Orlando Hotel Guide. Hotels in Historic Downtown Kissimmee, Orlando, United States of America

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5 Nov - 6 Nov
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6 Nov - 7 Nov
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7 Nov - 9 Nov
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14 Nov - 16 Nov

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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Porch
Kapp and Kappy B&B
Kapp and Kappy B&B
3.5 star property
9.8 out of 10, Exceptional, (124)
"Only B&B in Kissimmee. Owners were excellent. Enjoyed talking to them each morning over a great breakfast. Would definitely go back. "
United States
John
The price is €157
includes taxes & fees
9 Nov - 10 Nov
Kapp and Kappy B&B
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen
Super Boho - At Lake Toho's Water
Super Boho - At Lake Toho's Water
2.0 star property
Super Boho - At Lake Toho's Water
Terrace/patio
The Delaney Hotel
The Delaney Hotel
3.5 star property
9.6 out of 10, Exceptional, (1002)
"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
9.4 out of 10, Exceptional, (3844)
"Great resort and amenities!"
United States
Rearco
The price is €72
includes taxes & fees
30 Nov - 1 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Aerial view
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4.0 star property
8.0 out of 10, Very good, (8728)
"Great place to stay!!!"
United States
Darick
The price is €200
includes taxes & fees
1 Dec - 2 Dec
The Grove Resort & Water Park 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
8.2 out of 10, Very good, (5034)
"Great stay!"
Canada
Sherry
The price is €78
includes taxes & fees
24 Nov - 25 Nov
Ramada by Wyndham Suites Orlando Airport
Outdoor pool, pool umbrellas, pool loungers
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
3.0 star property
9.4 out of 10, Exceptional, (1690)
"Great place to stay"
United States
Maribel
The price is €61
includes taxes & fees
1 Dec - 2 Dec
Kompose Boutique Resort at Theme Parks
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
8.8 out of 10, Excellent, (3737)
"Room was spotless, very nice! We will for sure stay there again. "
United States
Debra
The price is €84
includes taxes & fees
17 Nov - 18 Nov
Wingate by Wyndham - Orlando International Airport
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL
Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
7.8 out of 10, Good, (4211)
"Great location"
United States
Antrena
The price is €62
includes taxes & fees
2 Dec - 3 Dec
Country Inn & Suites by Radisson, Orlando Airport, FL
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)
Hyatt Regency Grand Cypress
Hyatt Regency Grand Cypress
4.0 star property
9.2 out of 10, Wonderful, (2267)
"Great stay!"
United States
Rachana
The price is €205
includes taxes & fees
14 Nov - 15 Nov
Hyatt Regency Grand Cypress
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.8 out of 10, Excellent, (2066)
"We loved our stay here. "
Canada
Andrew
The price is €129
includes taxes & fees
16 Nov - 17 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
8.4 out of 10, Very good, (998)
"The breakfast was good and the fresh cinnamon buns was also excellent. "
United States
Rena
The price is €85
includes taxes & fees
6 Nov - 7 Nov
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Outdoor pool, free pool cabanas, pool umbrellas
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
3.0 star property
9.0 out of 10, Wonderful, (1628)
"Good place to stay "
United States
Arturo
The price is €85
includes taxes & fees
23 Nov - 24 Nov
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4133)
"Always a great experience when we stay here. "
United States
Marla
The price is €105
includes taxes & fees
15 Nov - 16 Nov
Rosen Shingle Creek
View from room
Rosen Inn Lake Buena Vista
Rosen Inn Lake Buena Vista
3.5 star property
8.6 out of 10, Excellent, (5518)
"Beautiful resort with many amenities, great staff, spacious rooms."
United States
Karen
The price is €77
includes taxes & fees
10 Nov - 11 Nov
Rosen Inn Lake Buena Vista
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very good, (6905)
"Great stay "
United States
Anthony
The price is €95
includes taxes & fees
17 Nov - 18 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
Front of property – evening/night
Rosen Inn International
Rosen Inn International
3.0 star property
8.4 out of 10, Very good, (5860)
"Everything was perfect !!!!"
United States
Kelly
The price is €78
includes taxes & fees
12 Nov - 13 Nov
Rosen Inn International
Sports court
Caribe Royale Orlando
Caribe Royale Orlando
4.5 star property
9.2 out of 10, Wonderful, (4471)
"our stay was great"
United States
Floyd
The price is €173
includes taxes & fees
25 Nov - 26 Nov
Caribe Royale Orlando
Lobby lounge
Aloft Orlando Lake Buena Vista
Aloft Orlando Lake Buena Vista
3.0 star property
8.8 out of 10, Excellent, (1843)
"Great stay "
United States
Melissa
The price is €69
includes taxes & fees
23 Nov - 24 Nov
Aloft Orlando Lake Buena Vista
Property grounds
Seasons Florida Resort
Seasons Florida Resort
2.0 star property
8.8 out of 10, Excellent, (3201)
"Clean, nice pool, friendly staff. "
Canada
Mihai Adrian
The price is €60
includes taxes & fees
6 Nov - 7 Nov
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. 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.

Universal Studios Florida® which includes signage, night scenes and a city

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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The staff was over the top amazing. Anything we needed they helped with. Our car even needed a jump and multiple staff members helped us with our rental and got it up and running. "
Caitlin 3-night trip
Posted 2 days ago
CoCo Key Hotel and Water Resort 

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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.