What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit Osceola County Clerk of the Court 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 be able to find in the Historic Downtown Kissimmee area?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 83 Historic Downtown Kissimmee hotels and other accommodation options to choose from.

If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.

What is there to do around this Kissimmee neighbourhood?

Spend some time exploring the natural setting of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Brinson Park or Big Toho Marina.

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 10 Historic Downtown Kissimmee Hotels of 2026

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

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

Mark

includes taxes & fees

20 Aug - 21 Aug

2. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

includes taxes & fees

24 Aug - 25 Aug

3. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

9.5 km from Historic Downtown Kissimmee

Wendy

includes taxes & fees

20 Aug - 21 Aug

In-room safe, laptop workspace, blackout curtains, iron/ironing board

4. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

LILLIAN

includes taxes & fees

20 Aug - 21 Aug

5. Radisson Hotel Orlando Lake Buena Vista South

9.2 km from Historic Downtown Kissimmee

Soraida

includes taxes & fees

14 Sept - 15 Sept

6. Star Island Resort and Club

8.6 km from Historic Downtown Kissimmee

Caroline

includes taxes & fees

11 Sept - 12 Sept

7. The Vietta Hotel

8.4 km from Historic Downtown Kissimmee

Kelly

includes taxes & fees

20 Aug - 21 Aug

Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

8. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Alicia

includes taxes & fees

26 Aug - 27 Aug

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

13.7 km from Historic Downtown Kissimmee

Robert

includes taxes & fees

24 Aug - 25 Aug

10. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Mariana

includes taxes & fees

6 Sept - 7 Sept

11. Hilton Vacation Club Polynesian Isles Kissimmee

10.1 km from Historic Downtown Kissimmee

Bridget

includes taxes & fees

1 Sept - 2 Sept

12. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

Gregory

includes taxes & fees

7 Sept - 8 Sept

Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

13. Meliá Orlando Celebration

13.6 km from Historic Downtown Kissimmee

Lorenzo

includes taxes & fees

3 Sept - 4 Sept

14. SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

14 km from Historic Downtown Kissimmee

Mahnoor

includes taxes & fees

24 Aug - 25 Aug

Outdoor pool, a heated pool, pool umbrellas, pool loungers

15. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

12.9 km from Historic Downtown Kissimmee

gloria

includes taxes & fees

24 Aug - 25 Aug

2 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

16. Wyndham Lake Buena Vista – Disney Springs® Area

13.7 km from Historic Downtown Kissimmee

Doug

includes taxes & fees

24 Aug - 25 Aug

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

12.7 km from Historic Downtown Kissimmee

Jorge L

includes taxes & fees

23 Aug - 24 Aug

18. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Christopher

includes taxes & fees

22 Aug - 23 Aug

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

14 km from Historic Downtown Kissimmee

Ana E

includes taxes & fees

23 Aug - 24 Aug

20. TRYP by Wyndham Orlando

12.7 km from Historic Downtown Kissimmee

Skylar

includes taxes & fees

24 Aug - 25 Aug

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