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

Mark

￥25,534 total

includes taxes & fees

Oct 21 - Oct 22

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

Jose

￥30,314 total

includes taxes & fees

Oct 26 - Oct 27

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

Linda

￥21,256 total

includes taxes & fees

Nov 1 - Nov 2

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

4. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

￥7,389 total

includes taxes & fees

Oct 21 - Oct 22

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

Anthony

￥29,602 total

includes taxes & fees

Oct 29 - Oct 30

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

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

23 km from Historic Downtown Kissimmee

Diana

￥13,490 total

includes taxes & fees

Nov 17 - Nov 18

7. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

￥37,625 total

includes taxes & fees

Oct 28 - Oct 29

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

8. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Adanise

￥9,893 total

includes taxes & fees

Oct 21 - Oct 22

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

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

14 km from Historic Downtown Kissimmee

Abi Carolina Fornino

￥14,801 total

includes taxes & fees

Oct 25 - Oct 26

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

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

22.9 km from Historic Downtown Kissimmee

Camille

￥17,279 total

includes taxes & fees

Nov 11 - Nov 12

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

11. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Theresa

￥12,059 total

includes taxes & fees

Oct 28 - Oct 29

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

12. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Kyla

￥18,919 total

includes taxes & fees

Oct 30 - Oct 31

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

￥10,146 total

includes taxes & fees

Oct 21 - Oct 22

A breakfast area with a counter displaying hard-boiled eggs, fruits, and muffins. There are two stools and a sign reading "TOP IT BREAKFAST".

14. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Francisco

￥15,006 total

includes taxes & fees

Oct 28 - Oct 29

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

Ellen

￥17,348 total

includes taxes & fees

Nov 11 - Nov 12

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

16. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

￥37,805 total

includes taxes & fees

Nov 19 - Nov 20

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

17. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Pamela

￥23,389 total

includes taxes & fees

Nov 2 - Nov 3

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

18. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

David Arturo

￥15,916 total

includes taxes & fees

Oct 27 - Oct 28

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

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

13.7 km from Historic Downtown Kissimmee

Tyler

￥16,406 total

includes taxes & fees

Oct 28 - Oct 29

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

￥10,521 total

includes taxes & fees

Oct 25 - Oct 26

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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 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 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 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

8/10 Good

"Everything was great besides the construction going on at the property and closure of the marketplace and pool slide. The room had everything we needed. The bed was very comfortable and loved the sound of the fountain outside our screened balcony."

DoubleTree by Hilton Orlando Theme Park Resort

8/10 Good

"The staff were very friendly and helpful when I checked in. The location is perfect as well. The only thing I can say is that the room needed to be renovated. You can tell it’s outdated and needs to be upgraded but other than that we had a great stay."

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Great location for parks and shopping. Hefty car park though at $26 per night. Decent continental breakfast selection but the hot is not great. Same standard as the other 2 hotels on the complex. Would recommend though and would stay agai."

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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. Seasons Florida Resort

5. Wyndham Grand Orlando Resort Bonnet Creek

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

7. Hyatt Regency Grand Cypress

8. Club Sevilla

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

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

11. Kompose Boutique Resort at Theme Parks

12. Rosen Shingle Creek

13. Palazzo Lakeside Hotel

14. Tru By Hilton Orlando Convention Center Area, FL

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

16. Caribe Royale Orlando, WorldHotels Elite

17. Buena Vista Suites Orlando

18. Wingate by Wyndham - Orlando International Airport

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

20. Rosen Inn Lake Buena Vista

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Champions Gate

Florida Center

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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