Search Hotels in Historic Downtown Kissimmee, Orlando

  • 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

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Historic Downtown Kissimmee hotels

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 ฿4,016
฿10,680 total
includes taxes & fees
14 Jun - 15 Jun
Super Boho- At Lake Toho s Water Sleeps 6

Kapp and Kappy B&B

Kapp and Kappy B&B
3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (140 reviews)
"Excellent property"
United States
Maikel
The price is ฿4,759
฿5,402 total
includes taxes & fees
21 May - 22 May
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
8.0 out of 10, Very good, (1 review)
"Nice and cozy, near everything "
United States
derek
The price is ฿3,069
฿8,054 total
includes taxes & fees
14 Jun - 15 Jun
Super Boho - At Lake Toho's Water

Super Boho Waterfront Retreat w Fishing Views

Super Boho Waterfront Retreat w Fishing Views
2.0 star property
Historic Downtown Kissimmee
The price is ฿3,987
฿10,647 total
includes taxes & fees
19 May - 20 May
Super Boho Waterfront Retreat w Fishing Views

Lake Toho Parks Pool Fishing Sleeps 8

Lake Toho Parks Pool Fishing Sleeps 8
2.0 star property
Historic Downtown Kissimmee
The price is ฿5,175
฿15,056 total
includes taxes & fees
19 May - 20 May
Lake Toho Parks Pool Fishing Sleeps 8

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 ฿4,429
฿11,149 total
includes taxes & fees
25 May - 26 May
Boho Lake Fishing Civic Center More

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, (4,052 reviews)
"The breakfast and pool was great"
United States
Emmanuelle
The price is ฿902
฿2,469 total
includes taxes & fees
20 May - 21 May
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, (1,393 reviews)
"Excellent place to stay , come back "
United States
Jeannette
The price is ฿2,750
฿3,093 total
includes taxes & fees
21 May - 22 May
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, (1,969 reviews)
"Pretty good stay overall would come back for sure"
United States
Rahmel
The price is ฿2,455
฿2,762 total
includes taxes & fees
9 Jun - 10 Jun
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, (1,815 reviews)
"The best the hotel was so so ver clean had a great stay "
United States
Kayanna
The price is ฿3,102
฿3,489 total
includes taxes & fees
31 May - 1 Jun
Hyatt House Orlando International Drive

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16.2 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (2,817 reviews)
"Fantastic hotel at a fantastic price and location"
United States
Issac
The price is ฿2,005
฿2,645 total
includes taxes & fees
26 May - 27 May
Orlando Palms Hotel

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,796 reviews)
"Great golf resort , great food "
United States
David
The price is ฿3,892
฿4,378 total
includes taxes & fees
26 May - 27 May
Rosen Shingle Creek

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
21.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,976 reviews)
"Breakfast was good , we love the waffle"
United States
Ana
The price is ฿2,733
฿3,074 total
includes taxes & fees
20 May - 21 May
Wingate by Wyndham - Orlando International Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.4 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5,726 reviews)
"Nice clean friendly hotel"
Canada
cindy
The price is ฿3,232
฿3,636 total
includes taxes & fees
19 May - 20 May
Ramada by Wyndham Suites Orlando Airport

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
16.5 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (6,475 reviews)
"Great stay"
United States
Hector
The price is ฿3,184
฿4,683 total
includes taxes & fees
21 May - 22 May
Westgate Lakes Resort & Spa Universal Studios Area

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
18.4 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (4,065 reviews)
"Great place to stay. "
United States
scott
The price is ฿3,526
฿3,967 total
includes taxes & fees
19 May - 20 May
Wyndham Garden Orlando 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, (2,674 reviews)
"Very clean and kind staff good breakfast"
United States
Brittany
The price is ฿3,320
฿3,735 total
includes taxes & fees
24 May - 25 May
Hampton Inn & Suites Orlando Airport @ Gateway Village

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, (4,169 reviews)
"Excellent stay"
United States
Clint
The price is ฿6,497
฿7,310 total
includes taxes & fees
25 May - 26 May
Hyatt Regency Orlando International Airport

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
8.4 out of 10, Very good, (6,925 reviews)
"Great hotel!"
United States
Vanessa
The price is ฿3,497
฿3,934 total
includes taxes & fees
25 May - 26 May
DoubleTree by Hilton at the Entrance to Universal Orlando

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
20.3 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (3,007 reviews)
"Nice place to stay"
United States
LaToya
The price is ฿3,559
฿4,004 total
includes taxes & fees
7 Jun - 8 Jun
Hyatt House Orlando Airport
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.

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.

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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

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.