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 83 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

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Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

Mark

₹16,500 total

includes taxes & fees

17 Sept - 18 Sept

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Luis

₹9,793 total

includes taxes & fees

4 Oct - 5 Oct

3. Hyatt Regency Orlando International Airport

18.2 km from Historic Downtown Kissimmee

Debbie

₹23,643 total

includes taxes & fees

21 Sept - 22 Sept

4. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

suketu

₹11,875 total

includes taxes & fees

27 Sept - 28 Sept

5. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Lyann

₹24,506 total

includes taxes & fees

17 Sept - 18 Sept

6. Wyndham Garden Orlando Airport

18.4 km from Historic Downtown Kissimmee

Kagen

₹7,708 total

includes taxes & fees

20 Sept - 21 Sept

7. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Joan

₹9,500 total

includes taxes & fees

20 Sept - 21 Sept

8. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Alexandria

₹10,092 total

includes taxes & fees

20 Sept - 21 Sept

9. Holiday Inn Express Orlando – South Park by IHG

16.1 km from Historic Downtown Kissimmee

Barbara

₹12,307 total

includes taxes & fees

20 Sept - 21 Sept

10. SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

14 km from Historic Downtown Kissimmee

Harold T

₹8,744 total

includes taxes & fees

27 Sept - 28 Sept

11. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Barriel

₹9,230 total

includes taxes & fees

20 Sept - 21 Sept

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

12. Hyatt Place Orlando Airport

20.6 km from Historic Downtown Kissimmee

Yahella

₹9,500 total

includes taxes & fees

29 Sept - 30 Sept

Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

13. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

gloria

₹14,490 total

includes taxes & fees

27 Sept - 28 Sept

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Subhransu

₹9,697 total

includes taxes & fees

27 Sept - 28 Sept

15. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Keller

₹15,140 total

includes taxes & fees

21 Sept - 22 Sept

16. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Stephen

₹5,558 total

includes taxes & fees

17 Sept - 18 Sept

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

17. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Arcenio

₹6,453 total

includes taxes & fees

23 Sept - 24 Sept

18. Cambria Hotel Orlando Airport

19.1 km from Historic Downtown Kissimmee

kaalliyah

₹10,590 total

includes taxes & fees

17 Sept - 18 Sept

19. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Janice

₹9,500 total

includes taxes & fees

22 Sept - 23 Sept

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

20.5 km from Historic Downtown Kissimmee

Dynasty

₹8,350 total

includes taxes & fees

28 Sept - 29 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. 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 a blue light, surrounded by a water fountain display and palm trees.

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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Thank you, it's a great place, code to everything, and perfect for relax"

Universal's Cabana Bay Beach Resort

8/10 Good

"We had a great time. The shuttle to and from the parks was perfect for us. The resort needs some upgrades. Like paint and new carpets. I own a cleaning service and for the most part it was clean but didn’t smell clean and fresh like a resort should. I would probably stay again just for the convenience of restaurants, Starbucks, lazy river and the pools."

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

10/10 Excellent

"This hotel is the best around the Flamingo Crossing area. The fact that there are restaurants and a Target across the street is a plus. The hotel staff is extremely friendly and accommodating, they try to get you everything you need and help you with anything. The breakfast is great and they even have gluten free Mickey waffles. There’s a good size pool in the hotel and also a nice parking area next to the hotel. The rooms are very spacious and clean. Housekeeping comes every other day unlike some other hotels that are every 4-5 days. This is the second time I stayed with my sister at the property and we will continue to come to this hotel every time we come to Disney or universal. This is a must stay hotel"

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"Lovely room, lovely staff and great food downstairs. The only issue we had was at check in when a staff member made an error with one of our card keys (did not print the name or barcode). We were then told to queue up again to fix the issue. We had come off a long flight and had already queued up for 45 mins…"

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. Embassy Suites by Hilton Orlando Lake Buena Vista South

3. Hyatt Regency Orlando International Airport

4. Hyatt House Orlando Airport

5. Caribe Royale Orlando, WorldHotels Elite

6. Wyndham Garden Orlando Airport

7. avid hotel Orlando International Airport by IHG

8. Hampton Inn & Suites Orlando Airport @ Gateway Village

9. Holiday Inn Express Orlando – South Park by IHG

10. SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

11. Wingate by Wyndham - Orlando International Airport

12. Hyatt Place Orlando Airport

13. Buena Vista Suites Orlando

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

15. Drury Plaza Hotel Orlando - Disney Springs Area

16. Seasons Florida Resort

17. Palazzo Lakeside Hotel

18. Cambria Hotel Orlando Airport

19. Holiday Inn Express Orlando International Airport by IHG

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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