Find hotels in Historic Downtown Kissimmee from $53

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Discover 52,823 Historic Downtown Kissimmee hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Flamingo Waterpark Resort
Water park
Flamingo Waterpark Resort
3.0 star property
6.8 out of 10, (1162)
"Good hotel, water park really fun, need a little work but is fun!!!"
The price is $76
$119 total
includes taxes & fees
Jun 16 - Jun 17
Flamingo Waterpark Resort
Park Royal Orlando
Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1002)
"."
The price is $76
$86 total
includes taxes & fees
Jul 1 - Jul 2
Park Royal Orlando
Hampton Inn Kissimmee North
Exterior
Hampton Inn Kissimmee North
2.5 star property
9.6 out of 10, Exceptional, (142)
"Very nice place "
The price is $131
$148 total
includes taxes & fees
Jun 4 - Jun 5
Hampton Inn Kissimmee North
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Stayable Kissimmee East
In-room dining
Stayable Kissimmee East
3.0 star property
6.0 out of 10, (1002)
"Everything was great except for the TV did not work half the time. Week signal so wifi didnt work at night. Other than that ..nice big room. Clean bathroom. Kitchen area."
The price is $54
$62 total
includes taxes & fees
Jun 9 - Jun 10
Stayable Kissimmee East
Our luxurious and comfortable villa offers everything your heart desires
Exterior
Our luxurious and comfortable villa offers everything your heart desires
8.4 out of 10, Very Good, (159)
"Location and size of home was great for average size family. Shopping was easy and close. I would stay here again. "
Our luxurious and comfortable villa offers everything your heart desires
Family Vacation Home, Water Park, Endless Resort Amenities
Exterior
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
9.0 out of 10, Wonderful, (24)
"My entire family enjoyed our stay. The unit was spacious, comfortable, clean, and well equipped. The resort amenities kept the kids busy. The resort staff and security were friendly and helpful."
Family Vacation Home, Water Park, Endless Resort Amenities
Orlando Home w/ Lake View, Pool & Game Room!
Highchair
Orlando Home w/ Lake View, Pool & Game Room!
9.4 out of 10, Exceptional, (36)
"Enjoyed the house. Bar soap, tissues and kitchen towels should be provided. Also, access to free television stations without having to subscribe to an internet account."
Orlando Home w/ Lake View, Pool & Game Room!
Caribbean Villa
Exterior
Caribbean Villa
9.8 out of 10, Exceptional, (12)
"Stay was nice, close to stores and easy drive to Disney. Would stay again."
The price is $95
$242 total
includes taxes & fees
Jun 6 - Jun 7
Caribbean Villa
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
Iron/ironing board, internet, bed sheets, wheelchair access
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
9.2 out of 10, Wonderful, (12)
"We drove 15 hours to go to Disney and needed a one night recharge before our adventure began. This was very well located for both Disney and dinner after a long day, and a perfect place for us to sleep."
The price is $53
$81 total
includes taxes & fees
Jun 2 - Jun 3
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
Cozy Queen Bedroom near to MCO, Conventions C. Parks, Shopping area and more.
Pool
Cozy Queen Bedroom near to MCO, Conventions C. Parks, Shopping area and more.
8.4 out of 10, Very Good, (5)
"We enjoyed the room and the hostess!"
Cozy Queen Bedroom near to MCO, Conventions C. Parks, Shopping area and more.
SOLO Tiny house
Property grounds
SOLO Tiny house
10.0 out of 10, Exceptional, (33)
"SOLO Tiny House was the perfect size for my stay in Kissimmee to visit with my daughter and family. It is a little gem on a quiet private lot. I found everything I needed and it was fresh and clean. Best of all the owner Gloria treated me like family! I look forward to coming back on my next visit."
SOLO Tiny house
Cozy Tiny Home Near Disney World & Orlando Parks!
Fridge, microwave, oven, stovetop
Cozy Tiny Home Near Disney World & Orlando Parks!
8.0 out of 10, Very Good, (9)
"I really liked the location and the size of the cottage but people should not have to pay to stay with roaches, i dont live with them and i dont want to travel a 1000 miles to stay with them"
Cozy Tiny Home Near Disney World & Orlando Parks!
3 Bedroom, 2.5 Bathroom Villa with Lakeside Pool (very close to Disney and Orlando)
A heated pool
3 Bedroom, 2.5 Bathroom Villa with Lakeside Pool (very close to Disney and Orlando)
8.8 out of 10, Excellent, (15)
"Very clean and also easy check in so was very impressed overall and will definitely be back in the future. Would very much recommend if your coming for theme parks as was only about 25 mins drive away."
3 Bedroom, 2.5 Bathroom Villa with Lakeside Pool (very close to Disney and Orlando)
Kissimmee Townhome ~ 15 Mi to Disney!
Interior
Kissimmee Townhome ~ 15 Mi to Disney!
3.5 star property
10.0 out of 10, Exceptional, (1)
Kissimmee Townhome ~ 15 Mi to Disney!
Large Modern 4 Bed 3 Bath Home! Heated Private Pool! Close to Attractions!
Outdoor pool, a heated pool
Large Modern 4 Bed 3 Bath Home! Heated Private Pool! Close to Attractions!
8.6 out of 10, Excellent, (7)
"The house is very nice and the owners are very responsive to answer questions and correct any issues."
Large Modern 4 Bed 3 Bath Home! Heated Private Pool! Close to Attractions!
Huge, Modern, 5 - Star Studio Apartment
Pool
Huge, Modern, 5 - Star Studio Apartment
9.8 out of 10, Exceptional, (55)
"Rick and Betty were great hosts. Place was as described. No stairs!! Very quite and safe neighborhood. Very clean! Enjoyed our time."
Huge, Modern, 5 - Star Studio Apartment
Sunny Kissimmee Retreat w/ Pool, Near Disney!
Fridge, microwave, stovetop, coffee/tea maker
Sunny Kissimmee Retreat w/ Pool, Near Disney!
8.8 out of 10, Excellent, (91)
"This home was in a quiet neighborhood and within 20 minutes from Disney World, the mall, grocery stores. It was very convenient."
Sunny Kissimmee Retreat w/ Pool, Near Disney!
Blue Sky Hideway
House, Multiple Beds, Kitchen, Garden View | Private kitchen | Fridge, microwave, oven, stovetop
Blue Sky Hideway
4.0 star property
9.2 out of 10, Wonderful, (5)
"Beautiful house, very clean had a great stay while on business. "
Blue Sky Hideway
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
Luxury Villa, 4 Bedrooms, Pool Access | Courtyard view
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
5.0 star property
6.0 out of 10, (4)
"One of the toilets was broken, a fan was broken and we weren’t left with anything to maintain the cleanliness of the home while we were there for two weeks. The location was great and it was a perfect size home for my family. "
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
Family Retreat near Disney with Pool & Hot Tub! by RedAwning
Villa, 4 Bedrooms | Pool | Outdoor pool, a heated pool
Family Retreat near Disney with Pool & Hot Tub! by RedAwning
3.0 star property
Family Retreat near Disney with Pool & Hot Tub! by RedAwning
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See all available properties in Historic Downtown Kissimmee
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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Historic Downtown Kissimmee Travel Info

Number of reviews
3,625
Location
Kissimmee, United States of America
Similar neighborhoods
Orange Lake, Solivita and Indian Wells
Accommodation
52,823 hotels
Known landmarks
Kissimmee Air Museum, Skate Reflections and AMF Bowling Center
Hotels with entertainment
Vivo Flex Living Kissimmee, 4714 - 5 Bedroom Pool Home in Storey Lake Resort Under 10 Minutes to Disney and Sonoma Resort
Known for
Shopping and dining
Lowest price
$53
Highest price
$131

Frequently asked questions

What is Historic Downtown Kissimmee like?

Historic Downtown Kissimmee is a neighborhood that people enjoy for its major shopping area. Be sure to check out Kissimmee Lakefront Park and Osceola County Clerk of the Court 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 find in Historic Downtown Kissimmee?

If you're searching for places to stay in Kissimmee, Expedia has something to meet your needs with 91 Historic Downtown Kissimmee hotels and other accommodations to choose from.

If I need to cancel my hotel reservation in Historic Downtown Kissimmee, will I receive a refund?

Yes! You'll find that most hotel bookings are refundable if you cancel before the hotel’s cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, you might still have the option to cancel and receive a refund within 24 hours of booking. Enter your dates, click on "Search", then you can filter by "fully refundable" to get the best deals available in Historic Downtown Kissimmee.

Where can I learn more about changing or cancelling my trip to Historic Downtown Kissimmee?

For more details about picking new dates or cancelling your trip to Historic Downtown Kissimmee, click here.

What is there to do around this Kissimmee neighborhood?

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 First United Methodist Church are also a couple of places to visit in the neighborhood. A few places to visit in the area around Historic Downtown Kissimmee include Kissimmee Civic Center, Lanier's Historic Downtown Marketplace, and Monument of States. While you're out sightseeing in Kissimmee, be sure to visit other sights like Bataan-Corregidor Memorial or Brinson Park.

How can I get around Historic Downtown Kissimmee and the greater Kissimmee area?

To venture out of town, take a train from Kissimmee Station.

Recent reviews of Historic Downtown Kissimmee hotels

Rosen Shingle Creek

Rosen Shingle Creek

5/5 Excellent
"This was my first time staying here and it was very impressive! There were several large pools with towels provided, refillable water stations, poolside dining options, and many restaurants on the property for lunch and dinner. We enjoyed all of our meals except for one. Overall, it was an incredibly nice place to stay and relax for several days without having to leave the property. With there being a golf course, we were able to walk around the course each morning for outdoor exercise. The staff at each restaurant were extremely kind and attentive to our needs. My only suggestion would be to post a schedule of which restaurants would be open on which days. All of the dining options were not available every day so that made it difficult to plan which meal we wanted which night. If it were posted in the rooms or in common areas, that would have been a nice added touch. I would highly recommend it!"
A verified traveler stayed at Rosen Shingle Creek
Posted 7 hours ago
Rosen Shingle Creek