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Our top choices for Historic Downtown Kissimmee hotels

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (128 reviews)
"Everything was excellent in this hidden gem"
United States
Claire
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is NT$2,720
NT$7,514 total
includes taxes & fees
Feb 24 - Feb 25
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is NT$2,558
NT$7,324 total
includes taxes & fees
Jan 28 - Jan 29
Super Boho - At Lake Toho's Water

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.4 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (5,294 reviews)
"Great stay overall"
United States
Bibi
The price is NT$3,140
NT$3,533 total
includes taxes & fees
Feb 24 - Feb 25
Ramada by Wyndham Suites Orlando Airport

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
9.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4,371 reviews)
"Stay here a few times a year, always great! Wouldn’t stay anywhere else. "
United States
Raymond
The price is NT$1,643
NT$2,581 total
includes taxes & fees
Jan 25 - Jan 26
Red Lion Hotel Orlando Lake Buena Vista South

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
18.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,465 reviews)
"Nice place to stay"
United States
Karla
The price is NT$1,642
NT$3,120 total
includes taxes & fees
Jan 27 - Jan 28
Kompose Boutique Resort at Theme Parks

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (1,117 reviews)
"Nice location to the airport and public transportation. Great food options close by also."
United States
Brandon
The price is NT$3,006
NT$3,382 total
includes taxes & fees
Jan 28 - Jan 29
La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,429 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is NT$4,275
NT$4,810 total
includes taxes & fees
Feb 7 - Feb 8
Rosen Shingle Creek

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
18.1 km from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (426 reviews)
"Excellent place to stay "
United States
ALEX
The price is NT$2,795
NT$3,145 total
includes taxes & fees
Jan 27 - Jan 28
Sonesta Essential Orlando Airport

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
12.8 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4,390 reviews)
"Great stay!"
Canada
Sylvie
The price is NT$3,638
NT$4,092 total
includes taxes & fees
Feb 22 - Feb 23
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
21.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,799 reviews)
"Great service at airport, clean rooms and breakfast was good."
United States
tammy
The price is NT$3,972
NT$4,469 total
includes taxes & fees
Feb 2 - Feb 3
Wingate by Wyndham - Orlando International Airport

Avanti International Resort

Avanti International Resort
4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4,419 reviews)
"Great location! "
United States
Allie
The price is NT$2,657
NT$3,629 total
includes taxes & fees
Jan 26 - Jan 27
Avanti International Resort

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
20.3 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2,919 reviews)
"Great place!"
United States
Cristian
The price is NT$5,336
NT$6,003 total
includes taxes & fees
Feb 9 - Feb 10
Hyatt House Orlando Airport

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,389 reviews)
"Very nice clean hotel"
Canada
Magdalena
The price is NT$1,992
NT$2,261 total
includes taxes & fees
Feb 23 - Feb 24
Seasons Florida Resort

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,464 reviews)
"Amazing room and great breakfasts for the price "
United States
Christian
The price is NT$3,537
NT$3,979 total
includes taxes & fees
Feb 3 - Feb 4
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
12.9 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (3,670 reviews)
"The room was spotless, reasonably priced, had great amenities and was conveniently located to many attractions."
United States
Alrik
The price is NT$2,214
NT$3,558 total
includes taxes & fees
Jan 25 - Jan 26
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
19.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,108 reviews)
"Great quick stay for a good value!"
United States
Pamela
The price is NT$3,953
NT$4,447 total
includes taxes & fees
Jan 27 - Jan 28
avid hotel Orlando International Airport by IHG

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
19.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,959 reviews)
"Great hotel amazing staff "
United States
Gloria
The price is NT$3,462
NT$3,895 total
includes taxes & fees
Feb 2 - Feb 3
Cambria Hotel Orlando Airport

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5,219 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is NT$3,470
NT$3,903 total
includes taxes & fees
Feb 10 - Feb 11
Home2 Suites by Hilton Orlando at Flamingo Crossings

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
19 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,886 reviews)
"Great hotel."
Canada
Rory
The price is NT$4,267
NT$4,801 total
includes taxes & fees
Jan 26 - Jan 27
Holiday Inn Express Orlando International Airport by IHG
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.

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
Learn more about Historic Downtown Kissimmee

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Champions Gate

Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

Top Historic Downtown Kissimmee Hotel Reviews

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out Osceola County Clerk of the Court and Lake Tohopekaliga as part of your Historic Downtown Kissimmee travel plans.
Where is the best place to stay in Historic Downtown Kissimmee?
Based on Expedia customer reviews, Kapp and Kappy B&B is the highest ranked property in Historic Downtown Kissimmee. This B&B offers free breakfast and free parking.
How many hotels will I find in Historic Downtown Kissimmee?
If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 76 Historic Downtown Kissimmee hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.
Where can I learn more about changing or cancelling my trip to Historic Downtown Kissimmee?
For more details about picking new dates or cancelling your trip to Historic Downtown Kissimmee, click here.
What is there to do around this Kissimmee neighborhood?
Spend some time exploring the natural setting of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States, and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, be sure to visit other sights like Brinson Park or Big Toho Marina.
How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?
To venture out of town, take a train from Kissimmee Station.

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