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$5,463 total

includes taxes & fees

Oct 7 - Oct 8

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$5,773 total

includes taxes & fees

Oct 13 - Oct 14

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$3,243 total

includes taxes & fees

Oct 25 - Oct 26

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

4. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Kathleen

NT$3,190 total

includes taxes & fees

Oct 19 - Oct 20

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

5. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Anthony

NT$5,934 total

includes taxes & fees

Oct 30 - Oct 31

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

6. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

NT$1,650 total

includes taxes & fees

Oct 12 - Oct 13

A modern lobby with a checkered carpet, seating area, and a reception desk.

7. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Lorellie

NT$3,616 total

includes taxes & fees

Oct 12 - Oct 13

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

8. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Gerardo

NT$4,361 total

includes taxes & fees

Nov 3 - Nov 4

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

9. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

NT$8,114 total

includes taxes & fees

Oct 9 - Oct 10

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

10. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Jalen

NT$3,199 total

includes taxes & fees

Oct 12 - Oct 13

11. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

linda

NT$7,542 total

includes taxes & fees

Oct 28 - Oct 29

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

12. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Susan

NT$3,488 total

includes taxes & fees

Oct 25 - Oct 26

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.

13. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Darius

NT$2,039 total

includes taxes & fees

Oct 11 - Oct 12

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

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

12.7 km from Historic Downtown Kissimmee

Harrison

NT$3,185 total

includes taxes & fees

Oct 20 - Oct 21

A pool area with people swimming and relaxing.

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

19.3 km from Historic Downtown Kissimmee

Jorge

NT$4,432 total

includes taxes & fees

Nov 1 - Nov 2

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

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

22.9 km from Historic Downtown Kissimmee

Camille

NT$3,753 total

includes taxes & fees

Oct 28 - Oct 29

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

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

13.7 km from Historic Downtown Kissimmee

Roberto

NT$3,312 total

includes taxes & fees

Oct 8 - Oct 9

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

18. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Jonathan

NT$4,979 total

includes taxes & fees

Oct 7 - Oct 8

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

19. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Maria

NT$4,261 total

includes taxes & fees

Oct 30 - Oct 31

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

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

23 km from Historic Downtown Kissimmee

Deidra

NT$3,181 total

includes taxes & fees

Nov 2 - Nov 3

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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 blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

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

The Grove Resort & Water Park Orlando

10/10 Excellent

"Great parking. Everything was clean. Staff super friendly. Check in and check out very easy and fast."

Seasons Florida Resort

8/10 Good

"You can tell they just remodeled the hotel. The beds were comfy, the water pressure & heat was good. The AC got a little warm at night. The pool was nice & clean. The doors didn’t shut that well but it has a safety latch that helped. The floors in the room needed to be swept & mopped better. It was a nice decent hotel for the price & location was efficient close to lots of restaurants & stores & a close drive to Disney & universal. Would book again."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good

"Very nice set up. There was a terrible chemical smell that never went away. We notified the maintenance guy and he smelled it too but nothing was ever done about it. Gave everyone headaches. We stayed for four days.....it never went away."

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Every employee we spoke to was wonderful. We enjoyed the daily breakfast and the variety of choices. There was always ice water in the lobby. The pool was never crowded at most we shared it with 2 other families. The hotel is close to Disney Springs and the outlets as well as many restaurants and stores. The only issues we ran into were the food hall was temporarily closed while we were there and the bubbles in the hot tub didn’t work. I would definitely stay here again it was a great value for the price."

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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. Wingate by Wyndham - Orlando International Airport

5. Wyndham Grand Orlando Resort Bonnet Creek

6. Seasons Florida Resort

7. Holiday Inn Express Orlando International Airport by IHG

8. Hyatt House Orlando Airport

9. Caribe Royale Orlando, WorldHotels Elite

10. Tru By Hilton Orlando Convention Center Area, FL

11. Hyatt Regency Grand Cypress

12. Hampton Inn & Suites Orlando Airport @ Gateway Village

13. Palazzo Lakeside Hotel

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

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

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

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

18. Buena Vista Suites Orlando

19. Rosen Shingle Creek

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Historic Downtown Kissimmee Hotel Reviews

The Grove Resort & Water Park Orlando

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