What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit 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 be able to find in the Historic Downtown Kissimmee area?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 77 Historic Downtown Kissimmee hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.

What is there to do around this Kissimmee neighbourhood?

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 neighbourhood. 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, make sure that you visit other sights such as 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.

The Best Hotels in Historic Downtown Kissimmee, Orlando - 2026 Updated Prices

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Our top choices for Historic Downtown Kissimmee hotels

Kapp and Kappy B&B

Historic Downtown Kissimmee

Claire

Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

304 Lakeshore - Unit 1 and 2

Historic Downtown Kissimmee

₹21,895 total

includes taxes & fees

23 Feb - 24 Feb

House, 2 Bedrooms, Lake View, Lakeside | Living room

Super Boho - At Lake Toho's Water

Historic Downtown Kissimmee

₹21,771 total

includes taxes & fees

28 Jan - 29 Jan

Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Accessible) | Premium bedding, in-room safe, desk, blackout curtains

Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Bibi

₹10,251 total

includes taxes & fees

23 Feb - 24 Feb

2 restaurants, breakfast, lunch, dinner served; Mexican cuisine

Red Lion Hotel Orlando Lake Buena Vista South

9.2 km from Historic Downtown Kissimmee

Raymond

₹7,490 total

includes taxes & fees

25 Jan - 26 Jan

Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Karla

₹9,040 total

includes taxes & fees

27 Jan - 28 Jan

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!

20.5 km from Historic Downtown Kissimmee

Angela

₹9,813 total

includes taxes & fees

26 Jan - 27 Jan

Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Anick

₹12,125 total

includes taxes & fees

7 Feb - 8 Feb

Suite, 2 Queen Beds | Laptop workspace, blackout curtains, iron/ironing board

Sonesta Essential Orlando Airport

18.1 km from Historic Downtown Kissimmee

ALEX

₹8,243 total

includes taxes & fees

26 Jan - 27 Jan

6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

12.8 km from Historic Downtown Kissimmee

Sylvie

₹11,874 total

includes taxes & fees

22 Feb - 23 Feb

Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

tammy

₹12,266 total

includes taxes & fees

9 Feb - 10 Feb

Avanti International Resort

17.4 km from Historic Downtown Kissimmee

Allie

₹10,529 total

includes taxes & fees

25 Jan - 26 Jan

Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Cristian

₹17,420 total

includes taxes & fees

9 Feb - 10 Feb

Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Magdalena

₹6,093 total

includes taxes & fees

10 Feb - 11 Feb

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

23 km from Historic Downtown Kissimmee

Christian

₹11,545 total

includes taxes & fees

2 Feb - 3 Feb

Outdoor pool, a heated pool, pool umbrellas, pool loungers

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

12.9 km from Historic Downtown Kissimmee

Alrik

₹10,308 total

includes taxes & fees

25 Jan - 26 Jan

avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Pamela

₹11,968 total

includes taxes & fees

26 Jan - 27 Jan

Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Gloria

₹11,740 total

includes taxes & fees

2 Feb - 3 Feb

Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

VIMAL

₹10,903 total

includes taxes & fees

2 Feb - 3 Feb

Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Rory

₹13,931 total

includes taxes & fees

26 Jan - 27 Jan

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Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most. 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.

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Magic Kingdom® Theme Park showing interior views and rides as well as a couple

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

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Universal Studios Florida® featuring night scenes, a city and signage

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

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Champions Gate

Ample dining options and top 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.

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