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 $347

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Check availability on Kissimmee Historic Hotels

Tonight
Sep 25 - Sep 26
Tomorrow
Sep 26 - Sep 27
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Kissimmee historic hotels

A modern living room with a sofa, coffee table, and a ceiling fan.
A row of two-story houses with a white picket fence, a palm tree, and a clear blue sky.
A modern kitchen with white cabinets, a black countertop, and a black backsplash.
A bedroom with a large bed, a dresser, a television, and a door leading to another room.

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

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
United States
kathy m.
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
A bedroom with a large bed, two bedside tables, a chandelier, and a view of the outdoors.
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.
A bedroom with a large bed, two bedside tables with lamps, a ceiling light, and a view through a sliding door to the outside.

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
United States
Scott F.
CA $182
CA $545 total
includes taxes & fees
Sep 27 - Sep 28
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 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 $184
CA $664 total
includes taxes & fees
Sep 28 - Sep 29
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 covered pool area with a hot tub, lounge chairs, and a view of the surrounding landscape.
A dining area with a table set for four, a bench, and a chandelier.

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.
CA $195
CA $587 total
includes taxes & fees
Sep 27 - Sep 28
*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 single-story house with a garage, surrounded by well-maintained lawns and palm trees.

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.
CA $198
CA $596 total
includes taxes & fees
Sep 29 - Sep 30
*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 dining area with a wooden table, grey chairs, and a blue vase with green plants.
A hallway with a staircase, a chandelier, and a door with a mirror.
A modern living room with a large flat-screen TV, a ceiling fan, and a sofa.

6. Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
Windsor Hills
United States
Chad G.
Jedi Training Camp Top Rated 5 Star Villa
An aerial view of a resort with a large pool, a water park, and a beach area.
A bedroom with a mural of a beach scene, a wooden bed, and a window with a view.
A dining area with a glass table, wicker chairs, and a hanging light fixture.
A two-story house with a central entrance, a garage, and a well-maintained lawn.

7. Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
Windsor Hills
United States
Dawn M.
Magical Adv 5 Star Villa Movie Room Arcade Pool and More
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.
A patio with a brick floor, a wooden table and chairs, a glass greenhouse, and bamboo plants.

8. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
United States
rick s.
CA $228
CA $523 total
includes taxes & fees
Sep 28 - Sep 29
Mills Cottage by the Little Lake
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 covered entrance with columns, a central door, and potted plants.
A wooden tray with a wine bottle and two glasses on a table by a window with white curtains.

9. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
United States
Susan K.
CA $102
CA $347 total
includes taxes & fees
Sep 27 - Sep 28
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 high-rise residential building with multiple balconies, surrounded by palm trees and a clear blue sky.
A room with a granite countertop, a ceiling fan, a sofa, a chair, and a view through a large window.

10. 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.
CA $126
CA $369 total
includes taxes & fees
Sep 27 - Sep 28
SEPT 25-OCT 3, 11-15, NOV 19-DEC 31 POOL & LAKE VIEW 1 BDR 2BTHS 8FL WATERVIEW
View all properties

Top Kissimmee Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Clean room , everything looking nice"
Laylanie Thairi De Jesus 2-night trip
Posted less than an hour ago
Delta Hotels by Marriott Orlando Celebration
Seasons Florida Resort

Seasons Florida Resort

8/10 Good
"Buen sitio, muy buen balance en precio y calidad"
Christian 7-night trip
Posted 2 hours ago
Seasons Florida Resort
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Genuinely one of the nicest hotels I’ve stayed at: no bugs, pleasant staff, comfortable beds"
Samantha 1-night trip
Posted 4 hours ago
Galleria Palms Hotel
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Excelente atención en front desk y personal del comedor. Muy buena ubicación muy cerca de parques Disney y a pocos minutos de Universal. Todos los servicios cerca. Sin dudas volvería en próxima visita a Disney"
Gabriel Machado 8-night trip
Posted 5 hours ago
Quality Inn & Suites By the Parks
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"Love itttt"
Andrés 2-night trip
Posted 23 hours ago
Gaylord Palms Resort & Convention Center
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent
"Everything was fine"
William 6-night trip
Posted 2 days ago
Legacy Vacation Resorts - Kissimmee/Orlando

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 27907 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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