Find hotels in Historic Downtown Kissimmee, Orlando from ₩112,318

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Discover 53,464 Historic Downtown Kissimmee hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Kapp and Kappy B&B
Porch

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (123)
"It was perfect for us. The hosts were very friendly and accommodating. They just opened a brewery downtown that we were able to walk to, and we had a great time there as well. Overall a great B&B."
The price is ₩247,052
₩280,420 total
includes taxes & fees
Sep 29 - Sep 30
Kapp and Kappy B&B
Super Boho - At Lake Toho's Water
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is ₩131,103
₩346,168 total
includes taxes & fees
Oct 21 - Oct 22
Super Boho - At Lake Toho's Water
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1021)
"great restaurant and even better rooms!"
The price is ₩189,437
₩213,106 total
includes taxes & fees
Oct 6 - Oct 7
The Delaney Hotel
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8605)
"Great place to stay!!!"
The price is ₩238,241
₩331,457 total
includes taxes & fees
Sep 29 - Sep 30
The Grove Resort & Water Park Orlando
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1487)
"Excellent place for familys"
The price is ₩45,111
₩91,209 total
includes taxes & fees
Sep 30 - Oct 1
Ramada by Wyndham Hotel & Water Park
Ramada by Wyndham Suites Orlando Airport
Premium bedding, in-room safe, desk, blackout drapes

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very Good, (4901)
"Awesome hotel!"
The price is ₩105,305
₩118,467 total
includes taxes & fees
Sep 29 - Sep 30
Ramada by Wyndham Suites Orlando Airport
Wingate by Wyndham - Orlando International Airport
Pillowtop beds, in-room safe, desk, blackout drapes

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3653)
"Great stay for the weekend super close to airport and shops. "
The price is ₩97,763
₩109,985 total
includes taxes & fees
Sep 29 - Sep 30
Wingate by Wyndham - Orlando International Airport
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony | 1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1390)
"Great place to stay"
The price is ₩81,568
₩109,554 total
includes taxes & fees
Sep 29 - Sep 30
Kompose Boutique Resort at Theme Parks
Westgate Lakes Resort & Spa Universal Studios Area
7 outdoor pools, cabanas (surcharge), pool umbrellas

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very Good, (5381)
"Would stay again great for families such a nice place "
The price is ₩132,512
₩190,282 total
includes taxes & fees
Sep 29 - Sep 30
Westgate Lakes Resort & Spa Universal Studios Area
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property - evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2777)
"Great property to stay with family while visiting the parks"
The price is ₩84,498
₩120,422 total
includes taxes & fees
Oct 13 - Oct 14
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very Good, (952)
"Had a great experience this weekend at the hotel and the free breakfast was good and very convenient for the family and kids. "
The price is ₩115,244
₩127,920 total
includes taxes & fees
Oct 5 - Oct 6
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very Good, (6705)
"It was an amazing stay! "
The price is ₩142,592
₩160,416 total
includes taxes & fees
Oct 12 - Oct 13
DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5815)
"Will stay here again!"
The price is ₩112,763
₩126,860 total
includes taxes & fees
Sep 29 - Sep 30
Rosen Inn International
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2267)
"Great stay, close to all attractions and very quiet."
The price is ₩221,324
₩328,286 total
includes taxes & fees
Oct 12 - Oct 13
Hyatt Regency Grand Cypress
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5439)
"Clean rooms very nice staff always a great stay."
The price is ₩105,996
₩119,247 total
includes taxes & fees
Sep 29 - Sep 30
Rosen Inn Lake Buena Vista
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (4072)
"Great location and amazing staff. "
The price is ₩104,037
₩117,042 total
includes taxes & fees
Sep 30 - Oct 1
Country Inn & Suites by Radisson, Orlando Airport, FL
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4033)
"Great resort vibes while being close to the parks and other tourist places. "
The price is ₩145,482
₩163,667 total
includes taxes & fees
Oct 2 - Oct 3
Rosen Shingle Creek
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4444)
"Great place to stay"
The price is ₩238,241
₩328,285 total
includes taxes & fees
Sep 29 - Sep 30
Caribe Royale Orlando
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4216)
"Wonderful place to stay and enjoy waterpark!"
The price is ₩90,221
₩204,591 total
includes taxes & fees
Sep 30 - Oct 1
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3163)
"Great place to stay. "
The price is ₩76,124
₩86,400 total
includes taxes & fees
Sep 29 - Sep 30
Seasons Florida Resort
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.
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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
Learn more about Historic Downtown Kissimmee
International Drive showing landscape views

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.

Magic Kingdom® Park showing rides and interior views as well as a couple
Photo by ©Disney
Open Photo by ©Disney

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.

Universal Studios Orlando featuring signage, a city and night scenes

Florida Center

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

Downtown Orlando

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.

Windsor Hills

If you're looking for some top things to see and do in Windsor Hills and surrounding area, you can visit Mystic Dunes Golf Club and Island H2O Live!.

Top Historic Downtown Kissimmee Hotel Reviews

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"The staff was very friendly and the property was nice and clean."
Karla 8-night trip
Posted 19 hours ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 84 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.