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 covered porch with wooden chairs and a ceiling fan.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

john

￥28,806 total

includes taxes & fees

Nov 12 - Nov 13

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

Jace

￥33,032 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

Peterjohn

￥21,189 total

includes taxes & fees

Nov 18 - Nov 19

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

4. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Kayla

￥8,489 total

includes taxes & fees

Nov 12 - Nov 13

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

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

23 km from Historic Downtown Kissimmee

kenyetta

￥13,356 total

includes taxes & fees

Nov 17 - Nov 18

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

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

22.9 km from Historic Downtown Kissimmee

Michael

￥19,190 total

includes taxes & fees

Nov 30 - Dec 1

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

7. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

￥17,347 total

includes taxes & fees

Nov 29 - Nov 30

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

8. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

ivan

￥10,630 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.

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

7.2 km from Historic Downtown Kissimmee

Viridiana

￥8,676 total

includes taxes & fees

Nov 16 - Nov 17

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

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

14 km from Historic Downtown Kissimmee

Lilian

￥14,642 total

includes taxes & fees

Nov 24 - Nov 25

11. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

David

￥35,908 total

includes taxes & fees

Nov 22 - Nov 23

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

12. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Diana

￥14,959 total

includes taxes & fees

Nov 18 - Nov 19

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

13. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

￥34,344 total

includes taxes & fees

Nov 22 - Nov 23

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

14. Pestana Orlando Suites - Lake Buena Vista

14.3 km from Historic Downtown Kissimmee

Jonnique

￥16,986 total

includes taxes & fees

Nov 30 - Dec 1

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

15. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

￥37,686 total

includes taxes & fees

Nov 22 - Nov 23

16. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

￥19,794 total

includes taxes & fees

Nov 24 - Nov 25

A pool area with people swimming and relaxing.

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

19.3 km from Historic Downtown Kissimmee

Robert

￥24,820 total

includes taxes & fees

Nov 17 - Nov 18

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

18. Rosen Inn Lake Buena Vista

13.7 km from Historic Downtown Kissimmee

Clayton

￥10,615 total

includes taxes & fees

Nov 19 - Nov 20

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

19. Vacation Village Orlando, Celebration

13.2 km from Historic Downtown Kissimmee

Jonatan

￥17,169 total

includes taxes & fees

Dec 6 - Dec 7

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

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

13.7 km from Historic Downtown Kissimmee

Maria

￥16,470 total

includes taxes & fees

Nov 12 - Nov 13

View all properties

Compare popular hotels in Historic Downtown Kissimmee

Property	Star rating	Guest rating
Kapp and Kappy B&B	3.5 star property	9.8 Exceptional 148 reviews	View
Club Sevilla	3.5 star property	9.0 Wonderful 1,007 reviews	View
Seasons Kissimmee - Orlando - Lake Buena Vista South, Florida Resort	2.0 star property	9.0 Wonderful 4,120 reviews	View
Kompose Boutique Resort at Theme Parks	3.0 star property	9.4 Exceptional 6,457 reviews	View
Rosen Shingle Creek	4.5 star property	9.6 Exceptional 4,987 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

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Clean room, staff was amazing, and breakfast was delicious!"

Universal's Endless Summer Resort - Dockside Inn and Suites

8/10 Good

"Room was exceptionally clean and maintained throughout our stay. Pool area was fab and well maintained. Food at the hotel convenient but a little pricey. Great transportation to all the parks. Would definitely stay here again."

Hyatt Regency Orlando International Airport

10/10 Excellent

"We traveled with extended family and kids for our Disney Cruise. Was absolutely amazing for the coordinating of the Disney Cruise Transportation. Staff was friendly and very accommodating. The kids enjoyed looking over the airport at the hustle and bustle. Will definitely stay again for future travels with Disney."

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

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

7. Home2 Suites by Hilton Orlando at Flamingo Crossings

8. Kompose Boutique Resort at Theme Parks

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

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

11. Hyatt Regency Grand Cypress

12. Wingate by Wyndham - Orlando International Airport

13. Wyndham Grand Orlando Resort Bonnet Creek

14. Pestana Orlando Suites - Lake Buena Vista

15. Caribe Royale Orlando, WorldHotels Elite

16. Rosen Shingle Creek

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

18. Rosen Inn Lake Buena Vista

19. Vacation Village Orlando, Celebration

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

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

DoubleTree by Hilton at the Entrance to Universal Orlando

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