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 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 find in Historic Downtown Kissimmee?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 81 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. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighborhood. 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, be sure to visit other sights like 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 Historic Downtown Kissimmee Hotels

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

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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

NT$5,464 total

includes taxes & fees

Oct 12 - Oct 13

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

NT$3,243 total

includes taxes & fees

Oct 25 - Oct 26

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

3. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Brianne

NT$5,796 total

includes taxes & fees

Oct 12 - Oct 13

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

4. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Carlos

NT$5,935 total

includes taxes & fees

Oct 29 - Oct 30

5. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Giovanni

NT$7,573 total

includes taxes & fees

Oct 28 - Oct 29

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

6. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

NT$8,116 total

includes taxes & fees

Oct 4 - Oct 5

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

7. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

NT$1,496 total

includes taxes & fees

Oct 14 - Oct 15

A breakfast area with a counter displaying hard-boiled eggs, fruits, and muffins. There are two stools and a sign reading "TOP IT BREAKFAST".

8. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Dia

NT$3,256 total

includes taxes & fees

Oct 4 - Oct 5

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

9. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

22.9 km from Historic Downtown Kissimmee

Elizabeth

NT$3,933 total

includes taxes & fees

Oct 26 - Oct 27

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Roderic

NT$3,782 total

includes taxes & fees

Oct 20 - Oct 21

A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.

11. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

XIAOXIN

NT$3,069 total

includes taxes & fees

Oct 1 - Oct 2

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

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

13.7 km from Historic Downtown Kissimmee

Fernanda

NT$2,943 total

includes taxes & fees

Oct 28 - Oct 29

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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

23 km from Historic Downtown Kissimmee

Deidra

NT$3,182 total

includes taxes & fees

Oct 27 - Oct 28

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

14. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Laura

NT$4,967 total

includes taxes & fees

Oct 25 - Oct 26

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

15. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

NT$4,255 total

includes taxes & fees

Oct 19 - Oct 20

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

16. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Maria

NT$4,278 total

includes taxes & fees

Oct 17 - Oct 18

A modern hotel with "La Quinta" signage, featuring a prominent entrance and a covered outdoor area.

17. La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

12.7 km from Historic Downtown Kissimmee

Jessica

NT$3,089 total

includes taxes & fees

Oct 5 - Oct 6

A pool area with people swimming and relaxing.

18. Universal's Endless Summer Resort - Dockside Inn and Suites

19.3 km from Historic Downtown Kissimmee

Jorge

NT$5,743 total

includes taxes & fees

Oct 19 - Oct 20

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.

19. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Joel

NT$1,985 total

includes taxes & fees

Oct 1 - Oct 2

A large outdoor swimming pool with multiple water features and lounge areas.

20. Wyndham Garden Lake Buena Vista – Disney Springs® Area

13.8 km from Historic Downtown Kissimmee

Arnelis

NT$4,853 total

includes taxes & fees

Oct 26 - Oct 27

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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

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

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.

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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.

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

Florida Center

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

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

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.

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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.

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Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good

"Loved our room! Had everything we needed. It was clean and the jacuzzi tub was fantastic. The staff were friendly and the bartenders were great! The only disappointment was the prices at the market. Understanding there needs to be markup but some of the food and alcohol were over the top. The second day we did go to the nearest grocery store."