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
$124 nightly
The price is $141
Dec 9 - Dec 10
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
$195 nightly
The price is $222
Dec 11 - Dec 12
Total with taxes and fees
Super Boho - At Lake Toho's Water
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, (805)
"Near the beach , very nice people at the reception. "
United States
Leonie
$79 nightly
The price is $89
Dec 10 - Dec 11
Total with taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
Exterior
Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village

3.0 star property
12.7 mi from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2443)
"Great location to airport and food choices. "
United States
Aliza
$99 nightly
The price is $112
Dec 22 - Dec 23
Total with taxes and fees
Hampton Inn & Suites Orlando Airport @ Gateway Village
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, (6881)
"Wonderful stay. Great location!"
United States
Charmaine
$89 nightly
The price is $101
Dec 15 - Dec 16
Total with taxes and fees
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
11.5 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4000)
"Excellent beds, clean and close to airport "
Canada
Rosalyn
$86 nightly
The price is $96
Dec 15 - Dec 16
Total with taxes and fees
Wyndham Garden Orlando Airport
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, (5168)
"Great place to stay close to airport "
United States
Rebekah
$89 nightly
The price is $100
Jan 5 - Jan 6, 2026
Total with taxes and fees
Ramada by Wyndham Suites Orlando Airport
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, (3288)
"Friendly staff, clean, nice area."
United States
Kevin
$49 nightly
The price is $56
Jan 6 - Jan 7, 2026
Total with taxes and fees
Seasons Florida Resort
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
9.5 mi from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (3651)
"Great location clean rooms "
United States
Erika
$79 nightly
The price is $89
Dec 14 - Dec 15
Total with taxes and fees
Tru By Hilton Orlando Convention Center Area, FL
Lobby
Hyatt House Orlando Airport

Hyatt House Orlando Airport

3.5 star property
12.6 mi from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2770)
"Great stay close to airport and plenty of dining available "
United States
Lonnie
$121 nightly
The price is $136
Dec 15 - Dec 16
Total with taxes and fees
Hyatt House Orlando Airport
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
9.4 out of 10, Exceptional, (4056)
"Very clean best resort "
United States
Shatira
$111 nightly
The price is $125
Jan 4 - Jan 5, 2026
Total with taxes and fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Exterior
avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG

2.5 star property
12 mi from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2001)
"Good place to stay."
United States
Roberto Xavier De
$97 nightly
The price is $109
Dec 16 - Dec 17
Total with taxes and fees
avid hotel Orlando International Airport by IHG
2 outdoor pools, pool umbrellas, sun loungers
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3.0 star property
12 mi from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5121)
"Great place to stay. "
United States
Fabiola
$142 nightly
The price is $160
Dec 15 - Dec 16
Total with taxes and fees
Universal's Endless Summer Resort - Dockside Inn and Suites
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, (3725)
"Good room, good breakfast and convenient to the airport."
United States
Mark
$82 nightly
The price is $92
Dec 9 - Dec 10
Total with taxes and fees
Wingate by Wyndham - Orlando International Airport
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 & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3.0 star property
5.9 mi from Historic Downtown Kissimmee
8.4 out of 10, Very Good, (2690)
"The customer service is exceptional, the atmosphere to get the kids going in the mornings is amazing, great coffee, overall great stay with great price."
United States
Ani
$70 nightly
The price is $79
Dec 9 - Dec 10
Total with taxes and fees
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Exterior
DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport

4.0 star property
13 mi from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2161)
"airport shuttle was very convenient, room service was excellent too"
Canada
Kimberly
$106 nightly
The price is $119
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Orlando Airport
Bar (on property)
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

3.0 star property
8.8 mi from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (3451)
"I this hotel is the best place to stay "
United States
Manese
$87 nightly
The price is $98
Jan 4 - Jan 5, 2026
Total with taxes and fees
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
In-room safe, laptop workspace, blackout drapes, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3.0 star property
5.3 mi from Historic Downtown Kissimmee
8.2 out of 10, Very Good, (5151)
"Overall good experience would stay again"
United States
Jacquelyn
$70 nightly
The price is $79
Dec 14 - Dec 15
Total with taxes and fees
Palazzo Lakeside Hotel
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, (4331)
"Great resort "
United States
Camille
$101 nightly
The price is $114
Dec 14 - Dec 15
Total with taxes and fees
Rosen Shingle Creek
Front of property
Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area

4.0 star property
8.5 mi from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2773)
"Great location and consistent service, we’ve stayed many times. "
United States
Tracy
$140 nightly
The price is $157
Dec 16 - Dec 17
Total with taxes and fees
Wyndham Lake Buena Vista – Disney Springs® Area
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 Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"The wait to check in was over 30 minutes. The desk agent I had DJ was marvelous. She was very personable and helpful. It was worth the wait to have someone so wonderful "
Karen 1-night trip
Posted 23 hours ago
Universal's Cabana Bay Beach Resort

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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