Historic Downtown Kissimmee Hotels, Orlando

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16 Aug - 17 Aug
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17 Aug - 18 Aug
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22 Aug - 24 Aug
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29 Aug - 31 Aug

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52371 Cheap Hotels in Historic Downtown Kissimmee - Specials, Reviews, & Last Minute Deals

Kapp and Kappy B&B
Porch

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 AU$297
includes taxes & fees
17 Aug - 18 Aug
Kapp and Kappy B&B
304 Lakeshore - Unit 1 and 2
Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is AU$402
includes taxes & fees
9 Sept - 10 Sept
304 Lakeshore - Unit 1 and 2
Super Boho - At Lake Toho's Water
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is AU$386
includes taxes & fees
19 Aug - 20 Aug
Super Boho - At Lake Toho's Water
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1000)
"Excelente, buen hotel"
The Delaney Hotel
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1429)
"Excellent place for familys"
The price is AU$134
includes taxes & fees
19 Aug - 20 Aug
Ramada by Wyndham Hotel & Water Park
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8340)
"Was an amazing stay definitely would recommend it"
The price is AU$310
includes taxes & fees
17 Aug - 18 Aug
The Grove Resort & Water Park Orlando
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very good, (805)
"The hotel was amazing! "
The price is AU$129
includes taxes & fees
2 Sept - 3 Sept
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Wingate by Wyndham - Orlando International Airport
Pillow-top beds, in-room safe, desk, blackout curtains

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3548)
"The hotel was very clean, the staff were friendly and knowledgeable about the hotel and area"
The price is AU$129
includes taxes & fees
18 Aug - 19 Aug
Wingate by Wyndham - Orlando International Airport
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1032)
"Great place to stay "
The price is AU$121
includes taxes & fees
26 Aug - 27 Aug
Kompose Boutique Resort at Theme Parks
Ramada by Wyndham Suites Orlando Airport
Premium bedding, in-room safe, desk, blackout curtains

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very good, (4717)
"Perfect spot to stay close to the airport!"
The price is AU$154
includes taxes & fees
17 Aug - 18 Aug
Ramada by Wyndham Suites Orlando Airport
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6528)
"Nice, friendly, and comfortable place to stay "
The price is AU$160
includes taxes & fees
10 Sept - 11 Sept
DoubleTree by Hilton at the Entrance to Universal Orlando
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property - evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2664)
"It was a very pleasant stay"
The price is AU$131
includes taxes & fees
19 Aug - 20 Aug
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.0 out of 10, Good, (3977)
"Second time staying here and both times were great. "
The price is AU$228
includes taxes & fees
19 Aug - 20 Aug
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Club Vacations at Orange Lake Resort by IHG
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.8 out of 10, Excellent, (2325)
"Great place to stay can’t wait to go back"
The price is AU$239
includes taxes & fees
18 Aug - 19 Aug
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (3988)
"Great stay!!"
The price is AU$132
includes taxes & fees
1 Sept - 2 Sept
Country Inn & Suites by Radisson, Orlando Airport, FL
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2219)
"Amazing place to stay "
The price is AU$310
includes taxes & fees
24 Aug - 25 Aug
Hyatt Regency Grand Cypress
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3963)
"Great stay!"
The price is AU$179
includes taxes & fees
7 Sept - 8 Sept
Rosen Shingle Creek
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3775)
"I enjoy really enjoyed the stay staff was friendly restaurant food was really good"
The price is AU$155
includes taxes & fees
17 Aug - 18 Aug
Wyndham Garden Orlando Airport
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5733)
"Excellent hotel "
The price is AU$131
includes taxes & fees
17 Aug - 18 Aug
Rosen Inn International
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4335)
"Great stay "
The price is AU$341
includes taxes & fees
31 Aug - 1 Sept
Caribe Royale 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.
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Our guide on where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most.
International Drive District map

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 at ICON Park while you're exploring the neighbourhood.

Magic Kingdom® Theme Park featuring rides and interior views as well as a couple
Photo by ©Disney
Open Photo by ©Disney
Bay Lake map

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 map

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 Church Street Station 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® which includes a city, night scenes and signage
Florida Center map

Florida Center

2 out of top 10 points of interest in this area

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

Reunion map

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.

Top Historic Downtown Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"good"
changyue 1-night trip
Posted 14 hours ago
Kompose Boutique Resort at Theme Parks

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 85 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 First United Methodist Church are also a couple of places to visit in the neighbourhood. A few places to visit in the area around Historic Downtown Kissimmee include Kissimmee Civic Center, Lanier's Historic Downtown Marketplace and Monument of States. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Bataan-Corregidor Memorial or Brinson Park.

How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?

To venture out of town, take a train from Kissimmee Station.