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 Lake Tohopekaliga and Kissimmee Civic Center 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

₩238,284 total

includes taxes & fees

Aug 25 - Aug 26

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

2. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Suzanne

₩171,496 total

includes taxes & fees

Aug 31 - Sep 1

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

andrea

₩139,349 total

includes taxes & fees

Aug 31 - Sep 1

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

4. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Dwayne

₩123,243 total

includes taxes & fees

Sep 7 - Sep 8

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

5. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Juan

₩145,929 total

includes taxes & fees

Aug 24 - Aug 25

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

6. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

₩123,478 total

includes taxes & fees

Aug 24 - Aug 25

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

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

20.5 km from Historic Downtown Kissimmee

Adley

₩120,593 total

includes taxes & fees

Aug 30 - Aug 31

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

8. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Deisha

₩116,616 total

includes taxes & fees

Sep 6 - Sep 7

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

₩132,522 total

includes taxes & fees

Sep 21 - Sep 22

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

10. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Nick

₩179,282 total

includes taxes & fees

Aug 30 - Aug 31

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

11. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Mariana

₩185,840 total

includes taxes & fees

Sep 8 - Sep 9

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

12. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

₩83,679 total

includes taxes & fees

Aug 24 - Aug 25

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

13. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Alicia

₩145,741 total

includes taxes & fees

Sep 2 - Sep 3

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

Andrea

₩120,594 total

includes taxes & fees

Aug 30 - Aug 31

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

LILLIAN

₩80,015 total

includes taxes & fees

Aug 24 - Aug 25

A modern hotel with a glass facade, palm trees, and a sign reading "DoubleTree by Hilton."

16. DoubleTree by Hilton Orlando Airport

21 km from Historic Downtown Kissimmee

Valerie

₩154,686 total

includes taxes & fees

Sep 10 - Sep 11

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

17. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Trenise

₩126,564 total

includes taxes & fees

Aug 30 - Aug 31

A Holiday Inn hotel with a modern design, featuring multiple floors and a well-lit entrance.

18. Holiday Inn Orlando International Dr-ICON by IHG

17.9 km from Historic Downtown Kissimmee

Heidi

₩139,276 total

includes taxes & fees

Aug 27 - Aug 28

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

Suzette M

₩322,732 total

includes taxes & fees

Aug 26 - Aug 27

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

20. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Maria

₩111,005 total

includes taxes & fees

Sep 14 - Sep 15

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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

Universal's Cabana Bay Beach Resort

10/10 Excellent

"The best hotel for vacation in Orlando and perfect for the kids."

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

10/10 Excellent

"My stay at this location is always the best. I’ve been coming here for years everytime I visit the area. I don’t even bother to check into other locations. I love the location, cost, service, and amenities. Thank you for always being great!"

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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. Ramada by Wyndham Suites Orlando Airport

5. Cambria Hotel Orlando Airport

6. Wyndham Garden Orlando Airport

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

8. Wingate by Wyndham - Orlando International Airport

9. avid hotel Orlando International Airport by IHG

10. Embassy Suites by Hilton Orlando Lake Buena Vista South

11. Rosen Shingle Creek

12. Seasons Florida Resort

13. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

15. Palazzo Lakeside Hotel

16. DoubleTree by Hilton Orlando Airport

17. Tru By Hilton Orlando Convention Center Area, FL

18. Holiday Inn Orlando International Dr-ICON by IHG

19. Caribe Royale Orlando, WorldHotels Elite

20. La Quinta Inn & Suites by Wyndham Orlando Airport

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Reunion

Florida Center

Champions Gate

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

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