Find hotels in Historic Downtown Kissimmee, Orlando

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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, (126)
"Friendly host. Felt like home. "
Canada
Gordon
The price is NT$5,479
NT$6,218 total
includes taxes & fees
Jan 18 - Jan 19
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$3,164
NT$7,976 total
includes taxes & fees
Feb 2 - Feb 3
Super Boho - At Lake Toho's Water

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
18.2 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (3845)
"Great stay"
United States
Dan
The price is NT$6,233
NT$7,013 total
includes taxes & fees
Jan 7 - Jan 8
Hyatt Regency Orlando International Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (5236)
"Amazing place "
United States
Michael
The price is NT$2,796
NT$3,145 total
includes taxes & fees
Jan 26 - Jan 27
Ramada by Wyndham Suites Orlando Airport

Hampton Inn Orlando-International Airport

Hampton Inn Orlando-International Airport
2.5 star property
20.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1752)
"Room is clean and staffs are nice."
Canada
SHU
The price is NT$3,862
NT$4,344 total
includes taxes & fees
Jan 6 - Jan 7
Hampton Inn Orlando-International Airport

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, (3760)
"Great accommodations and service! "
United States
Manuel
The price is NT$2,791
NT$3,140 total
includes taxes & fees
Jan 6 - Jan 7
Wingate by Wyndham - Orlando International Airport

Holiday Inn Orlando International Airport by IHG

Holiday Inn Orlando International Airport by IHG
3.5 star property
20.8 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1321)
"Good hospitality and decent sized room"
United States
Joshua
The price is NT$3,822
NT$4,299 total
includes taxes & fees
Jan 5 - Jan 6
Holiday Inn Orlando International Airport by IHG

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, (2846)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is NT$4,981
NT$5,603 total
includes taxes & fees
Jan 4 - Jan 5
Hyatt House Orlando Airport

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
20.6 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1663)
"Clean room, wonderful staff and delicious breakfast."
United States
Dianys
The price is NT$7,163
NT$8,058 total
includes taxes & fees
Feb 1 - Feb 2
Hyatt Place Orlando Airport

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
20.6 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4375)
"Always enjoy my stay here. "
United States
David
The price is NT$2,681
NT$3,016 total
includes taxes & fees
Jan 13 - Jan 14
Country Inn & Suites by Radisson, Orlando Airport, FL

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, (2055)
"Easy check in, great people service, clean room, great location. "
United States
Tiffany
The price is NT$3,352
NT$3,771 total
includes taxes & fees
Jan 6 - Jan 7
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, (1950)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is NT$3,355
NT$3,774 total
includes taxes & fees
Jan 6 - Jan 7
Cambria Hotel Orlando Airport

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, (1865)
" Nice hotel"
United States
Shalanda
The price is NT$3,790
NT$4,264 total
includes taxes & fees
Jan 5 - Jan 6
Holiday Inn Express Orlando International Airport by IHG

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
18.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4080)
"nice place to stay"
United States
Muzaffar
The price is NT$4,934
NT$5,550 total
includes taxes & fees
Feb 1 - Feb 2
Wyndham Garden Orlando Airport

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
20.4 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2488)
"Great stay "
United States
Nancy
The price is NT$4,087
NT$4,598 total
includes taxes & fees
Jan 5 - Jan 6
Hampton Inn & Suites Orlando Airport @ Gateway Village

Comfort Suites Orlando Airport

Comfort Suites Orlando Airport
2.5 star property
18.1 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (1398)
"excellent place "
United States
Petros
The price is NT$3,018
NT$3,396 total
includes taxes & fees
Jan 26 - Jan 27
Comfort Suites Orlando Airport

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, (318)
"Yes all was excellent,clean room,clean lobby,breakfast was good,near everything"
United States
Mario
The price is NT$2,788
NT$3,136 total
includes taxes & fees
Jan 26 - Jan 27
Sonesta Essential Orlando Airport

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1043)
"Very nice small hotel. The Delaney Tavern was a great hotel restaurant to visit and the overall hospitality of the whole property was fantastic! "
United States
Salvador
The Delaney Hotel

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16.2 km from Historic Downtown Kissimmee
7.6 out of 10, Good, (2268)
"Accommodation was great , clean and not too expensive "
United States
Jossy
The price is NT$1,816
NT$2,416 total
includes taxes & fees
Jan 11 - Jan 12
Orlando Palms Hotel

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4382)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is NT$3,734
NT$4,201 total
includes taxes & fees
Jan 23 - Jan 24
Rosen Shingle Creek
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 79 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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