Find Historic Hotels in Kissimmee, FL from CA $53

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

Tonight
May 13 - May 14
Tomorrow
May 14 - May 15
This weekend
May 17 - May 19
Next weekend
May 24 - May 26

Top Kissimmee Historic Hotels

Exterior
1-304 Legacy Dunes, pool view from our balcony, just 4 miles from Disney
9.4 out of 10, Exceptional, (22)
"Fantastic"
1-304 Legacy Dunes, pool view from our balcony, just 4 miles from Disney
Outdoor pool, sun loungers
Barefoot'n Resort
3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great place to stay"
The price is CA $141
CA $177 total
includes taxes & fees
May 14 - May 15
Barefoot'n Resort
Aerial view
Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1594)
"Amazing! Second time staying and it’s a blast being so close to old town!!Very friendly and amazing people !!"
Barefoot Suites
Exterior
1-103 Minutes from Disney with a heated beach style swimming pool, free cabanas
9.0 out of 10, Wonderful, (2)
"Location relative to the Pool is excellent. Cleanliness of the Condo was good. It had a skunk smell when we arrived. We cleared it quickly. The grounds and pool area was not cleaned daily. There were crews working on cleaning so maybe we were there at a bad time. This complex has many owners using their properties. The owners were very friendly with the renting guests. We will return to Legacy again"
1-103 Minutes from Disney with a heated beach style swimming pool, free cabanas
Outdoor pool, pool umbrellas, sun loungers
Comfort Suites Maingate East
3.0 star property
8.8 out of 10, Excellent, (1798)
"Great location and staff were kind and helpful. I'll not doubt to repeat my experience in this lovely place."
The price is CA $138
CA $157 total
includes taxes & fees
May 15 - May 16
Comfort Suites Maingate East
Outdoor pool
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
3.0 star property
8.2 out of 10, Very good, (1078)
"The 2 bedroom suite was very spacious. Was just missing some kitchen items."
The price is CA $141
CA $188 total
includes taxes & fees
May 19 - May 20
Staybridge Suites Orlando Royale Parc Suites, an IHG Hotel
3 outdoor pools, open 9:00 AM to midnight, pool umbrellas, sun loungers
Celebration Suites
3.0 star property
7.8 out of 10, Good, (4056)
"No need for the extra room but good if more people with you "
Celebration Suites
Property amenity
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, (1434)
"Great service "
The price is CA $83
CA $133 total
includes taxes & fees
May 20 - May 21
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Lobby
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
2.0 star property
7.2 out of 10, Good, (1008)
"Next to Dennys and stores."
The price is CA $65
CA $74 total
includes taxes & fees
Jun 11 - Jun 12
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area
Exterior
Days Inn by Wyndham Kissimmee West
2.5 star property
6.0 out of 10, (1001)
"Excellent hotel"
The price is CA $89
CA $101 total
includes taxes & fees
Jun 4 - Jun 5
Days Inn by Wyndham Kissimmee West
Don't see what you're looking for?
See all available properties in 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.

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, Developer Inn Highway, A Howard Johnson by Wyndham is a top hotel for history seekers booking on Expedia, and it features free breakfast and free WiFi.
How many historical hotels will I find in Kissimmee?
In Kissimmee, there are 33185 hotel accommodations bookable on Expedia, including 18 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.