Find Historic Hotels in Kissimmee, FL

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Check availability on Kissimmee Historic Hotels

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, (149 reviews)
"Amir was very responsive. The house was clean and well stocked! Great trip to Florida!"
United States
Anne B.
The price is AED 527
AED 1,566 total
includes taxes & fees
14 Jun - 15 Jun
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, Netflix, DVD player, books

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

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
9.4 out of 10, Exceptional, (44 reviews)
"The location was perfect for our needs and true to it's online description."
United States
Angie S.
The price is AED 327
AED 938 total
includes taxes & fees
14 Jun - 15 Jun
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
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 606
AED 1,667 total
includes taxes & fees
14 Jun - 15 Jun
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
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, (99 reviews)
"Recommend very good place "
United States
Furkat R.
The price is AED 731
AED 2,296 total
includes taxes & fees
16 Jun - 17 Jun
Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
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, (125 reviews)
"Clean and comfortable"
United States
Stevon L.
The price is AED 507
AED 1,470 total
includes taxes & fees
15 Jun - 16 Jun
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Outdoor pool, a heated pool

large 6/4 home, free pool heat, 3 miles to Disney

large 6/4 home, free pool heat, 3 miles to Disney
Windsor Hills
9.4 out of 10, Exceptional, (128 reviews)
"Great care by the host. Very accessible. Perfect communication. Spacious and clean home with modern appliances."
United States
Elias H.
The price is AED 951
AED 2,575 total
includes taxes & fees
28 Jun - 29 Jun
large 6/4 home, free pool heat, 3 miles to Disney
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, (63 reviews)
"Beautiful grounds and awesome amenities."
United States
Serenity C.
The price is AED 593
AED 1,337 total
includes taxes & fees
14 Jun - 15 Jun
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, (99 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is AED 364
AED 1,032 total
includes taxes & fees
24 Jun - 25 Jun
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 641
AED 1,239 total
includes taxes & fees
14 Jun - 15 Jun
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
9.2 out of 10, Wonderful, (50 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 357
AED 1,033 total
includes taxes & fees
17 Jun - 18 Jun
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

8/10 Good
"An older hotel, but it was clean. The pool was nice. Good price and location."
Karen 1-night trip
Posted 1 hour ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

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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 26968 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 Aquatica.
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.