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 82 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

Rp3.080.529 total

includes taxes & fees

27 Sept - 28 Sept

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

Rp2.378.349 total

includes taxes & fees

4 Oct - 5 Oct

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

3. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Quintin

Rp2.038.728 total

includes taxes & fees

19 Oct - 20 Oct

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

4. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Susan

Rp1.884.137 total

includes taxes & fees

30 Sept - 1 Oct

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

XIAOXIN

Rp1.578.220 total

includes taxes & fees

28 Sept - 29 Sept

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

6. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

gladys

Rp1.693.061 total

includes taxes & fees

29 Sept - 30 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.

7. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Susan

Rp1.593.292 total

includes taxes & fees

13 Oct - 14 Oct

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

Dynasty

Rp1.601.615 total

includes taxes & fees

6 Oct - 7 Oct

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

9. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Janice

Rp1.874.462 total

includes taxes & fees

29 Sept - 30 Sept

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

Matthew

Rp1.516.422 total

includes taxes & fees

6 Oct - 7 Oct

A modern hotel with a red carpet leading to the entrance, a wooden walkway, and a clear view of the building's facade.

11. EVEN Hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Aaron

Rp1.874.462 total

includes taxes & fees

29 Sept - 30 Sept

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

12. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Cassandra

Rp1.828.350 total

includes taxes & fees

4 Oct - 5 Oct

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

Janis

Rp2.035.706 total

includes taxes & fees

19 Oct - 20 Oct

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

14. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

ED

Rp960.813 total

includes taxes & fees

28 Sept - 29 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.

15. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Joel

Rp1.144.103 total

includes taxes & fees

27 Sept - 28 Sept

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

16. Hampton Inn Orlando-International Airport

20.9 km from Historic Downtown Kissimmee

Jorge

Rp1.933.718 total

includes taxes & fees

26 Oct - 27 Oct

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

LISA

Rp1.956.015 total

includes taxes & fees

5 Oct - 6 Oct

A hotel room with two beds, a flat-screen TV, a desk, and a lamp.

18. Sonesta Essential Orlando Airport

18.1 km from Historic Downtown Kissimmee

Tien

Rp1.524.764 total

includes taxes & fees

27 Sept - 28 Sept

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

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

13.7 km from Historic Downtown Kissimmee

Fernanda

Rp1.592.284 total

includes taxes & fees

28 Sept - 29 Sept

A reception desk area with a neon sign reading "TRYP Orlando" and a modern wooden ceiling.

20. TRYP by Wyndham Orlando

12.7 km from Historic Downtown Kissimmee

Regina

Rp1.796.079 total

includes taxes & fees

28 Sept - 29 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.

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 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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Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Loved staying at Cabana Bay Resort. Staff was great! Amenities were superb."

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent

"Great unexpected experience. I booked 4 nights added a 5th no problem. One main reason for my booking was shuttle service to Disney from the hotel. Parking at Disney is $35 a day, shuttle is free, either at 7:30 or 10:00 pickup at 5:30 the trip takes about 45 minutes. Breakfast is included at the hotel, with different buffet selections daily. So, the buffet breakfast is an included value at say $20 per person, the shuttle is free vs say Uber at $20 each way. Deduct parking and transport and you just saved $75 extra per day, not to mention the breakfast value."

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Kompose is a hidden jewel in Orlando. The king sized beds were large and comfortable. The pool, mini golf and pickleball kept us entertained all day. The front desk was helpful and the cleaning staff did a fabulous job. The whole place smells great! The breakfast buffet had plenty of options and everything was fully stocked all morning. We will definitely be back!"

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. Hyatt House Orlando Airport

3. Cambria Hotel Orlando Airport

4. Hampton Inn & Suites Orlando Airport @ Gateway Village

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. Holiday Inn Express Orlando International Airport by IHG

10. La Quinta Inn & Suites by Wyndham Orlando Airport

11. EVEN Hotel Orlando International Airport by IHG

12. Embassy Suites by Hilton Orlando Lake Buena Vista South

13. Hyatt Place Orlando Airport

14. Seasons Florida Resort

15. Palazzo Lakeside Hotel

16. Hampton Inn Orlando-International Airport

17. Home2 Suites by Hilton Orlando at Flamingo Crossings

18. Sonesta Essential Orlando Airport

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

20. TRYP by Wyndham Orlando

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

Frequently asked questions

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