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 81 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 two-story house with a porch, surrounded by lush greenery and hanging moss.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

THOMAS

NT$5,989 total

includes taxes & fees

Nov 10 - Nov 11

A hotel bathroom with a granite countertop, a sink, a mirror, a microwave, and a coffee maker.

2. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Jace

NT$6,837 total

includes taxes & fees

Nov 24 - Nov 25

A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Peterjohn

NT$4,405 total

includes taxes & fees

Nov 15 - Nov 16

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

4. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

NT$2,268 total

includes taxes & fees

Nov 10 - Nov 11

5. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

NT$7,466 total

includes taxes & fees

Nov 23 - Nov 24

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

6. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

7.2 km from Historic Downtown Kissimmee

Viridiana

NT$1,804 total

includes taxes & fees

Nov 10 - Nov 11

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

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

13.7 km from Historic Downtown Kissimmee

Maria

NT$3,622 total

includes taxes & fees

Nov 23 - Nov 24

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

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

22.9 km from Historic Downtown Kissimmee

Michael

NT$3,299 total

includes taxes & fees

Nov 29 - Nov 30

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

9. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

NT$7,835 total

includes taxes & fees

Nov 22 - Nov 23

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

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

23 km from Historic Downtown Kissimmee

Robert

NT$2,922 total

includes taxes & fees

Nov 24 - Nov 25

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

11. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

NT$7,140 total

includes taxes & fees

Nov 15 - Nov 16

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

Melissa

NT$3,606 total

includes taxes & fees

Nov 29 - Nov 30

13. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$4,405 total

includes taxes & fees

Nov 24 - Nov 25

A hotel room with a bed, a sofa, a desk, a TV, and a painting on the wall.

14. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Diana

NT$2,922 total

includes taxes & fees

Nov 16 - Nov 17

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

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

12.7 km from Historic Downtown Kissimmee

Anup

NT$3,160 total

includes taxes & fees

Dec 1 - Dec 2

A hotel room with two beds, a desk with a chair, a television, and large abstract paintings on the wall.

16. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Karen

NT$5,143 total

includes taxes & fees

Nov 16 - Nov 17

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

17. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

14 km from Historic Downtown Kissimmee

Lilian

NT$3,031 total

includes taxes & fees

Nov 12 - Nov 13

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

18. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Theresa

NT$2,423 total

includes taxes & fees

Nov 17 - Nov 18

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

19. avid hotel Orlando International Airport by IHG

19.3 km from Historic Downtown Kissimmee

Jamie

NT$3,363 total

includes taxes & fees

Dec 7 - Dec 8

A pool area with people swimming and relaxing.

20. Universal's Endless Summer Resort - Dockside Inn and Suites

19.3 km from Historic Downtown Kissimmee

Robert

NT$5,137 total

includes taxes & fees

Nov 16 - Nov 17

View all properties

Compare top hotels in Historic Downtown Kissimmee

Kapp and Kappy B&B 3.5 star property Historic Downtown Kissimmee View	Drury Plaza Hotel Orlando - Disney Springs Area 4.0 star property 13.8 km from Historic Downtown Kissimmee View	Embassy Suites by Hilton Orlando Lake Buena Vista South 4.0 star property 8.7 km from Historic Downtown Kissimmee View	Club Sevilla 3.5 star property 6.6 km from Historic Downtown Kissimmee View	Hyatt Regency Grand Cypress 4.0 star property 14.3 km from Historic Downtown Kissimmee View
9.8 Exceptional 148 reviews	9.8 Exceptional 6,245 reviews	9.6 Exceptional 1,688 reviews	9.0 Wonderful 1,005 reviews	9.2 Wonderful 2,402 reviews
The price is NT$5,277 NT$5,989 total includes taxes & fees Nov 10 - Nov 11	The price is NT$6,077 NT$6,837 total includes taxes & fees Nov 24 - Nov 25	The price is NT$3,881 NT$4,405 total includes taxes & fees Nov 15 - Nov 16	The price is NT$1,848 NT$2,268 total includes taxes & fees Nov 10 - Nov 11	The price is NT$4,994 NT$7,466 total includes taxes & fees Nov 23 - Nov 24
Yes, Breakfast included No Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No Spa Yes, Pet friendly No WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa No Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool No Spa Yes, Pet friendly Yes, WiFi included Yes, Parking

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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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

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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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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Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"Just a beautiful property with everything you need and excellent setup."

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Our “go-to” place when traveling to Universal. So easy! Staff is friendly and helpful. I received text messages regularly, asking if I needed anything. Was able to get a late check-out via text. The bartender was wonderful, very friendly, even when they were about to close. Love this place!!"

Avanti International Resort

8/10 Good

"Awesome, it was my second time staying there, very friendly and helpful staff. All the parks are nearby and have a lot of places to go eat or visit. The only problem was the A/C it was not working properly and the room never got cold enough and they try to repair it, but stayed the same. Overall great experience, still going to keep staying there."

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. Drury Plaza Hotel Orlando - Disney Springs Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Club Sevilla

5. Hyatt Regency Grand Cypress

6. Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort

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

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

9. Caribe Royale Orlando, WorldHotels Elite

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

11. Wyndham Grand Orlando Resort Bonnet Creek

12. Home2 Suites by Hilton Orlando at Flamingo Crossings

13. Rosen Shingle Creek

14. Wingate by Wyndham - Orlando International Airport

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

16. Buena Vista Suites Orlando

17. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

18. Kompose Boutique Resort at Theme Parks

19. avid hotel Orlando International Airport by IHG

20. Universal's Endless Summer Resort - Dockside Inn and Suites

Compare top hotels in Historic Downtown Kissimmee

Kapp and Kappy B&B

Drury Plaza Hotel Orlando - Disney Springs Area

Embassy Suites by Hilton Orlando Lake Buena Vista South

Club Sevilla

Hyatt Regency Grand Cypress

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 Villages Resort Villas, I-Drive/Orlando

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