottage by the Little Lake
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, (651)
"Hospitable staff and nice rooms."
United States
Iryna
The price is SAR 267
SAR 300 total
includes taxes & fees
14 Dec - 15 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, (52)
"This property is a hidden oasis! Absolutely magical in every way. "
United States
Amy G.
The price is SAR 574
SAR 1,437 total
includes taxes & fees
16 Dec - 17 Dec
Lake House Pets allowed
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, (3853)
"Front desk was amazing!!! "
United States
Nicole
The price is SAR 234
SAR 339 total
includes taxes & fees
14 Dec - 15 Dec
Wyndham I-Drive Avanti Resort & Conference Center
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)
"Our 2 night stay was wonderful! A beautiful place to enjoy and relax. We will definitely being staying here again when we are in Orlando."
United States
Jolyn W.
Large, beautiful, very comfortable one bedroom on small lake
Smart TV
Luxury Downtown Retreat with Breathtaking City & Lake Views

Luxury Downtown Retreat with Breathtaking City & Lake Views

Downtown Orlando
10.0 out of 10, Exceptional, (1)
"Location was perfect. Right by Lake Eola in downtown Orlando and within walking distance to many restaurants and bars. Host was friendly and made sure to check in to make sure we had everything we needed. Would definitely stay again if we were in the area."
United States
Mike A.
The price is SAR 563
SAR 1,134 total
includes taxes & fees
4 Jan - 5 January 2026
Luxury Downtown Retreat with Breathtaking City & Lake Views
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, (1063)
"The staff was so friendly and the place was very affordable- my only complaint was that it needs to be better cleaned, one of the beds obviously need a bedding change because there was hair in it and the floor was sticky, otherwise all other aspects were great"
United States
Isabella
The price is SAR 156
SAR 210 total
includes taxes & fees
8 Dec - 9 Dec
Travelodge by Wyndham Orlando / Heart of International Drive
Meeting facility
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, (1074)
"Second time staying at this hotel and loved it great hotel for family and close to the main attractions "
United States
Kadeisha
The price is SAR 335
SAR 377 total
includes taxes & fees
4 Jan - 5 January 2026
Hampton Inn & Suites Orlando Intl Dr N
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.
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Top Historic Downtown Kissimmee Hotel Reviews

Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

10/10 Excellent
"Great location! Accessibly to all of the parks, shopping, restaurants local culture. Highly recommended…we will be back soon!"
Rosalyn 5-night trip
Posted 1 day ago
Lake Buena Vista Resort Village & Spa

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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.