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. Super Boho- At Lake Toho s Water Sleeps 6

Historic Downtown Kissimmee

₹26,383 total

includes taxes & fees

12 Jul - 13 Jul

2. Kapp and Kappy B&B

Historic Downtown Kissimmee

Laura

₹16,308 total

includes taxes & fees

15 Jun - 16 Jun

3. Super Boho Waterfront Retreat w Fishing Views

Historic Downtown Kissimmee

₹30,392 total

includes taxes & fees

12 Jul - 13 Jul

4. Super Boho - At Lake Toho Fishing Vintage Vibes

Historic Downtown Kissimmee

₹29,726 total

includes taxes & fees

12 Jul - 13 Jul

5. Lake Toho Parks Pool Fishing Sleeps 8

Historic Downtown Kissimmee

₹41,699 total

includes taxes & fees

23 Jun - 24 Jun

6. Boho Lake Fishing Civic Center More

Historic Downtown Kissimmee

Elton

₹30,531 total

includes taxes & fees

12 Jul - 13 Jul

7. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Rebeca

₹8,754 total

includes taxes & fees

18 Jun - 19 Jun

8. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

18.9 km from Historic Downtown Kissimmee

Tracy

₹8,629 total

includes taxes & fees

28 Jun - 29 Jun

9. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

RICHARD

₹20,863 total

includes taxes & fees

29 Jun - 30 Jun

10. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Robert

₹8,149 total

includes taxes & fees

29 Jun - 30 Jun

11. Hyatt House Orlando International Drive

19.2 km from Historic Downtown Kissimmee

Idoel

₹11,479 total

includes taxes & fees

14 Jun - 15 Jun

12. Fairfield Inn By Marriott Orlando Airport

21 km from Historic Downtown Kissimmee

Roger

₹7,705 total

includes taxes & fees

29 Jun - 30 Jun

13. DoubleTree by Hilton at the Entrance to Universal Orlando

21.2 km from Historic Downtown Kissimmee

Dianelly

₹10,569 total

includes taxes & fees

12 Jul - 13 Jul

14. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Amy

₹10,459 total

includes taxes & fees

14 Jun - 15 Jun

15. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

jorge

₹9,346 total

includes taxes & fees

13 Jun - 14 Jun

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

20.5 km from Historic Downtown Kissimmee

Rebecca

₹9,019 total

includes taxes & fees

9 Jul - 10 Jul

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

17. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Pam

₹9,566 total

includes taxes & fees

29 Jun - 30 Jun

18. Orlando Palms Hotel

16.2 km from Historic Downtown Kissimmee

Mickala

₹5,239 total

includes taxes & fees

30 Jun - 1 Jul

19. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

John

₹12,265 total

includes taxes & fees

5 Jul - 6 Jul

20. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Kelly

₹8,882 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

Marriott's Grande Vista

10/10 Excellent

"Was so much more than expected. Great service, great place, great fun."

Avanti International Resort

4/10 Poor

"Online pictures are deceiving. Lobby is very nice. Rooms have new vinyl flooring and dresser, hanger, mirror units. However, the age, poor maintenance, and lack of cleanliness of the rooms and building were evident. We rented two rooms. One in Building 2 and the other in Building 3. Concerns included: 1) Long black hair in "made" bed linens upon arrival; 2) sewage smell when using shower and toilet 3) multiple requests for cleaning and restocking room never heeded; 4) slow sink drain; 5) slow toilet flushing; 6) A/C would never cool the room adequately; 7) elevator went out (floor 4); 7) window blind hanging crooked when we arrived and fell when we tried to raise it; 8) coffee pot broken; 9) telephone wouldn't work when trying to call front desk to report problems; 10) Long walk with luggage from office lobby to building 3. NOTE: towels were promptly delivered to room when asked for at front desk. Replacement coffee pot was delivered within an hour when requested by calling front desk from my cell phone."

Search Hotels in Historic Downtown Kissimmee, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

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

2. Kapp and Kappy B&B

3. Super Boho Waterfront Retreat w Fishing Views

4. Super Boho - At Lake Toho Fishing Vintage Vibes

5. Lake Toho Parks Pool Fishing Sleeps 8

6. Boho Lake Fishing Civic Center More

7. Kompose Boutique Resort at Theme Parks

8. DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

9. Hyatt Regency Orlando International Airport

10. La Quinta Inn & Suites by Wyndham Orlando Airport

11. Hyatt House Orlando International Drive

12. Fairfield Inn By Marriott Orlando Airport

13. DoubleTree by Hilton at the Entrance to Universal Orlando

14. Hampton Inn & Suites Orlando Airport @ Gateway Village

15. Wyndham Garden Orlando Airport

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

17. Ramada by Wyndham Suites Orlando Airport

18. Orlando Palms Hotel

19. Rosen Shingle Creek

20. Wingate by Wyndham - Orlando International Airport

Where to stay in Historic Downtown Kissimmee

International Drive District

Bay Lake

Champions Gate

Reunion

Florida Center

Top Historic Downtown Kissimmee Hotel Reviews

Marriott's Grande Vista

Frequently asked questions

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