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

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

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 hallway with a large 'HOME' sign on the wall.
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 bedroom with a large bed, two bedside tables with lamps, a ceiling light, and a view through a sliding door to the outside.

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
United States
Scott F.
£294
includes taxes & fees
4 Oct - 5 Oct
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
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.

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

#2780 Priv Spa Pool 2 Masters Disney Universal.
Kissimmee
United States
corinne n.
£320
includes taxes & fees
4 Oct - 5 Oct
#2780 Priv Spa Pool 2 Masters Disney Universal.
An aerial view of a resort with a basketball court, swimming pool, and palm trees.
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.
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.
£377
includes taxes & fees
5 Oct - 6 Oct
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 residential house with a garage, a well-maintained lawn, and a palm tree.
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.

4. *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.
£327
includes taxes & fees
11 Oct - 12 Oct
*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 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.
A spacious living area with a sofa, coffee table, and TV, connected to a kitchen with wooden cabinets and a large window.

5. *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.
£335
includes taxes & fees
19 Oct - 20 Oct
*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.

6. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
United States
rick s.
£289
includes taxes & fees
4 Oct - 5 Oct
Mills Cottage by the Little Lake
A residential area with houses, a lake, and a fountain.
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 dining area with a wooden table and chairs, a chandelier, and a large tapestry on the wall.
A fenced outdoor area with a palm tree, a sign, and a body of water.

7. Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
United States
Dania B.
£216
includes taxes & fees
12 Oct - 13 Oct
Eastpark. Pet friendly! Lake Nona
A swimming pool with a clear blue water, surrounded by palm trees and lounge chairs.
A wooden tray with a wine bottle and two glasses on a table by a window with white curtains.
A living room with a sofa, a coffee table, and a TV mounted on the wall.
A modern dining area with a wooden table, white chairs, and a hanging light fixture.

8. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
United States
Susan K.
£199
includes taxes & fees
1 Nov - 2 Nov
Incredible Renovated home located near all !!
A high-rise hotel with a large swimming pool, a dock extending into a large body of water, and lush greenery surrounding the property.
A wooden pier extending into a lake, surrounded by lush greenery and a gazebo.
A room with a granite countertop, a ceiling fan, a sofa, a chair, and a view through a large window.
A modern kitchen with a dining area, including a bar with chairs, a dining table with chairs, and a ceiling fan.

9. SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW

SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW
Orlando
United States
Nancy M.
SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW
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 boat docked at a marina with a building in the background.
A compact kitchen with white cabinets, a microwave, an oven, and a sink.

10. 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.
£247
includes taxes & fees
9 Oct - 10 Oct
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
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Top Kissimmee Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"We had a great state"
Bob 5-night trip
Posted 7 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Excellent
"Room was cleaned everyday. We stayed for 3 days & have visited this hotel about 3 times. The staff was wonderful & very friendly. Breakfast served was excellent & the staff in the dining area were always ready to help. I have stayed at other Embassy Suites, by far this place was the best."
Jessie 1-night trip
Posted 8 hours ago
Embassy Suites by Hilton Orlando Lake Buena Vista South
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Amazing breakfast. Suoer clean rooms. Very comfortable. Staff spectacular."
Alain 2-night trip
Posted 10 hours ago
Galleria Palms Hotel
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Nos encantó!"
Ambar 9-night trip
Posted 14 hours ago
Quality Inn & Suites By the Parks

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 lively festivals 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 in-room kitchens. A couple of other options to soak up the local history 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 are located in Kissimmee?
In Kissimmee, you'll find 27974 hotels and other accommodation options bookable on Expedia, including 17 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 ESPN Wide World of Sports Complex.
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.

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