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$5,910 total

includes taxes & fees

Nov 8 - Nov 9

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

David

NT$6,346 total

includes taxes & fees

Nov 23 - Nov 24

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$4,348 total

includes taxes & fees

Nov 8 - Nov 9

4. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

NT$7,368 total

includes taxes & fees

Nov 22 - Nov 23

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

5. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

NT$2,247 total

includes taxes & fees

Nov 5 - Nov 6

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

6. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

NT$7,073 total

includes taxes & fees

Nov 15 - Nov 16

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

7. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

NT$7,732 total

includes taxes & fees

Nov 23 - Nov 24

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

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

22.9 km from Historic Downtown Kissimmee

Michael

NT$3,423 total

includes taxes & fees

Nov 24 - Nov 25

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

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

23 km from Historic Downtown Kissimmee

Bryant

NT$2,770 total

includes taxes & fees

Nov 17 - Nov 18

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

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

NT$3,572 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.

11. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Pamela

NT$4,998 total

includes taxes & fees

Nov 29 - Nov 30

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

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

13.7 km from Historic Downtown Kissimmee

Maria

NT$3,356 total

includes taxes & fees

Nov 3 - Nov 4

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

13. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Gerardo

NT$4,851 total

includes taxes & fees

Nov 24 - Nov 25

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

Antonio

NT$1,817 total

includes taxes & fees

Nov 1 - Nov 2

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

15. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Rosacruz

NT$3,119 total

includes taxes & fees

Nov 3 - Nov 4

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

16. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

NT$3,081 total

includes taxes & fees

Nov 25 - Nov 26

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

17. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Theresa

NT$2,391 total

includes taxes & fees

Nov 4 - Nov 5

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

18. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$4,364 total

includes taxes & fees

Nov 24 - Nov 25

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$3,229 total

includes taxes & fees

Nov 2 - Nov 3

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

20. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Jamie

NT$3,551 total

includes taxes & fees

Nov 23 - Nov 24

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	Club Sevilla 2.0 star property 6.6 km from Historic Downtown Kissimmee View
9.8 Exceptional 147 reviews	9.8 Exceptional 6,192 reviews	9.6 Exceptional 1,657 reviews	9.2 Wonderful 2,399 reviews	9.0 Wonderful 1,008 reviews
The price is NT$5,207 NT$5,910 total includes taxes & fees Nov 8 - Nov 9	The price is NT$5,641 NT$6,346 total includes taxes & fees Nov 23 - Nov 24	The price is NT$3,831 NT$4,348 total includes taxes & fees Nov 8 - Nov 9	The price is NT$4,928 NT$7,368 total includes taxes & fees Nov 22 - Nov 23	The price is NT$1,830 NT$2,247 total includes taxes & fees Nov 5 - Nov 6
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 No Spa No Pet friendly Yes, 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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Amazing accommodations!!!"

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good

"The location is very convenient to Universal and Islands of Adventure. The free shuttle to Epic runs a few times per day. Our room was large and clean. Decent water pressure with a large bathroom. However there was only a single hook for towels on the back of the door. There were no other hooks or bars in the bathroom for hand towels or additional bath towels. Also no hooks at the door for rain jackets or ponchos. The breakfast and on-site coffee shop were quite expensive. But overall a great value for the price of the room."

Find hotels in Historic Downtown Kissimmee, Orlando

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Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

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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. Club Sevilla

6. Wyndham Grand Orlando Resort Bonnet Creek

7. Caribe Royale Orlando, WorldHotels Elite

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

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

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

11. Buena Vista Suites Orlando

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

13. Hyatt House Orlando Airport

14. Seasons Florida Resort

15. Wingate by Wyndham - Orlando International Airport

16. Tru By Hilton Orlando Convention Center Area, FL

17. Kompose Boutique Resort at Theme Parks

18. Rosen Shingle Creek

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

20. avid hotel 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

Club Sevilla

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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