Kissimmee Hotel Guide - Historic Hotels in Kissimmee, Orlando

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Kissimmee Historic Hotels

This weekend
Next weekend

Top Kissimmee Historic Hotels

Spacious Apartment near Disney

10.0 out of 10, Exceptional, (2)
"Excellent communication, easy process though booking to departure, location was great and quiet. Place was extremely clean and had everything you could think you would need. Will be back when in the area!"
The price is €196
includes taxes & fees
5 Aug - 6 Aug
Spacious Apartment near Disney

Making Memories Resort

9.8 out of 10, Exceptional, (18)
"I really enjoyed the Disney theme at the place"
The price is €260
includes taxes & fees
19 Aug - 20 Aug
Making Memories Resort

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (45)
"Awesome property, kind host, great location… 1mile to food and drinks, 15 minutes to universal studios."
The price is €330
includes taxes & fees
4 Aug - 5 Aug
Mills Cottage by the Little Lake

Remodeled 3/2 condo minutes to Parks, shopping and entertainment

9.4 out of 10, Exceptional, (44)
"Overall our stay was great. "
The price is €228
includes taxes & fees
4 Aug - 5 Aug
Remodeled 3/2 condo minutes to Parks, shopping and entertainment

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

9.6 out of 10, Exceptional, (125)
"Excellent location, clean and spacious! Will definitely stay again!"
The price is €406
includes taxes & fees
24 Aug - 25 Aug
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

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

9.6 out of 10, Exceptional, (103)
"Great property, great location, great host! Would stay again. "
The price is €352
includes taxes & fees
5 Aug - 6 Aug
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

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

9.4 out of 10, Exceptional, (77)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
The price is €393
includes taxes & fees
24 Aug - 25 Aug
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!

9.4 out of 10, Exceptional, (71)
"Beautiful house, 5 stars on the entire stay!"
The price is €722
includes taxes & fees
18 Aug - 19 Aug
Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!

7541 Huge 8BD Home - POOL&Spa - Game/Movie room

8.8 out of 10, Excellent, (19)
"Most Games in game room did not work, remote batteries for game room AC were dead, otherwise, enjoyed the stay. Thank you"
The price is €924
includes taxes & fees
1 Sept - 2 Sept
7541 Huge 8BD Home - POOL&Spa - Game/Movie room

7613 Villa -8BD Private Pool/Spa-Game- near Disney

8.0 out of 10, Very good, (13)
"We had a great time staying at this house with the family. Cousins got to play in the pool and the game room which was super fun. Easy access to Disney parks."
The price is €892
includes taxes & fees
24 Aug - 25 Aug
7613 Villa -8BD Private Pool/Spa-Game- near Disney
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

Frequently asked questions

What should I expect on my historical trip to Kissimmee?
A trip to the historical sites in Kissimmee is probably first on your sightseeing list. Be sure to check out the fun-filled theme parks and renowned opera while you're here. You can also take time at the major shopping area in this family-friendly area.
What's the best accommodation in Kissimmee to be near 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 centre and private pools. A couple of other options to soak up the local history include GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY and AMAZING 2 BEDROOM AT WESTGATE TOWN CENTER & SPA RESORT NEAR DISNEY.
How many historical hotels are located in Kissimmee?
In Kissimmee, you'll find 26997 hotels and other accommodation options bookable on Expedia, including 22 historic hotels or hotels close to historic sites.
What are the most important 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 stay in a place that has an officially recognised historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features are often preserved in the communal spaces and guestrooms of such hotels in Kissimmee, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and building of a historic hotel is generally the most significant aspect. For a heritage hotel, often it's the cultural value along with how it shaped the community.
Do historic hotels in Kissimmee have modern facilities?
Hotels include modern conveniences and safety features you've come to expect, though efforts have been made to preserve treasured traditions and historic facades. Smart TVs, WiFi, updated bathroom facilities and the popular amenities found in a hotel will be available in a historic hotel. Rest assured that when you select a historic hotel in Kissimmee, you won't find a place that's uncomfortable for guests or simply rundown.