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

₩241,656 total

includes taxes & fees

Nov 8 - Nov 9

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

₩246,047 total

includes taxes & fees

Nov 23 - Nov 24

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

3. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

₩288,116 total

includes taxes & fees

Nov 15 - Nov 16

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

4. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

₩316,151 total

includes taxes & fees

Nov 23 - Nov 24

5. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

₩301,238 total

includes taxes & fees

Nov 22 - Nov 23

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

6. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Russell

₩177,760 total

includes taxes & fees

Nov 3 - Nov 4

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

₩139,434 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

₩112,816 total

includes taxes & fees

Nov 11 - Nov 12

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

9. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

₩82,722 total

includes taxes & fees

Oct 29 - Oct 30

A large outdoor swimming pool with multiple water features and lounge areas.

10. Wyndham Garden Lake Buena Vista – Disney Springs® Area

13.8 km from Historic Downtown Kissimmee

Tara

₩186,111 total

includes taxes & fees

Nov 24 - Nov 25

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

Dominic

₩177,759 total

includes taxes & fees

Nov 24 - Nov 25

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

12. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Pamela

₩203,596 total

includes taxes & fees

Nov 17 - Nov 18

A large outdoor swimming pool with multiple lanes, surrounded by lounge chairs and umbrellas.

13. Wyndham Lake Buena Vista – Disney Springs® Area

13.7 km from Historic Downtown Kissimmee

renee

₩215,937 total

includes taxes & fees

Oct 29 - Oct 30

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

14. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

₩79,575 total

includes taxes & fees

Nov 2 - Nov 3

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

Melissa

₩145,518 total

includes taxes & fees

Nov 9 - Nov 10

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

16. Pestana Orlando Suites - Lake Buena Vista

14.3 km from Historic Downtown Kissimmee

Hosam

₩135,045 total

includes taxes & fees

Oct 29 - Oct 30

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.

17. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Juan

₩77,440 total

includes taxes & fees

Oct 29 - Oct 30

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

₩97,779 total

includes taxes & fees

Nov 4 - Nov 5

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

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

13.7 km from Historic Downtown Kissimmee

Maria

₩138,167 total

includes taxes & fees

Oct 29 - Oct 30

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

20. Rosen Inn Lake Buena Vista

13.7 km from Historic Downtown Kissimmee

Yotuel

₩100,646 total

includes taxes & fees

Oct 29 - Oct 30

View all properties

Compare popular hotels in Historic Downtown Kissimmee

Property	Property class	Guest rating
Kapp and Kappy B&B	3.5 star property	9.8 Exceptional 147 reviews	View
Embassy Suites by Hilton Orlando Lake Buena Vista South	4.0 star property	9.6 Exceptional 1,654 reviews	View
Drury Plaza Hotel Orlando - Disney Springs Area	4.0 star property	9.8 Exceptional 6,196 reviews	View
Hyatt House Orlando Airport	3.5 star property	9.6 Exceptional 2,885 reviews	View
Holiday Inn Express & Suites Orlando at SeaWorld by IHG	2.5 star property	9.2 Wonderful 1,897 reviews	View

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

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"We always stay at Westgate. The only thing we hate is the parking!"

Marriott's Grande Vista

10/10 Excellent

"We have stayed here now more than once and love the property! It’s huge and plenty to do on rest days from the parks. The first time we stayed we brought a car - plenty of parking space but did cost $30 per day to keep a vehicle there. This time we opted to Uber! Pros and cons to both, but do wish parking was included. Other than that, no complaints and would definitely stay again!"

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

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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. Wyndham Grand Orlando Resort Bonnet Creek

4. Caribe Royale Orlando, WorldHotels Elite

5. Hyatt Regency Grand Cypress

6. Embassy Suites by Hilton Orlando Lake Buena Vista South

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

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

9. Club Sevilla

10. Wyndham Garden Lake Buena Vista – Disney Springs® Area

11. Rosen Shingle Creek

12. Buena Vista Suites Orlando

13. Wyndham Lake Buena Vista – Disney Springs® Area

14. Seasons Florida Resort

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Pestana Orlando Suites - Lake Buena Vista

17. Palazzo Lakeside Hotel

18. Kompose Boutique Resort at Theme Parks

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

20. Rosen Inn Lake Buena Vista

Compare popular hotels in Historic Downtown Kissimmee

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

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