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

NT$5,943 total

includes taxes & fees

Nov 3 - Nov 4

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

Komal

NT$6,381 total

includes taxes & fees

Nov 9 - Nov 10

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

Kaitlyn

NT$4,371 total

includes taxes & fees

Nov 8 - Nov 9

4. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

NT$7,408 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

5. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

NT$7,775 total

includes taxes & fees

Nov 22 - Nov 23

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

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

23 km from Historic Downtown Kissimmee

Robert

NT$2,774 total

includes taxes & fees

Nov 24 - Nov 25

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

7. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

NT$3,579 total

includes taxes & fees

Nov 24 - Nov 25

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

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

13.7 km from Historic Downtown Kissimmee

Maria

NT$3,667 total

includes taxes & fees

Nov 12 - Nov 13

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

9. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

NT$7,085 total

includes taxes & fees

Nov 15 - Nov 16

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

10. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Viridiana

NT$1,896 total

includes taxes & fees

Nov 3 - Nov 4

A rooftop bar with round tables, a pool, and outdoor seating.

11. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

NT$3,086 total

includes taxes & fees

Nov 25 - Nov 26

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

12. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

CHRIS

NT$5,061 total

includes taxes & fees

Nov 22 - Nov 23

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

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

22.9 km from Historic Downtown Kissimmee

Michael

NT$3,429 total

includes taxes & fees

Nov 29 - Nov 30

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

14. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Rosacruz

NT$3,148 total

includes taxes & fees

Nov 16 - Nov 17

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

15. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

NT$2,251 total

includes taxes & fees

Nov 3 - Nov 4

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

16. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$4,371 total

includes taxes & fees

Nov 24 - Nov 25

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

17. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Karen

NT$5,104 total

includes taxes & fees

Nov 17 - Nov 18

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

18. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Jamie

NT$3,337 total

includes taxes & fees

Dec 1 - Dec 2

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

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

12.7 km from Historic Downtown Kissimmee

Antonio

NT$3,169 total

includes taxes & fees

Nov 3 - Nov 4

A Holiday Inn Express building with a modern design, featuring a prominent entrance and a covered walkway.

20. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Andrea

NT$3,594 total

includes taxes & fees

Dec 2 - Dec 3

View all properties

Compare top hotels in Historic Downtown Kissimmee

Kapp and Kappy B&B 3.5 star property Historic Downtown Kissimmee View	Drury Plaza Hotel Orlando - Disney Springs Area 4.0 star property 13.8 km from Historic Downtown Kissimmee View	Embassy Suites by Hilton Orlando Lake Buena Vista South 4.0 star property 8.7 km from Historic Downtown Kissimmee View	Hyatt Regency Grand Cypress 4.0 star property 14.3 km from Historic Downtown Kissimmee View	Caribe Royale Orlando, WorldHotels Elite 4.5 star property 11.1 km from Historic Downtown Kissimmee View
9.8 Exceptional 147 reviews	9.8 Exceptional 6,227 reviews	9.6 Exceptional 1,671 reviews	9.2 Wonderful 2,404 reviews	9.2 Wonderful 5,339 reviews
The price is NT$5,236 NT$5,943 total includes taxes & fees Nov 3 - Nov 4	The price is NT$5,672 NT$6,381 total includes taxes & fees Nov 9 - Nov 10	The price is NT$3,851 NT$4,371 total includes taxes & fees Nov 8 - Nov 9	The price is NT$4,955 NT$7,408 total includes taxes & fees Nov 22 - Nov 23	The price is NT$5,672 NT$7,775 total includes taxes & fees Nov 22 - Nov 23
Yes, Breakfast included No Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly No WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, Spa Yes, Pet friendly No WiFi included Yes, Parking

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

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"As pictured"

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Clean room, staffs helpful, great location, near Disney parks (about 15 minutes distance). Property’s amenities are good. Overall I had a great time there. They need to improve the breakfast. There’s not too much options."

Evermore Orlando Resort

10/10 Excellent

"Evermore was a beautiful facility! We stayed in a 4 bedroom flat with a bay view and it was stunning. It was very clean and peaceful. All of the staff were amazing! Everyone was so friendly with great customer service! They checked in on us throughout the stay and were very easy to contact if needed. They have everything you could need on property so you don’t have to leave for anything. We will definitely be staying here in the future!"

Find hotels in Historic Downtown Kissimmee, Orlando

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Treat yourself

Be picky

Check prices for these dates

Filter by

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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. Hyatt Regency Grand Cypress

5. Caribe Royale Orlando, WorldHotels Elite

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

7. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

9. Wyndham Grand Orlando Resort Bonnet Creek

10. Seasons Florida Resort

11. Tru By Hilton Orlando Convention Center Area, FL

12. Hyatt House Orlando Airport

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

14. Wingate by Wyndham - Orlando International Airport

15. Club Sevilla

16. Rosen Shingle Creek

17. Buena Vista Suites Orlando

18. avid hotel Orlando International Airport by IHG

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

20. Holiday Inn Express Orlando International Airport by IHG

Compare top hotels in Historic Downtown Kissimmee

Kapp and Kappy B&B

Drury Plaza Hotel Orlando - Disney Springs Area

Embassy Suites by Hilton Orlando Lake Buena Vista South

Hyatt Regency Grand Cypress

Caribe Royale Orlando, WorldHotels Elite

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Margaritaville Resort Orlando with H2O Waterpark

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