Find hotels in Historic Downtown Kissimmee, Orlando from NT$1,217

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Aug 16 - Aug 17
Tomorrow
Aug 17 - Aug 18
Next weekend
Aug 22 - Aug 24
In two weeks
Aug 29 - Aug 31

Filter by

Guest rating
Guest rating
Star rating

Discover 52,494 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 NT$5,255
NT$5,965 total
includes taxes & fees
Aug 21 - Aug 22
Kapp and Kappy B&B
304 Lakeshore - Unit 1 and 2
Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is NT$3,209
NT$7,840 total
includes taxes & fees
Sep 9 - Sep 10
304 Lakeshore - Unit 1 and 2
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 NT$2,939
NT$7,534 total
includes taxes & fees
Aug 17 - Aug 18
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, (1000)
"Excelente, buen hotel"
The Delaney Hotel
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1429)
"Excellent place for familys"
The price is NT$1,559
NT$2,621 total
includes taxes & fees
Aug 25 - Aug 26
Ramada by Wyndham Hotel & Water Park
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, (8340)
"Was an amazing stay definitely would recommend it"
The price is NT$4,168
NT$6,039 total
includes taxes & fees
Aug 17 - Aug 18
The Grove Resort & Water Park Orlando
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, (805)
"The hotel was amazing! "
The price is NT$2,264
NT$2,513 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (3549)
"The hotel was very clean, the staff were friendly and knowledgeable about the hotel and area"
The price is NT$2,240
NT$2,520 total
includes taxes & fees
Aug 19 - Aug 20
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, (1032)
"Great place to stay "
The price is NT$1,759
NT$2,358 total
includes taxes & fees
Aug 26 - Aug 27
Kompose Boutique Resort at Theme Parks
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, (4717)
"Perfect spot to stay close to the airport!"
The price is NT$2,672
NT$3,006 total
includes taxes & fees
Aug 19 - Aug 20
Ramada by Wyndham Suites Orlando Airport
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, (6528)
"Nice, friendly, and comfortable place to stay "
The price is NT$2,780
NT$3,127 total
includes taxes & fees
Sep 10 - Sep 11
DoubleTree by Hilton at the Entrance to Universal Orlando
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, (2664)
"It was a very pleasant stay"
The price is NT$2,267
NT$2,550 total
includes taxes & fees
Aug 19 - Aug 20
SPOT X Hotel Orlando/Intl Dr by The Red Collection
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, (3977)
"Second time staying here and both times were great. "
The price is NT$2,009
NT$4,453 total
includes taxes & fees
Aug 18 - Aug 19
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Club Vacations at Orange Lake Resort by IHG
7 outdoor pools, cabanas (surcharge), pool umbrellas

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.8 out of 10, Excellent, (2325)
"Great place to stay can’t wait to go back"
The price is NT$2,821
NT$4,494 total
includes taxes & fees
Aug 18 - Aug 19
Holiday Inn Club Vacations at Orange Lake Resort by IHG
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, (3989)
"Great stay!!"
The price is NT$2,290
NT$2,576 total
includes taxes & fees
Sep 1 - Sep 2
Country Inn & Suites by Radisson, Orlando Airport, FL
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, (2219)
"Amazing place to stay "
The price is NT$3,869
NT$6,041 total
includes taxes & fees
Aug 21 - Aug 22
Hyatt Regency Grand Cypress
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, (3963)
"Great stay!"
The price is NT$3,096
NT$3,483 total
includes taxes & fees
Sep 7 - Sep 8
Rosen Shingle Creek
Wyndham Garden Orlando Airport
Outdoor pool, sun loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3775)
"I enjoy really enjoyed the stay staff was friendly restaurant food was really good"
The price is NT$2,397
NT$2,696 total
includes taxes & fees
Aug 17 - Aug 18
Wyndham Garden Orlando Airport
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5733)
"Excellent hotel "
The price is NT$2,279
NT$2,564 total
includes taxes & fees
Aug 18 - Aug 19
Rosen Inn International
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4335)
"Great stay "
The price is NT$4,769
NT$6,648 total
includes taxes & fees
Aug 31 - Sep 1
Caribe Royale Orlando
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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 map

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 map

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.

Downtown Orlando
Downtown Orlando map

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.

Universal Studios Orlando featuring signage, a city and night scenes
Florida Center map

Florida Center

2 out of top 10 points of interest in this area

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

Reunion which includes golf and landscape views as well as a small group of people
Reunion map

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.

Top Historic Downtown Kissimmee Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"This resort was a great choice for our family. The location was convenient to shopping, amusement parks, restaurants and gas stations. Some within walking distance. We left several times throughout our stay and most of the time every where we travelled was within 10 minutes. The amenities were great as we. We enjoyed all three pools during our stay. We were able to walk to them all with ease. Our favorite pool was the Bella pool. We enjoyed the pool table and ping pong that were in two of the pool areas. Each pool was stocked with towels for the guest. The pool bathrooms were nice and clean. You could smim late with pool closing at 11. The layout had plenty of seating, shaded areas and room to swim. I never once felt my space was invaded, uncomfortable or that I could not find a spot for my family. I also appreciated the signs that you could not reserve a spot with your belongings and leave. I really enjoyed the beauty of the grounds. Again the layout is perfect. Beautifully manicured lawns, botanical gardens, flowers galore and palm trees everywhere. Crossing spots and paths with clear directions around every turn. The bridges to cross from each section and the water features and views were great. Many great photo opp's. The staff from check in to check out truly make this resort top notch. We were greeted with smiles and friendly gestures from every person we encountered. We appreciate all their hard work. Sheraton Vistana thanks so much for an amazing vacation. "
Anna 4-night trip
Posted 8 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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 First United Methodist Church are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Kissimmee Civic Center, 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.