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 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 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 81 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. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighbourhood. 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, make sure that you visit other sights such as 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.

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

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

THOMAS

₹17,310 total

includes taxes & fees

2 Nov - 3 Nov

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

Komal

₹18,586 total

includes taxes & fees

25 Nov - 26 Nov

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

Kaitlyn

₹12,733 total

includes taxes & fees

8 Nov - 9 Nov

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

4. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

₹5,950 total

includes taxes & fees

8 Nov - 9 Nov

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

5. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Viridiana

₹5,523 total

includes taxes & fees

2 Nov - 3 Nov

6. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

₹21,579 total

includes taxes & fees

22 Nov - 23 Nov

An aerial view of a resort with a large swimming pool, sun loungers, and palm trees.

7. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

₹22,647 total

includes taxes & fees

22 Nov - 23 Nov

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

8. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

23 km from Historic Downtown Kissimmee

Bryant

₹8,081 total

includes taxes & fees

24 Nov - 25 Nov

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

9. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

₹20,638 total

includes taxes & fees

15 Nov - 16 Nov

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

10. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Theresa

₹6,766 total

includes taxes & fees

4 Nov - 5 Nov

A hotel with a swimming pool surrounded by lounge chairs and palm trees.

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

13.7 km from Historic Downtown Kissimmee

Maria

₹10,469 total

includes taxes & fees

30 Nov - 1 Dec

A swimming pool with people in the water, including a person in a green and red inflatable ring.

12. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Karen

₹14,676 total

includes taxes & fees

2 Dec - 3 Dec

A hotel room with a large bed, a smaller bed, a desk, and a chair. There is a decorative item on the bed and a rug on the floor.

13. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Juan

₹5,138 total

includes taxes & fees

8 Nov - 9 Nov

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

14. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

22.9 km from Historic Downtown Kissimmee

Michael

₹9,988 total

includes taxes & fees

24 Nov - 25 Nov

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

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

₹10,424 total

includes taxes & fees

24 Nov - 25 Nov

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

16. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

₹8,989 total

includes taxes & fees

25 Nov - 26 Nov

A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.

17. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Rosacruz

₹9,134 total

includes taxes & fees

2 Nov - 3 Nov

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

18. Rosen Inn Lake Buena Vista

13.7 km from Historic Downtown Kissimmee

Yotuel

₹6,075 total

includes taxes & fees

5 Nov - 6 Nov

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

19. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

₹11,460 total

includes taxes & fees

24 Nov - 25 Nov

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

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

12.7 km from Historic Downtown Kissimmee

Antonio

₹9,230 total

includes taxes & fees

2 Nov - 3 Nov

View all properties

Compare popular hotels in Historic Downtown Kissimmee

Property	Property class	Guest rating
Kapp and Kappy B&B	3.5 star property	9.8 Exceptional 147 reviews	View
Drury Plaza Hotel Orlando - Disney Springs Area	4.0 star property	9.8 Exceptional 6,208 reviews	View
Embassy Suites by Hilton Orlando Lake Buena Vista South	4.0 star property	9.6 Exceptional 1,663 reviews	View
Hyatt House Orlando Airport	3.5 star property	9.6 Exceptional 2,847 reviews	View
Club Sevilla	2.0 star property	9.0 Wonderful 1,000 reviews	View

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

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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A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

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 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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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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Top Historic Downtown Kissimmee Hotel Reviews

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good

"No bathroom fan, and it seemed like the air conditioner was on in the whole building, especially the hallways. It felt like it was around 60 degrees"

Universal's Cabana Bay Beach Resort

10/10 Excellent

"We really enjoyed it. We stayed in beachside which was closest to the Volcano Bay entrance. It was about a 5 min walk to the main entrance where everything is but not too bad. I'd prefer to be centrally located. The room was very nice and accommodating. I wish the bathrooms had blowers but other than that it great. There a very convenient walkway straight to Universal that will take you about 15 to 20 mins to walk. It will bring you right up beside Margaritaville on Citywalk. The bus is also very convenient as it runs every 10 or 15 minutes going and coming from the resort. I would rather stay at the resort than a regular hotel because of these perks."

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

10/10 Excellent

"I’ve stayed at this hotel both times I’ve visited Florida and I loved it, staff was amazing, housekeeping was on top of it, and the bar and grill at the pool is delicious while not breaking the bank"

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"The resort is perfectly located close to shopping and restaurants nice clean area and resort beautiful. Easy parking and would definitely stay again my only recommendation is to add a microwave in room since it had a dining room but no microwave didn’t make sense and place the room safe lower it was in closet on top shelf had to climb on top of bed to reach safe"

Search Hotels in Historic Downtown Kissimmee, Orlando

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Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Drury Plaza Hotel Orlando - Disney Springs Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Club Sevilla

5. Seasons Florida Resort

6. Hyatt Regency Grand Cypress

7. Caribe Royale Orlando, WorldHotels Elite

8. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

9. Wyndham Grand Orlando Resort Bonnet Creek

10. Kompose Boutique Resort at Theme Parks

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

12. Buena Vista Suites Orlando

13. Palazzo Lakeside Hotel

14. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Tru By Hilton Orlando Convention Center Area, FL

17. Wingate by Wyndham - Orlando International Airport

18. Rosen Inn Lake Buena Vista

19. Rosen Shingle Creek

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

Compare popular hotels in Historic Downtown Kissimmee

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

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