Hotels in Historic Downtown Kissimmee, Orlando

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Our top choices for Historic Downtown Kissimmee hotels

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (134 reviews)
"Great place. Comfy and personable. Won’t stay anywhere else while in the area. "
United States
Nelson
The price is CA $194
CA $221 total
includes taxes & fees
Mar 24 - Mar 25
Kapp and Kappy B&B

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is CA $118
CA $326 total
includes taxes & fees
Apr 13 - Apr 14
Super Boho - At Lake Toho's Water

Boho Lake Fishing Civic Center More

Boho Lake Fishing Civic Center More
2.0 star property
Historic Downtown Kissimmee
2.0 out of 10, (1 review)
"My hotel booking was cancelled on the date I was flying out to Orlando, had to wait for days for my refund to be completed "
United Kingdom
Elton
The price is CA $97
CA $361 total
includes taxes & fees
Apr 7 - Apr 8
Boho Lake Fishing Civic Center More

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
The price is CA $85
CA $384 total
includes taxes & fees
Mar 17 - Mar 18
Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
The price is CA $99
CA $399 total
includes taxes & fees
Mar 23 - Mar 24
Super Boho - Lake Toho Timeless Charm

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is CA $91
CA $355 total
includes taxes & fees
Mar 23 - Mar 24
Super Boho Waterfront Retreat w Fishing Views

Super Boho- At Lake Toho s Water Sleeps 6

Super Boho- At Lake Toho s Water Sleeps 6
2.0 star property
Historic Downtown Kissimmee
The price is CA $115
CA $382 total
includes taxes & fees
Apr 13 - Apr 14
Super Boho- At Lake Toho s Water Sleeps 6

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is CA $133
CA $526 total
includes taxes & fees
Mar 22 - Mar 23
Lake Toho Parks Pool Fishing Sleeps 8

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, (3,173 reviews)
"Clean rooms, comfy beds, staff was great! "
United States
Rebecca
The price is CA $97
CA $134 total
includes taxes & fees
Mar 31 - Apr 1
SPOT X Hotel Orlando/Intl Dr by The Red Collection

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5,309 reviews)
"Great breakfast and nice property."
United States
Christopher
The price is CA $157
CA $176 total
includes taxes & fees
Mar 25 - Mar 26
Home2 Suites by Hilton Orlando at Flamingo Crossings

The Delaney Hotel

The Delaney Hotel
3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1,060 reviews)
"Always love staying here. "
United States
Cate
The price is CA $215
CA $242 total
includes taxes & fees
Apr 5 - Apr 6
The Delaney Hotel

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
22 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (905 reviews)
"Very clean room and friendly staff. Excellent location to get to universal. "
United States
Kamryn
The price is CA $123
CA $138 total
includes taxes & fees
Mar 22 - Mar 23
Spark by Hilton Orlando near Universal

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (2,011 reviews)
"Clean rooms and great location"
United States
Alexis
The price is CA $196
CA $221 total
includes taxes & fees
Apr 5 - Apr 6
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
15.3 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (2,698 reviews)
"Excellent stay , clean , ihop is in the same building , close to the highway , old hotel but kept up well "
United States
James
The price is CA $95
CA $107 total
includes taxes & fees
Mar 17 - Mar 18
Days Inn by Wyndham Orlando Conv. Center/International Dr

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
11.7 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1,468 reviews)
"Great place!!"
United States
Richard
The price is CA $191
CA $254 total
includes taxes & fees
Mar 23 - Mar 24
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West
4.0 star property
25.3 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4,075 reviews)
"Great place for family"
United States
Lane
The price is CA $146
CA $203 total
includes taxes & fees
Apr 12 - Apr 13
Hilton Vacation Club Aqua Sol Orlando West

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,301 reviews)
"Friendly staff, clean rooms , good customer service and the location was close to Disney parkes."
Canada
Amir
The price is CA $185
CA $208 total
includes taxes & fees
Apr 5 - Apr 6
Homewood Suites by Hilton Orlando at Flamingo Crossings

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
17.8 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,103 reviews)
"The property is in a great location nice places to eat and great staff"
United States
janett
The price is CA $127
CA $143 total
includes taxes & fees
Mar 22 - Mar 23
Element Orlando Universal Blvd.

Holiday Inn Orlando International Dr-ICON by IHG

Holiday Inn Orlando International Dr-ICON by IHG
3.0 star property
17.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (2,612 reviews)
"Overall, great place to stay. "
United States
Tiarra
The price is CA $122
CA $158 total
includes taxes & fees
Mar 22 - Mar 23
Holiday Inn Orlando International Dr-ICON by IHG

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
14.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,951 reviews)
"Great staff and clean rooms "
United States
Tara Lynn
The price is CA $123
CA $139 total
includes taxes & fees
Mar 22 - Mar 23
Aloft Orlando Lake Buena Vista
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.

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 District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

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.

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.

Florida Center

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

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.

Top Historic Downtown Kissimmee Hotel Reviews

Frequently asked questions

What are the best hotels in Historic Downtown Kissimmee that travellers 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 travellers. 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 traveller 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 travellers 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?
With Expedia, you'll unlock our lowest prices by becoming a member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on Historic Downtown Kissimmee hotels. Another way to save is by booking your hotel and flights together on Expedia, where bundling can lead to significant savings.
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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