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 84 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

Mark

Rp3.039.780 total

includes taxes & fees

6 Sept - 7 Sept

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

Rp2.187.776 total

includes taxes & fees

20 Sept - 21 Sept

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

3. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

William

Rp3.997.752 total

includes taxes & fees

6 Sept - 7 Sept

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

4. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Gabriel

Rp1.673.671 total

includes taxes & fees

6 Sept - 7 Sept

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

5. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Katherine

Rp1.777.667 total

includes taxes & fees

9 Sept - 10 Sept

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

6. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Todd

Rp1.557.343 total

includes taxes & fees

7 Sept - 8 Sept

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

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

20.5 km from Historic Downtown Kissimmee

Carmen

Rp1.538.405 total

includes taxes & fees

14 Sept - 15 Sept

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

8. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Breana

Rp1.750.221 total

includes taxes & fees

14 Sept - 15 Sept

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

Rp1.487.687 total

includes taxes & fees

29 Sept - 30 Sept

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

10. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Yahella

Rp2.062.476 total

includes taxes & fees

7 Sept - 8 Sept

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

11. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

Christine

Rp1.927.232 total

includes taxes & fees

24 Sept - 25 Sept

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.

12. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

LILLIAN

Rp1.048.010 total

includes taxes & fees

7 Sept - 8 Sept

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

13. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Mariana

Rp2.370.753 total

includes taxes & fees

9 Sept - 10 Sept

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

14. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Ivandra

Rp1.804.165 total

includes taxes & fees

4 Oct - 5 Oct

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

Alicia

Rp1.793.977 total

includes taxes & fees

27 Sept - 28 Sept

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

16. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Joel

Rp1.179.861 total

includes taxes & fees

7 Sept - 8 Sept

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

Rp4.216.440 total

includes taxes & fees

5 Sept - 6 Sept

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

18. Fairfield Inn By Marriott Orlando Airport

21 km from Historic Downtown Kissimmee

Jamie

Rp1.673.650 total

includes taxes & fees

7 Sept - 8 Sept

A multi-story hotel with a swimming pool, outdoor seating, and a landscaped area.

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

13.7 km from Historic Downtown Kissimmee

Raymond

Rp1.670.666 total

includes taxes & fees

8 Sept - 9 Sept

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

20. La Quinta Inn & Suites by Wyndham Orlando Airport

20.5 km from Historic Downtown Kissimmee

Vincent

Rp1.416.088 total

includes taxes & fees

27 Sept - 28 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

The Grove Resort & Water Park Orlando

10/10 Excellent

"We loved it so much ."

Hyatt Regency Orlando International Airport

10/10 Excellent

"Just a pain to get to the valet . Not marked at all (and gps/maps only takes you to self parking even when we used the address the front desk gave us). With traffic and construction we just gave up abd self parked. The front desk was very nice about it and upgraded us to a king bed room. The bar was awesome, with our bartender making me a specialty drink of his own and the food and service was spot on."

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."

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. Hyatt House Orlando Airport

3. Hyatt Regency Orlando International Airport

4. Wyndham Garden Orlando Airport

5. Hampton Inn & Suites Orlando Airport @ Gateway Village

6. Wingate by Wyndham - Orlando International Airport

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

8. avid hotel Orlando International Airport by IHG

9. Ramada by Wyndham Suites Orlando Airport

10. Hyatt Place Orlando Airport

11. Cambria Hotel Orlando Airport

12. Palazzo Lakeside Hotel

13. Rosen Shingle Creek

14. Embassy Suites by Hilton Orlando Lake Buena Vista South

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Seasons Florida Resort

17. Caribe Royale Orlando, WorldHotels Elite

18. Fairfield Inn By Marriott Orlando Airport

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

20. La Quinta Inn & Suites by Wyndham Orlando Airport

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Reunion

Florida Center

Champions Gate

Top Historic Downtown Kissimmee Hotel Reviews

The Grove Resort & Water Park Orlando

Frequently asked questions

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