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Feb 18 - Feb 19
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Feb 19 - Feb 20
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Feb 20 - Feb 22
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Feb 27 - Mar 1

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Our top choices for Historic Downtown Kissimmee hotels

Porch

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (131 reviews)
"Wonderful host! We really enjoyed our stay and would most definitely return."
United States
Stephanie Lynne
Kapp and Kappy B&B
House, 2 Bedrooms, Lake View, Lakeside | Living room

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is ￥16,076
￥39,681 total
includes taxes & fees
Feb 25 - Feb 26
Super Boho - At Lake Toho's Water
Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is ￥12,401
￥35,510 total
includes taxes & fees
Feb 25 - Feb 26
304 Lakeshore - Unit 1 and 2
House | 2 bedrooms

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
The price is ￥11,059
￥40,041 total
includes taxes & fees
Mar 9 - Mar 10
Boho Lake Fishing Civic Center More
House | 2 bedrooms

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
The price is ￥14,062
￥47,378 total
includes taxes & fees
Mar 9 - Mar 10
Super Boho - Lake Toho Timeless Charm
House | 2 bedrooms

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is ￥12,639
￥41,834 total
includes taxes & fees
Feb 25 - Feb 26
Super Boho Waterfront Retreat w Fishing Views
House | 2 bedrooms

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 ￥15,265
￥44,814 total
includes taxes & fees
Mar 9 - Mar 10
Super Boho- At Lake Toho s Water Sleeps 6
House | 2 bedrooms

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 ￥10,694
￥43,555 total
includes taxes & fees
Feb 22 - Feb 23
Super Boho - At Lake Toho Fishing Vintage Vibes
House | 3 bedrooms

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is ￥15,800
￥59,168 total
includes taxes & fees
Feb 25 - Feb 26
Lake Toho Parks Pool Fishing Sleeps 8
Property grounds

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, (3,109 reviews)
"Great location and so friendly staff."
United States
Emel
The price is ￥11,037
￥15,171 total
includes taxes & fees
Mar 22 - Mar 23
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Exterior

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, (5,268 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is ￥17,450
￥19,631 total
includes taxes & fees
Mar 1 - Mar 2
Home2 Suites by Hilton Orlando at Flamingo Crossings
Terrace/patio

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,062 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel
Exterior

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, (2,008 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is ￥21,893
￥24,629 total
includes taxes & fees
Mar 1 - Mar 2
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
2 outdoor pools, pool umbrellas, sun loungers

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, (4,087 reviews)
"Amazing staff, room was spacious and clean. "
United States
Eduardo
The price is ￥16,267
￥22,608 total
includes taxes & fees
Mar 10 - Mar 11
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

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, (2,270 reviews)
"Great place to stay "
United States
ALTON
The price is ￥19,961
￥22,456 total
includes taxes & fees
Mar 1 - Mar 2
Homewood Suites by Hilton Orlando at Flamingo Crossings
Exterior

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, (1,469 reviews)
"Always a great stay. We love this location and resort after 9 years in a row."
United States
Jeannette
The price is ￥19,980
￥26,785 total
includes taxes & fees
Mar 1 - Mar 2
Hilton Vacation Club Grand Beach Orlando
Exterior

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, (2,629 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is ￥10,449
￥11,754 total
includes taxes & fees
Mar 18 - Mar 19
Days Inn by Wyndham Orlando Conv. Center/International Dr
Business center

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, (804 reviews)
"Great place and amazing stay "
United States
Alberto
The price is ￥16,250
￥18,282 total
includes taxes & fees
Mar 3 - Mar 4
Spark by Hilton Orlando near Universal
Outdoor pool

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, (2,065 reviews)
"Excellent stay. Clean rooms great amenities and perfect location for visiting Orlando."
United States
Sakinah
The price is ￥13,015
￥14,643 total
includes taxes & fees
Feb 22 - Feb 23
Element Orlando Universal Blvd.
Restaurant

Staybridge Suites Orlando at SeaWorld by IHG

Staybridge Suites Orlando at SeaWorld by IHG
3.0 star property
14.1 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (545 reviews)
"Th hotel was clean and location was close to food, amusement parks"
United States
Dianne
The price is ￥14,972
￥16,844 total
includes taxes & fees
Feb 22 - Feb 23
Staybridge Suites Orlando at SeaWorld 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.
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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
Visiting Aquatica water park in Orlando, Florida, enjoying thrilling water slides and attractions

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.

This is the third park built at the Walt Disney World Resort, opening on May 1, 1989 as Disney-MGM Studios. Today, it's known as Disney's Hollywood Studios.
Photo by Gary Burke
Open Photo by Gary Burke

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.

Hollywood Rip Ride Rock it at Universal Studios, Orlando. Taken on a Sony a6000 with a 16 mm Sony lens. # TroveonTuesday
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

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

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Amenities 10/10"
Stephanie 3-night trip
Posted 6 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

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 85 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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