What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit 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 be able to find in the Historic Downtown Kissimmee area?

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 accommodation options to choose from.

If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?

Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.

What is there to do around this Kissimmee neighbourhood?

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 neighbourhood. 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, make sure that you visit other sights such as 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 10 Historic Downtown Kissimmee Hotels of 2026

A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

RM702 total

includes taxes & fees

7 Oct - 8 Oct

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Cassandra

RM417 total

includes taxes & fees

25 Oct - 26 Oct

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

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

13.7 km from Historic Downtown Kissimmee

Roberto

RM450 total

includes taxes & fees

18 Oct - 19 Oct

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

RM212 total

includes taxes & fees

12 Oct - 13 Oct

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

5. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Brianne

RM742 total

includes taxes & fees

28 Oct - 29 Oct

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

6. Wyndham Grand Orlando Resort Bonnet Creek

14.5 km from Historic Downtown Kissimmee

Anthony

RM763 total

includes taxes & fees

29 Oct - 30 Oct

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

7. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

Gerardo

RM561 total

includes taxes & fees

3 Nov - 4 Nov

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

8. Buena Vista Suites Orlando

11.2 km from Historic Downtown Kissimmee

Jonathan

RM636 total

includes taxes & fees

25 Oct - 26 Oct

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

9. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Adanise

RM255 total

includes taxes & fees

19 Oct - 20 Oct

10. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

linda

RM970 total

includes taxes & fees

16 Oct - 17 Oct

A hotel with a large pool, palm trees, and a waterfall feature.

11. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Brittany

RM1,043 total

includes taxes & fees

10 Oct - 11 Oct

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

Maria

RM548 total

includes taxes & fees

17 Oct - 18 Oct

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

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

14 km from Historic Downtown Kissimmee

Abi Carolina Fornino

RM363 total

includes taxes & fees

7 Oct - 8 Oct

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

Jalen

RM418 total

includes taxes & fees

18 Oct - 19 Oct

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

15. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Kathleen

RM410 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a TV, a mirror, and a window with curtains.

16. SPOT X Hotel Orlando/Intl Dr by The Red Collection

13.3 km from Historic Downtown Kissimmee

Lisa

RM338 total

includes taxes & fees

27 Oct - 28 Oct

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

Joel

RM264 total

includes taxes & fees

11 Oct - 12 Oct

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

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

22.9 km from Historic Downtown Kissimmee

Camille

RM482 total

includes taxes & fees

26 Oct - 27 Oct

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

19. Rosen Inn Lake Buena Vista

13.7 km from Historic Downtown Kissimmee

Odett

RM331 total

includes taxes & fees

29 Oct - 30 Oct

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

Harrison

RM410 total

includes taxes & fees

20 Oct - 21 Oct

View all properties

Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.

The entrance to the Hollywood Studios area with a large sign and distinctive architecture.

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

See properties

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.

See properties

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

See properties

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

Champions Gate

Ample dining options and top 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.

See properties

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

See properties

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

10/10 Excellent

"Clean room and helpful staff."

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"Every employee we spoke to was wonderful. We enjoyed the daily breakfast and the variety of choices. There was always ice water in the lobby. The pool was never crowded at most we shared it with 2 other families. The hotel is close to Disney Springs and the outlets as well as many restaurants and stores. The only issues we ran into were the food hall was temporarily closed while we were there and the bubbles in the hot tub didn’t work. I would definitely stay here again it was a great value for the price."

Universal's Endless Summer Resort - Dockside Inn and Suites

8/10 Good

"Clean room. Helpful staff. Parking was a bit expensive, but was gated for guests only. Pool was amazing. We had wild ducks that must have nested nearby and the pool staff ensured that they were safe with all of the guests around"

Hotels in Historic Downtown Kissimmee, Orlando

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Historic Downtown Kissimmee hotels

1. Kapp and Kappy B&B

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

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

4. Seasons Florida Resort

5. Drury Plaza Hotel Orlando - Disney Springs Area

6. Wyndham Grand Orlando Resort Bonnet Creek

7. Hyatt House Orlando Airport

8. Buena Vista Suites Orlando

9. Club Sevilla

10. Hyatt Regency Grand Cypress

11. Caribe Royale Orlando, WorldHotels Elite

12. Rosen Shingle Creek

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

14. Tru By Hilton Orlando Convention Center Area, FL

15. Wingate by Wyndham - Orlando International Airport

16. SPOT X Hotel Orlando/Intl Dr by The Red Collection

17. Palazzo Lakeside Hotel

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

19. Rosen Inn Lake Buena Vista

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

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Downtown Orlando

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Cabana Bay Beach Resort

Frequently asked questions

Explore a world of travel with Expedia