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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)
"Wonderful host! We really enjoyed our stay and would most definitely return."
United States
Stephanie Lynne
The price is ¥24,019
¥27,261 total
includes taxes & fees
Apr 2 - Apr 3
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
8.0 out of 10, Very Good, (1 review)
"Nice and cozy, near everything "
United States
derek
The price is ¥13,582
¥37,787 total
includes taxes & fees
Apr 14 - Apr 15
Super Boho - At Lake Toho's Water

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 ¥16,387
¥47,799 total
includes taxes & fees
Apr 16 - Apr 17
Boho Lake Fishing Civic Center More

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 ¥15,796
¥51,298 total
includes taxes & fees
Apr 16 - Apr 17
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
The price is ¥15,597
¥51,072 total
includes taxes & fees
Apr 16 - Apr 17
Super Boho - Lake Toho Timeless Charm

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is ¥17,770
¥49,369 total
includes taxes & fees
Apr 16 - Apr 17
Super Boho Waterfront Retreat w Fishing Views

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 ¥17,177
¥48,695 total
includes taxes & fees
Apr 16 - Apr 17
Super Boho- At Lake Toho s Water Sleeps 6

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is ¥15,212
¥60,529 total
includes taxes & fees
Mar 23 - Mar 24
Lake Toho Parks Pool Fishing Sleeps 8

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, (5,317 reviews)
"Great breakfast and nice property."
United States
Christopher
The price is ¥19,293
¥21,705 total
includes taxes & fees
Apr 15 - Apr 16
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (3,183 reviews)
"Very clean room and great breakfast. "
United States
Catherine
The price is ¥11,379
¥15,642 total
includes taxes & fees
Apr 6 - Apr 7
SPOT X Hotel Orlando/Intl Dr by The Red Collection

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,058 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, (2,012 reviews)
"Clean rooms and great location"
United States
Alexis
The price is ¥21,151
¥23,795 total
includes taxes & fees
Apr 20 - Apr 21
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, (2,699 reviews)
"Excellent stay , clean , ihop is in the same building , close to the highway , old hotel but kept up well "
United States
James
The price is ¥11,409
¥12,835 total
includes taxes & fees
Mar 29 - Mar 30
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, (1,472 reviews)
"Great place!!"
United States
Richard
The price is ¥22,019
¥29,212 total
includes taxes & fees
Apr 19 - Apr 20
Hilton Vacation Club Grand Beach Orlando

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, (2,098 reviews)
"The property is in a great location nice places to eat and great staff"
United States
janett
The price is ¥14,125
¥15,889 total
includes taxes & fees
Mar 22 - Mar 23
Element Orlando Universal Blvd.

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, (927 reviews)
"Lovely hotel! Everything was excellent."
United States
jazmin azucena
The price is ¥12,986
¥14,610 total
includes taxes & fees
Mar 29 - Mar 30
Spark by Hilton Orlando near Universal

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, (4,050 reviews)
"Great place for family"
United States
Lane
The price is ¥16,771
¥23,306 total
includes taxes & fees
Apr 20 - Apr 21
Hilton Vacation Club Aqua Sol Orlando West

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, (2,296 reviews)
"Friendly staff, clean rooms , good customer service and the location was close to Disney parkes."
Canada
Amir
The price is ¥20,833
¥23,436 total
includes taxes & fees
Apr 13 - Apr 14
Homewood Suites by Hilton Orlando at Flamingo Crossings

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
13.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,571 reviews)
"Love the hotel The staff is outstanding!"
United States
Deborah
The price is ¥13,732
¥21,318 total
includes taxes & fees
Mar 30 - Mar 31
Meliá Orlando Celebration

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, (1,947 reviews)
"Great staff and clean rooms "
United States
Tara Lynn
The price is ¥14,206
¥15,982 total
includes taxes & fees
Mar 30 - Mar 31
Aloft Orlando Lake Buena Vista
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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