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

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.

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

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

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

See properties

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Love it be back"

The Grove Resort & Water Park Orlando

10/10 Excellent

"It’s a wonderful place to enjoy whit your kids and family, we found everything that we were looking for a unforgettable time out of the house and we will came back again to continue enjoying this place, we love the grove resort and my little kid had the best birthday celebration on the water park"

Rosen Inn Lake Buena Vista

8/10 Good

"I stayed for two nights and really enjoyed my stay. When I first arrived, though, it wasn’t very easy to find my way around or locate my room. The property is quite large, and there aren’t many signs. The ones that are there aren’t very clear, so it’s easy to get lost. Two other guests who had just arrived were having the same issue and were also trying to find their rooms. Other than that, I had a very comfortable stay and had no issues with bed bugs or anything like that. The room was very spacious and comfortable, and the hotel is conveniently located near shops, parks, and restaurants. I didn’t use the transportation service to the parks or Disney Springs because the schedule wasn’t very convenient for me. Overall, I recommend this hotel and would definitely stay here again."

Marriott's Grande Vista

8/10 Good

"Overall good experience, the hotel quality was okay, shower was hot but no adjustment to pattern or flow. Check in took longer than we had expected, waited in line for a “welcome gift” but it was just an offer to get discounts on some services and a small gift card if we sat through a sales presentation for a timeshare package. Pool was nice, resort seemed well maintained. Was not ready for uber to pickup near our hotel room, so was a little hike anytime we wanted to go somewhere. Front facility was further than we expected from our room, so initial trip to room was quite far, would have appreciated a note about this and a drop off by shuttle or cart. Price was a little high for overall value, but experience wasn’t terrible. If we go again, I’d probably look at other opportunities and resorts to stay at. Probably worst aspect is we were ground floor near elevator and pool entry so there was a lot of gate slamming and loud people waiting for an elevator."

Frequently asked questions

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.

Explore a world of travel with Expedia

Celebration Vacations

Book Hotels in Historic Downtown Kissimmee on Expedia.com

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. Embassy Suites by Hilton Orlando Lake Buena Vista South

3. Drury Plaza Hotel Orlando - Disney Springs Area

4. Wyndham Grand Orlando Resort Bonnet Creek

5. Seasons Florida Resort

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

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

8. Hyatt Regency Grand Cypress

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

10. Home2 Suites by Hilton Orlando at Flamingo Crossings

11. Caribe Royale Orlando, WorldHotels Elite

12. Wyndham Garden Lake Buena Vista – Disney Springs® Area

13. Tru By Hilton Orlando Convention Center Area, FL

14. Wingate by Wyndham - Orlando International Airport

15. Palazzo Lakeside Hotel

16. Holiday Inn Express Orlando International Airport by IHG

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

18. Rosen Shingle Creek

19. Rosen Inn Lake Buena Vista

20. Kompose Boutique Resort at 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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Frequently asked questions

Explore a world of travel with Expedia