Find Historic Hotels in Kissimmee, FL

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Check availability on Kissimmee Historic Hotels

Next weekend
12 Jun - 14 Jun
In two weeks
19 Jun - 21 Jun

Our top choices for Kissimmee historic hotels

Smart TV, DVD player, foosball, 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, (146 reviews)
"Amir was very responsive. The house was clean and well stocked! Great trip to Florida!"
United States
Anne B.
The price is AED 527
AED 1,566 total
includes taxes & fees
8 Jun - 9 Jun
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
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 AED 327
AED 941 total
includes taxes & fees
8 Jun - 9 Jun
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
Smart TV, video games, DVD player, foosball

*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)
"The location was great and very clean. Would stay there again!"
United States
Bryan H.
The price is AED 569
AED 1,618 total
includes taxes & fees
10 Jun - 11 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, (124 reviews)
"Clean and comfortable"
United States
Stevon L.
The price is AED 525
AED 1,495 total
includes taxes & fees
14 Jun - 15 Jun
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
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, (99 reviews)
"Recommend very good place "
United States
Furkat R.
Luxury Windsor Hills Villa 5BR/5BA 5 Min to Disney Free Resort Amenities
Sport 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.
The price is AED 701
AED 1,892 total
includes taxes & fees
8 Jun - 9 Jun
7 BDRM, Private Pool/HotTub, Heat Included, Games
Outdoor pool, a heated pool

Free Water Park-Walk to Clubhouse-6BR Disney Home-Sleeps 15-Private Pool & Spa

Free Water Park-Walk to Clubhouse-6BR Disney Home-Sleeps 15-Private Pool & Spa
Windsor Hills
9.4 out of 10, Exceptional, (211 reviews)
"Great amenities, very clean and accommodating hosts! Would definitely stay again for our next Disney vacation"
United States
Mattie B.
The price is AED 843
AED 2,203 total
includes taxes & fees
12 Jun - 13 Jun
Free Water Park-Walk to Clubhouse-6BR Disney Home-Sleeps 15-Private Pool & Spa
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)
"Great care by the host. Very accessible. Perfect communication. Spacious and clean home with modern appliances."
United States
Elias H.
large 6/4 home, free pool heat, 3 miles to Disney
Pool

2659 Disney Resort 3BR 3BA Villa with Private Spa Pool

2659 Disney Resort 3BR 3BA Villa with Private Spa Pool
Kissimmee
2659 Disney Resort 3BR 3BA Villa with Private Spa Pool
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)
"Great vacation home. Kitchen was well stocked. Home was clean and spacious. Property manager was quick on communication. Thank you! "
United States
Thomas L.
The price is AED 1,466
AED 3,111 total
includes taxes & fees
18 Jun - 19 Jun
Magical Adv 5 Star Villa Movie Room Arcade Pool and More
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

8/10 Good
"Very close to the parks and had a nice pool area. Overall enjoyed my stay but the property could use some updates and a good cleaning."
Annastasia 3-night trip
Posted 9 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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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 entertainment choices 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 27657 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 and Disney's Animal Kingdom® Theme Park. Additionally, in the area you'll find Disney Springs™ and Aquatica.
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.