Find hotels in Historic Downtown Kissimmee, Orlando from AED 217

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Our top choices for Historic Downtown Kissimmee hotels

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is AED 540
AED 612 total
includes taxes & fees
30 Dec - 31 Dec
Kapp and Kappy B&B

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is AED 345
AED 906 total
includes taxes & fees
16 Dec - 17 Dec
Super Boho - At Lake Toho's Water

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
8.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5160)
"Beautiful place to stay."
United States
Mohammad
The price is AED 81
AED 217 total
includes taxes & fees
16 Dec - 17 Dec
Palazzo Lakeside Hotel

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3306)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is AED 221
AED 251 total
includes taxes & fees
16 Dec - 17 Dec
Seasons Florida Resort

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
18.2 km from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (3919)
"Always great to stay there "
United States
Giandre
The price is AED 185
AED 285 total
includes taxes & fees
4 Jan - 5 January 2026
Ramada by Wyndham Kissimmee Gateway

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
18.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4014)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
The price is AED 347
AED 390 total
includes taxes & fees
17 Dec - 18 Dec
Wyndham Garden Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (852)
"nice and clean staff was great also"
United States
sumatran
The price is AED 320
AED 360 total
includes taxes & fees
12 Jan - 13 January 2026
La Quinta Inn & Suites by Wyndham Orlando Airport North

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
21.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3753)
"Beautiful property, excellent staff and love the shuttle service to the airport!"
United States
Robert
The price is AED 288
AED 324 total
includes taxes & fees
16 Dec - 17 Dec
Wingate by Wyndham - Orlando International Airport

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
19.4 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (3910)
"Room was good hotel was nice and clean"
United States
Amy
The price is AED 229
AED 332 total
includes taxes & fees
17 Dec - 18 Dec
Wyndham I-Drive Avanti Resort & Conference Center

Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL
3.5 star property
15.3 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (3661)
"Great location clean rooms "
United States
Erika
The price is AED 291
AED 327 total
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton Orlando Convention Center Area, FL

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
21.1 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (6898)
"Wonderful stay. Great location!"
United States
Charmaine
The price is AED 360
AED 405 total
includes taxes & fees
17 Dec - 18 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
18.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (1047)
"Excellent Location, the hotel is very clean. Friendly staff, delicious breakfast. Overall a wonderful experience "
United States
Nabesy
The price is AED 257
AED 365 total
includes taxes & fees
17 Dec - 18 Dec
Holiday Inn Resort Kissimmee by the Parks by IHG

Galleria Palms Hotel

Galleria Palms Hotel
2.5 star property
18.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (3657)
"Great staff and amazing location near all the parks. "
United States
Mauro
Galleria Palms Hotel

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
12.9 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (3564)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is AED 250
AED 405 total
includes taxes & fees
14 Jan - 15 January 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
16.9 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (5414)
"Room very clean and amazing location."
United States
Mehilin
The price is AED 294
AED 331 total
includes taxes & fees
16 Dec - 17 Dec
Rosen Inn at Pointe Orlando

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4365)
"Great resort "
United States
Camille
The price is AED 404
AED 455 total
includes taxes & fees
23 Dec - 24 Dec
Rosen Shingle Creek

Avanti International Resort

Avanti International Resort
4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4309)
"Enjoyed our stay "
United States
Sheltra
The price is AED 255
AED 361 total
includes taxes & fees
16 Dec - 17 Dec
Avanti International Resort

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
20.4 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2456)
"Great location to airport and food choices. "
United States
Aliza
The price is AED 379
AED 426 total
includes taxes & fees
22 Dec - 23 Dec
Hampton Inn & Suites Orlando Airport @ Gateway Village

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
20.3 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2793)
"Great stay close to airport and plenty of dining available "
United States
Lonnie
The price is AED 419
AED 471 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt House Orlando Airport

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
9.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4256)
"Beautiful place to stay, reliable price, the location was perfect, super clean, definitely I will return back in a future to this hotel."
United States
Aurelis
The price is AED 250
AED 367 total
includes taxes & fees
5 Jan - 6 January 2026
Red Lion Hotel Orlando Lake Buena Vista South
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Where to stay in Historic Downtown Kissimmee

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

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 Pointe Orlando or Aquatica while you're exploring the neighborhood.

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.

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.

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

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.

Top Historic Downtown Kissimmee Hotel Reviews

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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 Osceola County Clerk of the Court 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 79 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. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States, and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, be sure to visit other sights like Brinson Park or Big Toho Marina.
How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?
To venture out of town, take a train from Kissimmee Station.