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

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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)
"This property is in excellent condition. It's the perfect place to stay if you're going to the Parks."
United States
kathy m.
The price is AED 327
AED 938 total
includes taxes & fees
26 Jul - 27 Jul
Remodeled 3/2 condo minutes to Parks, shopping and entertainment
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, (64 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
5 Aug - 6 Aug
7 BDRM, Private Pool/HotTub, Heat Included, Games
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, (129 reviews)
"Being this was our family 1st time staying in a house it was good. Very roomy and near by to a lot of food and stores. "
United States
Stanford S.
The price is AED 569
AED 1,548 total
includes taxes & fees
5 Aug - 6 Aug
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
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, (151 reviews)
"Great house to rent out for a family vacation, since the moment you walk in you will love the home very clean and well set up all the areas throughout the home. Best pool table we have ever seen in these homes. Host very nice and answers quickly to any questions asked totally recommend."
United States
Merli M.
The price is AED 611
AED 1,672 total
includes taxes & fees
29 Jul - 30 Jul
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
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)
"We had a great time staying in this vacation rental!"
United States
Amanda S.
The price is AED 679
AED 1,762 total
includes taxes & fees
20 Aug - 21 Aug
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Outdoor pool, a heated pool

The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room

The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room
Kissimmee
9.8 out of 10, Exceptional, (242 reviews)
"We absolutely loved our stay at The Adventure Villa! The place was spacious and clean, and perfect for our family. We couldn’t recommend this home enough, and look forward to visiting again in the future. "
United States
Megan R.
The price is AED 436
AED 1,749 total
includes taxes & fees
5 Aug - 6 Aug
The Adventure Villa - South Facing Pool with Jets - Min. to Disney - Game Room
A heated pool

#2780 Priv Spa Pool 2 Masters Disney Universal.

#2780 Priv Spa Pool 2 Masters Disney Universal.
Kissimmee
8.6 out of 10, Excellent, (8 reviews)
"This home was our base camp for Disney World. Family of 8. Location was great. Comfortable beds. 3.5 baths were a convenience. Pack and play crib and high chair..Clean. Livingroom seating was minimal with one small, hard couch that seated three adults. Gas BBQ is an additional cost. Nice home."
United States
corinne n.
#2780 Priv Spa Pool 2 Masters Disney Universal.
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, (94 reviews)
"Very clean, had all the kitchen utensils we needed and having our own pool was great!"
United States
Megan H.
The price is AED 1,653
AED 3,202 total
includes taxes & fees
7 Aug - 8 Aug
Jedi Training Camp Top Rated 5 Star Villa
Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (100 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is AED 364
AED 1,039 total
includes taxes & fees
27 Jul - 28 Jul
Eastpark. Pet friendly! Lake Nona
Outdoor dining

Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking

Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
St. Cloud
9.4 out of 10, Exceptional, (51 reviews)
"Always a great place to stay, Location Location Location! Great and helpful host, at least my third stay here, and ready to come back! "
United States
Scott D.
The price is AED 459
AED 1,174 total
includes taxes & fees
10 Aug - 11 Aug
Private home and entrance, stocked kitchen, fenced yard, Pets, boats ok,Parking
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
"Staff was nice and helpful, nice location. Peace and quiet trip. Multiple restaurants nearby. Breakfast was good."
Phyllis 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 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 27302 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.