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.

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 two-story house with a porch, surrounded by lush greenery and hanging moss.

1. Kapp and Kappy B&B

Historic Downtown Kissimmee

THOMAS

AED 670 total

includes taxes & fees

4 Nov - 5 Nov

A spacious lobby with a reception desk, seating area, and a decorative flower arrangement.

2. Embassy Suites by Hilton Orlando Lake Buena Vista South

8.7 km from Historic Downtown Kissimmee

Mya

AED 493 total

includes taxes & fees

9 Nov - 10 Nov

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

3. Seasons Florida Resort

7.2 km from Historic Downtown Kissimmee

Viridiana

AED 221 total

includes taxes & fees

4 Nov - 5 Nov

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

4. Club Sevilla

6.6 km from Historic Downtown Kissimmee

Eric

AED 237 total

includes taxes & fees

5 Nov - 6 Nov

5. Hyatt Regency Grand Cypress

14.3 km from Historic Downtown Kissimmee

Christine

AED 835 total

includes taxes & fees

22 Nov - 23 Nov

A Holiday Inn Express building with a modern design, featuring a prominent entrance and a covered walkway.

6. Holiday Inn Express Orlando International Airport by IHG

19 km from Historic Downtown Kissimmee

Andrea

AED 405 total

includes taxes & fees

2 Dec - 3 Dec

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

7. Tru By Hilton Orlando Convention Center Area, FL

15.3 km from Historic Downtown Kissimmee

Milagros

AED 348 total

includes taxes & fees

25 Nov - 26 Nov

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

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

12.7 km from Historic Downtown Kissimmee

Anup

AED 353 total

includes taxes & fees

1 Dec - 2 Dec

A spacious lobby with high ceilings, arched columns, and a mix of seating areas.

9. Rosen Shingle Creek

14.9 km from Historic Downtown Kissimmee

Dominic

AED 448 total

includes taxes & fees

24 Nov - 25 Nov

An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

10. Hampton Inn & Suites Orlando Airport @ Gateway Village

20.4 km from Historic Downtown Kissimmee

Imran

AED 453 total

includes taxes & fees

23 Nov - 24 Nov

A hotel with a central entrance, palm trees, and a clear sky.

11. Comfort Suites Maingate East

11.3 km from Historic Downtown Kissimmee

Vanessa

AED 313 total

includes taxes & fees

23 Nov - 24 Nov

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

12. Hyatt House Orlando Airport

20.3 km from Historic Downtown Kissimmee

CHRIS

AED 570 total

includes taxes & fees

22 Nov - 23 Nov

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

13. Caribe Royale Orlando, WorldHotels Elite

11.1 km from Historic Downtown Kissimmee

Omid

AED 876 total

includes taxes & fees

23 Nov - 24 Nov

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.

14. Palazzo Lakeside Hotel

8.5 km from Historic Downtown Kissimmee

Juan

AED 206 total

includes taxes & fees

15 Nov - 16 Nov

A hotel reception desk with HP computers, a digital display, and a sign for the SPOT HOTEL ORLANDO.

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

13.3 km from Historic Downtown Kissimmee

Michelle Elis Onofre

AED 261 total

includes taxes & fees

30 Nov - 1 Dec

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

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

13.7 km from Historic Downtown Kissimmee

Maria

AED 401 total

includes taxes & fees

11 Nov - 12 Nov

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

17. Drury Plaza Hotel Orlando - Disney Springs Area

13.8 km from Historic Downtown Kissimmee

Komal

AED 719 total

includes taxes & fees

8 Nov - 9 Nov

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

Yotuel

AED 244 total

includes taxes & fees

16 Nov - 17 Nov

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

19. Wingate by Wyndham - Orlando International Airport

21.1 km from Historic Downtown Kissimmee

Diana

AED 355 total

includes taxes & fees

16 Nov - 17 Nov

A modern lounge area with a fireplace, seating, and a bar.

20. Holiday Inn Orlando International Drive by IHG

19.7 km from Historic Downtown Kissimmee

Hector

AED 396 total

includes taxes & fees

1 Dec - 2 Dec

View all properties

Compare popular hotels in Historic Downtown Kissimmee

Property	Property class	Guest rating
Kapp and Kappy B&B	3.5 star property	9.8 Exceptional 147 reviews	View
Drury Plaza Hotel Orlando - Disney Springs Area	4.0 star property	9.8 Exceptional 6,232 reviews	View
Embassy Suites by Hilton Orlando Lake Buena Vista South	4.0 star property	9.6 Exceptional 1,671 reviews	View
Hyatt House Orlando Airport	3.5 star property	9.6 Exceptional 2,848 reviews	View
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance	3.0 star property	9.6 Exceptional 2,312 reviews	View

Where to stay in Historic Downtown Kissimmee

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

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.

See properties

A large Ferris wheel with blue lights, surrounded by a cityscape with illuminated buildings and a tall green tower.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Orange County Convention Center or Orange County Convention Center North while you're exploring the neighborhood.

See properties

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.

See properties

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.

See properties

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.

See properties

Top Historic Downtown Kissimmee Hotel Reviews

Marriott's Grande Vista

10/10 Excellent

"The resort is beautiful. Our 2bedroom villa was large with plenty of room for gathering for a meal or just relaxing after a full day at the pool. Bathrooms appear to be recently renovated with high end fixtures. Beds are very comfortable. I think I woke up in the same position as I started sleeping in. The cocktails at the pool bar are delicious and the kind you want when on vacation. My only complaint is the relentless attempts to sell me a timeshare of which I have no interest."