Hotels in Historic Downtown Kissimmee, Orlando

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

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, (128 reviews)
"Everything was excellent in this hidden gem"
United States
Claire
The price is RM790
RM896 total
includes taxes & fees
15 Jan - 16 Jan
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
Super Boho - At Lake Toho's Water

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
15.7 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5,654 reviews)
"Very good hotel and location"
United States
Diego
The price is RM396
RM583 total
includes taxes & fees
14 Jan - 15 Jan
Westgate Lakes Resort & Spa Universal Studios Area

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
19.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,070 reviews)
"Rooms were very clean and the staff was awesome and always available. "
United States
Gwendolyn
The price is RM492
RM553 total
includes taxes & fees
27 Jan - 28 Jan
avid hotel Orlando International Airport by IHG

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, (4,047 reviews)
"Room was clean and staff was good"
United States
Bharti
The price is RM253
RM367 total
includes taxes & fees
15 Jan - 16 Jan
Wyndham I-Drive Avanti Resort & Conference Center

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
8.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5,137 reviews)
"Excellent stay"
United States
Vincent
The price is RM135
RM292 total
includes taxes & fees
14 Jan - 15 Jan
Palazzo Lakeside Hotel

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
19.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5,095 reviews)
"Excellent resort, clean, friendly staff"
United States
Carolina
The price is RM589
RM663 total
includes taxes & fees
28 Jan - 29 Jan
Universal's Endless Summer Resort - Dockside Inn and Suites

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
9.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (2,828 reviews)
"Our family loved this hotel."
United States
Amanda
The price is RM138
RM295 total
includes taxes & fees
14 Jan - 15 Jan
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4,590 reviews)
"Awesome resort, we visit at least 3 times a year. "
United States
Eric
The price is RM485
RM719 total
includes taxes & fees
16 Jan - 17 Jan
Caribe Royale Orlando

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, (2,485 reviews)
"Great stay "
United States
Nancy
The price is RM563
RM633 total
includes taxes & fees
26 Jan - 27 Jan
Hampton Inn & Suites Orlando Airport @ Gateway Village

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
21.2 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (6,933 reviews)
"Great location, clean room, friendly staff"
United States
Joseph
The price is RM431
RM485 total
includes taxes & fees
25 Jan - 26 Jan
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (3,805 reviews)
"Great accommodations and service! "
United States
Manuel
The price is RM404
RM455 total
includes taxes & fees
27 Jan - 28 Jan
Wingate by Wyndham - Orlando International Airport

Rosen Inn International

Rosen Inn International
3.0 star property
18.8 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (5,903 reviews)
"Would stay again "
United States
Markevus
The price is RM315
RM355 total
includes taxes & fees
14 Jan - 15 Jan
Rosen Inn International

Avanti International Resort

Avanti International Resort
4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4,393 reviews)
"Great location! "
United States
Allie
The price is RM307
RM428 total
includes taxes & fees
14 Jan - 15 Jan
Avanti International Resort

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
13.7 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (5,613 reviews)
"Great property to stay"
United States
Deepankar
The price is RM302
RM340 total
includes taxes & fees
18 Jan - 19 Jan
Rosen Inn Lake Buena Vista

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
20.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,642 reviews)
"Great , great hotel great location "
United States
Adrian
The price is RM583
RM883 total
includes taxes & fees
19 Jan - 20 Jan
Margaritaville Resort Orlando with H2O Waterpark

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
20.3 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (6,038 reviews)
"Great place to stay"
United States
Peggy
The price is RM540
RM608 total
includes taxes & fees
27 Jan - 28 Jan
Universal's Cabana Bay Beach Resort

Hotel Monreale Express International Drive Orlando

Hotel Monreale Express International Drive Orlando
3.5 star property
19.7 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (2,021 reviews)
"Great location, really good option for who is looking for economic hotel"
Canada
Camila
The price is RM294
RM339 total
includes taxes & fees
15 Jan - 16 Jan
Hotel Monreale Express International Drive Orlando

Hyatt House across from Universal Orlando Resort

Hyatt House across from Universal Orlando Resort
3.0 star property
20.9 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,620 reviews)
"This was a fantastic place to stay staff was nice, courteous and very helpful. Wouod absolutely stay here again "
United States
Daniel
The price is RM493
RM554 total
includes taxes & fees
26 Jan - 27 Jan
Hyatt House across from Universal Orlando Resort

Baymont by Wyndham Orlando/International Dr/Universal Blvd

Baymont by Wyndham Orlando/International Dr/Universal Blvd
2.5 star property
18.7 km from Historic Downtown Kissimmee
7.0 out of 10, Good, (2,153 reviews)
"Clean room. Friendly staff."
United States
Maria
The price is RM195
RM242 total
includes taxes & fees
14 Jan - 15 Jan
Baymont by Wyndham Orlando/International Dr/Universal Blvd
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

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

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.

Florida Center

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

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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

Top Historic Downtown Kissimmee Hotel Reviews

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.
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 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.

Explore a world of travel with Expedia