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.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

NT$5,922 total

includes taxes & fees

Oct 29 - Oct 30

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

David

NT$6,379 total

includes taxes & fees

Nov 25 - Nov 26

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

Russell

NT$4,370 total

includes taxes & fees

Nov 3 - Nov 4

4. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

NT$7,405 total

includes taxes & fees

Nov 22 - Nov 23

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

5. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

NT$7,083 total

includes taxes & fees

Nov 15 - Nov 16

A hotel with a swimming pool, palm trees, and a large building with multiple floors.

6. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

NT$7,772 total

includes taxes & fees

Nov 23 - Nov 24

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

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

22.9 km from Historic Downtown Kissimmee

Michael

NT$3,428 total

includes taxes & fees

Nov 24 - Nov 25

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

NT$2,773 total

includes taxes & fees

Nov 24 - Nov 25

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

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

13.7 km from Historic Downtown Kissimmee

Maria

NT$3,386 total

includes taxes & fees

Oct 29 - Oct 30

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

10. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

NT$2,034 total

includes taxes & fees

Oct 29 - Oct 30

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

11. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Pamela

NT$5,005 total

includes taxes & fees

Nov 17 - Nov 18

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

12. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

NT$1,956 total

includes taxes & fees

Nov 2 - Nov 3

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

NT$1,974 total

includes taxes & fees

Oct 29 - Oct 30

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

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

NT$3,577 total

includes taxes & fees

Nov 9 - Nov 10

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

15. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Rosacruz

NT$3,210 total

includes taxes & fees

Nov 3 - Nov 4

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

NT$3,085 total

includes taxes & fees

Nov 25 - Nov 26

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

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

12.7 km from Historic Downtown Kissimmee

Antonio

NT$3,092 total

includes taxes & fees

Oct 29 - Oct 30

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

18. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$4,370 total

includes taxes & fees

Nov 24 - Nov 25

A Holiday Inn Express building with a modern design, featuring a prominent entrance and a covered walkway.

19. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Andrea

NT$3,556 total

includes taxes & fees

Nov 25 - Nov 26

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

20. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Gerardo

NT$4,326 total

includes taxes & fees

Nov 3 - Nov 4

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	Hyatt Regency Grand Cypress 4.0 star property 14.3 km from Historic Downtown Kissimmee View	Wyndham Grand Orlando Resort Bonnet Creek 4.0 star property 14.5 km from Historic Downtown Kissimmee View
9.8 Exceptional 147 reviews	9.8 Exceptional 6,198 reviews	9.6 Exceptional 1,655 reviews	9.2 Wonderful 2,399 reviews	8.8 Excellent 3,171 reviews
The price is NT$5,217 NT$5,922 total includes taxes & fees Oct 29 - Oct 30	The price is NT$5,670 NT$6,379 total includes taxes & fees Nov 25 - Nov 26	The price is NT$3,850 NT$4,370 total includes taxes & fees Nov 3 - Nov 4	The price is NT$4,953 NT$7,405 total includes taxes & fees Nov 22 - Nov 23	The price is NT$4,927 NT$7,083 total includes taxes & fees Nov 15 - Nov 16
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 Yes, Pet friendly Yes, WiFi included Yes, Parking	No Breakfast included Yes, Pool Yes, 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.

See properties

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.

See properties

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.

See properties

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.

See properties

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.

See properties

Top Historic Downtown Kissimmee Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

8/10 Good

"Good water pressure."

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"Stay exceeded all expectations. Free hot breakfast, beautiful pool bar , helpful staff , park transportation and the biggest surprise - race day transportation. Highly recommend this hotel to anyone but will especially be coming back for RunDisney events. Our room was very clean and spacious. So many extras made the stay relaxing and stress free."

Walt Disney World Dolphin

8/10 Good

"Very well maintained Resort with clean rooms and comfortable beds. Friendly staff everywhere you go from valet to the front desk to housekeeping. The only issue I had was a two week convention going on at the resort that put up a temporary building taking up the entire guest parking lot. Guests were forced to pay the up charge for valet parking or to park over at the Swan hotel and walk back over. So now you have two resorts full of guests parking in one parking lot. On my checkout day they got smart and were running a shuttle bus from the dolphin resort to the Swan parking lot."

Find hotels in Historic Downtown Kissimmee, Orlando

Change your mind

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. Hyatt Regency Grand Cypress

5. Wyndham Grand Orlando Resort Bonnet Creek

6. Caribe Royale Orlando, WorldHotels Elite

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

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

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

10. Club Sevilla

11. Buena Vista Suites Orlando

12. Seasons Florida Resort

13. Palazzo Lakeside Hotel

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

15. Wingate by Wyndham - Orlando International Airport

16. Tru By Hilton Orlando Convention Center Area, FL

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

18. Rosen Shingle Creek

19. Holiday Inn Express Orlando International Airport by IHG

20. Hyatt House Orlando Airport

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

Hyatt Regency Grand Cypress

Wyndham Grand Orlando Resort Bonnet Creek

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

Frequently asked questions

Explore a world of travel with Expedia