Hotels in Historic Downtown Kissimmee

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Top 10 Hotels in Historic Downtown Kissimmee

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 S$174
includes taxes & fees
20 Nov - 21 Nov
Kapp and Kappy B&B
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 S$340
includes taxes & fees
8 Dec - 9 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, (3939)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is S$145
includes taxes & fees
14 Dec - 15 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/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, (5087)
"Great place to stay close to airport "
United States
Rebekah
The price is S$123
includes taxes & fees
24 Nov - 25 Nov
Ramada by Wyndham Suites Orlando Airport
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, (8757)
"Great stay"
United States
Breanna
The price is S$283
includes taxes & fees
20 Nov - 21 Nov
The Grove Resort & Water Park Orlando
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, (3703)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is S$131
includes taxes & fees
25 Nov - 26 Nov
Wingate by Wyndham - Orlando International Airport
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, (2063)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is S$212
includes taxes & fees
29 Nov - 30 Nov
Summer Bay Orlando by Exploria Resorts
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, (1032)
"Great room great breakfast"
United States
Kelly
The price is S$146
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (1804)
"Great stay."
United States
Jasmin
The price is S$120
includes taxes & fees
20 Nov - 21 Nov
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, (2889)
"One of the best hotel!"
United States
Li
The price is S$129
includes taxes & fees
8 Dec - 9 Dec
SPOT X Hotel Orlando/Intl Dr by The Red Collection
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, (4231)
"We had a great stay. The room, breakfast, and staff were great. "
United States
Jeidyn
The price is S$100
includes taxes & fees
9 Dec - 10 Dec
Country Inn & Suites by Radisson, Orlando Airport, FL
7 outdoor pools, pool cabanas (surcharge), pool umbrellas
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
16.5 km from Historic Downtown Kissimmee
8.2 out of 10, Very good, (5503)
"Great staff and resort"
United States
Parker
The price is S$181
includes taxes & fees
30 Nov - 1 Dec
Westgate Lakes Resort & Spa Universal Studios Area
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, (4239)
"Great resort "
United States
Camille
The price is S$130
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
14.1 km from Historic Downtown Kissimmee
8.8 out of 10, Excellent, (1868)
"Great stay"
United States
Ramprasad
The price is S$103
includes taxes & fees
23 Nov - 24 Nov
Aloft Orlando Lake Buena Vista
Free daily continental breakfast
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
20.5 km from Historic Downtown Kissimmee
7.4 out of 10, Good, (693)
"Nice rooms, comfy bed"
Canada
Dayn
The price is S$73
includes taxes & fees
2 Dec - 3 Dec
La Quinta Inn & Suites by Wyndham Orlando Airport North
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, (6864)
"Great stay "
United States
Anthony
The price is S$143
includes taxes & fees
25 Nov - 26 Nov
DoubleTree by Hilton at the Entrance to Universal 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, (3239)
"Staff nice , nice room for price ! "
United States
Paris
The price is S$83
includes taxes & fees
20 Nov - 21 Nov
Seasons Florida Resort
Outdoor pool, pool loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
18.5 km from Historic Downtown Kissimmee
9.0 out of 10, Wonderful, (3964)
"Would stay again! "
United States
Matthew
The price is S$112
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Orlando Airport
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
17.4 km from Historic Downtown Kissimmee
7.8 out of 10, Good, (4228)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is S$128
includes taxes & fees
17 Dec - 18 Dec
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.
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Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
Learn more about Historic Downtown Kissimmee

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 which includes 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

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

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

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

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"I really enjoyed my stay here. Truly a safe,clean and family friendly resort. This is my 3rd or 4th time staying here and everytime its a treat. I hate the 10am checkout and the 4pm checkin but I guess thats the same at all hotels/resorts. I requested a late checkout but was denied although the resort looked like it was pretty empty. That was disappointing but they did offer to hold my luggage. I was more interested in sleeping in at least until 11am. Great resort! I highly recommend."
Tiffany 4-night trip
Posted 2 days ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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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.
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 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.