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

Porch
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 ￥18,213
￥20,672 total
includes taxes & fees
Dec 27 - Dec 28
Kapp and Kappy B&B
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water

2.0 star property
Historic Downtown Kissimmee
The price is ￥14,000
￥37,668 total
includes taxes & fees
Dec 7 - Dec 8
Super Boho - At Lake Toho's Water
Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1015)
"All around wonderful stay"
United States
Caleb
The Delaney Hotel
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
12.8 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4037)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is ￥16,396
￥18,446 total
includes taxes & fees
Dec 15 - Dec 16
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Premium bedding, in-room safe, desk, blackout drapes
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
20.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5139)
"Great place to stay close to airport "
United States
Rebekah
The price is ￥11,900
￥13,387 total
includes taxes & fees
Dec 3 - Dec 4
Ramada by Wyndham Suites Orlando Airport
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
25.6 km from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (1052)
"Great room great breakfast"
United States
Kelly
The price is ￥14,809
￥16,438 total
includes taxes & fees
Dec 7 - Dec 8
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
25.2 km from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (8835)
"Great stay"
United States
Breanna
The price is ￥17,073
￥27,783 total
includes taxes & fees
Dec 8 - Dec 9
The Grove Resort & Water Park Orlando
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
18.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1889)
"Great hotel "
United States
jacqueline
The price is ￥5,885
￥12,857 total
includes taxes & fees
Dec 4 - Dec 5
Kompose Boutique Resort at Theme Parks
5 outdoor pools, pool umbrellas, sun loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
25.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2062)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is ￥15,247
￥22,104 total
includes taxes & fees
Dec 10 - Dec 11
Summer Bay Orlando by Exploria Resorts
Property grounds
SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
13.3 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (2937)
"One of the best hotel!"
United States
Li
The price is ￥9,690
￥13,700 total
includes taxes & fees
Dec 14 - Dec 15
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Pillowtop beds, in-room safe, desk, blackout drapes
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, (3752)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is ￥13,884
￥15,619 total
includes taxes & fees
Dec 9 - Dec 10
Wingate by Wyndham - Orlando International Airport
7 outdoor pools, cabanas (surcharge), pool umbrellas
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
16.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5554)
"Nice i will stay again "
United States
Raquis
The price is ￥15,195
￥22,343 total
includes taxes & fees
Dec 3 - Dec 4
Westgate Lakes Resort & Spa Universal Studios Area
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4308)
"Great resort "
United States
Camille
The price is ￥14,530
￥16,346 total
includes taxes & fees
Dec 22 - Dec 23
Rosen Shingle Creek
Outdoor pool
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, (6951)
"Wonderful stay. Great location!"
United States
Charmaine
The price is ￥13,904
￥15,641 total
includes taxes & fees
Dec 15 - Dec 16
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool, sun loungers
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, (4006)
"Excellent beds, clean and close to airport "
Canada
Rosalyn
The price is ￥11,325
￥12,741 total
includes taxes & fees
Dec 15 - Dec 16
Wyndham Garden Orlando Airport
Free daily continental breakfast
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, (771)
"Near the beach , very nice people at the reception. "
United States
Leonie
The price is ￥8,276
￥9,310 total
includes taxes & fees
Dec 15 - Dec 16
La Quinta Inn & Suites by Wyndham Orlando Airport North
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3288)
"Great room and service. "
United States
Derrick
The price is ￥8,235
￥9,347 total
includes taxes & fees
Dec 7 - Dec 8
Seasons Florida Resort
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4267)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is ￥8,831
￥13,085 total
includes taxes & fees
Dec 16 - Dec 17
Avanti International Resort
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
11 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4533)
"Beautiful room great ammenities, the staff was great"
United States
Jennifer
The price is ￥27,845
￥37,976 total
includes taxes & fees
Dec 11 - Dec 12
Caribe Royale Orlando
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2299)
"Rooms were a nice size and clean, we enjoyed the property grounds and overall atmosphere of the hotel."
United States
Casey
The price is ￥25,060
￥36,943 total
includes taxes & fees
Dec 13 - Dec 14
Hyatt Regency Grand Cypress
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.

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.

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.

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.

Top Historic Downtown Kissimmee Hotel Reviews

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent
"Transport to parks was great"
Sara 5-night trip
Posted 1 day ago
Universal's Endless Summer Resort - Dockside Inn and Suites

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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 Lake Tohopekaliga and Kissimmee Civic Center 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 81 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. Kissimmee Civic Center and Violet's Venom Brewery are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Monument of States, Bataan-Corregidor Memorial, and Osceola County Clerk of the Court. 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.