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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, (134 reviews)
"Great place. Comfy and personable. Won’t stay anywhere else while in the area. "
United States
Nelson
The price is ¥26,092
¥29,614 total
includes taxes & fees
Apr 12 - Apr 13
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 ¥19,156
¥48,218 total
includes taxes & fees
Apr 25 - Apr 26
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 ¥13,171
¥37,167 total
includes taxes & fees
Apr 21 - Apr 22
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 ¥14,144
¥46,314 total
includes taxes & fees
Apr 16 - Apr 17
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 ¥12,891
¥41,108 total
includes taxes & fees
Mar 29 - Mar 30
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 ¥16,830
¥58,816 total
includes taxes & fees
Apr 20 - Apr 21
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 ¥14,323
¥46,517 total
includes taxes & fees
Mar 29 - Mar 30
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 ¥12,891
¥41,108 total
includes taxes & fees
Apr 16 - Apr 17
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, (3,025 reviews)
"Great room, great location, excellent breakfast"
United States
Terrence
The price is ¥20,788
¥23,387 total
includes taxes & fees
Apr 5 - Apr 6
Hyatt House 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, (1,578 reviews)
"Good location, decent rooms"
United States
Antionette Jacqueline
The price is ¥13,425
¥15,104 total
includes taxes & fees
Apr 21 - Apr 22
La Quinta Inn & Suites by Wyndham 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, (5,494 reviews)
"Clean rooms very helpful staff great breakfast"
United States
Gloria
The price is ¥15,743
¥17,711 total
includes taxes & fees
Apr 20 - Apr 21
Ramada by Wyndham Suites 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, (2,580 reviews)
"Great place "
Canada
Maria
The price is ¥16,786
¥18,883 total
includes taxes & fees
Mar 30 - Mar 31
Hampton Inn & Suites Orlando Airport @ Gateway Village

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16.2 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (2,525 reviews)
"Great place to stay at"
United States
Glennrick
The price is ¥16,587
¥20,550 total
includes taxes & fees
Apr 9 - Apr 10
Orlando Palms Hotel

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, (1,954 reviews)
"Great stay "
United States
Tiffney
The price is ¥18,363
¥20,659 total
includes taxes & fees
Mar 31 - Apr 1
Holiday Inn Express 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, (1,903 reviews)
"Great stay"
United States
Mario
The price is ¥18,075
¥20,334 total
includes taxes & fees
Apr 20 - Apr 21
Cambria Hotel 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, (3,851 reviews)
"Rooms nice and clean, and breakfast was good"
United States
Edward
The price is ¥17,265
¥19,424 total
includes taxes & fees
Apr 1 - Apr 2
Wingate by Wyndham - Orlando International Airport

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, (4,054 reviews)
"Great place "
United States
Terry
The price is ¥17,670
¥19,879 total
includes taxes & fees
Apr 5 - Apr 6
Wyndham Garden 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, (4,653 reviews)
"Great family place to stay. "
United States
Alberto
The price is ¥16,646
¥18,727 total
includes taxes & fees
Apr 5 - Apr 6
Rosen Shingle Creek

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
29.1 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,003 reviews)
"Great hotel with great staff. Hotel bar and restaurants were nice as well"
United States
Ryan
The price is ¥24,121
¥27,137 total
includes taxes & fees
Apr 5 - Apr 6
Courtyard by Marriott Orlando Downtown

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, (2,188 reviews)
"Great stay"
United States
Nicole
The price is ¥18,091
¥20,351 total
includes taxes & fees
Apr 7 - Apr 8
avid hotel 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.

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 86 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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