Search Hotels in Historic Downtown Kissimmee, Orlando

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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (123)
"It was perfect for us. The hosts were very friendly and accommodating. They just opened a brewery downtown that we were able to walk to, and we had a great time there as well. Overall a great B&B."
The price is 4.627.126 ₫
5.252.085 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Kapp and Kappy B&B

Super Boho - At Lake Toho's Water

2.0 star property
The price is 2.429.076 ₫
6.453.421 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Super Boho - At Lake Toho's Water

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1021)
"great restaurant and even better rooms!"
The Delaney Hotel

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8604)
"Great place to stay!!!"
The price is 4.462.107 ₫
6.208.006 ₫ total
includes taxes & fees
28 Sept - 29 Sept
The Grove Resort & Water Park Orlando

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1487)
"Excellent place for familys"
The price is 844.896 ₫
1.708.274 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very good, (4901)
"Awesome hotel!"
The price is 1.972.304 ₫
2.218.842 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Ramada by Wyndham Suites Orlando Airport

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3653)
"Great stay for the weekend super close to airport and shops. "
The price is 1.981.545 ₫
2.229.205 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Wingate by Wyndham - Orlando International Airport

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1388)
"Great place to stay"
The price is 1.527.678 ₫
2.051.777 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Kompose Boutique Resort at Theme Parks

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5380)
"Would stay again great for families such a nice place "
The price is 2.481.882 ₫
3.563.876 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Westgate Lakes Resort & Spa Universal Studios Area

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2777)
"Great property to stay with family while visiting the parks"
The price is 1.582.596 ₫
2.255.407 ₫ total
includes taxes & fees
13 Oct - 14 Oct
SPOT X Hotel Orlando/Intl Dr by The Red Collection

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very good, (952)
"Had a great experience this weekend at the hotel and the free breakfast was good and very convenient for the family and kids. "
The price is 2.158.445 ₫
2.395.873 ₫ total
includes taxes & fees
5 Oct - 6 Oct
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6704)
"It was an amazing stay! "
The price is 2.670.663 ₫
3.004.496 ₫ total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton at the Entrance to Universal Orlando

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5815)
"Will stay here again!"
The price is 2.111.976 ₫
2.376.006 ₫ total
includes taxes & fees
29 Sept - 30 Sept
Rosen Inn International

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2267)
"Great stay, close to all attractions and very quiet."
The price is 2.877.927 ₫
4.722.969 ₫ total
includes taxes & fees
4 Oct - 5 Oct
Hyatt Regency Grand Cypress

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5439)
"Clean rooms very nice staff always a great stay."
The price is 1.985.242 ₫
2.233.430 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Rosen Inn Lake Buena Vista

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (4071)
"Great location and amazing staff. "
The price is 1.948.541 ₫
2.192.108 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Country Inn & Suites by Radisson, Orlando Airport, FL

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (4033)
"Great resort vibes while being close to the parks and other tourist places. "
The price is 2.724.790 ₫
3.065.389 ₫ total
includes taxes & fees
2 Oct - 3 Oct
Rosen Shingle Creek

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4444)
"Great place to stay"
The price is 4.462.107 ₫
6.148.597 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Caribe Royale Orlando

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (4215)
"Wonderful place to stay and enjoy waterpark!"
The price is 1.689.792 ₫
3.831.868 ₫ total
includes taxes & fees
30 Sept - 1 Oct
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3163)
"Great place to stay. "
The price is 1.425.762 ₫
1.618.241 ₫ total
includes taxes & fees
28 Sept - 29 Sept
Seasons Florida Resort
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Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.

International Drive District

Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks and popular shops. You might also want to make some time to see Aquatica or The Orlando Eye while you're exploring the neighbourhood.

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.

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Orlando City Hall might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Windsor Hills

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Top Historic Downtown Kissimmee Hotel Reviews

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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.

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 84 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.