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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, (129 reviews)
"Loved the front porch. Yummy breakfast. Very hospitable "
United States
Linda
The price is NT$4,264
NT$4,840 total
includes taxes & fees
Feb 1 - Feb 2
Kapp and Kappy B&B

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$3,291
NT$8,124 total
includes taxes & fees
Feb 4 - Feb 5
Super Boho - At Lake Toho's Water

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is NT$2,234
NT$6,941 total
includes taxes & fees
Feb 4 - Feb 5
304 Lakeshore - Unit 1 and 2

SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection
3.0 star property
13.3 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (3,053 reviews)
"Hotel was clean and convenient for our stay. "
United States
Pariese
The price is NT$2,268
NT$3,118 total
includes taxes & fees
Feb 22 - Feb 23
SPOT X Hotel Orlando/Intl Dr by The Red Collection

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, (5,209 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is NT$3,457
NT$3,890 total
includes taxes & fees
Feb 10 - Feb 11
Home2 Suites by Hilton Orlando at Flamingo Crossings

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
22 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (679 reviews)
"Very clean and the breakfast options were great"
United States
Nicole A.
The price is NT$3,085
NT$3,471 total
includes taxes & fees
Feb 9 - Feb 10
Spark by Hilton Orlando near Universal

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,052 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,996 reviews)
"Always love staying here when visiting Orlando!"
United States
Bethany L
The price is NT$4,482
NT$5,042 total
includes taxes & fees
Feb 10 - Feb 11
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
15.3 km from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (2,588 reviews)
"Enjoyed staying here and very convenient "
United States
Rachael
The price is NT$2,219
NT$2,496 total
includes taxes & fees
Feb 22 - Feb 23
Days Inn by Wyndham Orlando Conv. Center/International Dr

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
11.7 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1,457 reviews)
"Loved everything about this hotel "
United States
Giselle
The price is NT$3,936
NT$5,313 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
25.3 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4,073 reviews)
"Great hotel, Wonderful amenities and location!"
United States
William
The price is NT$3,343
NT$4,646 total
includes taxes & fees
Feb 10 - Feb 11
Hilton Vacation Club Aqua Sol Orlando West

Spectrum Resort Villas Orlando and Waterparks

Spectrum Resort Villas Orlando and Waterparks
4.0 star property
Reunion, 18.7 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (882 reviews)
"Great location for a family vacation"
United States
Deanne
The price is NT$8,118
NT$16,400 total
includes taxes & fees
Mar 3 - Mar 4
Spectrum Resort Villas Orlando and Waterparks

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,232 reviews)
"Great place to stay "
United States
ALTON
The price is NT$4,360
NT$4,905 total
includes taxes & fees
Feb 24 - Feb 25
Homewood Suites by Hilton Orlando at Flamingo Crossings

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
17.8 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,035 reviews)
"Great staff, clean rooms and great location."
Canada
Lynne
The price is NT$2,904
NT$3,267 total
includes taxes & fees
Feb 11 - Feb 12
Element Orlando Universal Blvd.

Holiday Inn Orlando International Dr-ICON by IHG

Holiday Inn Orlando International Dr-ICON by IHG
3.0 star property
17.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,491 reviews)
"The room was very clean, beds were comfy, and the staff were very friendly!"
Canada
Janice
The price is NT$2,800
NT$3,622 total
includes taxes & fees
Feb 22 - Feb 23
Holiday Inn Orlando International Dr-ICON by IHG

Club Sevilla

Club Sevilla
2.0 star property
6.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,000 reviews)
"Best resort in the area for quiet relaxing stay "
United States
Lizette
Club Sevilla

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
19.2 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1,491 reviews)
"Great place to stay and great amenities"
United States
Darshan
The price is NT$4,059
NT$4,566 total
includes taxes & fees
Feb 1 - Feb 2
Hyatt House Orlando International Drive

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
14.5 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2,879 reviews)
"Very nice staff, good food. "
United States
Peter
The price is NT$6,251
NT$8,519 total
includes taxes & fees
Mar 1 - Mar 2
Wyndham Grand Orlando Resort Bonnet Creek

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
14.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,953 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is NT$2,832
NT$3,186 total
includes taxes & fees
Feb 8 - Feb 9
Aloft Orlando Lake Buena Vista

Hilton Vacation Club Grande Villas Orlando

Hilton Vacation Club Grande Villas Orlando
3.5 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,884 reviews)
"Great place to stay"
United States
Fernando
The price is NT$3,170
NT$4,272 total
includes taxes & fees
Feb 11 - Feb 12
Hilton Vacation Club Grande Villas Orlando
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.

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.

Florida Center

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

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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