Find Historic Hotels in Kissimmee, FL

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Top Kissimmee Historic Hotels

Celebration Suites

3.0 star property
8.8 out of 10, Excellent, (1000)
"I have been staying here for years and I’ve never been disappointed, old town and fun spot, so close to everything enjoyable for people of all ages "
Celebration Suites

Seralago Hotel and Suites Main Gate East

3.0 star property
4.6 out of 10, (1755)
"The staff was very friendly and helpful ❤️ my family and I enjoyed our stay "
Seralago Hotel and Suites Main Gate East

Roomba Inn & Suites

2.5 star property
4.6 out of 10, (1000)
"Pésimo servicio, atención mala, desayuno pésimo. No lo recomiendo, no tienen atención al cliente."
Roomba Inn & Suites

Comfort Suites Maingate East

3.0 star property
8.6 out of 10, Excellent, (2277)
"Great stay!"
The price is AED 340
AED 386 total
includes taxes & fees
28 Sep - 29 Sep
Comfort Suites Maingate East

Super 8 by Wyndham Kissimmee/Maingate/Orlando Area

2.0 star property
7.2 out of 10, Good, (1010)
"Very clean, staff were very friendly and overall no complaints I will be staying here again "
The price is AED 153
AED 210 total
includes taxes & fees
15 Oct - 16 Oct
Super 8 by Wyndham Kissimmee/Maingate/Orlando Area

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3.0 star property
8.4 out of 10, Very Good, (1797)
"It was amazing will stay again"
The price is AED 147
AED 271 total
includes taxes & fees
28 Sep - 29 Sep
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Staybridge Suites Orlando Royale Parc Suites by IHG

3.0 star property
8.4 out of 10, Very Good, (1566)
"Love this place breakfast is good beds are comfy I stay here all the time "
The price is AED 334
AED 454 total
includes taxes & fees
30 Sep - 1 Oct
Staybridge Suites Orlando Royale Parc Suites by IHG

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1768)
"We have stayed numerous times. We love the property and love staying across the street from Fun Spot. Its nice to be able to stroll out every evening, shop, dine and have some fun. The 2 bedroom was very nice, clean and super roomy! We will be back as usual."
Barefoot Suites

Days Inn by Wyndham Kissimmee West

2.5 star property
5.8 out of 10, (1001)
"The rooms were clean and the overall Hotel was clean"
Days Inn by Wyndham Kissimmee West

1-103 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed

8.8 out of 10, Excellent, (3)
"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 Legacy Dunes, Steps to Pool, Minutes to Disney, King Bed
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.

Top Kissimmee Hotel Reviews

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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 lively festivals 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 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY and AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY.
How many historical hotels will I find in Kissimmee?
In Kissimmee, there are 27438 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.