Hotels in Historic Downtown Kissimmee, Orlando

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27 Sept - 28 Sept
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3 Oct - 5 Oct
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Top 10 Hotels in Historic Downtown Kissimmee, Orlando

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 RM738
RM838 total
includes taxes & fees
7 Oct - 8 Oct
Kapp and Kappy B&B
Super Boho - At Lake Toho's Water
Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is RM562
RM1,229 total
includes taxes & fees
11 Oct - 12 Oct
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, (1021)
"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, (8602)
"Great place to stay!!!"
The price is RM712
RM990 total
includes taxes & fees
5 Oct - 6 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, (1486)
"Excellent place for familys"
The price is RM135
RM273 total
includes taxes & fees
30 Sept - 1 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, (4897)
"Awesome hotel!"
The price is RM315
RM354 total
includes taxes & fees
29 Sept - 30 Sept
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, (3650)
"Great stay for the weekend super close to airport and shops. "
The price is RM317
RM357 total
includes taxes & fees
1 Oct - 2 Oct
Wingate by Wyndham - Orlando International Airport
Kompose Boutique Resort at Theme Parks
1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1385)
"Great place to stay"
The price is RM243
RM326 total
includes taxes & fees
29 Sept - 30 Sept
Kompose Boutique Resort at Theme Parks
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, (5378)
"Would stay again great for families such a nice place "
The price is RM396
RM568 total
includes taxes & fees
2 Oct - 3 Oct
Westgate Lakes Resort & Spa Universal Studios Area
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, (2777)
"Great property to stay with family while visiting the parks"
The price is RM253
RM361 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
Property amenity

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
8.4 out of 10, Very good, (951)
"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 RM344
RM382 total
includes taxes & fees
9 Oct - 10 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, (6702)
"It was an amazing stay! "
The price is RM427
RM480 total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn International
Front of property – evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5814)
"Will stay here again!"
The price is RM338
RM380 total
includes taxes & fees
29 Sept - 30 Sept
Rosen Inn International
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, (2267)
"Great stay, close to all attractions and very quiet."
The price is RM460
RM755 total
includes taxes & fees
4 Oct - 5 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, (5439)
"Clean rooms very nice staff always a great stay."
The price is RM317
RM356 total
includes taxes & fees
28 Sept - 29 Sept
Rosen Inn Lake Buena Vista
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, (4069)
"Great location and amazing staff. "
The price is RM307
RM345 total
includes taxes & fees
29 Sept - 30 Sept
Country Inn & Suites by Radisson, Orlando Airport, FL
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, (4030)
"Great resort vibes while being close to the parks and other tourist places. "
The price is RM434
RM489 total
includes taxes & fees
3 Oct - 4 Oct
Rosen Shingle Creek
Caribe Royale Orlando
Sports court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4441)
"Great place to stay"
The price is RM714
RM983 total
includes taxes & fees
28 Sept - 29 Sept
Caribe Royale Orlando
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, (4215)
"Wonderful place to stay and enjoy waterpark!"
The price is RM269
RM611 total
includes taxes & fees
1 Oct - 2 Oct
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Seasons Florida Resort
Property grounds

Seasons Florida Resort

2.0 star property
8.8 out of 10, Excellent, (3162)
"Great place to stay. "
The price is RM227
RM258 total
includes taxes & fees
8 Oct - 9 Oct
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

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® 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.

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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Got upgraded to one of the timeshare apartments and lived in LUXURY for my couple day stay. Staff was very friendly and helpful. Felt very safe on the property. Rooms were beautiful and very clean I will definitely stay here again!!"
Christine 4-night trip
Posted 2 days ago
Westgate Lakes Resort & Spa Universal Studios Area

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Explore a world of travel with Expedia

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.