Historic Downtown Kissimmee Hotels, Orlando

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Tonight
12 Oct - 13 Oct
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13 Oct - 14 Oct
Next weekend
17 Oct - 19 Oct
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24 Oct - 26 Oct

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53531 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$307
includes taxes & fees
19 Oct - 20 Oct
Kapp and Kappy B&B
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$425
includes taxes & fees
4 Nov - 5 Nov
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, (1016)
"great restaurant and even better rooms!"
The Delaney Hotel
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, (8630)
"Great stay "
The price is AU$363
includes taxes & fees
21 Oct - 22 Oct
The Grove Resort & Water Park Orlando
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1496)
"Excellent place for familys"
The price is AU$100
includes taxes & fees
15 Oct - 16 Oct
Ramada by Wyndham Hotel & Water Park
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, (4971)
"Very nice stay"
The price is AU$137
includes taxes & fees
27 Oct - 28 Oct
Ramada by Wyndham Suites Orlando Airport
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, (3637)
"Great hotel"
The price is AU$130
includes taxes & fees
14 Oct - 15 Oct
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, (1511)
"Great price, convenient and lovely surroundings. "
The price is AU$120
includes taxes & fees
2 Nov - 3 Nov
Kompose Boutique Resort at Theme Parks
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, (2797)
"renovated rooms, nice staff"
The price is AU$132
includes taxes & fees
26 Oct - 27 Oct
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Westgate Lakes Resort & Spa Universal Studios Area
7 outdoor pools, pool cabanas (surcharge), pool umbrellas

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5389)
"Would stay again great for families such a nice place "
The price is AU$215
includes taxes & fees
13 Oct - 14 Oct
Westgate Lakes Resort & Spa Universal Studios Area
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, (4073)
"Clean room great beds and pillows and great breakfast"
The price is AU$106
includes taxes & fees
26 Oct - 27 Oct
Country Inn & Suites by Radisson, Orlando Airport, FL
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, (971)
"Clean rooms and everything was nice. Good breakfast as well. "
The price is AU$153
includes taxes & fees
16 Oct - 17 Oct
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (6743)
"Great stay"
The price is AU$141
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
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, (2263)
"Great stay!"
The price is AU$367
includes taxes & fees
29 Oct - 30 Oct
Hyatt Regency Grand Cypress
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5468)
"Great hotel!"
The price is AU$120
includes taxes & fees
13 Oct - 14 Oct
Rosen Inn Lake Buena Vista
Rosen Inn International
Front of property – evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5841)
"Great value and convenient location. "
The price is AU$125
includes taxes & fees
2 Nov - 3 Nov
Rosen Inn International
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3189)
"Great place to stay. "
The price is AU$96
includes taxes & fees
19 Oct - 20 Oct
Seasons Florida Resort
Hyatt Regency Orlando
2 outdoor pools, pool cabanas (surcharge), pool umbrellas

Hyatt Regency Orlando

4.5 star property
9.2 out of 10, Wonderful, (1756)
"Great place to stay "
The price is AU$345
includes taxes & fees
2 Nov - 3 Nov
Hyatt Regency Orlando
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3863)
"Clean rooms so peaceful and staff are very professional and friendly "
The price is AU$153
includes taxes & fees
14 Oct - 15 Oct
Wyndham Garden Orlando Airport
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4149)
"Great pool area especially for children. Excellent location to explore International Drive, as its really close to restaurants, icon park etc. "
Avanti International 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.
View all properties

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

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Magic Kingdom® Theme Park featuring rides and interior views 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.

Universal Studios Florida® which includes a city, night scenes 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.

Downtown Orlando

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

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

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Great hotel!"
Amanda 4-night trip
Posted 2 days ago
Rosen Inn Lake Buena Vista

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 80 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.

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