Historic Downtown Kissimmee Hotels, Orlando

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3 Oct - 4 Oct
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4 Oct - 5 Oct
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3 Oct - 5 Oct
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10 Oct - 12 Oct

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53594 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$301
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$393
includes taxes & fees
3 Nov - 4 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, (1004)
"great restaurant and even better rooms!"
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, (1484)
"Excellent place for familys"
The price is AU$105
includes taxes & fees
27 Oct - 28 Oct
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, (8571)
"Great place to stay!!!"
The price is AU$356
includes taxes & fees
5 Oct - 6 Oct
The Grove Resort & Water Park Orlando
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, (4922)
"Awesome hotel!"
The price is AU$135
includes taxes & fees
19 Oct - 20 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, (3676)
"My stay was very comfortable, I enjoyed the continental breakfast very much."
The price is AU$131
includes taxes & fees
7 Oct - 8 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, (1447)
"Great resort ,highly recommend!!!"
The price is AU$124
includes taxes & fees
28 Oct - 29 Oct
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, (2766)
"Great property to stay with family while visiting the parks"
The price is AU$129
includes taxes & fees
27 Oct - 28 Oct
SPOT X Hotel Orlando/Intl Dr by The Red Collection
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, (961)
"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 AU$137
includes taxes & fees
6 Oct - 7 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, (6694)
"Clean room and staff was very friendly"
The price is AU$152
includes taxes & fees
2 Nov - 3 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
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, (4089)
"Property was just what we needed, clean and very pleasant staff."
The price is AU$104
includes taxes & fees
27 Oct - 28 Oct
Country Inn & Suites by Radisson, Orlando Airport, FL
Rosen Inn International
Front of property – evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5823)
"Will stay here again!"
The price is AU$136
includes taxes & fees
2 Nov - 3 Nov
Rosen Inn International
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5450)
"We have stayed here several times, nice place friendly staff."
The price is AU$115
includes taxes & fees
6 Oct - 7 Oct
Rosen Inn Lake Buena Vista
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, (2241)
"Great stay, close to all attractions and very quiet."
The price is AU$271
includes taxes & fees
5 Oct - 6 Oct
Hyatt Regency Grand Cypress
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3168)
"Great place to stay. "
The price is AU$85
includes taxes & fees
6 Oct - 7 Oct
Seasons Florida Resort
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, (4037)
"Great resort vibes while being close to the parks and other tourist places. "
The price is AU$151
includes taxes & fees
11 Oct - 12 Oct
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, (3837)
"Great stay!"
The price is AU$136
includes taxes & fees
6 Oct - 7 Oct
Wyndham Garden Orlando Airport
Caribe Royale Orlando
Sports court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4428)
"Great place to stay"
The price is AU$370
includes taxes & fees
11 Oct - 12 Oct
Caribe Royale Orlando
Lake Nona Wave Hotel
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1001)
"Love this place!"
The price is AU$411
includes taxes & fees
5 Oct - 6 Oct
Lake Nona Wave Hotel
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

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.

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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Great for families "
jordan 2-night trip
Posted 2 days ago
Universal's Cabana Bay Beach Resort

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 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia