Find hotels in Historic Downtown Kissimmee from $55

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Discover 52,840 Historic Downtown Kissimmee hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Hyatt House Orlando Airport
Lobby

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2514)
"nice rooms good breakfast and nice staff"
$103 nightly
The price is $116
Sep 17 - Sep 18
Total with taxes and fees
Hyatt House Orlando Airport
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, (4024)
"Excelente hotel "
$73 nightly
The price is $83
Sep 24 - Sep 25
Total with taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL
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, (3609)
"I enjoyed being located near everything from shopping stores to food places."
$76 nightly
The price is $85
Sep 8 - Sep 9
Total with taxes and fees
Wingate by Wyndham - Orlando International Airport
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."
$206 nightly
The price is $234
Sep 4 - Sep 5
Total with taxes and fees
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
$221 nightly
The price is $251
Sep 4 - Sep 5
Total with taxes and fees
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
$221 nightly
The price is $251
Sep 4 - Sep 5
Total with taxes and fees
Super Boho - At Lake Toho's Water
Hyatt Regency Orlando International Airport
Terrace/patio

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3536)
"Well located at the airport, very convenient, food was great. "
$179 nightly
The price is $201
Sep 10 - Sep 11
Total with taxes and fees
Hyatt Regency Orlando International Airport
Fairfield Inn By Marriott Orlando Airport
Free daily continental breakfast

Fairfield Inn By Marriott Orlando Airport

3.5 star property
9.2 out of 10, Wonderful, (2208)
"Great place breakfast was great!!! "
$72 nightly
The price is $80
Sep 14 - Sep 15
Total with taxes and fees
Fairfield Inn By Marriott Orlando Airport
Hampton Inn Orlando-International Airport
Outdoor pool, sun loungers

Hampton Inn Orlando-International Airport

2.5 star property
9.0 out of 10, Wonderful, (1516)
"Friendly staff, decent breakfast, in a good vicinity"
$88 nightly
The price is $99
Sep 8 - Sep 9
Total with taxes and fees
Hampton Inn Orlando-International Airport
La Quinta Inn & Suites by Wyndham Orlando Airport North
Dining

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
7.8 out of 10, Good, (7288)
"Wonderful stay. "
$67 nightly
The price is $76
Oct 1 - Oct 2
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
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, (3985)
"Great stay!"
$87 nightly
The price is $98
Sep 29 - Sep 30
Total with taxes and fees
Rosen Shingle Creek
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, (4789)
"Enjoyed our stay "
$68 nightly
The price is $76
Sep 4 - Sep 5
Total with taxes and fees
Ramada by Wyndham Suites Orlando Airport
Lake Nona Wave Hotel
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1014)
"Great hotel "
$222 nightly
The price is $250
Sep 4 - Sep 5
Total with taxes and fees
Lake Nona Wave Hotel
Magic Moment Resort and Kids Club
Royal Room, 2 Queen Beds, Pool View | Pool | Outdoor pool, a heated pool, open 9 AM to 9:00 PM, free cabanas

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very Good, (2490)
"Good place to stay with kids and clean"
$53 nightly
The price is $60
Sep 4 - Sep 5
Total with taxes and fees
Magic Moment Resort and Kids Club
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3091)
"We love staying here "
$49 nightly
The price is $56
Sep 18 - Sep 19
Total with taxes and fees
Seasons Florida Resort
Palazzo Lakeside Hotel
In-room safe, laptop workspace, blackout drapes, iron/ironing board

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very Good, (5156)
"Nice to stay with family and breakfast was perfect "
$64 nightly
The price is $72
Sep 4 - Sep 5
Total with taxes and fees
Palazzo Lakeside Hotel
Motel 6 Kissimmee, FL - Orlando
Lobby

Motel 6 Kissimmee, FL - Orlando

2.0 star property
7.6 out of 10, Good, (1382)
"always love this place"
$51 nightly
The price is $58
Sep 4 - Sep 5
Total with taxes and fees
Motel 6 Kissimmee, FL - 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, (1472)
"Excellent place for familys"
$65 nightly
The price is $74
Sep 7 - Sep 8
Total with taxes and fees
Ramada by Wyndham Hotel & Water Park
Orlando Palms Hotel
Outdoor pool, open 9 AM to 10 PM, sun loungers

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (2064)
"room was clean and staffs were friendly"
$49 nightly
The price is $55
Sep 11 - Sep 12
Total with taxes and fees
Orlando Palms Hotel
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, (2232)
"Very beautiful resort."
$198 nightly
The price is $223
Sep 19 - Sep 20
Total with taxes and fees
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

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

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

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

10/10 Excellent
"Amazing"
Juan Carlos 2-night trip
Posted 4 days ago
Palazzo Lakeside Hotel
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"This resort is a definite stay in the future for me and my family. Great for singles, couples or families with children. If you're not staying with kids & want a quieter experience, don't get a room near the pool or their beautiful waterpark :) "
Jenelle 4-night trip
Posted 4 days ago
Westgate Lakes Resort & Spa Universal Studios Area

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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 from $55 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.