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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, (129 reviews)
"Loved the front porch. Yummy breakfast. Very hospitable "
United States
Linda
The price is ₩255,990
₩290,530 total
includes taxes & fees
Feb 8 - Feb 9
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is ₩89,277
₩306,234 total
includes taxes & fees
Feb 8 - Feb 9
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is ₩149,282
₩374,332 total
includes taxes & fees
Mar 10 - Mar 11
Super Boho - At Lake Toho's Water

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
Super Boho- At Lake Toho s Water Sleeps 6

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
Super Boho - Lake Toho Timeless Charm

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
Super Boho - At Lake Toho Fishing Vintage Vibes

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
Boho Lake Fishing Civic Center More

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
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 ₩178,321
₩579,139 total
includes taxes & fees
Mar 10 - Mar 11
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, (5,250 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is ₩165,162
₩185,808 total
includes taxes & fees
Mar 2 - Mar 3
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (2,004 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is ₩209,288
₩235,448 total
includes taxes & fees
Feb 23 - Feb 24
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (3,080 reviews)
"Great location and so friendly staff."
United States
Emel
The price is ₩104,322
₩143,692 total
includes taxes & fees
Feb 23 - Feb 24
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, (1,060 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel

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)
"Great hotel, Wonderful amenities and location!"
United States
William
The price is ₩155,502
₩216,111 total
includes taxes & fees
Mar 3 - Mar 4
Hilton Vacation Club Aqua Sol Orlando West

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, (1,465 reviews)
"Great room and clean amenities "
United States
Myra
The price is ₩183,090
₩247,147 total
includes taxes & fees
Feb 22 - Feb 23
Hilton Vacation Club Grand Beach Orlando

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, (2,604 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is ₩98,277
₩110,571 total
includes taxes & fees
Feb 8 - Feb 9
Days Inn by Wyndham Orlando Conv. Center/International Dr

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, (2,252 reviews)
"Great place to stay "
United States
ALTON
The price is ₩190,818
₩214,671 total
includes taxes & fees
Feb 23 - Feb 24
Homewood Suites by Hilton Orlando at Flamingo Crossings

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, (727 reviews)
"Great place and amazing stay "
United States
Alberto
The price is ₩156,468
₩176,026 total
includes taxes & fees
Feb 22 - Feb 23
Spark by Hilton Orlando near Universal

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, (2,044 reviews)
"Great staff, clean rooms and great location."
Canada
Lynne
The price is ₩135,598
₩152,547 total
includes taxes & fees
Feb 10 - Feb 11
Element Orlando Universal Blvd.

Candlewood Suites Orlando - Lake Buena Vista by IHG

Candlewood Suites Orlando - Lake Buena Vista by IHG
2.5 star property
14.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,348 reviews)
"Staff very nice..room and property clean well maintained "
United States
Natalie
The price is ₩122,938
₩154,769 total
includes taxes & fees
Feb 10 - Feb 11
Candlewood Suites Orlando - Lake Buena Vista 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 79 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.