A street sign reading "Welcome to Kissimmee, Florida" with a mural of horses on a building.

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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, (142 reviews)
"Our first experience with a B&B - but won't be our last! Very cute and unique house and the host makes a great breakfast! Everything provided that you might need - including some drinks and snacks! Nice to be able to visit and get suggestions from someone who knows the area."
United States
Laura
The price is NT$3,594
NT$4,079 total
includes taxes & fees
Jul 14 - Jul 15
Kapp and Kappy B&B

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
8.0 out of 10, Very Good, (1 review)
The price is NT$3,766
NT$10,059 total
includes taxes & fees
Jul 5 - Jul 6
Super Boho Waterfront Retreat w Fishing Views

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 NT$3,304
NT$10,352 total
includes taxes & fees
Jul 19 - Jul 20
Super Boho - At Lake Toho Fishing Vintage Vibes

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 NT$2,781
NT$8,940 total
includes taxes & fees
Jul 8 - Jul 9
Super Boho- At Lake Toho s Water Sleeps 6

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 NT$3,761
NT$10,045 total
includes taxes & fees
Jul 5 - Jul 6
Boho Lake Fishing Civic Center More

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is NT$4,882
NT$14,206 total
includes taxes & fees
Jul 16 - Jul 17
Lake Toho Parks Pool Fishing Sleeps 8

Super Boho - Lake Toho Timeless Charm

Super Boho - Lake Toho Timeless Charm
2.0 star property
Historic Downtown Kissimmee
The price is NT$3,309
NT$10,365 total
includes taxes & fees
Jul 21 - Jul 22
Super Boho - Lake Toho Timeless Charm

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
18.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,683 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is NT$1,352
NT$2,947 total
includes taxes & fees
Jul 7 - Jul 8
Kompose Boutique Resort at Theme Parks

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
18.9 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (1,741 reviews)
"Breakfast was great Clean room Good location"
Canada
Tracy
The price is NT$2,954
NT$3,324 total
includes taxes & fees
Aug 3 - Aug 4
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (2,255 reviews)
"great price for the stay and location"
United States
Robert
The price is NT$2,359
NT$2,653 total
includes taxes & fees
Jul 8 - Jul 9
La Quinta Inn & Suites by Wyndham Orlando Airport

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
19.2 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (1,977 reviews)
"Great place to stay"
United States
Idoel
The price is NT$3,512
NT$3,951 total
includes taxes & fees
Jul 22 - Jul 23
Hyatt House Orlando International Drive

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (5,102 reviews)
"Excelente hotel"
United States
Rene
The price is NT$2,088
NT$2,349 total
includes taxes & fees
Jul 20 - Jul 21
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
18.2 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,268 reviews)
"great stay , convenient location"
United States
RICHARD
The price is NT$6,035
NT$6,789 total
includes taxes & fees
Jul 12 - Jul 13
Hyatt Regency Orlando International Airport

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
20.4 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (2,744 reviews)
"Great stay."
United States
Jose
The price is NT$2,850
NT$3,206 total
includes taxes & fees
Jul 6 - Jul 7
Hampton Inn & Suites Orlando Airport @ Gateway Village

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16.2 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (3,029 reviews)
"Very close to the airport and affordable for a quick stay or vacation:)"
United States
Mickala
The price is NT$1,324
NT$1,871 total
includes taxes & fees
Jul 19 - Jul 20
Orlando Palms Hotel

Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando
3.0 star property
20.9 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (209 reviews)
"Love staying there..will definitely be back."
Canada
hilary
The price is NT$3,321
NT$3,736 total
includes taxes & fees
Jul 26 - Jul 27
Courtyard by Marriott across Universal Orlando

EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
3.5 star property
19.3 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (597 reviews)
"Great location!"
United States
Mark
The price is NT$3,065
NT$3,448 total
includes taxes & fees
Jul 26 - Jul 27
EVEN Hotel Orlando International Airport by IHG

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
20.5 km from Historic Downtown Kissimmee
8.0 out of 10, Very Good, (4,680 reviews)
"Clean rooms and great breakfast"
United States
Rebecca
The price is NT$2,445
NT$2,751 total
includes taxes & fees
Jul 30 - Jul 31
Country Inn & Suites by Radisson, Orlando Airport, FL

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, (2,143 reviews)
"Great breakfast and very clean spacious rooms"
United States
Melissa
The price is NT$2,277
NT$2,561 total
includes taxes & fees
Jul 12 - Jul 13
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
21.2 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (6,936 reviews)
"Great stay"
United States
Dianelly
The price is NT$3,132
NT$3,524 total
includes taxes & fees
Jul 22 - Jul 23
DoubleTree by Hilton at the Entrance to Universal Orlando
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.

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.

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.

Top Historic Downtown Kissimmee Hotel Reviews

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out Osceola County Clerk of the Court and Lake Tohopekaliga as part of your Historic Downtown Kissimmee travel plans.
Where is the best place to stay in Historic Downtown Kissimmee?
Based on Expedia customer reviews, Kapp and Kappy B&B is the highest ranked property in Historic Downtown Kissimmee. This B&B offers free breakfast and free parking.
How many hotels will I find in Historic Downtown Kissimmee?
If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 82 Historic Downtown Kissimmee hotels and other accommodations to choose from.
If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?
Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.
Where can I learn more about changing or cancelling my trip to Historic Downtown Kissimmee?
For more details about picking new dates or cancelling your trip to Historic Downtown Kissimmee, click here.
What is there to do around this Kissimmee neighborhood?
Spend some time exploring the natural setting of Historic Downtown Kissimmee with a visit to Kissimmee Lakefront Park and Lake Tohopekaliga. Osceola County Clerk of the Court and Kissimmee Civic Center are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Violet's Venom Brewery, Monument of States, and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, be sure to visit other sights like Brinson Park or Big Toho Marina.
How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?
To venture out of town, take a train from Kissimmee Station.

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