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 81 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 two-story house with a porch, surrounded by lush greenery and hanging moss.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

THOMAS

￥28,597 total

includes taxes & fees

Oct 28 - Oct 29

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

2. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

IvIr

￥28,500 total

includes taxes & fees

Nov 25 - Nov 26

A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Russell

￥21,036 total

includes taxes & fees

Nov 3 - Nov 4

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

4. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Anthony

￥29,296 total

includes taxes & fees

Nov 1 - Nov 2

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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

23 km from Historic Downtown Kissimmee

Marcellus

￥13,351 total

includes taxes & fees

Nov 10 - Nov 11

6. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

￥35,648 total

includes taxes & fees

Nov 22 - Nov 23

A hotel with a swimming pool, palm trees, and a large building with multiple floors.

7. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Rachel

￥37,413 total

includes taxes & fees

Nov 19 - Nov 20

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

8. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

￥9,416 total

includes taxes & fees

Nov 2 - Nov 3

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

9. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

22.9 km from Historic Downtown Kissimmee

Michael

￥17,102 total

includes taxes & fees

Nov 18 - Nov 19

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

10. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

￥9,790 total

includes taxes & fees

Oct 27 - Oct 28

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.

11. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Juan

￥10,282 total

includes taxes & fees

Oct 27 - Oct 28

A hotel room with a bed, a sofa, a desk, a TV, and a painting on the wall.

12. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Rosacruz

￥15,451 total

includes taxes & fees

Nov 3 - Nov 4

A hotel room with two beds, a desk with a chair, a television, and large abstract paintings on the wall.

13. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Pamela

￥22,292 total

includes taxes & fees

Nov 18 - Nov 19

A hotel with a swimming pool surrounded by lounge chairs and palm trees.

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

13.7 km from Historic Downtown Kissimmee

Maria

￥16,352 total

includes taxes & fees

Oct 29 - Oct 30

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

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Jalizbet

￥17,221 total

includes taxes & fees

Nov 11 - Nov 12

A large outdoor swimming pool with multiple water features and lounge areas.

16. Wyndham Garden Lake Buena Vista – Disney Springs® Area

13.8 km from Historic Downtown Kissimmee

Tara

￥22,025 total

includes taxes & fees

Nov 24 - Nov 25

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

17. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

￥18,934 total

includes taxes & fees

Oct 30 - Oct 31

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

18. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Theresa

￥11,177 total

includes taxes & fees

Nov 17 - Nov 18

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

19. Vacation Village Orlando, Celebration

13.2 km from Historic Downtown Kissimmee

Richard Allen

￥16,653 total

includes taxes & fees

Nov 18 - Nov 19

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

20. Pestana Orlando Suites - Lake Buena Vista

14.3 km from Historic Downtown Kissimmee

Hosam

￥16,510 total

includes taxes & fees

Oct 28 - Oct 29

View all properties

Compare popular hotels in Historic Downtown Kissimmee

Property	Star rating	Guest rating
Kapp and Kappy B&B	3.5 star property	9.8 Exceptional 147 reviews	View
Embassy Suites by Hilton Orlando Lake Buena Vista South	4.0 star property	9.6 Exceptional 1,652 reviews	View
Drury Plaza Hotel Orlando - Disney Springs Area	4.0 star property	9.8 Exceptional 6,185 reviews	View
Hyatt House Orlando Airport	3.5 star property	9.6 Exceptional 2,882 reviews	View
Rosen Shingle Creek	4.5 star property	9.6 Exceptional 5,001 reviews	View

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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A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

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

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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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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Top Historic Downtown Kissimmee Hotel Reviews

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

10/10 Excellent

"Me gustó"

Hyatt Regency Orlando International Airport

10/10 Excellent

"I found the hotel very convenient as it was located at our TSA gate in the Orlando airport. They were very kind at check-in and very helpful when I ask about an upgrade overall the rooms were clean. The personnel was pleasant and kind and the location was convenient so I give it a 10 out of 10 stars."

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. Drury Plaza Hotel Orlando - Disney Springs Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Wyndham Grand Orlando Resort Bonnet Creek

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

6. Hyatt Regency Grand Cypress

7. Caribe Royale Orlando, WorldHotels Elite

8. Seasons Florida Resort

9. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

10. Club Sevilla

11. Palazzo Lakeside Hotel

12. Wingate by Wyndham - Orlando International Airport

13. Buena Vista Suites Orlando

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

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Wyndham Garden Lake Buena Vista – Disney Springs® Area

17. Rosen Shingle Creek

18. Kompose Boutique Resort at Theme Parks

19. Vacation Village Orlando, Celebration

20. Pestana Orlando Suites - Lake Buena Vista

Compare popular hotels in Historic Downtown Kissimmee

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

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

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