Kissimmee Hotel Guide - Historic Hotels in Kissimmee, Orlando

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Check availability on Kissimmee Historic Hotels

Our top choices for Kissimmee historic hotels

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, (77 reviews)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is €371
includes taxes & fees
12 Feb - 13 Feb
*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, (116 reviews)
"Family friendly. Clean apartment. Host was very responsive and friendly. Highly recommend for family functions. Very close to WDW attractions ."
United States
Maria M.
The price is €358
includes taxes & fees
25 Feb - 26 Feb
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
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, (137 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is €378
includes taxes & fees
23 Feb - 24 Feb
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Outdoor pool, a heated pool

Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!

Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!
Reunion
9.2 out of 10, Wonderful, (79 reviews)
"It was awesome location. Lot of space to relax. Kids absolutely loved it Best vacation spot for us with a mix of kids from 3 months to 16 yo"
United States
Rebecca L.
The price is €597
includes taxes & fees
23 Feb - 24 Feb
Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!
Outdoor pool, a heated pool

"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"

"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"
Windsor Hills
9.2 out of 10, Wonderful, (197 reviews)
"Very nice location, great house with plenty of room. The grandchildren loved the playroom. Master bedroom was very spacious. "
United States
Trish P.
"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"
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, (15 reviews)
"Everything was excellent! A wonderful family trip !"
United States
Dawn M.
The price is €674
includes taxes & fees
16 Feb - 17 Feb
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
10.0 out of 10, Exceptional, (54 reviews)
"Great place to stay and explore other no-theme park areas of Orlando. "
United States
Karla
The price is €309
includes taxes & fees
23 Feb - 24 Feb
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Large, beautiful, very comfortable one bedroom on small lake

Large, beautiful, very comfortable one bedroom on small lake
Lake Weldona
10.0 out of 10, Exceptional, (62 reviews)
"Our 2 night stay was wonderful! A beautiful place to enjoy and relax. We will definitely being staying here again when we are in Orlando."
United States
Jolyn W.
The price is €271
includes taxes & fees
16 Feb - 17 Feb
Large, beautiful, very comfortable one bedroom on small lake
Exterior

Prime Resort Studio near Universal & Disney balcony with LAKE VIEW

Prime Resort Studio near Universal & Disney balcony with LAKE VIEW
International Drive District
8.2 out of 10, Very good, (11 reviews)
"My adult friend and I thought this place was perfect for our short stay. It was very close to the airport and universal. We had a wonderful trip and the host was very responsive when needed."
United States
J M.
The price is €170
includes taxes & fees
6 Mar - 7 Mar
Prime Resort Studio near Universal & Disney balcony with LAKE VIEW
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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Room was very clean and staff very helpful. We would like to recognize Constanza, Anaika, Heidymar, Viviana and Daniela for their extra efforts and above and beyond service."
George 2-night trip
Posted 18 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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, GREAT TWO BEDROOM RESORT CONDO MINUTES FROM DISNEY is a top resort for history seekers booking on Expedia, and it features a water park and a fitness centre. A couple of other options to soak up the local history include AMAZING STUDIO AT WESTGATE TOWN CENTER RESORT & SPA NEAR DISNEY and GREAT STUDIO AT RESORT NEAR DISNEY.
How many historical hotels are located in Kissimmee?
In Kissimmee, you'll find 28050 hotels and other accommodation options bookable on Expedia, including 19 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 Epcot®.
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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