Search Hotels in Historic Downtown Kissimmee, Orlando

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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 4.201.228 ₫
4.768.407 ₫ total
includes taxes & fees
29 Dec - 30 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 2.472.858 ₫
6.489.674 ₫ 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, (5161)
"Beautiful place to stay."
United States
Mohammad
The price is 577.678 ₫
1.551.154 ₫ 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, (3308)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is 1.598.150 ₫
1.813.901 ₫ 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, (3920)
"Always great to stay there "
United States
Giandre
The price is 1.325.873 ₫
2.042.317 ₫ total
includes taxes & fees
4 Jan - 5 Jan 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, (4017)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
The price is 2.630.700 ₫
2.959.538 ₫ total
includes taxes & fees
16 Dec - 17 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, (859)
"nice and clean staff was great also"
United States
sumatran
The price is 2.293.970 ₫
2.580.716 ₫ total
includes taxes & fees
12 Jan - 13 Jan 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, (3755)
"Beautiful property, excellent staff and love the shuttle service to the airport!"
United States
Robert
The price is 2.107.191 ₫
2.370.787 ₫ total
includes taxes & fees
17 Dec - 18 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, (3915)
"Room was good hotel was nice and clean"
United States
Amy
The price is 1.639.189 ₫
2.376.805 ₫ total
includes taxes & fees
18 Dec - 19 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, (3665)
"Great location clean rooms "
United States
Erika
The price is 2.399.198 ₫
2.699.099 ₫ total
includes taxes & fees
22 Dec - 23 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, (6901)
"Wonderful stay. Great location!"
United States
Charmaine
The price is 2.782.754 ₫
3.130.598 ₫ total
includes taxes & fees
3 Jan - 4 Jan 2026
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, (1050)
"Excellent Location, the hotel is very clean. Friendly staff, delicious breakfast. Overall a wonderful experience "
United States
Nabesy
The price is 1.654.710 ₫
2.400.552 ₫ total
includes taxes & fees
18 Dec - 19 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, (3658)
"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, (3567)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is 1.788.876 ₫
2.900.346 ₫ total
includes taxes & fees
14 Jan - 15 Jan 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, (5418)
"Room very clean and amazing location."
United States
Mehilin
The price is 2.556.804 ₫
2.876.405 ₫ total
includes taxes & fees
21 Dec - 22 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, (4366)
"Great resort "
United States
Camille
The price is 2.925.338 ₫
3.291.004 ₫ total
includes taxes & fees
18 Dec - 19 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, (4312)
"Enjoyed our stay "
United States
Sheltra
The price is 1.824.593 ₫
2.585.385 ₫ 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 2.714.882 ₫
3.054.243 ₫ 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, (2795)
"Great stay close to airport and plenty of dining available "
United States
Lonnie
The price is 2.998.998 ₫
3.373.872 ₫ total
includes taxes & fees
22 Dec - 23 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 1.788.876 ₫
2.627.542 ₫ total
includes taxes & fees
5 Jan - 6 Jan 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 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 neighbourhood.

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.

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.

Florida Center

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

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Orlando City Hall might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Top Historic Downtown Kissimmee Hotel Reviews

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Frequently asked questions

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 Osceola County Clerk of the Court and Lake Tohopekaliga as part of your Historic Downtown Kissimmee travel plans.
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 79 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. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighbourhood. 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, make sure that you visit other sights such as 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.