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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, (140 reviews)
"Excellent property"
United States
Maikel
The price is ₩213,024
₩241,800 total
includes taxes & fees
May 13 - May 14
Kapp and Kappy B&B

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
The price is ₩130,073
₩421,662 total
includes taxes & fees
May 11 - May 12
Super Boho- At Lake Toho s Water Sleeps 6

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
8.0 out of 10, Very Good, (1 review)
"Nice and cozy, near everything "
United States
derek
The price is ₩111,072
₩330,673 total
includes taxes & fees
May 11 - May 12
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
The price is ₩83,381
₩407,814 total
includes taxes & fees
May 11 - May 12
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is ₩105,063
₩393,275 total
includes taxes & fees
May 18 - May 19
Super Boho Waterfront Retreat w Fishing Views

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is ₩155,650
₩587,705 total
includes taxes & fees
Jun 9 - Jun 10
Lake Toho Parks Pool Fishing Sleeps 8

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
2.0 out of 10, (1 review)
"My hotel booking was cancelled on the date I was flying out to Orlando, had to wait for days for my refund to be completed "
United Kingdom
Elton
The price is ₩106,733
₩395,171 total
includes taxes & fees
May 13 - May 14
Boho Lake Fishing Civic Center More

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
3.5 star property
21 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,432 reviews)
"Breakfast was great and the airport shuttle was timely and pleasant"
United States
Cheryl
The price is ₩115,094
₩129,481 total
includes taxes & fees
May 25 - May 26
Fairfield Inn By Marriott 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, (1,902 reviews)
"Clean rooms, excellent staff and yummy breakfast."
United States
Dennis
The price is ₩124,634
₩140,214 total
includes taxes & fees
May 25 - May 26
Hampton Inn Orlando-International Airport

Staybridge Suites Orlando Airport South by IHG

Staybridge Suites Orlando Airport South by IHG
3.0 star property
20.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,988 reviews)
"Very clean and breakfast was great staff friendly"
United States
Ebony
The price is ₩129,194
₩145,329 total
includes taxes & fees
May 25 - May 26
Staybridge Suites Orlando Airport South by IHG

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, (3,941 reviews)
"Clean rooms nice hotel airport shuttle great hotel."
United States
Jonathan
The price is ₩124,956
₩140,579 total
includes taxes & fees
May 11 - May 12
Wingate by Wyndham - Orlando International Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.4 km from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5,697 reviews)
"Good hotel. Staff is helpful, stayed for 3 nights and it was a good experience."
United States
Jocelyn
The price is ₩144,686
₩162,772 total
includes taxes & fees
May 12 - May 13
Ramada by Wyndham Suites Orlando Airport

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, (2,993 reviews)
"The breakfast was great "
United States
Amelia
The price is ₩185,607
₩208,807 total
includes taxes & fees
May 17 - May 18
Hyatt House Orlando Airport

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
4.0 star property
21 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (2,349 reviews)
"Great place "
United States
Bolivar
The price is ₩162,515
₩182,828 total
includes taxes & fees
May 17 - May 18
DoubleTree by Hilton 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, (1,711 reviews)
"The staff were great and the shuttle back and forth to the airport was a great help"
United States
Danny
The price is ₩137,378
₩154,550 total
includes taxes & fees
Jun 1 - Jun 2
Hyatt Place Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (1,915 reviews)
"Very comfortable with friendly staff"
United States
Sharon
The price is ₩134,455
₩151,262 total
includes taxes & fees
Jun 1 - Jun 2
La Quinta Inn & Suites by Wyndham Orlando Airport

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
20.5 km from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (4,627 reviews)
"Our stay was great! "
United States
Chaunelle
The price is ₩142,844
₩160,699 total
includes taxes & fees
May 24 - May 25
Country Inn & Suites by Radisson, Orlando Airport, FL

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, (1,910 reviews)
"Clean rooms , safe and quiet environment, great food and close to the airport."
United States
Tekarrah
The price is ₩147,828
₩166,306 total
includes taxes & fees
Jun 8 - Jun 9
Cambria Hotel 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, (2,661 reviews)
"Room was clean and shuttle was easy to get to. "
United States
Melody
The price is ₩154,594
₩173,919 total
includes taxes & fees
May 17 - May 18
Hampton Inn & Suites Orlando Airport @ Gateway Village

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, (2,007 reviews)
"Breakfast was good and the airport shuttle extremely convenient."
United States
Ayesha
The price is ₩135,405
₩152,331 total
includes taxes & fees
May 25 - May 26
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.

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.

Florida Center

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

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 82 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.