What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit 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 be able to find in the Historic Downtown Kissimmee area?

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 accommodation options to choose from.

If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.

What is there to do around this Kissimmee neighbourhood?

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 neighbourhood. 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, make sure that you visit other sights such as 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.

The Best Hotels in Historic Downtown Kissimmee, Orlando - 2026 Updated Prices

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

₹11,428 total

includes taxes & fees

27 Sept - 28 Sept

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

Ivandra

₹9,741 total

includes taxes & fees

4 Oct - 5 Oct

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

3. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

Debbie

₹23,433 total

includes taxes & fees

20 Sept - 21 Sept

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

4. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

₹11,770 total

includes taxes & fees

29 Sept - 30 Sept

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

5. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Jose

₹16,752 total

includes taxes & fees

14 Sept - 15 Sept

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

6. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

₹9,095 total

includes taxes & fees

13 Sept - 14 Sept

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

7. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Carnesha

₹22,443 total

includes taxes & fees

9 Oct - 10 Oct

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

8. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Breana

₹9,449 total

includes taxes & fees

21 Sept - 22 Sept

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

9. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Stacy

₹10,002 total

includes taxes & fees

20 Sept - 21 Sept

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

10. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

14 km from Historic Downtown Kissimmee

Caitlin

₹8,483 total

includes taxes & fees

15 Sept - 16 Sept

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

11. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Samantha

₹15,059 total

includes taxes & fees

21 Sept - 22 Sept

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

Stephen

₹4,933 total

includes taxes & fees

13 Sept - 14 Sept

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

13. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Todd

₹8,408 total

includes taxes & fees

15 Sept - 16 Sept

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.

14. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Arcenio

₹6,402 total

includes taxes & fees

23 Sept - 24 Sept

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

15. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Dwayne

₹8,474 total

includes taxes & fees

15 Sept - 16 Sept

A modern kitchen with a central island, built-in shelves, and a variety of appliances and utensils.

16. AC Hotel by Marriott Orlando Lake Buena Vista

13.6 km from Historic Downtown Kissimmee

Ivan

₹10,593 total

includes taxes & fees

13 Sept - 14 Sept

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

17. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Ryan

₹9,686 total

includes taxes & fees

28 Sept - 29 Sept

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

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

12.7 km from Historic Downtown Kissimmee

Grace

₹9,823 total

includes taxes & fees

14 Sept - 15 Sept

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

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

14 km from Historic Downtown Kissimmee

Shander Aria

₹10,201 total

includes taxes & fees

1 Oct - 2 Oct

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

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

13.7 km from Historic Downtown Kissimmee

Raymond

₹8,912 total

includes taxes & fees

27 Sept - 28 Sept

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Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas 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

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

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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

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

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

Reunion

The top golf courses and fun-filled water parks 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 large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Ample dining options and top 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

"Super"

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

10/10 Excellent

"The only thing that I didn’t like was the hot water was warm as best. Not a major big deal. Staff were excellent. There should be no parking fee also. $20 a day to self park was high."

Search 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. Embassy Suites by Hilton Orlando Lake Buena Vista South

3. Hyatt Regency Orlando International Airport

4. Hyatt House Orlando Airport

5. Buena Vista Suites Orlando

6. Wyndham Garden Orlando Airport

7. Caribe Royale Orlando, WorldHotels Elite

8. avid hotel Orlando International Airport by IHG

9. Hampton Inn & Suites Orlando Airport @ Gateway Village

10. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

11. Drury Plaza Hotel Orlando - Disney Springs Area

12. Seasons Florida Resort

13. Wingate by Wyndham - Orlando International Airport

14. Palazzo Lakeside Hotel

15. Ramada by Wyndham Suites Orlando Airport

16. AC Hotel by Marriott Orlando Lake Buena Vista

17. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

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

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Reunion

Champions Gate

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

Frequently asked questions

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