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 $352

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Check availability on Kissimmee Historic Hotels

Tonight
Oct 19 - Oct 20
Tomorrow
Oct 20 - Oct 21
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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 modern living room with a sectional sofa, a glass coffee table, and a kitchen area with a bar.
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.

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
United States
Jacklyn
CA $182
CA $550 total
includes taxes & fees
Oct 26 - Oct 27
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
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.

2. *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 $191
CA $588 total
includes taxes & fees
Oct 22 - Oct 23
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
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 covered outdoor seating area with a bar, white metal chairs, and a palm tree.

3. 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 $223
CA $714 total
includes taxes & fees
Oct 20 - Oct 21
Disney 7 BDRM, Private Pool/HotTub, Games Room, Clean, Fab!
A spacious living area with a large flat-screen TV, a sofa, and a wooden coffee table.
A covered swimming pool area with a ceiling structure, a patio with chairs, and a view of neighboring buildings.
A spacious living area with a sofa, coffee table, and TV, connected to a kitchen with wooden cabinets and a large window.
A single-story house with a garage, surrounded by well-maintained lawns and palm trees.

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 $191
CA $582 total
includes taxes & fees
Oct 20 - Oct 21
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A small, rustic building with a metal roof and a red door, surrounded by lush greenery and a pond.
A stone staircase leading to a pond surrounded by lush greenery and stone railings.
A rustic bar with wooden shelves stocked with bottles, a coffee machine, and bar stools.

5. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
United States
rick s.
CA $202
CA $489 total
includes taxes & fees
Oct 25 - Oct 26
Mills Cottage by the Little Lake
A residential area with houses, a lake, and a fountain.
A dining area with a round table, wooden chairs, a chandelier, and a window with curtains.
A living room with a brown leather sofa, patterned armchair, and a coffee table. There's a chandelier, a desk with a computer, and a TV.
A fenced outdoor area with a palm tree, a sign, and a body of water.

6. Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
United States
Dania B.
CA $140
CA $400 total
includes taxes & fees
Nov 4 - Nov 5
Eastpark. Pet friendly! Lake Nona
A patio with a table and stools overlooking a body of water with boats and an American flag.
A park with a green bench, palm trees, and a playground with colorful equipment.
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.

7. 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 $205
CA $489 total
includes taxes & fees
Oct 20 - Oct 21
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 modern dining area with a wooden table, white chairs, and a hanging light fixture.
A living room with a sofa, a coffee table, and a TV mounted on the wall.
A wooden tray with a wine bottle and two glasses on a table by a window with white curtains.

8. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
United States
Susan K.
CA $102
CA $352 total
includes taxes & fees
Nov 1 - Nov 2
Incredible Renovated home located near all !!
An aerial view of a resort with a large swimming pool, a dock, and a parking area.
A high-rise hotel with a swimming pool and dock.
A living room with a sofa set, a coffee table, and a TV. There is a painting on the wall and a ceiling fan.
A hotel room with a large bed, two bedside tables, a painting of a beach scene, and a view of the outdoors through a glass door.

9. Serene Oasis Lakefront Penthouse Facing Disney

Serene Oasis Lakefront Penthouse Facing Disney
Orlando
United States
Kay R.
CA $318
CA $637 total
includes taxes & fees
Oct 20 - Oct 21
Serene Oasis Lakefront Penthouse Facing Disney
A greenhouse with a sign reading "L'ORANGERIE," surrounded by bamboo plants and stone walls.
A two-story house with a swimming pool, outdoor seating, and a covered patio area.
A stone staircase leading to a pond surrounded by lush greenery and stone railings.
A rustic bar with wooden shelves stocked with bottles, a coffee machine, and bar stools.

10. Lake House Pets allowed

Lake House Pets allowed
Lake Weldona
United States
LUIS ANGEL E.
CA $215
CA $541 total
includes taxes & fees
Oct 20 - Oct 21
Lake House Pets allowed
View all properties

Top Kissimmee Hotel Reviews

Seasons Florida Resort

Seasons Florida Resort

8/10 Good
"."
Thamara 4-night trip
Posted 8 hours ago
Seasons Florida Resort
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

8/10 Good
"The room was not cleaned"
HENRY 2-night trip
Posted 8 hours ago
Gaylord Palms Resort & Convention Center
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"Great place to stay for the price"
Alan 2-night trip
Posted 9 hours ago
Vacation Village Orlando, Celebration
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

8/10 Good
"Absolutt greit hotell for en tur til Disney eller annet"
Roger Hartvig 2-night trip
Posted 11 hours ago
Ramada by Wyndham Kissimmee Gateway
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Excellent
"Beautiful"
Laura 1-night trip
Posted 11 hours ago
Embassy Suites by Hilton Orlando Lake Buena Vista South
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Great hotel the rooms are very spacious. The property is very well located 10 minutes walking to Old Town Disney and same distance to the NiKe Factory I didn't try the breakfast but I found 26.00 per person is too much and they never showed the Menu o what was included"
Pemig 1-night trip
Posted 19 hours ago
Delta Hotels by Marriott Orlando Celebration

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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