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

john

NT$5,991 total

includes taxes & fees

Nov 15 - Nov 16

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

NT$6,839 total

includes taxes & fees

Nov 23 - Nov 24

A living room with a sofa, two ottomans, a table, a lamp, and a painting on the wall.

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Peterjohn

NT$4,407 total

includes taxes & fees

Nov 23 - Nov 24

A pool area with lounge chairs and palm trees, surrounded by a building with a tiled roof.

4. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Kayla

NT$1,849 total

includes taxes & fees

Nov 15 - Nov 16

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

5. Home2 Suites by Hilton Orlando at Flamingo Crossings

22.9 km from Historic Downtown Kissimmee

Melissa

NT$3,608 total

includes taxes & fees

Nov 29 - Nov 30

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

Steven

NT$3,300 total

includes taxes & fees

Nov 29 - Nov 30

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

kenyetta

NT$2,922 total

includes taxes & fees

Dec 8 - Dec 9

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

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

7.2 km from Historic Downtown Kissimmee

Viridiana

NT$1,641 total

includes taxes & fees

Nov 16 - Nov 17

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

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

13.7 km from Historic Downtown Kissimmee

Maria

NT$3,364 total

includes taxes & fees

Dec 14 - Dec 15

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

10. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

NT$7,838 total

includes taxes & fees

Nov 23 - Nov 24

11. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

David

NT$6,635 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.

12. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Oscar

NT$7,143 total

includes taxes & fees

Nov 19 - Nov 20

A resort pool area with a winding pool design, lounge chairs, and palm trees.

13. Kompose Boutique Resort at Theme Parks

18.3 km from Historic Downtown Kissimmee

ivan

NT$2,309 total

includes taxes & fees

Nov 17 - Nov 18

A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

14. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Diana

NT$3,161 total

includes taxes & fees

Nov 16 - Nov 17

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

15. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

CHRIS

NT$4,603 total

includes taxes & fees

Nov 22 - Nov 23

A covered outdoor seating area with wooden tables and chairs, a pool in the background, and a ceiling fan.

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

19.3 km from Historic Downtown Kissimmee

Robert

NT$4,769 total

includes taxes & fees

Dec 13 - Dec 14

A large indoor swimming pool surrounded by lounge chairs and umbrellas, with a hotel building in the background.

17. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

NT$3,976 total

includes taxes & fees

Nov 24 - Nov 25

A hotel sign with "BUENA VISTA SUITES" and a building with multiple floors and windows.

18. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Karen

NT$4,828 total

includes taxes & fees

Nov 16 - Nov 17

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

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

14 km from Historic Downtown Kissimmee

Lilian

NT$3,032 total

includes taxes & fees

Nov 23 - Nov 24

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

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

12.7 km from Historic Downtown Kissimmee

Anup

NT$3,128 total

includes taxes & fees

Dec 1 - Dec 2

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	Club Sevilla 3.5 star property 6.6 km from Historic Downtown Kissimmee View	Home2 Suites by Hilton Orlando at Flamingo Crossings 3.0 star property 22.9 km from Historic Downtown Kissimmee View
9.8 Exceptional 148 reviews	9.8 Exceptional 6,246 reviews	9.6 Exceptional 1,694 reviews	9.0 Wonderful 1,008 reviews	9.4 Exceptional 6,279 reviews
The price is NT$5,278 NT$5,991 total includes taxes & fees Nov 15 - Nov 16	The price is NT$6,079 NT$6,839 total includes taxes & fees Nov 23 - Nov 24	The price is NT$3,883 NT$4,407 total includes taxes & fees Nov 23 - Nov 24	The price is NT$1,479 NT$1,849 total includes taxes & fees Nov 15 - Nov 16	The price is NT$3,207 NT$3,608 total includes taxes & fees Nov 29 - Nov 30
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 No Pet friendly Yes, WiFi included Yes, Parking	Yes, Breakfast included Yes, Pool No 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

Avanti International Resort

10/10 Excellent

"stayed for edc, great location great spot"

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"We had a really good stay, the hotel is new, clean, and very nice. The staff was amazing, always friendly and helpful. Breakfast was included, which was great, and we really enjoyed the bar and the pool. Everything was great overall. We had a very good experience and would definitely come back!"

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Loved a lot about this stay here at this hotel in Orlando Florida, walking distance to restaurants and very close to downtown Disney Springs. Staff was super friendly and helpful!! The breakfast was pretty good also! My only complaint was no safe in the room to store my medicine when we were out at the parks and the buses to downtown Disney Springs only ran in the afternoon, not one in the morning and then one in the afternoon. All in all an amazing stay"

Evermore Orlando Resort

10/10 Excellent

"We came to celebrate my husband's 60th birthday, just the two of us, and stayed in a beautiful four-bedroom flat. At check-in, I had booked the Bayfront online and initially received a city view we didn't understand the mishap., however the staff let us know there was a complimentary upgrade to the Bayfront, which was wonderful💕 My husband was delighted with the experience. We did need some air freshener in the apartment but otherwise it was clean.👌 The service was excellent. 🥰The staff made my husband feel amazing. surprising him with champagne, and a few appetizers.. They were all so kind and made us feel special. We will definitely return.🌟💕❤️💕"

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. Club Sevilla

5. Home2 Suites by Hilton Orlando at Flamingo Crossings

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

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

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

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

10. Caribe Royale Orlando, WorldHotels Elite

11. Hyatt Regency Grand Cypress

12. Wyndham Grand Orlando Resort Bonnet Creek

13. Kompose Boutique Resort at Theme Parks

14. Wingate by Wyndham - Orlando International Airport

15. Hyatt House Orlando Airport

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

17. Rosen Shingle Creek

18. Buena Vista Suites Orlando

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

20. La Quinta Inn & Suites by Wyndham Orlando - IDrive 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

Club Sevilla

Home2 Suites by Hilton Orlando at Flamingo Crossings

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Avanti International Resort

Frequently asked questions

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