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 84 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

₩231,349 total

includes taxes & fees

Sep 9 - Sep 10

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

2. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

₩166,506 total

includes taxes & fees

Sep 20 - Sep 21

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

3. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Stacy

₩135,388 total

includes taxes & fees

Sep 14 - Sep 15

A hotel atrium with a central fountain, palm trees, and a circular seating area.

4. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

Debbie

₩316,368 total

includes taxes & fees

Sep 15 - Sep 16

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

5. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Todd

₩126,091 total

includes taxes & fees

Sep 15 - Sep 16

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

6. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

₩128,663 total

includes taxes & fees

Sep 9 - Sep 10

A modern hotel room with a large bed, a nightstand, a drawer, a wall-mounted light, and a window with a view of trees.

7. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Dwayne

₩109,364 total

includes taxes & fees

Sep 30 - Oct 1

A spacious lobby with a wooden staircase, a reception desk, and a large wall clock.

8. Country Inn & Suites by Radisson, Orlando Airport, FL

20.5 km from Historic Downtown Kissimmee

Carmen

₩117,083 total

includes taxes & fees

Sep 14 - Sep 15

A modern dining area with a large table, chairs, and a coffee station.

9. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Breana

₩133,205 total

includes taxes & fees

Sep 21 - Sep 22

A hotel with a prominent tower, palm trees, and a red roof.

10. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Vincent

₩114,510 total

includes taxes & fees

Sep 15 - Sep 16

A modern hotel lobby with a large flat-screen TV, a blue sofa, a round wooden table, and a curved reception desk.

11. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

kaalliyah

₩146,677 total

includes taxes & fees

Sep 30 - Oct 1

A modern living room with a stone fireplace, a sofa, a coffee table, and a lamp.

12. Fairfield Inn By Marriott Orlando Airport

21 km from Historic Downtown Kissimmee

Stephanie

₩127,377 total

includes taxes & fees

Sep 15 - Sep 16

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

13. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Yahella

₩156,970 total

includes taxes & fees

Sep 15 - Sep 16

A modern kitchen with wooden cabinets, a central island, and a breakfast bar.

14. Hampton Inn Orlando-International Airport

20.9 km from Historic Downtown Kissimmee

Jorge

₩129,087 total

includes taxes & fees

Sep 28 - Sep 29

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.

15. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Arcenio

₩89,355 total

includes taxes & fees

Sep 9 - Sep 10

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

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Wilfred

₩136,535 total

includes taxes & fees

Sep 28 - Sep 29

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

17. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Ivandra

₩137,309 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.

18. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

₩79,656 total

includes taxes & fees

Sep 9 - Sep 10

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

19. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Carnesha

₩313,340 total

includes taxes & fees

Oct 9 - Oct 10

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

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

14 km from Historic Downtown Kissimmee

Shander Aria

₩128,044 total

includes taxes & fees

Sep 10 - Sep 11

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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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The entrance to Aquatica with colorful signage and a water slide.

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

Reunion

The waterparks and pristine golf courses 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.

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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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Top Historic Downtown Kissimmee Hotel Reviews

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

10/10 Excellent

"Everything was amazing"

Westgate Lakes Resort & Spa Universal Studios Area

8/10 Good

"Rooms have a noticeable almost Indian person smell. Could be from the wood furniture or a dusty older room smell. The rooms are fully stocked with all the cook wear and a dish washer so that’s nice if you want to cook. Washing machine and dryer was also nice . I wouldn’t recommend getting anything less than the suite. My one bedroom was super cramped didn’t match the advertised photos. The suite I had previously was very nice. Dissatisfied this last stay . Waited in line for check in 1 hour plus. Horrible parking ."

Find hotels in Historic Downtown Kissimmee, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Hyatt House Orlando Airport

3. Hampton Inn & Suites Orlando Airport @ Gateway Village

4. Hyatt Regency Orlando International Airport

5. Wingate by Wyndham - Orlando International Airport

6. Wyndham Garden Orlando Airport

7. Ramada by Wyndham Suites Orlando Airport

8. Country Inn & Suites by Radisson, Orlando Airport, FL

9. avid hotel Orlando International Airport by IHG

10. La Quinta Inn & Suites by Wyndham Orlando Airport

11. Cambria Hotel Orlando Airport

12. Fairfield Inn By Marriott Orlando Airport

13. Hyatt Place Orlando Airport

14. Hampton Inn Orlando-International Airport

15. Palazzo Lakeside Hotel

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

17. Embassy Suites by Hilton Orlando Lake Buena Vista South

18. Seasons Florida Resort

19. Caribe Royale Orlando, WorldHotels Elite

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Reunion

Florida Center

Champions Gate

Top Historic Downtown Kissimmee Hotel Reviews

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

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