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.

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.

Historic Downtown Kissimmee Hotels, Orlando

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

P10,755 total

includes taxes & fees

Nov 2 - Nov 3

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

Brianne

P11,380 total

includes taxes & fees

Oct 13 - Oct 14

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

Cassandra

P6,384 total

includes taxes & fees

Oct 25 - Oct 26

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

P11,682 total

includes taxes & fees

Oct 31 - Nov 1

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

5. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

P3,244 total

includes taxes & fees

Oct 12 - Oct 13

A hotel with a large pool, palm trees, and a waterfall feature.

6. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

P15,975 total

includes taxes & fees

Oct 31 - Nov 1

7. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

linda

P14,869 total

includes taxes & fees

Oct 16 - Oct 17

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

8. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Adanise

P4,133 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

Camille

P7,399 total

includes taxes & fees

Oct 26 - Oct 27

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

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

23 km from Historic Downtown Kissimmee

Deidra

P6,263 total

includes taxes & fees

Nov 3 - Nov 4

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

Joel

P4,050 total

includes taxes & fees

Oct 11 - Oct 12

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

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

13.7 km from Historic Downtown Kissimmee

Roberto

P6,529 total

includes taxes & fees

Oct 8 - Oct 9

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

13. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Roderic

P6,876 total

includes taxes & fees

Oct 25 - Oct 26

A breakfast area with a counter displaying hard-boiled eggs, fruits, and muffins. There are two stools and a sign reading "TOP IT BREAKFAST".

14. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Jalen

P6,349 total

includes taxes & fees

Oct 18 - Oct 19

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

15. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Nicolas

P4,909 total

includes taxes & fees

Oct 7 - Oct 8

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

16. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Kathleen

P6,289 total

includes taxes & fees

Oct 19 - Oct 20

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

Maria

P8,388 total

includes taxes & fees

Oct 17 - Oct 18

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

18. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Jonathan

P9,823 total

includes taxes & fees

Oct 7 - Oct 8

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

Harrison

P6,279 total

includes taxes & fees

Oct 20 - Oct 21

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

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

13.8 km from Historic Downtown Kissimmee

Arnelis

P9,528 total

includes taxes & fees

Oct 25 - Oct 26

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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

A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.

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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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Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good

"Very nice set up. There was a terrible chemical smell that never went away. We notified the maintenance guy and he smelled it too but nothing was ever done about it. Gave everyone headaches. We stayed for four days.....it never went away."

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Every employee we spoke to was wonderful. We enjoyed the daily breakfast and the variety of choices. There was always ice water in the lobby. The pool was never crowded at most we shared it with 2 other families. The hotel is close to Disney Springs and the outlets as well as many restaurants and stores. The only issues we ran into were the food hall was temporarily closed while we were there and the bubbles in the hot tub didn’t work. I would definitely stay here again it was a great value for the price."

Historic Downtown Kissimmee Hotels near 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. Seasons Florida Resort

6. Caribe Royale Orlando, WorldHotels Elite

7. Hyatt Regency Grand Cypress

8. Club Sevilla

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

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

11. Palazzo Lakeside Hotel

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

13. Home2 Suites by Hilton Orlando at Flamingo Crossings

14. Tru By Hilton Orlando Convention Center Area, FL

15. Kompose Boutique Resort at Theme Parks

16. Wingate by Wyndham - Orlando International Airport

17. Rosen Shingle Creek

18. Buena Vista Suites Orlando

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

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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