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Discover 52,609 Historic Downtown Kissimmee hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Kapp and Kappy B&B
Relax on the porch with comfortable seating and enjoy the serene surroundings.

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (121)
"Only B&B in Kissimmee. Owners were excellent. Enjoyed talking to them each morning over a great breakfast. Would definitely go back. "
$169 nightly
The price is $192
Aug 7 - Aug 8
Total includes taxes and fees
Kapp and Kappy B&B
304 Lakeshore - Unit 1 and 2
Relax in this stylish living room with a large flat-screen TV, comfortable sofa, and wooden coffee table.

304 Lakeshore - Unit 1 and 2

2.0 star property
$221 nightly
The price is $251
Jul 29 - Jul 30
Total includes taxes and fees
304 Lakeshore - Unit 1 and 2
Super Boho - At Lake Toho's Water
Kitchen features a sink, refrigerator, stove, and dishwasher, with a sink on a small island.

Super Boho - At Lake Toho's Water

2.0 star property
$227 nightly
The price is $258
Aug 19 - Aug 20
Total includes taxes and fees
Super Boho - At Lake Toho's Water
Lake Nona Wave Hotel
Relax by the pool surrounded by colorful umbrellas and lounge chairs.

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1027)
"Great staff and place"
$212 nightly
The price is $238
Aug 17 - Aug 18
Total includes taxes and fees
Lake Nona Wave Hotel
Hyatt Regency Orlando International Airport
Relax by the pool surrounded by palm trees and lounge chairs.

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3418)
"Great location and stay "
$195 nightly
The price is $219
Jul 29 - Jul 30
Total includes taxes and fees
Hyatt Regency Orlando International Airport
Ramada by Wyndham Suites Orlando Airport
Relax in a cozy space with a neatly made bed, flat-screen TV, and workspace area.

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very Good, (4678)
"Excellent location, service and rooms!!"
$65 nightly
The price is $74
Jul 29 - Jul 30
Total includes taxes and fees
Ramada by Wyndham Suites Orlando Airport
Hampton Inn Orlando-International Airport
Relax by the rectangular pool surrounded by lounge chairs and umbrellas.

Hampton Inn Orlando-International Airport

2.5 star property
9.0 out of 10, Wonderful, (1435)
"Great stay. "
$92 nightly
The price is $104
Aug 27 - Aug 28
Total includes taxes and fees
Hampton Inn Orlando-International Airport
Wingate by Wyndham - Orlando International Airport
Two single beds with white linens and a central nightstand.

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3565)
"Great stay "
$69 nightly
The price is $78
Jul 29 - Jul 30
Total includes taxes and fees
Wingate by Wyndham - Orlando International Airport
Hyatt House Orlando Airport
Relax in style with a comfortable sofa and matching armchairs around a central table.

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2375)
"Great stay"
$115 nightly
The price is $130
Jul 29 - Jul 30
Total includes taxes and fees
Hyatt House Orlando Airport
Hyatt Place Orlando Airport
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and ample storage.

Hyatt Place Orlando Airport

3.0 star property
8.8 out of 10, Excellent, (1252)
"Great service, location and breakfast. "
$103 nightly
The price is $116
Jul 29 - Jul 30
Total includes taxes and fees
Hyatt Place Orlando Airport
Country Inn & Suites by Radisson, Orlando Airport, FL
Classic hotel with a covered entrance and palm trees.

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (3961)
"Great stay!!"
$79 nightly
The price is $89
Aug 25 - Aug 26
Total includes taxes and fees
Country Inn & Suites by Radisson, Orlando Airport, FL
La Quinta Inn & Suites by Wyndham Orlando Airport North
Enjoy a fully equipped kitchenette with a microwave, toaster, coffee maker, and refrigerator.

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
7.8 out of 10, Good, (7205)
"Great stay! "
$84 nightly
The price is $95
Jul 30 - Jul 31
Total includes taxes and fees
La Quinta Inn & Suites by Wyndham Orlando Airport North
Ramada by Wyndham Hotel & Water Park
Enjoy thrilling water slides and a central pool surrounded by a deck and lifeguard station.

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1394)
"Nice place to be in family "
$77 nightly
The price is $87
Jul 30 - Jul 31
Total includes taxes and fees
Ramada by Wyndham Hotel & Water Park
Wyndham Garden Orlando Airport
Relax by the pool surrounded by lush greenery and comfortable lounge seating.

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3777)
"Great stay"
$88 nightly
The price is $98
Jul 29 - Jul 30
Total includes taxes and fees
Wyndham Garden Orlando Airport
Sonesta Essential Orlando
Two single beds with white bedding and a flat-screen TV are featured in this stylish room.

Sonesta Essential Orlando

3.0 star property
7.2 out of 10, Good, (1720)
"Excellent, great hospitality from the staff"
$83 nightly
The price is $93
Jul 31 - Aug 1
Total includes taxes and fees
Sonesta Essential Orlando
The Delaney Hotel
Relax in the outdoor seating area with a sofa, coffee table, and fire feature.

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1012)
"Excellent all around place and stay "
$144 nightly
The price is $162
Aug 1 - Aug 2
Total includes taxes and fees
The Delaney Hotel
Orlando Palms Hotel
Relax in style with our outdoor seating area featuring comfortable lounge chairs and a beautifully landscaped garden.

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (1976)
"Good hotel "
$55 nightly
The price is $62
Aug 3 - Aug 4
Total includes taxes and fees
Orlando Palms Hotel
Garnet Inn & Suites, Orlando
Relax by the pool surrounded by lush gardens and palm trees.

Garnet Inn & Suites, Orlando

2.0 star property
6.8 out of 10, (2093)
"Nice place to stay near airport "
$76 nightly
The price is $84
Aug 5 - Aug 6
Total includes taxes and fees
Garnet Inn & Suites, Orlando
Rosen Shingle Creek
Relax by the pool surrounded by lounge chairs and umbrellas, with a view of the resort's distinctive building in the background.

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3953)
"Excellent hotel I love it !!"
$104 nightly
The price is $118
Aug 6 - Aug 7
Total includes taxes and fees
Rosen Shingle Creek
Alhambra Villas
Stunning hotel with modern design, surrounded by lush landscaping and a serene atmosphere.

Alhambra Villas

3.0 star property
9.0 out of 10, Wonderful, (1007)
"As always, a great hotel!"
$89 nightly
The price is $101
Jul 29 - Jul 30
Total includes taxes and fees
Alhambra Villas
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 showing landscape views
International Drive District map

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 map

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.

Universal Studios Orlando featuring signage, a city and night scenes
Florida Center map

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.

Downtown Orlando
Downtown Orlando map

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.

Reunion which includes golf and landscape views as well as a small group of people
Reunion map

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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great place. Great value. All renovated"
Denise 7-night trip
Posted 8 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/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 from $62 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.