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$5,477 total

includes taxes & fees

Oct 4 - Oct 5

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

2. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Brianne

NT$5,787 total

includes taxes & fees

Oct 30 - Oct 31

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

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Cassandra

NT$3,251 total

includes taxes & fees

Oct 18 - Oct 19

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$5,949 total

includes taxes & fees

Oct 30 - Oct 31

5. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Coleen

NT$7,562 total

includes taxes & fees

Oct 16 - Oct 17

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$8,135 total

includes taxes & fees

Oct 3 - Oct 4

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$1,493 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$3,320 total

includes taxes & fees

Oct 11 - Oct 12

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

9. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

XIAOXIN

NT$2,871 total

includes taxes & fees

Oct 5 - Oct 6

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$3,497 total

includes taxes & fees

Oct 25 - Oct 26

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

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

22.9 km from Historic Downtown Kissimmee

Elizabeth

NT$3,942 total

includes taxes & fees

Oct 28 - Oct 29

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$3,123 total

includes taxes & fees

Oct 5 - Oct 6

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

13. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Laura

NT$4,954 total

includes taxes & fees

Oct 4 - Oct 5

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

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

23 km from Historic Downtown Kissimmee

Deidra

NT$3,333 total

includes taxes & fees

Nov 1 - Nov 2

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

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

12.7 km from Historic Downtown Kissimmee

Jessica

NT$3,069 total

includes taxes & fees

Oct 4 - Oct 5

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$4,272 total

includes taxes & fees

Oct 17 - Oct 18

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

17. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

NT$4,229 total

includes taxes & fees

Oct 11 - Oct 12

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$4,802 total

includes taxes & fees

Nov 1 - Nov 2

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$2,052 total

includes taxes & fees

Oct 5 - Oct 6

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$4,845 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

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"Excellent value. Get so much for what you pay. Highly recommended for Disney stay."

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"One of the best places I’ve stayed in the Disney area, I would absolutely stay there every upcoming trip 100%! So clean, so convenient, the amenities are all incredible. The pool with slides was a great experience, we didn’t get to try out the lazy river or that part of the property due to time constraints of the trip but I can’t wait to go back and get to experience those areas in the back of the property. The in-unit laundry was the best thing ever, especially traveling with a child, it was fantastic to have that in room convenience. Great experience and a really clean nice hotel. Would recommend to anyone!"

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

8/10 Good

"Everything was good. My two hang-ups: I found a dead cockroach in the bedroom (I was glad it was dead at least...). Secondly, the restaurant food was not good. Other than that, the pool was very nice, the grounds are well kept, the room was spacious, and the staff was nice. I would return but would eat off premise."

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Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Drury Plaza Hotel Orlando - Disney Springs Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Wyndham Grand Orlando Resort Bonnet Creek

5. Hyatt Regency Grand Cypress

6. Caribe Royale Orlando, WorldHotels Elite

7. Seasons Florida Resort

8. Tru By Hilton Orlando Convention Center Area, FL

9. Wingate by Wyndham - Orlando International Airport

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

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

13. Buena Vista Suites Orlando

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

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

16. Rosen Shingle Creek

17. Hyatt House Orlando Airport

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

19. Palazzo Lakeside Hotel

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Historic Downtown Kissimmee Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

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