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

Historic Hotels & Resorts in Kissimmee from NZ$424

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Check availability on Kissimmee Historic Hotels

Tonight
11 Sept - 12 Sept
Tomorrow
12 Sept - 13 Sept
This weekend
11 Sept - 13 Sept
Next weekend
18 Sept - 20 Sept

Our top choices for Kissimmee historic hotels

A modern living room with a sofa, coffee table, and a ceiling fan.
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.
A row of two-story houses with a white picket fence, a palm tree, and a clear blue sky.

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.
NZ$434
includes taxes & fees
13 Sept - 14 Sept
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
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 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.
A spacious living room with a large TV, a sofa, and a glass coffee table.

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.
NZ$699
includes taxes & fees
14 Sept - 15 Sept
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
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 hallway with a large 'HOME' sign on the wall.
A bedroom with a large bed, two bedside tables with lamps, a ceiling light, and a view through a sliding door to the outside.

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
United States
Scott F.
NZ$659
includes taxes & fees
14 Sept - 15 Sept
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
An aerial view of a resort with multiple swimming pools, palm trees, and a playground.
A modern kitchen with granite countertops, wooden cabinets, stainless steel appliances, and pendant lighting.
A modern kitchen with wooden cabinets, a stainless steel refrigerator, and pendant lighting.
A residential area with a pool, a sign reading "Windsor," and houses with tiled roofs.

4. Luxury 5 Beds Villa with Private Pool - Carefully Sanitized - 8843 GC

Luxury 5 Beds Villa with Private Pool - Carefully Sanitized - 8843 GC
Kissimmee
Canada
Crystal
NZ$879
includes taxes & fees
1 Oct - 2 Oct
Luxury 5 Beds Villa with Private Pool - Carefully Sanitized - 8843 GC
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 single-story house with a garage, surrounded by well-maintained lawns and palm trees.
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.
NZ$715
includes taxes & fees
14 Sept - 15 Sept
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
A resort pool area with a large pool, lounge chairs, and a building with a red roof.
A poolside dining area with tables and chairs, overlooking a swimming pool and palm trees.
A modern lobby with a fireplace, two sofas, and a small table.
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.
NZ$722
includes taxes & fees
4 Oct - 5 Oct
#2780 Priv Spa Pool 2 Masters Disney Universal.
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 wooden table set for six, surrounded by wooden chairs. There is a chandelier above the table, and a plant is placed on the table.
A dining area with a glass table, wicker chairs, and a hanging light fixture.

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.
NZ$1,414
includes taxes & fees
26 Sept - 27 Sept
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 patio with a brick floor, a wooden table and chairs, a glass greenhouse, and bamboo plants.
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.

8. Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
United States
rick s.
NZ$519
includes taxes & fees
16 Sept - 17 Sept
Mills Cottage by the Little Lake
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 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.

9. Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
United States
Susan K.
NZ$424
includes taxes & fees
12 Sept - 13 Sept
Incredible Renovated home located near all !!
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 round table, wooden chairs, a chandelier, and a window with curtains.
A fenced outdoor area with a palm tree, a sign, and a body of water.

10. Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
United States
Dania B.
NZ$459
includes taxes & fees
15 Sept - 16 Sept
Eastpark. Pet friendly! Lake Nona
View all properties

Top Kissimmee Hotel Reviews

Seasons Florida Resort

Seasons Florida Resort

10/10 Excellent
"Nice an very clean"
Randy 1-night trip
Posted less than an hour ago
Seasons Florida Resort
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"great"
yasmany 3-night trip
Posted less than an hour ago
Gaylord Palms Resort & Convention Center
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Staff was amazing"
Christopher 2-night trip
Posted 2 hours ago
Galleria Palms Hotel
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

8/10 Good
"Very nice hotel, clean room, friendly helpful staff."
Stella 4-night trip
Posted 15 hours ago
Delta Hotels by Marriott Orlando Celebration
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good
"We have stayed multiple times at this property with family and it has always been very good. Rooms and amenities are very good and the staff is very helpful if you have questions or concerns."
Michelle 5-night trip
Posted 19 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Legacy Vacation Resorts - Kissimmee/Orlando

Legacy Vacation Resorts - Kissimmee/Orlando

10/10 Excellent
"The place was nice we stayed 2 days and clean"
Johana 2-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 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 27669 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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