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 Osceola County Clerk of the Court 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 83 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. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States, and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, be sure to visit other sights like Brinson Park or Big Toho Marina.

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

￥25,686 total

includes taxes & fees

Aug 23 - Aug 24

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

￥19,672 total

includes taxes & fees

Aug 30 - Aug 31

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

Gregory

￥32,012 total

includes taxes & fees

Sep 7 - Sep 8

A Holiday Inn Express hotel with a covered entrance, palm trees, and a clear blue sky.

4. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Isabella

￥15,664 total

includes taxes & fees

Sep 14 - Sep 15

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

5. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Breana

￥15,200 total

includes taxes & fees

Sep 21 - Sep 22

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

6. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Alicia

￥21,975 total

includes taxes & fees

Aug 25 - Aug 26

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

Suzette M

￥37,018 total

includes taxes & fees

Aug 22 - Aug 23

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

8. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

andrea

￥15,984 total

includes taxes & fees

Aug 27 - Aug 28

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

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Alicia

￥16,718 total

includes taxes & fees

Aug 31 - Sep 1

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

10. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

￥14,782 total

includes taxes & fees

Sep 2 - Sep 3

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

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

12.7 km from Historic Downtown Kissimmee

Christine

￥15,600 total

includes taxes & fees

Sep 9 - Sep 10

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

12. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Tyler

￥18,088 total

includes taxes & fees

Aug 24 - Aug 25

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

13. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Juan

￥16,739 total

includes taxes & fees

Aug 23 - Aug 24

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

14. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Dwayne

￥13,839 total

includes taxes & fees

Sep 9 - Sep 10

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

￥10,183 total

includes taxes & fees

Aug 23 - Aug 24

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

16. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

￥8,351 total

includes taxes & fees

Aug 31 - Sep 1

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

17. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Deisha

￥13,096 total

includes taxes & fees

Sep 9 - Sep 10

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

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

20.5 km from Historic Downtown Kissimmee

Adley

￥13,769 total

includes taxes & fees

Aug 31 - Sep 1

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

19. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Mohammed

￥25,080 total

includes taxes & fees

Aug 30 - Aug 31

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

20. Sonesta Essential Orlando Airport

18.1 km from Historic Downtown Kissimmee

Jasmine

￥15,582 total

includes taxes & fees

Aug 23 - Aug 24

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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 Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"I love this resort for its amenities and how it's easy to get around from place to place if you are spending the day in universal the transportation to and from is all day and no wait times or reservations, if you decide to stay in you are in the right place there's plenty of things to do .. overall this is the best place to stay."

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"The location of the hotel to all Universal parks is ideal. 20min walk or 5 minute drive. The staff we spoke to were all very nice and helpful. The morning breakfast and the servers were excellent. With health options along with hot english breakfast, fresh made waffle machines along with omelettes made to order. There is also a number of shopping malls and discount outlets within 10 minutes drive. All making this hotel a good choice for a few days in Universal."

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. Hyatt Regency Orlando International Airport

4. Holiday Inn Express Orlando International Airport by IHG

5. avid hotel Orlando International Airport by IHG

6. Buena Vista Suites Orlando

7. Caribe Royale Orlando, WorldHotels Elite

8. Hampton Inn & Suites Orlando Airport @ Gateway Village

9. Home2 Suites by Hilton Orlando at Flamingo Crossings

10. Wyndham Garden Orlando Airport

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

12. Hyatt Place Orlando Airport

13. Cambria Hotel Orlando Airport

14. Ramada by Wyndham Suites Orlando Airport

15. Palazzo Lakeside Hotel

16. Seasons Florida Resort

17. Wingate by Wyndham - Orlando International Airport

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

19. Drury Plaza Hotel Orlando - Disney Springs Area

20. Sonesta Essential 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 Endless Summer Resort - Dockside Inn and Suites

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