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 Kissimmee Civic Center 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 82 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. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Monument of States, Bataan-Corregidor Memorial and Brinson Park. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Big Toho Marina or Bob Makinson Aquatic Center.

How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?

To venture out of town, take a train from Kissimmee Station.

Top 10 Historic Downtown Kissimmee Hotels of 2026

A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Historic Downtown Kissimmee hotels

A covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

Mark

RM701 total

includes taxes & fees

24 Sept - 25 Sept

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Cassandra

RM416 total

includes taxes & fees

4 Oct - 5 Oct

An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.

3. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Maria

RM546 total

includes taxes & fees

17 Oct - 18 Oct

A hotel with a large pool, palm trees, and a waterfall feature.

4. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Anders

RM1,041 total

includes taxes & fees

4 Oct - 5 Oct

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

5. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

ED

RM219 total

includes taxes & fees

27 Sept - 28 Sept

An outdoor patio area with seating, a bar, and a fire feature.

6. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

RM541 total

includes taxes & fees

5 Oct - 6 Oct

An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

7. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Susan

RM429 total

includes taxes & fees

30 Sept - 1 Oct

A hotel reception area with two reception desks, a fire extinguisher, a vending machine, and a wall-mounted information board.

8. Holiday Inn Express Orlando – South Park by IHG

16.1 km from Historic Downtown Kissimmee

Barbara

RM505 total

includes taxes & fees

27 Sept - 28 Sept

A modern gym with treadmills, stationary bikes, and elliptical machines.

9. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

gladys

RM327 total

includes taxes & fees

27 Sept - 28 Sept

A swimming pool with people in the water, including a person in a green and red inflatable ring.

10. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

William

RM616 total

includes taxes & fees

4 Oct - 5 Oct

A hotel room with a large bed, a smaller bed, a desk, and a chair. There is a decorative item on the bed and a rug on the floor.

11. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Seiny

RM252 total

includes taxes & fees

24 Sept - 25 Sept

An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.

12. Meliá Orlando Celebration

13.6 km from Historic Downtown Kissimmee

Juanita

RM502 total

includes taxes & fees

24 Sept - 25 Sept

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

13. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Keller

RM682 total

includes taxes & fees

30 Sept - 1 Oct

A modern indoor patio with a fire pit table, seating, a bar area, and large windows.

14. SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

14 km from Historic Downtown Kissimmee

Adela

RM371 total

includes taxes & fees

28 Sept - 29 Sept

A swimming pool with a blue slide, surrounded by palm trees and a fenced area.

15. Radisson Hotel Orlando Lake Buena Vista South

9.2 km from Historic Downtown Kissimmee

Dustin

RM292 total

includes taxes & fees

1 Oct - 2 Oct

A hotel room with two beds, a flat-screen TV, a desk, and a lamp.

16. Sonesta Essential Orlando Airport

18.1 km from Historic Downtown Kissimmee

Tien

RM347 total

includes taxes & fees

24 Sept - 25 Sept

A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract artwork on the wall.

17. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Yahella

RM484 total

includes taxes & fees

29 Sept - 30 Sept

A multi-story hotel with a swimming pool, outdoor seating, and a landscaped area.

18. Holiday Inn Express & Suites Orlando at SeaWorld by IHG

13.7 km from Historic Downtown Kissimmee

Fernanda

RM385 total

includes taxes & fees

27 Sept - 28 Sept

A hotel with a swimming pool, blue lounge chairs, and palm trees.

19. Hilton Vacation Club Grand Beach Orlando

11.7 km from Historic Downtown Kissimmee

Eric

RM536 total

includes taxes & fees

30 Sept - 1 Oct

A multi-story hotel with a central courtyard, surrounded by parking and greenery.

20. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

12.9 km from Historic Downtown Kissimmee

Juan

RM468 total

includes taxes & fees

27 Sept - 28 Sept

View all properties

Where to stay in Historic Downtown Kissimmee

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

The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

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.

See properties

A large Ferris wheel with a blue light, surrounded by a water fountain display and palm trees.

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.

See properties

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.

Florida Center

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

See properties

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

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.

See properties

A golf course with bunkers, water hazards, and a large lake.

Reunion

The top golf courses and fun-filled water parks are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

See properties