Find Historic Hotels in Historic Downtown Kissimmee, FL

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Pick from 22 Historic Downtown Kissimmee Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
Kapp and Kappy B&B
3.5 star property
9.8 out of 10, Exceptional, (95)
"We had check in about 8:30 and hostess was helpful and pointed us to open restaurant "
Kapp and Kappy B&B
Front of property
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1000)
"."
The price is AED 260
AED 288 total
includes taxes & fees
3 Jun - 4 Jun
Park Royal Orlando
Pool
Vivo Flex Living Kissimmee
2.5 star property
6.8 out of 10, (1000)
"Small property. Nice and quiet at night. But after a certain hour no staff are on property. Don’t have any issues. But if I did not sure how long it would take for them to show up"
The price is AED 264
AED 293 total
includes taxes & fees
24 May - 25 May
Vivo Flex Living Kissimmee
Exterior
Days Inn by Wyndham Kissimmee West
2.5 star property
6.0 out of 10, (1001)
"Excellent hotel"
The price is AED 220
AED 246 total
includes taxes & fees
17 Jun - 18 Jun
Days Inn by Wyndham Kissimmee West
Exterior
Super 8 by Wyndham Kissimmee
2.5 star property
5.8 out of 10, (1000)
"One of our rooms smelled like people had been smoking in it and both rooms had roaches in them. The A/C didn’t work the best"
Super 8 by Wyndham Kissimmee
Outdoor pool
Ramada by Wyndham Kissimmee Hotel
2.5 star property
5.6 out of 10, (999)
"Do not stay here terrible service we moved rooms three times first they provided a room with lots of mold on the sheets ceiling and smelled bad. At that point I thought I would sleep in my van rather then sleeping there. They moved us to another room and air conditioner didn’t work then they moved us to another room and card system didn’t work leak in ceiling as well. After 5 days they only cleaned room once. Also did not provide toilet paper or clean towels. Do not stay here!,,"
Ramada by Wyndham Kissimmee Hotel
Front of property
Ambassador Inn
2.0 star property
4.4 out of 10, (713)
"Great place"
The price is AED 134
AED 230 total
includes taxes & fees
26 May - 27 May
Ambassador Inn
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See all available properties in Historic Downtown 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 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 88 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 Kissimmee Lakefront Park, Kissimmee Civic Center, and Lake Tohopekaliga. 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.

Recent reviews of Historic Downtown Kissimmee hotels
Expedia verified reviews

Hyatt Regency Orlando

Hyatt Regency Orlando

5/5 Excellent
"We really enjoyed our stay. "
A verified traveler stayed at Hyatt Regency Orlando
Posted 1 day ago
Hyatt Regency Orlando