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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, (136 reviews)
"Excellent property"
United States
Maikel
The price is ¥26,355
¥29,913 total
includes taxes & fees
Apr 8 - Apr 9
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 ¥13,562
¥41,876 total
includes taxes & fees
Apr 4 - Apr 5
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 ¥12,529
¥36,425 total
includes taxes & fees
Apr 5 - Apr 6
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 ¥11,160
¥42,911 total
includes taxes & fees
Apr 29 - Apr 30
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 ¥9,180
¥36,901 total
includes taxes & fees
Apr 28 - Apr 29
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 ¥15,221
¥57,001 total
includes taxes & fees
Apr 28 - Apr 29
Lake Toho Parks Pool Fishing Sleeps 8

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
The price is ¥11,957
¥43,814 total
includes taxes & fees
Apr 30 - May 1
Super Boho - Lake Toho Timeless Charm

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 ¥10,362
¥38,223 total
includes taxes & fees
May 3 - May 4
Boho Lake Fishing Civic Center More

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, (3,027 reviews)
"Clean room, early check in, helpful/friendly staff, awesome pool & great breakfast! "
Canada
Jillian
The price is ¥22,045
¥24,800 total
includes taxes & fees
Apr 29 - Apr 30
Hyatt House Orlando 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, (5,508 reviews)
"It was a very nice stay. "
Canada
Larry
The price is ¥16,700
¥18,788 total
includes taxes & fees
May 3 - May 4
Ramada by Wyndham Suites 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, (1,643 reviews)
"Good location, decent rooms"
United States
Antionette Jacqueline
The price is ¥13,817
¥15,545 total
includes taxes & fees
Apr 20 - Apr 21
La Quinta Inn & Suites by Wyndham 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, (1,953 reviews)
"Great stay "
United States
Tiffney
The price is ¥16,970
¥19,090 total
includes taxes & fees
May 3 - May 4
Holiday Inn Express Orlando International Airport by IHG

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, (2,577 reviews)
"Nice Hotel Convient to airport"
United States
Roger
The price is ¥18,092
¥20,354 total
includes taxes & fees
Apr 27 - Apr 28
Hampton Inn & Suites Orlando Airport @ Gateway Village

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
18.4 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4,052 reviews)
"Great place! "
United States
Jomana
The price is ¥14,829
¥16,683 total
includes taxes & fees
Apr 5 - Apr 6
Wyndham Garden Orlando 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, (3,859 reviews)
"Great and easy stay."
United States
Jennifer
The price is ¥16,700
¥18,789 total
includes taxes & fees
Apr 5 - Apr 6
Wingate by Wyndham - Orlando International Airport

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16.2 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (2,563 reviews)
"Great place to stay at"
United States
Glennrick
The price is ¥14,609
¥18,327 total
includes taxes & fees
Apr 4 - Apr 5
Orlando Palms Hotel

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, (1,891 reviews)
"On of the best hotel and affordable "
United States
Edax
The price is ¥18,065
¥20,322 total
includes taxes & fees
Apr 29 - Apr 30
Cambria Hotel Orlando 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
8.4 out of 10, Very Good, (1,463 reviews)
"Nice hotel, airport shuttle very convenient."
United States
Randall
The price is ¥17,287
¥19,449 total
includes taxes & fees
May 3 - May 4
Holiday Inn Orlando International Airport by IHG

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, (1,666 reviews)
"This was such a nice friendly place! "
United States
Cheryl
The price is ¥16,667
¥18,749 total
includes taxes & fees
Apr 27 - Apr 28
Hyatt Place Orlando Airport

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,677 reviews)
"Great family place to stay. "
United States
Alberto
The price is ¥16,946
¥19,064 total
includes taxes & fees
May 3 - May 4
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.

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 83 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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