Find Historic Hotels in Kissimmee, FL

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Check availability on Kissimmee Historic Hotels

Tonight
Dec 4 - Dec 5
Tomorrow
Dec 5 - Dec 6
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Top Kissimmee Historic Hotels

Exterior
Holiday Inn Express & Suites, International Drive by IHG

Holiday Inn Express & Suites, International Drive by IHG

3.5 star property
International Drive District
9.0 out of 10, Wonderful, (1828)
"Great for the price and location "
United Kingdom
Luke
$99 nightly
The price is $112
Dec 14 - Dec 15
Total with taxes and fees
Holiday Inn Express & Suites, International Drive by IHG
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
$80 nightly
The price is $90
Dec 14 - Dec 15
Total with taxes and fees
Wyndham I-Drive Avanti Resort & Conference Center
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
$89 nightly
The price is $101
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hampton Inn & Suites Orlando Intl Dr N
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, (1001)
"Nice place to stay."
United States
Rosa
$60 nightly
The price is $68
Jan 4 - Jan 5, 2026
Total with taxes and fees
Home 1 Suites Extended Stay - Kissimmee
Outdoor pool
Ambassador Inn

Ambassador Inn

2.0 star property
Kissimmee
4.6 out of 10, (851)
"Nice stay "
United States
Aaron
$44 nightly
The price is $49
Dec 6 - Dec 7
Total with taxes and fees
Ambassador Inn
Front of property
Park Plaza Hotel

Park Plaza Hotel

3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1001)
"Excellent historical hotel on the famed Park Avenue in Winter Park. Great Location for Dining & Outdoor Activities. Hotel was comfortable and Staff were Friendly & Knowledgeable. Would Highly Recommend This Hotel."
United States
Marshall
$183 nightly
The price is $206
Dec 21 - Dec 22
Total with taxes and fees
Park Plaza Hotel
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
$179 nightly
The price is $201
Dec 15 - Dec 16
Total with taxes and fees
AC Hotel by Marriott Orlando Downtown
Suite, 2 Queen Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, free cribs/infant beds
Comfort Inn & Suites Near Universal Orlando Resort - Convention Ctr

Comfort Inn & Suites Near Universal Orlando Resort - Convention Ctr

2.5 star property
International Drive District
8.4 out of 10, Very Good, (1214)
"Me and my family had a good stay. "
United States
Charlene
$73 nightly
The price is $82
Dec 14 - Dec 15
Total with taxes and fees
Comfort Inn & Suites Near Universal Orlando Resort - Convention Ctr
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, (1060)
"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
$50 nightly
The price is $56
Dec 8 - Dec 9
Total with taxes and fees
Travelodge by Wyndham Orlando / Heart of International Drive
Lobby
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, (2046)
"Friendly staff it was easy to spend the night there everything close by"
United States
Luis
$73 nightly
The price is $82
Dec 7 - Dec 8
Total with taxes and fees
Baymont by Wyndham Orlando/International Dr/Universal Blvd
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 Kissimmee Hotel Reviews

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"Clean room, location, facilities "
Jeffry 6-night trip
Posted 23 hours ago
Ramada by Wyndham Kissimmee Gateway

Frequently asked questions

What should I expect on my historical trip to Kissimmee?
A trip to the sights with historical relevance in Kissimmee is probably first on your sightseeing itinerary. Be sure to check out the fun-filled theme parks and renowned opera while you're here. You can also take time at the popular shops in this family-friendly area.
What's the best place to stay in Kissimmee that's close to historical sites?
Based on our travel expertise, GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY is a top resort for history seekers booking on Expedia, and it features a water park and a fitness center. A couple of other options near historic sites include AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY and AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY.
How many historical hotels will I find in Kissimmee?
In Kissimmee, there are 27844 hotel accommodations bookable on Expedia, including 23 hotels designated as historic or close to historic sites.
What are the must-see historical places and other sights to visit in Kissimmee?
Top places to visit include Walt Disney World® Resort, Disney's Animal Kingdom® Theme Park, and Old Town. Additionally, in the area you'll find Disney Springs™ and Epcot®.
What is a historic hotel like in Kissimmee?
Guests who choose a historic hotel can spend a night or two in a building that has an officially recognized historic designation. A castle, stately home, palace or even a pub, lodge, old police station, or skyscraper can be turned into a historic hotel as long as it has special significance. Traditional architecture and period features are typically found in the guestrooms or communal spaces of these historic hotels in Kissimmee, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, while "historic hotel" is a term often used in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels tend to be what's most important. For a heritage hotel, it's mainly the cultural value along with how it influenced the community.
Do historic hotels in Kissimmee have modern facilities?
Hotels include modern conveniences and safety features you expect to find, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the usual amenities found in most hotels should be available at a historic hotel. When you book a historic hotel in Kissimmee, don't worry that you'll find yourself staying at a place that's uncomfortable for guests or simply rundown.

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