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 covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

john

NT$5,992 total

includes taxes & fees

Nov 15 - Nov 16

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

Jace

NT$6,840 total

includes taxes & fees

Nov 25 - Nov 26

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

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Peterjohn

NT$4,408 total

includes taxes & fees

Nov 17 - Nov 18

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

4. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Kayla

NT$1,849 total

includes taxes & fees

Nov 13 - Nov 14

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

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

22.9 km from Historic Downtown Kissimmee

Michael

NT$3,300 total

includes taxes & fees

Nov 29 - Nov 30

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

kenyetta

NT$2,640 total

includes taxes & fees

Nov 30 - Dec 1

7. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

David

NT$7,468 total

includes taxes & fees

Nov 25 - Nov 26

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

8. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

NT$3,608 total

includes taxes & fees

Nov 29 - Nov 30

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

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

13.7 km from Historic Downtown Kissimmee

Maria

NT$3,624 total

includes taxes & fees

Dec 10 - Dec 11

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

10. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

7.2 km from Historic Downtown Kissimmee

Viridiana

NT$1,728 total

includes taxes & fees

Nov 16 - Nov 17

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

11. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

NT$7,839 total

includes taxes & fees

Nov 22 - Nov 23

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

12. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

ivan

NT$2,303 total

includes taxes & fees

Nov 17 - Nov 18

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

13. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

NT$7,143 total

includes taxes & fees

Nov 26 - Nov 27

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

14. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

CHRIS

NT$4,592 total

includes taxes & fees

Nov 22 - Nov 23

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

15. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Diana

NT$3,095 total

includes taxes & fees

Nov 16 - Nov 17

A pool area with people swimming and relaxing.

16. Universal's Endless Summer Resort - Dockside Inn and Suites

19.3 km from Historic Downtown Kissimmee

Robert

NT$4,770 total

includes taxes & fees

Dec 13 - Dec 14

17. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$4,499 total

includes taxes & fees

Nov 25 - Nov 26

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

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

12.7 km from Historic Downtown Kissimmee

Anup

NT$3,128 total

includes taxes & fees

Dec 1 - Dec 2

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

19. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

14 km from Historic Downtown Kissimmee

Lilian

NT$3,032 total

includes taxes & fees

Nov 25 - Nov 26

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

20. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Karen

NT$4,829 total

includes taxes & fees

Nov 16 - Nov 17

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	Club Sevilla 3.5 star property 6.6 km from Historic Downtown Kissimmee View	Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance 3.0 star property 22.9 km from Historic Downtown Kissimmee View
9.8 Exceptional 148 reviews	9.8 Exceptional 6,237 reviews	9.6 Exceptional 1,699 reviews	9.0 Wonderful 1,008 reviews	9.6 Exceptional 2,336 reviews
The price is NT$5,279 NT$5,992 total includes taxes & fees Nov 15 - Nov 16	The price is NT$6,080 NT$6,840 total includes taxes & fees Nov 25 - Nov 26	The price is NT$3,883 NT$4,408 total includes taxes & fees Nov 17 - Nov 18	The price is NT$1,479 NT$1,849 total includes taxes & fees Nov 13 - Nov 14	The price is NT$2,933 NT$3,300 total includes taxes & fees Nov 29 - Nov 30
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 No Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, 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

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"Great place for Disney World and everything there! Free breakfast and dinner, and drinks, tram to the parks, and easy access to everything around there. Great stay and would stay there again!"

Evermore Orlando Resort

10/10 Excellent

"We came to celebrate my husband's 60th birthday, just the two of us, and stayed in a beautiful four-bedroom flat. At check-in, I had booked the Bayfront online and initially received a city view we didn't understand the mishap., however the staff let us know there was a complimentary upgrade to the Bayfront, which was wonderful💕 My husband was delighted with the experience. We did need some air freshener in the apartment but otherwise it was clean.👌 The service was excellent. 🥰The staff made my husband feel amazing. surprising him with champagne, and a few appetizers.. They were all so kind and made us feel special. We will definitely return.🌟💕❤️💕"

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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Guest rating

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. Club Sevilla

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

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

7. Hyatt Regency Grand Cypress

8. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

10. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

11. Caribe Royale Orlando, WorldHotels Elite

12. Kompose Boutique Resort at Theme Parks

13. Wyndham Grand Orlando Resort Bonnet Creek

14. Hyatt House Orlando Airport

15. Wingate by Wyndham - Orlando International Airport

16. Universal's Endless Summer Resort - Dockside Inn and Suites

17. Rosen Shingle Creek

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

19. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

20. Buena Vista Suites Orlando

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

Club Sevilla

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

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