Search Hotels in Historic Downtown Kissimmee, Orlando

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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Porch
Kapp and Kappy B&B

Kapp and Kappy B&B

3.5 star property
Historic Downtown Kissimmee
9.8 out of 10, Exceptional, (125)
"Friendly host. Felt like home. "
Canada
Gordon
The price is 3.274.424 ₫
3.716.251 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Kapp and Kappy B&B
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water

2.0 star property
Historic Downtown Kissimmee
The price is 3.005.268 ₫
7.101.659 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Super Boho - At Lake Toho's Water
Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
26 km from Historic Downtown Kissimmee
9.6 out of 10, Exceptional, (1004)
"All around wonderful stay"
United States
Caleb
The Delaney Hotel
6 outdoor pools, free pool cabanas, pool umbrellas
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, (3969)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is 2.615.110 ₫
2.941.998 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
25.2 km from Historic Downtown Kissimmee
8.0 out of 10, Very good, (8769)
"Great stay"
United States
Breanna
The price is 3.927.938 ₫
5.872.135 ₫ total
includes taxes & fees
23 Nov - 24 Nov
The Grove Resort & Water Park Orlando
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
20.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5108)
"Great place to stay close to airport "
United States
Rebekah
The price is 1.792.616 ₫
2.016.693 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Ramada by Wyndham Suites Orlando Airport
Outdoor pool, pool umbrellas, pool loungers
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, (1812)
"Great stay."
United States
Jasmin
The price is 1.251.931 ₫
2.468.010 ₫ total
includes taxes & fees
1 Dec - 2 Dec
Kompose Boutique Resort at Theme Parks
Property grounds
SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
13.3 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (2894)
"One of the best hotel!"
United States
Li
The price is 1.642.089 ₫
2.321.701 ₫ total
includes taxes & fees
26 Nov - 27 Nov
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Pillow-top beds, in-room safe, desk, blackout curtains
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, (3716)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is 1.971.878 ₫
2.218.363 ₫ total
includes taxes & fees
24 Nov - 25 Nov
Wingate by Wyndham - Orlando International Airport
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
25.6 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (1034)
"Great room great breakfast"
United States
Kelly
The price is 2.442.439 ₫
2.711.108 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
25.6 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (2065)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is 2.632.140 ₫
3.799.531 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Summer Bay Orlando by Exploria Resorts
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
14.9 km from Historic Downtown Kissimmee
9.4 out of 10, Exceptional, (4261)
"Great resort "
United States
Camille
The price is 2.931.454 ₫
3.297.886 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Rosen Shingle Creek
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
14.3 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (2289)
"Rooms were a nice size and clean, we enjoyed the property grounds and overall atmosphere of the hotel."
United States
Casey
The price is 4.152.015 ₫
6.153.879 ₫ total
includes taxes & fees
29 Nov - 30 Nov
Hyatt Regency Grand Cypress
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
20.6 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4248)
"We had a great stay. The room, breakfast, and staff were great. "
United States
Jeidyn
The price is 1.849.584 ₫
2.080.782 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Country Inn & Suites by Radisson, Orlando Airport, FL
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
21.1 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (6879)
"Great stay "
United States
Anthony
The price is 2.356.236 ₫
2.650.764 ₫ total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool, free pool cabanas, pool umbrellas
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG

Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG

3.0 star property
13.4 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (1662)
"Good place to stay "
United States
Arturo
The price is 2.193.318 ₫
2.467.483 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
Front of property – evening/night
Rosen Inn International

Rosen Inn International

3.0 star property
18.8 km from Historic Downtown Kissimmee
8.4 out of 10, Very good, (5892)
"Close to all attractions "
United States
JoAnn
The price is 2.108.696 ₫
2.372.316 ₫ total
includes taxes & fees
26 Nov - 27 Nov
Rosen Inn International
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 star property
13.7 km from Historic Downtown Kissimmee
8.6 out of 10, Excellent, (5586)
"Amazing stay "
United States
Elsy
The price is 2.066.517 ₫
2.324.601 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Rosen Inn Lake Buena Vista
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
11 km from Historic Downtown Kissimmee
9.2 out of 10, Wonderful, (4501)
"Hotel was very clean, staff was super friendly, a lot of food options!"
United States
Justin
The price is 4.718.798 ₫
6.435.623 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Caribe Royale Orlando
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
7.2 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (3245)
"Staff nice , nice room for price ! "
United States
Paris
The price is 1.601.491 ₫
1.817.693 ₫ total
includes taxes & fees
23 Nov - 24 Nov
Seasons Florida Resort
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.
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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 Pointe Orlando or Aquatica while you're exploring the neighbourhood.

Magic Kingdom® Theme Park showing interior views and rides as well as a couple
Photo by ©Disney
Open Photo by ©Disney

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.

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.

Universal Studios Florida® featuring night scenes, a city and signage

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.

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 81 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.