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

Kissimmee Hotel Guide - Historic Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Historic Hotels

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul

Our top choices for Kissimmee historic hotels

Smart TV, Netflix, DVD player, books

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

Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Royal Palm Bay
9.4 out of 10, Exceptional, (44 reviews)
"The location was perfect for our needs and true to it's online description."
United States
Angie S.
The price is €229
includes taxes & fees
29 Jun - 30 Jun
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Smart TV, DVD player, table football, books

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

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (151 reviews)
"Amir was very responsive. The house was clean and well stocked! Great trip to Florida!"
United States
Anne B.
The price is €389
includes taxes & fees
29 Jun - 30 Jun
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Smart TV, video games, DVD player, table football

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

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (81 reviews)
"We had a great time staying in this vacation rental!"
United States
Amanda S.
The price is €412
includes taxes & fees
29 Jun - 30 Jun
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
4 bedrooms, memory-foam beds, desk, iron/ironing board

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

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (127 reviews)
"Everything was amazing & perfect for our girls trip to Disney! Everything was so close to the property, and the property was bigger than i even expected! "
United States
Payton T.
The price is €342
includes taxes & fees
6 Jul - 7 Jul
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Sports court

7 BDRM, Private Pool/HotTub, Heat Included, Games

7 BDRM, Private Pool/HotTub, Heat Included, Games
Kissimmee
9.0 out of 10, Wonderful, (63 reviews)
"Host was very welcoming. The house was very spacious and comfortable and the neighborhood was great. The pool and hot tub were perfect. Host was very responsive to questions /concerns. "
United States
Michele P.
7 BDRM, Private Pool/HotTub, Heat Included, Games
Outdoor pool, a heated pool

Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities

Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
Windsor Hills
9.4 out of 10, Exceptional, (100 reviews)
"Recommend very good place "
United States
Furkat R.
The price is €535
includes taxes & fees
12 Jul - 13 Jul
Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
Outdoor pool, a heated pool

large 6/4 home, free pool heat, 3 miles to Disney

large 6/4 home, free pool heat, 3 miles to Disney
Windsor Hills
9.4 out of 10, Exceptional, (128 reviews)
"House was wonderful, plenty of room for togetherness and privacy as needed, host was extremely responsive and a pleasure to work with, can’t imagine a better place to stay. "
United States
KayLynn B.
large 6/4 home, free pool heat, 3 miles to Disney
Pool

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
Windsor Hills
9.8 out of 10, Exceptional, (92 reviews)
"We had a great time at your place. It was clean, had everything we needed in it and it was a close drive to the parks we went to. Thank you again "
United States
DANIELLE N.
The price is €709
includes taxes & fees
27 Jul - 28 Jul
Jedi Training Camp Top Rated 5 Star Villa
Pool

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
Windsor Hills
9.2 out of 10, Wonderful, (16 reviews)
"Everything was excellent! A wonderful family trip !"
United States
Dawn M.
The price is €745
includes taxes & fees
2 Jul - 3 Jul
Magical Adv 5 Star Villa Movie Room Arcade Pool and More
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

Mills Cottage by the Little Lake
Lake Weldona
9.8 out of 10, Exceptional, (64 reviews)
"Great stay. "
United States
rick s.
The price is €367
includes taxes & fees
6 Jul - 7 Jul
Mills Cottage by the Little Lake
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Kissimmee Hotel Reviews

Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"The room at this hotel was wonderful! The bed was extremely comfortable, and had 3 pillows per queen bed. We loved that the flooring was laminate instead of carpeting. The room appears to have been recently renovated. Parking was free and we had no problem finding a space. The area is very safe and we never worried about parking the car in the lot. The hotel is very close to Disney attractions, a definite plus. We had 2 breakfasts which is included in the very reasonable cost of the room. We were very satisfied with this hotel stay."
JoAnn 2-night trip
Posted less than an hour ago
Galleria Palms Hotel

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 renowned opera 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 26922 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 and Disney's Animal Kingdom® Theme Park. Additionally, in the area, you'll find Disney Springs™ and Orange County Convention Center.
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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