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

Mark

NT$5,911 total

includes taxes & fees

Oct 25 - Oct 26

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

NT$6,852 total

includes taxes & fees

Oct 27 - Oct 28

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

Linda

NT$4,348 total

includes taxes & fees

Nov 1 - Nov 2

4. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

NT$7,697 total

includes taxes & fees

Oct 28 - Oct 29

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

5. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Rachel

NT$7,734 total

includes taxes & fees

Nov 19 - Nov 20

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

Camille

NT$3,535 total

includes taxes & fees

Nov 18 - Nov 19

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

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

23 km from Historic Downtown Kissimmee

Diana

NT$2,760 total

includes taxes & fees

Nov 17 - Nov 18

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

8. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Anthony

NT$6,056 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.

9. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Antonio

NT$1,806 total

includes taxes & fees

Oct 28 - Oct 29

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

10. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

David Arturo

NT$3,318 total

includes taxes & fees

Nov 1 - Nov 2

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

11. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Pamela

NT$4,932 total

includes taxes & fees

Nov 18 - Nov 19

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

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

14 km from Historic Downtown Kissimmee

Abi Carolina Fornino

NT$3,028 total

includes taxes & fees

Oct 25 - Oct 26

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

13. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

NT$2,024 total

includes taxes & fees

Oct 24 - Oct 25

A rooftop bar with round tables, a pool, and outdoor seating.

14. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Talore

NT$3,070 total

includes taxes & fees

Oct 29 - Oct 30

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

15. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$4,348 total

includes taxes & fees

Oct 31 - Nov 1

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

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Ellen

NT$3,560 total

includes taxes & fees

Nov 2 - Nov 3

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

Stephanie

NT$4,957 total

includes taxes & fees

Nov 2 - Nov 3

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

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

12.7 km from Historic Downtown Kissimmee

Antonio

NT$3,086 total

includes taxes & fees

Oct 28 - Oct 29

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

19. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Gerardo

NT$4,305 total

includes taxes & fees

Nov 22 - Nov 23

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

20. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

Theresa

NT$2,562 total

includes taxes & fees

Oct 28 - Oct 29

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	Caribe Royale Orlando, WorldHotels Elite 4.5 star property 11.1 km from Historic Downtown Kissimmee View
9.8 Exceptional 147 reviews	9.8 Exceptional 6,161 reviews	9.6 Exceptional 1,637 reviews	9.2 Wonderful 2,385 reviews	9.2 Wonderful 5,329 reviews
The price is NT$5,208 NT$5,911 total includes taxes & fees Oct 25 - Oct 26	The price is NT$6,091 NT$6,852 total includes taxes & fees Oct 27 - Oct 28	The price is NT$3,831 NT$4,348 total includes taxes & fees Nov 1 - Nov 2	The price is NT$5,221 NT$7,697 total includes taxes & fees Oct 28 - Oct 29	The price is NT$5,642 NT$7,734 total includes taxes & fees Nov 19 - Nov 20
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 No 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

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent

"Great room and customer service"

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"Great hotel in a great location, easy and safe to walk to the universal parks! Staff were all really helpful, the room was a bit dated but it had everything I needed and the bed was very comfortable, the housekeepers also did a great job everyday! I would definitely stay here again!"

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Loved this hotel! We received a surprise upgrade with our room upon check in. Thanks, Cabana Bay! The Starbucks onsite was super convenient before heading to the parks and getting your morning caffeine fix. The early park admission we received for Epic was awesome and enabled us to get on a bunch of rides before the park opened. The buses were great and ran every 15 minutes. Overall, it has everything you need and the staff were incredibly helpful! I’d highly recommend staying here if you’re planning to hit up the Universal parks."

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

8/10 Good

"Friendly staff overall. The room was clean and the bed comfortable. Hot and cold breakfast was available with a decent selection to choose from. Only downside is the $20 a day for parking."

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. Hyatt Regency Grand Cypress

5. Caribe Royale Orlando, WorldHotels Elite

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

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

8. Wyndham Grand Orlando Resort Bonnet Creek

9. Seasons Florida Resort

10. Wingate by Wyndham - Orlando International Airport

11. Buena Vista Suites Orlando

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

13. Club Sevilla

14. Tru By Hilton Orlando Convention Center Area, FL

15. Rosen Shingle Creek

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

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

19. Hyatt House Orlando Airport

20. Kompose Boutique Resort at Theme Parks

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

Caribe Royale Orlando, WorldHotels Elite

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 Orlando Theme Park Resort

Frequently asked questions

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