Find hotels in Historic Downtown Kissimmee from $53

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Discover 53,855 Historic Downtown Kissimmee hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1143)
"The only issue was that I called to service my room 2 days before my last day and for 12pm but nothing was done so I have to grab toilet paper and towels from lobby "
The price is $76
$119 total
includes taxes & fees
Jun 2 - Jun 3
Flamingo Waterpark Resort
Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1002)
"The property has been going thru renovations, and although they have a little more to do ( example- check in motel Lobby building) The reviews I read online were very accurate The property is a great place to stay, rooms were great, beds newer, comfy, etc. stayed here because of the great ratings, given, it did not disappoint. Compared to other property’s in Kissimmee and Orlando, with their issue’s worth the extra drive to go a bit further for the peace of mind. The area, and business’s in ...
The price is $67
$76 total
includes taxes & fees
May 30 - May 31
Park Royal Orlando
Exterior
Hampton Inn Kissimmee North
2.5 star property
9.6 out of 10, Exceptional, (135)
"Clean and quiet "
The price is $127
$144 total
includes taxes & fees
May 27 - May 28
Hampton Inn Kissimmee North
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In-room dining
Stayable Kissimmee East
3.0 star property
6.0 out of 10, (1000)
"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 $61
$70 total
includes taxes & fees
Jun 6 - Jun 7
Stayable Kissimmee East
Exterior
Our luxurious and comfortable villa offers everything your heart desires
8.4 out of 10, Very Good, (158)
"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
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
Highchair
Orlando Home w/ Lake View, Pool & Game Room!
9.2 out of 10, Wonderful, (35)
"perfect place no issues"
Orlando Home w/ Lake View, Pool & Game Room!
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 $85
$227 total
includes taxes & fees
May 20 - May 21
Caribbean Villa
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
May 20 - May 21
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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.
Property grounds
SOLO Tiny house
10.0 out of 10, Exceptional, (32)
"I wish I had a dollar for every time my wife said, “It’s so cute!” The setting was relaxing, bed was comfortable, shower was very nice, and the host was most friendly and accommodating. To be fair to any potential renter, we did not spend much time in the tiny house as we had other obligations. Understand, the word tiny means tiny. But this house was very clean and well decorated. Comfortable."
SOLO Tiny house
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!
Fridge, microwave, oven, stovetop
3 Bedroom, 2.5 Bathroom Villa with Lakeside Pool (very close to Disney and Orlando)
8.8 out of 10, Excellent, (14)
"We traveled with our family to be together and go to the theme parks. Great grandparents, grandparents, adult kids and 1st grandchild and this house was perfect. Clean, spacious, and the kitchen had everything you needed! In fact, we liked it so much we decided to extend our stay after some of the family headed back home. HIghly recommend and will stay here again."
3 Bedroom, 2.5 Bathroom Villa with Lakeside Pool (very close to Disney and Orlando)
Interior
Kissimmee Townhome ~ 15 Mi to Disney!
3.5 star property
10.0 out of 10, Exceptional, (1)
Kissimmee Townhome ~ 15 Mi to Disney!
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!
Pool
Huge, Modern, 5 - Star Studio Apartment
9.8 out of 10, Exceptional, (53)
"Nazim (Rick) was very attentive during my stay. Apartment as described, fully stocked. Great centralized location. Would definitely stay again and will recommend to others."
Huge, Modern, 5 - Star Studio Apartment
Fridge, microwave, stovetop, coffee/tea maker
Sunny Kissimmee Retreat w/ Pool, Near Disney!
9.0 out of 10, Wonderful, (90)
"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!
Iron/ironing board, WiFi, bed sheets, wheelchair access
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
9.6 out of 10, Exceptional, (12)
"The room we stayed in was pretty much exactly what we expected from the pictures and description. All the staff was very friendly, we never had any issues with our stay, and the price was much better than other places we looked at."
The price is $61
$90 total
includes taxes & fees
May 21 - May 22
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
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
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
Don't see what you're looking for?
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.

Other neighborhoods around Historic Downtown Kissimmee

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Historic Downtown Kissimmee Travel Info

Number of reviews
3,670
Location
Kissimmee, United States of America
Similar neighborhoods
Orange Lake, Solivita and Indian Wells
Accommodation
53,855 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
$127

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 Kissimmee Civic Center 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 88 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. Kissimmee Civic Center 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 Lanier's Historic Downtown Marketplace, Monument of States, and Bataan-Corregidor Memorial. While you're out sightseeing in Kissimmee, be sure to visit other sights like Osceola County Clerk of the Court 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 Inn International

Rosen Inn International

5/5 Excellent
"Property was ok. Clean. Staff very friendly. It was the other guests smoking every where and not quite sure what they were smoking. Well, I do know, just stunk up the outside."
A verified traveler from martin stayed at Rosen Inn International
Posted 15 hours ago
Rosen Inn International