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.

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
Interior
Kissimmee Townhome ~ 15 Mi to Disney!
3.5 star property
10.0 out of 10, Exceptional, (1)
Kissimmee Townhome ~ 15 Mi to Disney!
Fridge, microwave, oven, stovetop
W & S Beautiful Vacation Home — Private Heated Pool & Spa Near Theme Parks…
10.0 out of 10, Exceptional, (56)
"This is a great property for relaxation and family time! Loved our stay!"
W & S Beautiful Vacation Home — Private Heated Pool & Spa Near Theme Parks…
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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 21 - May 22
Caribbean Villa
Pool
Huge, Modern, 5 - Star Studio Apartment
9.8 out of 10, Exceptional, (53)
"We really enjoyed our stay. The apartment was just what we expected and was really clean and nice. Would definitely stay here again. The owner was extremely helpful at all times."
Huge, Modern, 5 - Star Studio Apartment
Property grounds
Luxury near Disney.
9.8 out of 10, Exceptional, (75)
"Loved this condo. Very clean."
Luxury near Disney.
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 28 - May 29
Hampton Inn Kissimmee North
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 $53
$81 total
includes taxes & fees
May 21 - May 22
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Iron/ironing board, internet, bed sheets, wheelchair access
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
9.6 out of 10, Exceptional, (4)
"We enjoyed our recent stay, it was perfect for me, my husband, and our daughter. Our flight arrived late but the desk had someone available who checked us in quickly even though it was the middle of the night. Housekeeping came by every day to make our beds and give us fresh towels which was amazing! The property is pretty close to the Disney parks too. My only complaint is the cleanliness upon arrival. The cabinet doors were standing open, the floors weren’t clean, and the mirrors were dirty....
The price is $53
$81 total
includes taxes & fees
May 19 - May 20
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
A heated pool
Vacation rental with a touch of Class!
9.6 out of 10, Exceptional, (62)
"It was great walking the grounds and swimming in the pool that was a short walk. The neighbors were nice and the condo had everything I needed. Patti is great she took her time to help me how to do the whole process."
Vacation rental with a touch of Class!
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!
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 19 - May 20
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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
Exterior
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
9.2 out of 10, Wonderful, (199)
"Our stay was great. Very clean and the pool was a great addition"
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
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
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!
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)
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
Villas at Seven Dwarfs - 3BR 2BA townhome in
8.6 out of 10, Excellent, (92)
"The location was great. Accommodations exactly as pictured. Very clean, lots of space for everyone to be together and bedroom layout allowed for everyone to have there own space too. Pool area also very inviting and enjoyed. My only suggestion that would make things perfect would be for the host to think of a few updates. Coffee maker drip mechanism is broken, and the mattresses in all the rooms should be upgraded. They are old spring mattresses no pillow topper, you can feel the springs. They...
Villas at Seven Dwarfs - 3BR 2BA townhome in
Iron/ironing board, internet, bed sheets, wheelchair access
Family-friendly Room with 2 DBL Beds & Pool in Kissimmee
8.6 out of 10, Excellent, (4)
"The room was clean, the property is well maintained. The staff is very friendly and polite. My only complaint would be the amount of towels. We had 2 towels in the room. The first night we did hear everything around... the room next to us made noise and we could hear clearly everything."
The price is $53
$81 total
includes taxes & fees
May 19 - May 20
Family-friendly Room with 2 DBL Beds & Pool in Kissimmee
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.

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Historic Downtown Kissimmee Travel Info

Number of reviews
3,669
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 at Pointe Orlando

Rosen Inn at Pointe Orlando

5/5 Excellent
"Really enjoy coming here. Super quiet, never here anybody and the front desk staff are reall nice."
A verified traveler stayed at Rosen Inn at Pointe Orlando
Posted 10 hours ago
Rosen Inn at Pointe Orlando