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

Compare popular hotels in Historic Downtown Kissimmee

Property	Star rating	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 6,163 reviews	View
Rosen Shingle Creek	4.5 star property	9.6 Exceptional 4,990 reviews	View
Hyatt Regency Grand Cypress	4.0 star property	9.2 Wonderful 2,387 reviews	View
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance	3.0 star property	9.6 Exceptional 2,280 reviews	View

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

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

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"Amazing place"

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"I love this hotel. Rooms and bathroom we're spacious , clean and beautiful. Amenities were beautiful, restaurant and bartender were amazing. Breakfast was a good spread and free which is always a plus. The only issue we encountered was with facilities. We had a clogged toilet and NO ONE came to fix it. Luckily my husband is handy and was able to clear waste and we were able to use bathroom on day 2...I may add. Otherwise this place would have been a 10 out of 10."

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good

"I was excited to travel to this property with my children because it advertised as having a water park. When we arrived, the signage was clear, the atmosphere felt safe and the lobby was clean and bright. It started off great! We arrived very soon after check-ins began and were promptly helped by Jeremy at Customer Service. Here's where I want to provide BIG KUDOS! Jeremy was friendly and professional, much like you would expect of any Guest Service Agent at a hotel, however, what made him and our experience worthy of 5 stars was his attentiveness. Jeremy listened closely as he asked what brought us to that property in Orlando. When I mentioned that it was my son's 11th birthday, Jeremy went to work! He provided us with exceptional service, including working out a fantastic upgrade to our room that provided privacy at the end of the hall and a view of the pool. He heard my son speak up to say he preferred an upper-level room and got us on the 6th floor. Jeremy told me about the many amenities and attractions that were at the property and nearby, AND he even informed me that because it was my son's birthday, we could get an ice cream treat! All of this warmed my heart to excess and the rest of our check-in and stay was wonderful! To top that all off, the very next day, as we were in the lobby, Jeremy remembered us and wished my son an official Happy Birthday and escorted us to the ice cream counter to ensure we got what he promised. Absolutely wonderful"

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. Drury Plaza Hotel Orlando - Disney Springs Area

3. Embassy Suites by Hilton Orlando Lake Buena Vista South

4. Seasons Florida Resort

5. Wyndham Grand Orlando Resort Bonnet Creek

6. Hyatt Regency Grand Cypress

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

8. Caribe Royale Orlando, WorldHotels Elite

9. Club Sevilla

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

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

12. Wingate by Wyndham - Orlando International Airport

13. Rosen Shingle Creek

14. Kompose Boutique Resort at Theme Parks

15. Tru By Hilton Orlando Convention Center Area, FL

16. Buena Vista Suites Orlando

17. Home2 Suites by Hilton Orlando at Flamingo Crossings

18. Palazzo Lakeside Hotel

19. Pestana Orlando Suites - Lake Buena Vista

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

Compare popular hotels in Historic Downtown Kissimmee

Where to stay in Historic Downtown Kissimmee

Bay Lake

International Drive District

Florida Center

Champions Gate

Reunion

Top Historic Downtown Kissimmee Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Frequently asked questions

Explore a world of travel with Expedia