What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out 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 find in Historic Downtown Kissimmee?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 84 Historic Downtown Kissimmee hotels and other accommodations to choose from.

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

Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.

Where can I learn more about changing or cancelling my trip to Historic Downtown Kissimmee?

For more details about picking new dates or cancelling your trip to Historic Downtown Kissimmee, click here .

What is there to do around this Kissimmee neighborhood?

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 neighborhood. 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, be sure to visit other sights like 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.

Top Historic Downtown Kissimmee Hotels

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

Mark

₩233,567 total

includes taxes & fees

Sep 6 - Sep 7

An outdoor patio area with seating, a bar, and a fire feature.

2. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

₩168,101 total

includes taxes & fees

Sep 27 - Sep 28

A modern gym with treadmills, stationary bikes, and elliptical machines.

3. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

₩128,609 total

includes taxes & fees

Sep 6 - Sep 7

An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

4. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Katherine

₩136,592 total

includes taxes & fees

Sep 9 - Sep 10

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

5. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Todd

₩119,671 total

includes taxes & fees

Sep 7 - Sep 8

A hotel atrium with a central fountain, palm trees, and a circular seating area.

6. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

William

₩307,175 total

includes taxes & fees

Sep 6 - Sep 7

A modern dining area with a large table, chairs, and a coffee station.

7. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Breana

₩134,481 total

includes taxes & fees

Sep 14 - Sep 15

A spacious lobby with a wooden staircase, a reception desk, and a large wall clock.

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

20.5 km from Historic Downtown Kissimmee

Carmen

₩118,205 total

includes taxes & fees

Sep 14 - Sep 15

A modern hotel room with a large bed, a nightstand, a drawer, a wall-mounted light, and a window with a view of trees.

9. Ramada by Wyndham Suites Orlando Airport

20.4 km from Historic Downtown Kissimmee

Dwayne

₩114,310 total

includes taxes & fees

Sep 29 - Sep 30

A modern hotel lobby with a large flat-screen TV, a blue sofa, a round wooden table, and a curved reception desk.

10. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Christine

₩148,083 total

includes taxes & fees

Sep 27 - Sep 28

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

11. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Mariana

₩182,132 total

includes taxes & fees

Sep 7 - Sep 8

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

12. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Gloria

₩137,845 total

includes taxes & fees

Sep 27 - Sep 28

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

LILLIAN

₩80,532 total

includes taxes & fees

Sep 7 - Sep 8

A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract artwork on the wall.

14. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Yahella

₩158,474 total

includes taxes & fees

Sep 8 - Sep 9

A modern living room with a stone fireplace, a sofa, a coffee table, and a lamp.

15. Fairfield Inn By Marriott Orlando Airport

21 km from Historic Downtown Kissimmee

keylin

₩128,597 total

includes taxes & fees

Sep 9 - Sep 10

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

16. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Ivandra

₩138,638 total

includes taxes & fees

Oct 4 - Oct 5

A hotel with a large pool, palm trees, and a waterfall feature.

17. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Carnesha

₩323,979 total

includes taxes & fees

Sep 5 - Sep 6

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

18. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

₩90,658 total

includes taxes & fees

Sep 8 - Sep 9

A hotel with a prominent tower, palm trees, and a red roof.

19. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Vincent

₩108,808 total

includes taxes & fees

Sep 27 - Sep 28

A modern hotel with a red carpet leading to the entrance, a wooden walkway, and a clear view of the building's facade.

20. EVEN Hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Aaron

₩142,123 total

includes taxes & fees

Sep 8 - Sep 9

View all properties

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas and neighborhoods 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

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

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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 waterparks and pristine golf courses 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

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

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

Champions Gate

Abundant dining options and pristine 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

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

10/10 Excellent

"Siempre que viajo a FL es mi hotel de preferencia, comodidad, accesible y excelente limpieza."

Coco Key Hotel & Water Park Resort

10/10 Excellent

"Our family stay was great. The water park on site is clean, and has areas for younger children as well as older children and adults. It doesnt open until 11am, however the other pool areas are open earlier and stay open later (waterpark closes at 7) The waterpark had lifeguards standing by the pool areas for the smallers kids, however I was surprised that there wasnt a lifeguard by the larger, outdoor pool area. That larger pool was open very late, as we went night swimming and my kids had tons of fun. The only thing I would keep in mind while booking is that due to the pool being open late, if youre planning on getting to bed around 8 or 9pm don't expect it to be quiet outside. You will hear kids laughing and having fun in the pool, so if that's not for you ask for a room not near the outdoor pool. Also, Im not a big fan of the gradual incline of the pool... it gradually gets deeper and for my child it was difficult to notice. Id rather a pool were one side is specific dept and the other side is deeper, possibly with a floating rope in between so that children realize when they're going in the deep end. Kids are having fun swimming and not looking at the liner of the pool to read the gradual increase in dept. For us, it was so convienient having to step out of our room and right to the pool area. Rooms were very clean!! I appreciate the abundance of towels that were left in the room and the hairdryers."

Find 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. Hyatt House Orlando Airport

3. Wyndham Garden Orlando Airport

4. Hampton Inn & Suites Orlando Airport @ Gateway Village

5. Wingate by Wyndham - Orlando International Airport

6. Hyatt Regency Orlando International Airport

7. avid hotel Orlando International Airport by IHG

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

9. Ramada by Wyndham Suites Orlando Airport

10. Cambria Hotel Orlando Airport

11. Rosen Shingle Creek

12. Home2 Suites by Hilton Orlando at Flamingo Crossings

13. Palazzo Lakeside Hotel

14. Hyatt Place Orlando Airport

15. Fairfield Inn By Marriott Orlando Airport

16. Embassy Suites by Hilton Orlando Lake Buena Vista South

17. Caribe Royale Orlando, WorldHotels Elite

18. Seasons Florida Resort

19. La Quinta Inn & Suites by Wyndham Orlando Airport

20. EVEN Hotel Orlando International Airport 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

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

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