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

Mark

￥25,580 total

includes taxes & fees

Oct 15 - Oct 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

Brianne

￥30,338 total

includes taxes & fees

Oct 20 - Oct 21

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

Reyna

￥19,744 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

￥29,627 total

includes taxes & fees

Oct 30 - Oct 31

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

5. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

￥40,514 total

includes taxes & fees

Oct 30 - Oct 31

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

6. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

￥7,271 total

includes taxes & fees

Oct 28 - Oct 29

7. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Elizabeth

￥37,656 total

includes taxes & fees

Oct 28 - Oct 29

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

Camille

￥15,322 total

includes taxes & fees

Oct 29 - Oct 30

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

Lauren

￥13,502 total

includes taxes & fees

Nov 2 - Nov 3

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

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

14 km from Historic Downtown Kissimmee

￥14,814 total

includes taxes & fees

Oct 25 - Oct 26

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

11. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Omer

￥12,125 total

includes taxes & fees

Oct 28 - Oct 29

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

12. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

￥15,019 total

includes taxes & fees

Oct 28 - Oct 29

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

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

12.7 km from Historic Downtown Kissimmee

Mercedes

￥15,099 total

includes taxes & fees

Oct 28 - Oct 29

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

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Ellen

￥17,378 total

includes taxes & fees

Nov 11 - Nov 12

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

15. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Maria

￥18,722 total

includes taxes & fees

Oct 18 - Oct 19

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

David Arturo

￥15,929 total

includes taxes & fees

Oct 20 - Oct 21

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

17. Pestana Orlando Suites - Lake Buena Vista

14.3 km from Historic Downtown Kissimmee

Tracy

￥17,054 total

includes taxes & fees

Oct 27 - Oct 28

A large outdoor swimming pool with multiple lanes, surrounded by lounge chairs and umbrellas.

18. Wyndham Lake Buena Vista – Disney Springs® Area

13.7 km from Historic Downtown Kissimmee

renee

￥27,663 total

includes taxes & fees

Oct 28 - Oct 29

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

19. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Adanise

￥9,900 total

includes taxes & fees

Oct 15 - Oct 16

A pool area with people swimming and relaxing.

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

19.3 km from Historic Downtown Kissimmee

Stephanie

￥21,238 total

includes taxes & fees

Nov 2 - Nov 3

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