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

Hotels in Historic Downtown Kissimmee

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Star rating

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 S$154
includes taxes & fees
8 Jul - 9 Jul
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 S$376
includes taxes & fees
7 Jul - 8 Jul
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 S$398
includes taxes & fees
4 Aug - 5 Aug
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 S$337
includes taxes & fees
7 Jul - 8 Jul
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 S$426
includes taxes & fees
17 Jul - 18 Jul
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 S$575
includes taxes & fees
17 Jul - 18 Jul
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 S$410
includes taxes & fees
3 Aug - 4 Aug
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, (4,690 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is S$119
includes taxes & fees
7 Jul - 8 Jul
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, (1,744 reviews)
"Breakfast was great Clean room Good location"
Canada
Tracy
The price is S$119
includes taxes & fees
4 Aug - 5 Aug
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, (2,264 reviews)
"great price for the stay and location"
United States
Robert
The price is S$107
includes taxes & fees
16 Jul - 17 Jul
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, (1,986 reviews)
"Great place to stay"
United States
Idoel
The price is S$160
includes taxes & fees
20 Jul - 21 Jul
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, (5,115 reviews)
"Excelente hotel"
United States
Rene
The price is S$95
includes taxes & fees
2 Aug - 3 Aug
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, (4,274 reviews)
"great stay , convenient location"
United States
RICHARD
The price is S$275
includes taxes & fees
6 Jul - 7 Jul
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, (2,751 reviews)
"Great stay."
United States
Jose
The price is S$136
includes taxes & fees
12 Jul - 13 Jul
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, (3,033 reviews)
"Very close to the airport and affordable for a quick stay or vacation:)"
United States
Mickala
The price is S$76
includes taxes & fees
27 Jul - 28 Jul
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, (213 reviews)
"Love staying there..will definitely be back."
Canada
hilary
The price is S$151
includes taxes & fees
20 Jul - 21 Jul
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, (602 reviews)
"Great location!"
United States
Mark
The price is S$124
includes taxes & fees
2 Aug - 3 Aug
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, (4,673 reviews)
"Clean rooms and great breakfast"
United States
Rebecca
The price is S$108
includes taxes & fees
26 Jul - 27 Jul
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, (2,147 reviews)
"Great breakfast and very clean spacious rooms"
United States
Melissa
The price is S$104
includes taxes & fees
13 Jul - 14 Jul
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, (6,942 reviews)
"Great stay"
United States
Dianelly
The price is S$143
includes taxes & fees
22 Jul - 23 Jul
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 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

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Reunion

The top golf courses and fun-filled water parks 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

Ample dining options and top 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

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Top Historic Downtown Kissimmee Hotel Reviews

Frequently asked questions

What is Historic Downtown Kissimmee like?
Historic Downtown Kissimmee is a neighbourhood that people enjoy for its major shopping area. Make sure that you visit 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 be able to find in the Historic Downtown Kissimmee area?
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 accommodation options to choose from.
If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?
Yes! The majority of hotel bookings are fully refundable if cancelled before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you may still be able to cancel and get a refund within 24 hours of booking. Put your dates in and click on "Search", then filter by "fully refundable" to get the top deals on offer in Historic Downtown Kissimmee.
What is there to do around this Kissimmee neighbourhood?
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 neighbourhood. 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, make sure that you visit other sights such as 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.

Explore a world of travel with Expedia