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

RM703 total

includes taxes & fees

9 Aug - 10 Aug

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Nick

RM529 total

includes taxes & fees

16 Aug - 17 Aug

3. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

jair

RM952 total

includes taxes & fees

8 Aug - 9 Aug

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

4. Meliá Orlando Celebration

13.6 km from Historic Downtown Kissimmee

Roxana

RM524 total

includes taxes & fees

4 Sept - 5 Sept

5. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

RM247 total

includes taxes & fees

16 Aug - 17 Aug

6. Radisson Hotel Orlando Lake Buena Vista South

9.2 km from Historic Downtown Kissimmee

Soraida

RM298 total

includes taxes & fees

30 Aug - 31 Aug

7. Star Island Resort and Club

8.6 km from Historic Downtown Kissimmee

Caroline

RM499 total

includes taxes & fees

10 Aug - 11 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

Marquez

RM597 total

includes taxes & fees

11 Aug - 12 Aug

9. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

Tracy

RM824 total

includes taxes & fees

10 Aug - 11 Aug

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

10. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Jose

RM225 total

includes taxes & fees

10 Aug - 11 Aug

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

14 km from Historic Downtown Kissimmee

Tracey

RM373 total

includes taxes & fees

13 Aug - 14 Aug

12. Hilton Vacation Club Polynesian Isles Kissimmee

10.1 km from Historic Downtown Kissimmee

shakerria

RM523 total

includes taxes & fees

15 Aug - 16 Aug

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

13.7 km from Historic Downtown Kissimmee

Robert

RM382 total

includes taxes & fees

7 Sept - 8 Sept

14. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Kayanna

RM645 total

includes taxes & fees

16 Aug - 17 Aug

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

12.7 km from Historic Downtown Kissimmee

Susanna

RM410 total

includes taxes & fees

9 Aug - 10 Aug

16. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Hugo

RM548 total

includes taxes & fees

7 Sept - 8 Sept

17. The Vietta Hotel

8.4 km from Historic Downtown Kissimmee

Andrea

RM357 total

includes taxes & fees

8 Aug - 9 Aug

18. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Osvaldo

RM506 total

includes taxes & fees

16 Aug - 17 Aug

3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)

19. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Osiel

RM893 total

includes taxes & fees

22 Aug - 23 Aug

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

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

12.9 km from Historic Downtown Kissimmee

gloria

RM465 total

includes taxes & fees

7 Sept - 8 Sept

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Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.

The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

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The entrance to Aquatica with colorful signage and a water slide.

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 golf course with bunkers, water hazards, and a large lake.

Reunion

The top golf courses and fun-filled water parks 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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A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

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A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Ample dining options and top 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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Top Historic Downtown Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Clean room, the staff, breakfast and pool are excellent."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Our stay here was amazing!! The staff were super friendly and helpful. It was an easy and smooth check-in and check-out process. Our villa was so clean and spacious. The resort had so many amenities to use as well as activities to participate in during our stay. It is very family-friendly and close to a lot different places to eat besides the 3 restaurants on site. I did really like that they do check-in during your stay to make sure everything is going well and to see if you needed anything. The one thing I didn’t know prior to staying was that there is a parking fee for each night but other than that our stay was absolutely amazing! I can’t wait to come back again with my family."

The Grove Resort & Water Park Orlando

10/10 Excellent

"The rooms and amenities were great! This was a wonderful stay for families with toddlers. My 3.5 year old son could not get enough of the water park with the zero entry, shallow pool! The only downside was that the elevators took forever and there was only one in a given location. Everything else was fantastic! Very close to many food options as well."

Hotels in Historic Downtown Kissimmee, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

3. Caribe Royale Orlando, WorldHotels Elite

4. Meliá Orlando Celebration

5. Seasons Florida Resort

6. Radisson Hotel Orlando Lake Buena Vista South

7. Star Island Resort and Club

8. Buena Vista Suites Orlando

9. Hyatt Regency Orlando International Airport

10. Palazzo Lakeside Hotel

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

12. Hilton Vacation Club Polynesian Isles Kissimmee

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

14. Drury Plaza Hotel Orlando - Disney Springs Area

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

16. Rosen Shingle Creek

17. The Vietta Hotel

18. Hyatt House Orlando Airport

19. Hyatt Regency Grand Cypress

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Reunion

Florida Center

Champions Gate

Top Historic Downtown Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

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