Find hotels in Historic Downtown Kissimmee

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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
$122 nightly
The price is $139
Dec 5 - Dec 6
Total with taxes and fees
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
$230 nightly
The price is $261
Dec 8 - Dec 9
Total with taxes and fees
Super Boho - At Lake Toho's Water
Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
16.1 mi from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1004)
"All around wonderful stay"
United States
Caleb
$144 nightly
The price is $161
Nov 26 - Nov 27
Total with taxes and fees
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
7.9 mi from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (3944)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
$82 nightly
The price is $92
Nov 30 - Dec 1
Total with taxes and fees
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
12.7 mi from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5091)
"Great place to stay close to airport "
United States
Rebekah
$89 nightly
The price is $100
Nov 24 - Nov 25
Total with taxes and fees
Ramada by Wyndham Suites Orlando Airport
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
15.7 mi from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (8759)
"Great stay"
United States
Breanna
$198 nightly
The price is $223
Nov 23 - Nov 24
Total with taxes and fees
The Grove Resort & Water Park Orlando
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

3.0 star property
13.1 mi from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3705)
"Good room, good breakfast and convenient to the airport."
United States
Mark
$81 nightly
The price is $91
Dec 16 - Dec 17
Total with taxes and fees
Wingate by Wyndham - Orlando International Airport
5 outdoor pools, pool umbrellas, sun loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
15.9 mi from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2063)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
$160 nightly
The price is $178
Nov 29 - Nov 30
Total with taxes and fees
Summer Bay Orlando by Exploria Resorts
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
15.9 mi from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (1032)
"Great room great breakfast"
United States
Kelly
$87 nightly
The price is $97
Nov 23 - Nov 24
Total with taxes and fees
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
11.4 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1806)
"Great stay."
United States
Jasmin
$82 nightly
The price is $94
Dec 1 - Dec 2
Total with taxes and fees
Kompose Boutique Resort at Theme Parks
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
8.3 mi from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (2889)
"One of the best hotel!"
United States
Li
$96 nightly
The price is $106
Nov 23 - Nov 24
Total with taxes and fees
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
12.8 mi from Historic Downtown Kissimmee
7.8 out of 10, Good, (4235)
"We had a great stay. The room, breakfast, and staff were great. "
United States
Jeidyn
$76 nightly
The price is $86
Dec 16 - Dec 17
Total with taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL
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
10.2 mi from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5503)
"Great staff and resort"
United States
Parker
$124 nightly
The price is $139
Nov 30 - Dec 1
Total with taxes and fees
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
9.3 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4242)
"Great resort "
United States
Camille
$101 nightly
The price is $114
Nov 26 - Nov 27
Total with taxes and fees
Rosen Shingle Creek
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
8.7 mi from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1869)
"Great stay"
United States
Ramprasad
$70 nightly
The price is $79
Nov 24 - Nov 25
Total with taxes and fees
Aloft Orlando Lake Buena Vista
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
12.7 mi from Historic Downtown Kissimmee
7.4 out of 10, Good, (694)
"Nice rooms, comfy bed"
Canada
Dayn
$50 nightly
The price is $56
Dec 10 - Dec 11
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
13.1 mi from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (6866)
"Great stay "
United States
Anthony
$98 nightly
The price is $110
Nov 30 - Dec 1
Total with taxes and fees
DoubleTree by Hilton at the Entrance to Universal Orlando
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
4.5 mi from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3239)
"Staff nice , nice room for price ! "
United States
Paris
$53 nightly
The price is $61
Dec 4 - Dec 5
Total with taxes and fees
Seasons Florida Resort
Outdoor pool, sun loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
11.5 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (3966)
"Excellent beds, clean and close to airport "
Canada
Rosalyn
$76 nightly
The price is $85
Dec 15 - Dec 16
Total with taxes and fees
Wyndham Garden Orlando Airport
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
10.8 mi from Historic Downtown Kissimmee
7.8 out of 10, Good, (4230)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
$93 nightly
The price is $105
Dec 17 - Dec 18
Total with taxes and fees
Avanti International 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.

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

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

10/10 Excellent
"Better than expected "
Dinesha 3-night trip
Posted 23 hours ago
Rosen Inn at Pointe Orlando

Frequently asked questions

What are the best hotels in Historic Downtown Kissimmee that travelers recommend?
Kapp and Kappy B&B stands out as an exceptional choice in Historic Downtown Kissimmee, boasting an impressive review rating of 9.8. This charming establishment combines traditional property design with modern comforts, making it a delightful retreat for all types of travelers. Guests rave about the free full breakfast, setting the great tone for a day of adventure ahead. The B&B also offers free Wi-Fi and air conditioning, ensuring a comfortable stay.
What hotels in Historic Downtown Kissimmee offer free breakfast?
Kapp and Kappy B&B, boasting an impressive traveler review score of 9.8, is a charming option in Historic Downtown Kissimmee that offers a delightful free full breakfast to start your day right. Guests love the warm and inclusive setting of this traditional property, which features an attractive terrace superb for sipping morning coffee.
What are the best budget hotels in Historic Downtown Kissimmee?
Kapp and Kappy B&B is a charming option for travelers seeking budget-friendly accommodations in Historic Downtown Kissimmee, boasting a great rating of 9.8. This traditional property offers a delightful blend of modern conveniences and historical charm, making it a great choice for families exploring the area.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Historic Downtown Kissimmee.
How can I save on a Historic Downtown Kissimmee hotel booking with Expedia?
One Key™ - Expedia's free travel rewards program - gives you instant access to perks and Member Prices on Historic Downtown Kissimmee hotels. Plus, you'll earn OneKeyCash™* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings.

*OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Historic Downtown Kissimmee hotel?
Hotel prices in Historic Downtown Kissimmee often vary, but you can find a great deal on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.

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