Search Hotels in Historic Downtown Kissimmee, Orlando

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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, (128 reviews)
"Everything was excellent in this hidden gem"
United States
Claire
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

304 Lakeshore - Unit 1 and 2
2.0 star property
Historic Downtown Kissimmee
The price is Rp1.446.520
Rp3.996.600 total
includes taxes & fees
24 Feb - 25 Feb
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water
2.0 star property
Historic Downtown Kissimmee
The price is Rp1.362.420
Rp3.901.231 total
includes taxes & fees
28 Jan - 29 Jan
Super Boho - At Lake Toho's Water

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
20.4 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (5,295 reviews)
"Great stay overall"
United States
Bibi
The price is Rp1.672.749
Rp1.881.843 total
includes taxes & fees
23 Feb - 24 Feb
Ramada by Wyndham Suites Orlando Airport

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
9.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (4,372 reviews)
"Stay here a few times a year, always great! Wouldn’t stay anywhere else. "
United States
Raymond
The price is Rp874.976
Rp1.374.911 total
includes taxes & fees
25 Jan - 26 Jan
Red Lion Hotel Orlando Lake Buena Vista South

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, (2,472 reviews)
"Nice place to stay"
United States
Karla
The price is Rp873.463
Rp1.659.461 total
includes taxes & fees
27 Jan - 28 Jan
Kompose Boutique Resort at Theme Parks

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!
3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (1,119 reviews)
"Nice location to the airport and public transportation. Great food options close by also."
United States
Brandon
The price is Rp1.601.264
Rp1.801.423 total
includes taxes & fees
26 Jan - 27 Jan
La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,433 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is Rp2.274.064
Rp2.558.322 total
includes taxes & fees
8 Feb - 9 Feb
Rosen Shingle Creek

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
18.1 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (427 reviews)
"Excellent place to stay "
United States
ALEX
The price is Rp1.486.888
Rp1.672.581 total
includes taxes & fees
26 Jan - 27 Jan
Sonesta Essential Orlando Airport

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
12.8 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4,393 reviews)
"Great stay!"
Canada
Sylvie
The price is Rp1.937.664
Rp2.179.873 total
includes taxes & fees
22 Feb - 23 Feb
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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, (3,799 reviews)
"Great service at airport, clean rooms and breakfast was good."
United States
tammy
The price is Rp2.115.956
Rp2.380.451 total
includes taxes & fees
2 Feb - 3 Feb
Wingate by Wyndham - Orlando International Airport

Avanti International Resort

Avanti International Resort
4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4,421 reviews)
"Great location! "
United States
Allie
The price is Rp1.415.403
Rp1.932.933 total
includes taxes & fees
25 Jan - 26 Jan
Avanti International Resort

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, (2,920 reviews)
"Great place!"
United States
Cristian
The price is Rp2.842.580
Rp3.197.901 total
includes taxes & fees
9 Feb - 10 Feb
Hyatt House Orlando Airport

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3,391 reviews)
"Very nice clean hotel"
Canada
Magdalena
The price is Rp1.059.660
Rp1.202.713 total
includes taxes & fees
10 Feb - 11 Feb
Seasons Florida Resort

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
2.5 star property
23 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4,467 reviews)
"Amazing room and great breakfasts for the price "
United States
Christian
The price is Rp1.883.840
Rp2.119.321 total
includes taxes & fees
2 Feb - 3 Feb
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
12.9 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (3,673 reviews)
"The room was spotless, reasonably priced, had great amenities and was conveniently located to many attractions."
United States
Alrik
The price is Rp1.177.400
Rp1.892.250 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
19.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2,109 reviews)
"Great quick stay for a good value!"
United States
Pamela
The price is Rp2.102.500
Rp2.365.313 total
includes taxes & fees
27 Jan - 28 Jan
avid hotel Orlando International Airport by IHG

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
19.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1,961 reviews)
"Great hotel amazing staff "
United States
Gloria
The price is Rp1.844.313
Rp2.074.851 total
includes taxes & fees
2 Feb - 3 Feb
Cambria Hotel Orlando Airport

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
22.9 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (5,220 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is Rp1.848.182
Rp2.079.205 total
includes taxes & fees
9 Feb - 10 Feb
Home2 Suites by Hilton Orlando at Flamingo Crossings

Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
19 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1,887 reviews)
"Great hotel."
Canada
Rory
The price is Rp2.273.223
Rp2.557.376 total
includes taxes & fees
26 Jan - 27 Jan
Holiday Inn Express Orlando International Airport by IHG
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.

Florida Center

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

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.

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 76 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.