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 80 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.

The Best Hotels in Historic Downtown Kissimmee, Orlando - 2026 Updated Prices

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Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

Laura

₹15,144 total

includes taxes & fees

15 Jun - 16 Jun

2. Super Boho- At Lake Toho s Water Sleeps 6

Historic Downtown Kissimmee

₹25,381 total

includes taxes & fees

14 Jun - 15 Jun

3. Super Boho Waterfront Retreat w Fishing Views

Historic Downtown Kissimmee

₹30,557 total

includes taxes & fees

14 Jun - 15 Jun

4. Boho Lake Fishing Civic Center More

Historic Downtown Kissimmee

Elton

₹30,836 total

includes taxes & fees

14 Jun - 15 Jun

5. Lake Toho Parks Pool Fishing Sleeps 8

Historic Downtown Kissimmee

₹41,734 total

includes taxes & fees

15 Jun - 16 Jun

6. Super Boho - At Lake Toho Fishing Vintage Vibes

Historic Downtown Kissimmee

₹33,717 total

includes taxes & fees

8 Jul - 9 Jul

7. Orlando Palms Hotel

16.2 km from Historic Downtown Kissimmee

Mickala

₹5,244 total

includes taxes & fees

22 Jun - 23 Jun

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

8. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

ANGEL

₹6,369 total

includes taxes & fees

14 Jun - 15 Jun

9. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Robert

₹8,103 total

includes taxes & fees

30 Jun - 1 Jul

10. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

LaToya

₹12,454 total

includes taxes & fees

15 Jun - 16 Jun

Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Accessible) | Premium bedding, in-room safe, desk, blackout curtains

11. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Pam

₹7,559 total

includes taxes & fees

11 Jun - 12 Jun

12. Country Inn & Suites by Radisson, Orlando Airport, FL

20.5 km from Historic Downtown Kissimmee

Rebecca

₹9,027 total

includes taxes & fees

1 Jul - 2 Jul

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

9.5 km from Historic Downtown Kissimmee

Sandra

₹6,875 total

includes taxes & fees

11 Jun - 12 Jun

14. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Amy

₹10,468 total

includes taxes & fees

15 Jun - 16 Jun

15. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Kelly

₹8,845 total

includes taxes & fees

22 Jun - 23 Jun

16. Fairfield Inn By Marriott Orlando Airport

21 km from Historic Downtown Kissimmee

Roger

₹7,673 total

includes taxes & fees

29 Jun - 30 Jun

17. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

jorge

₹9,869 total

includes taxes & fees

11 Jun - 12 Jun

18. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Rebeca

₹9,786 total

includes taxes & fees

21 Jun - 22 Jun

Premium bedding, pillow-top beds, in-room safe, desk

19. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Stacey

₹10,212 total

includes taxes & fees

15 Jun - 16 Jun

20. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

John

₹12,618 total

includes taxes & fees

28 Jun - 29 Jun

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Where to stay in Historic Downtown Kissimmee

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

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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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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Ferris Wheel In Orlando Florida United States. Aerial View Of Exciting Amusement Park Perfect For Family Fun. Building Metropole Skyline Buildings Beautiful. Buildings Flyover Night. Orlando Florida.

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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Aerial photo Celebration FL golf course landscape near highways

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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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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Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Great location! Walk to Volcano Bay. Bus line to other parks moves very quickly. Well organized."

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Wonderful hotel, seems newly built; very clean, modern and well kept. Pool and lazy river were AMAZING! Breakfast was really good, lots of options with the buffet. We stayed in a regular room and it didn't have a microwave which was a little inconvenient, but there is one in the lobby. Would stay here again!"

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent

"Loved the waterpark!! Would be great if it opened earlier giving folks time to enjoy the amenities for a few hours before they have to check out. My bathtub was dirty with hair and sand. The pool was out of towels after 9pm and were not restocked other than that it was a perfect stay!!"

The Grove Resort & Water Park Orlando

6/10 Okay

"Check-in was at 4:00 pm. When my family and I got there at 4:00 pm our room was not ready. They said we would receive a text message when our room was ready. At about 4:15 pm, I spoke to another employee and she was able to get us a room that was ready. The room was very spacious and modern. Very nice bathrooms, comfy beds, and just the right temperature. However, there were stains on the couch, table, and floor. There was also a small puddle of liquid on the floor of the living room, which I had know idea what it was. At one point during my stay, I also saw a medium sized cockroach crawling from behind the stove. My daughter really enjoyed the water park. So overall, my stay was good for the most part, the staff is very friendly it’s just whoever cleaned our room before we arrived needed to do a better job."

Search 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. Super Boho- At Lake Toho s Water Sleeps 6

3. Super Boho Waterfront Retreat w Fishing Views

4. Boho Lake Fishing Civic Center More

5. Lake Toho Parks Pool Fishing Sleeps 8

6. Super Boho - At Lake Toho Fishing Vintage Vibes

7. Orlando Palms Hotel

8. Palazzo Lakeside Hotel

9. La Quinta Inn & Suites by Wyndham Orlando Airport

10. Hyatt House Orlando Airport

11. Ramada by Wyndham Suites Orlando Airport

12. Country Inn & Suites by Radisson, Orlando Airport, FL

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

14. Hampton Inn & Suites Orlando Airport @ Gateway Village

15. Wingate by Wyndham - Orlando International Airport

16. Fairfield Inn By Marriott Orlando Airport

17. Wyndham Garden Orlando Airport

18. Kompose Boutique Resort at Theme Parks

19. Hyatt Place Orlando Airport

20. Rosen Shingle Creek

Where to stay in Historic Downtown Kissimmee

International Drive District

Bay Lake

Champions Gate

Reunion

Florida Center

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

Frequently asked questions

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