Hotels in Historic Downtown Kissimmee, Orlando from CA $69

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Historic Downtown Kissimmee hotels and places to stay

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."
The price is CA $230
CA $262 total
includes taxes & fees
Aug 21 - Aug 22
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is CA $136
CA $348 total
includes taxes & fees
Aug 21 - Aug 22
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

2.0 star property
The price is CA $136
CA $348 total
includes taxes & fees
Aug 25 - Aug 26
Super Boho - At Lake Toho's Water

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1000)
"Excelente, buen hotel"
The price is CA $178
CA $200 total
includes taxes & fees
Aug 31 - Sep 1
The Delaney Hotel

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1442)
"Excellent place for familys"
The price is CA $72
CA $121 total
includes taxes & fees
Aug 24 - Aug 25
Ramada by Wyndham Hotel & Water Park

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8389)
"Our family enjoyed our stayed "
The price is CA $193
CA $279 total
includes taxes & fees
Aug 21 - Aug 22
The Grove Resort & Water Park Orlando

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1073)
"Great place to stay "
The price is CA $80
CA $107 total
includes taxes & fees
Aug 24 - Aug 25
Kompose Boutique Resort at Theme Parks

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very good, (826)
"Great stay and relaxing "
The price is CA $105
CA $116 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2681)
"It was a very pleasant stay"
The price is CA $105
CA $118 total
includes taxes & fees
Aug 21 - Aug 22
SPOT X Hotel Orlando/Intl Dr by The Red Collection

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6562)
"Good place to stay"
The price is CA $128
CA $145 total
includes taxes & fees
Sep 10 - Sep 11
DoubleTree by Hilton at the Entrance to Universal Orlando

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2902)
"Very nice hotel with nice location for food and shopping "
The price is CA $76
CA $86 total
includes taxes & fees
Aug 21 - Aug 22
Hotel SonoHotel IDrive District

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4016)
"Second time staying here and both times were great. "
The price is CA $93
CA $206 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2213)
"Amazing place to stay "
The price is CA $198
CA $301 total
includes taxes & fees
Sep 12 - Sep 13
Hyatt Regency Grand Cypress

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5361)
"Nice place to stay."
The price is CA $99
CA $112 total
includes taxes & fees
Sep 1 - Sep 2
Rosen Inn Lake Buena Vista

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4360)
"Great stay "
The price is CA $200
CA $284 total
includes taxes & fees
Aug 31 - Sep 1
Caribe Royale Orlando

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5749)
"Excellent hotel "
The price is CA $105
CA $119 total
includes taxes & fees
Aug 21 - Aug 22
Rosen Inn International

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3966)
"Great stay!"
The price is CA $140
CA $158 total
includes taxes & fees
Sep 7 - Sep 8
Rosen Shingle Creek

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2354)
"Great place to stay can’t wait to go back"
The price is CA $165
CA $247 total
includes taxes & fees
Aug 21 - Aug 22
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4067)
"Great location "
The price is CA $89
CA $128 total
includes taxes & fees
Aug 27 - Aug 28
Avanti International Resort

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (4004)
"Convenient, right next to airport and free shuttle and good breakfast. Hotel was very clean. Definitely going to stay here again "
The price is CA $107
CA $120 total
includes taxes & fees
Sep 3 - Sep 4
Country Inn & Suites by Radisson, Orlando Airport, FL
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

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Aquatica or The Orlando Eye at ICON Park while you're exploring the neighborhood.

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

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.

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

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

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 from CA $69 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.