A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Check availability on Kissimmee Historic Hotels

This weekend
3 Jul - 5 Jul
Next weekend
10 Jul - 12 Jul

Our top choices for Kissimmee historic hotels

Smart TV, DVD player, foosball, books

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (151 reviews)
"Amir was very responsive. The house was clean and well stocked! Great trip to Florida!"
United States
Anne B.
The price is AED 611
AED 1,673 total
includes taxes & fees
8 Jul - 9 Jul
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, video games, DVD player, foosball

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (81 reviews)
"We had a great time staying in this vacation rental!"
United States
Amanda S.
The price is AED 665
AED 1,741 total
includes taxes & fees
12 Jul - 13 Jul
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
4 bedrooms, memory foam beds, desk, iron/ironing board

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (127 reviews)
"Everything was amazing & perfect for our girls trip to Disney! Everything was so close to the property, and the property was bigger than i even expected! "
United States
Payton T.
The price is AED 474
AED 1,429 total
includes taxes & fees
7 Jul - 8 Jul
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Outdoor pool, a heated pool

Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities

Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
Windsor Hills
9.4 out of 10, Exceptional, (100 reviews)
"Recommend very good place "
United States
Furkat R.
The price is AED 731
AED 2,296 total
includes taxes & fees
12 Jul - 13 Jul
Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
Pool

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
Windsor Hills
9.8 out of 10, Exceptional, (92 reviews)
"We had a great time at your place. It was clean, had everything we needed in it and it was a close drive to the parks we went to. Thank you again "
United States
DANIELLE N.
The price is AED 1,469
AED 2,968 total
includes taxes & fees
27 Jul - 28 Jul
Jedi Training Camp Top Rated 5 Star Villa
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
9.8 out of 10, Exceptional, (64 reviews)
"Great stay. "
United States
rick s.
The price is AED 694
AED 1,487 total
includes taxes & fees
6 Jul - 7 Jul
Mills Cottage by the Little Lake
Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (100 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is AED 364
AED 1,036 total
includes taxes & fees
14 Jul - 15 Jul
Eastpark. Pet friendly! Lake Nona
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, (67 reviews)
"This is one of the best places we have stayed. It is nestled in its own little world, surrounded by greenery, water, and wildlife. Plenty of lakes to walk around, leisurely or for an exercise workout. The hosts were helpful and responsive."
United States
Dorothy V.
The price is AED 661
AED 1,276 total
includes taxes & fees
4 Jul - 5 Jul
Large, beautiful, very comfortable one bedroom on small lake
Outdoor dining

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
9.4 out of 10, Exceptional, (51 reviews)
"Always a great place to stay, Location Location Location! Great and helpful host, at least my third stay here, and ready to come back! "
United States
Scott D.
The price is AED 430
AED 1,123 total
includes taxes & fees
27 Jul - 28 Jul
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
Exterior detail

Lake House Pets allowed

Lake House Pets allowed
Lake Weldona
9.8 out of 10, Exceptional, (56 reviews)
"Cozy dog friendly stay for 3 a dog"
United States
David S.
The price is AED 659
AED 1,516 total
includes taxes & fees
2 Jul - 3 Jul
Lake House Pets allowed
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

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Was a great room. Especially for the rate"
Jennifer 1-night trip
Posted 3 hours ago
Seasons Florida Resort

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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 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, AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY is a top resort on Expedia for those interested in history, and it features a fitness center and in-room kitchens. A couple of other options near historic sites include GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY and Two-Bedroom Villa at WESTGATE VACATION VILLAS Resort just One Mile from DISNEY.
How many historical hotels will I find in Kissimmee?
In Kissimmee, there are 26922 hotel accommodations bookable on Expedia, including 17 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 and Disney's Animal Kingdom® Theme Park. Additionally, in the area you'll find Disney Springs™ and Orange County Convention Center.
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.