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

Find Historic Hotels in Kissimmee, FL from CA $367

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Check availability on Kissimmee Historic Hotels

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Kissimmee historic hotels

A bedroom with a large bed, two bedside tables, a chandelier, and a view of the outdoors.
A bedroom with a large bed, two bedside tables with lamps, a ceiling light, and a view through a sliding door to the outside.
A modern kitchen with white cabinets, stainless steel appliances, a large island with a sink, and a view of the outdoors through a large window.
A modern living room with a sectional sofa, a glass coffee table, and a kitchen area with a bar.

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
United States
Scott F.
CA $184
CA $549 total
includes taxes & fees
Oct 7 - Oct 8
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
An aerial view of a resort with a basketball court, swimming pool, and palm trees.
A modern kitchen with a central island, a dining area with a glass table, and a living area with a red sofa.
A residential area with a stone wall labeled "Temra Verde" and a pathway leading to a house with a red-tiled roof.
A two-story house with a garage, a front porch, and a well-maintained lawn with palm trees.

2. Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!

Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
Kissimmee
United States
Amanda D.
CA $191
CA $670 total
includes taxes & fees
Oct 7 - Oct 8
Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
A spacious living room with a large flat-screen TV, a glass coffee table, and a comfortable sofa. A kitchen with modern appliances is visible in the background.
A dining area with a table set for four, a bench, and a chandelier.
A spacious living room with a large TV, a sofa, and a glass coffee table.
A covered pool area with a hot tub, lounge chairs, and a view of the surrounding landscape.

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

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
United States
bryan s.
CA $193
CA $590 total
includes taxes & fees
Oct 11 - Oct 12
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
A spacious living area with a large flat-screen TV, a sofa, and a wooden coffee table.
A single-story house with a garage, surrounded by well-maintained lawns and palm trees.
A residential house with a well-maintained lawn, a palm tree, and a garage.
A covered swimming pool area with a ceiling structure, a patio with chairs, and a view of neighboring buildings.

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

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
United States
Amanda S.
CA $193
CA $590 total
includes taxes & fees
Oct 19 - Oct 20
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
A resort with a large swimming pool, palm trees, and a building with multiple balconies.
A modern living room with a large flat-screen TV, a ceiling fan, and a sofa.
A hallway with a staircase, a chandelier, and a door with a mirror.
A dining area with a wooden table, grey chairs, and a blue vase with green plants.

5. Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
Windsor Hills
United States
Chad G.
CA $490
CA $1,035 total
includes taxes & fees
Oct 12 - Oct 13
Jedi Training Camp Top Rated 5 Star Villa
A resort pool area with a large pool, lounge chairs, and a building with a red roof.
A modern lobby with a fireplace, two sofas, and a small table.
A large, modern building with a curved roof and multiple satellite dishes.
A modern bar area with a pool table, bar stools, and a counter.

6. #2780 Priv Spa Pool 2 Masters Disney Universal.

#2780 Priv Spa Pool 2 Masters Disney Universal.
Kissimmee
United States
corinne n.
#2780 Priv Spa Pool 2 Masters Disney Universal.
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A rustic bar with wooden shelves stocked with bottles, a coffee machine, and bar stools.
A stone staircase leading to a pond surrounded by lush greenery and stone railings.
A small, rustic building with a metal roof and a red door, surrounded by lush greenery and a pond.

7. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
United States
rick s.
CA $237
CA $531 total
includes taxes & fees
Oct 7 - Oct 8
Mills Cottage by the Little Lake
A residential area with houses, a lake, and a fountain.
A fenced outdoor area with a palm tree, a sign, and a body of water.
A dining area with a wooden table and chairs, a chandelier, and a large tapestry on the wall.
A dining area with a round table, wooden chairs, a chandelier, and a window with curtains.

8. Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
United States
Dania B.
CA $141
CA $405 total
includes taxes & fees
Oct 12 - Oct 13
Eastpark. Pet friendly! Lake Nona
A patio with a table and stools overlooking a body of water with boats and an American flag.
A living room with a brown sofa, a red sofa, and a rocking chair. There is a television mounted on the wall and a ceiling fan.
A compact kitchen with white cabinets, a microwave, an oven, and a sink.
A park with a green bench, palm trees, and a playground with colorful equipment.

9. 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
United States
Scott D.
CA $178
CA $456 total
includes taxes & fees
Oct 24 - Oct 25
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
A swimming pool with a clear blue water, surrounded by palm trees and lounge chairs.
A covered entrance with columns, a central door, and potted plants.
A modern dining area with a wooden table, white chairs, and a hanging light fixture.
A wooden tray with a wine bottle and two glasses on a table by a window with white curtains.

10. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
United States
Susan K.
CA $114
CA $367 total
includes taxes & fees
Nov 1 - Nov 2
Incredible Renovated home located near all !!
View all properties

Top Kissimmee Hotel Reviews

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

8/10 Good
"Buen servicio"
Wilmar Alexis 4-night trip
Posted less than an hour ago
Quality Inn & Suites By the Parks
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"."
Rebecca 1-night trip
Posted 1 hour ago
Galleria Palms Hotel
Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Rosa was the best"
Jose 2-night trip
Posted 1 hour ago
Seasons Florida Resort
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Excellent stay, since the arrival with the check in at the front desk with Noemi, the sweetest and more knowledgeable person ever, to the customer assistance with the living room TV issue, they are all fantastic. Rooms are newly renovated, the property is well maintained and have a lot of activities for all ages, all the time."
ilya 4-night trip
Posted 2 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"The property had everything that you needed onsite!!"
Olympia 2-night trip
Posted 7 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Súper hermoso el hotel las piscinas y el parque de agua súper y el personal súper amables los niños tienes que llenar un librito encontrando una calabazitq y al final le regalan un peluche de la misma calabazita súper lindo"
Yamile 1-night trip
Posted 17 hours ago
Gaylord Palms Resort & Convention Center
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"Excelente ubicacion , Muy buen lugar"
joel 6-night trip
Posted 19 hours ago
Ramada by Wyndham Kissimmee Gateway
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"It was great for our stay, they kept our room nice and clean! Having the Dunkin at the hotel was convenient since we didn’t opt in for breakfast. The shuttle service reservation to the Disney Parks was a huge plus."
Natalie 2-night trip
Posted 1 day ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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, 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 27974 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, Disney's Animal Kingdom® Theme Park, and Old Town. Additionally, in the area you'll find Disney Springs™ and ESPN Wide World of Sports Complex.
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.

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