Historic Downtown Kissimmee Hotels, Orlando

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Total price
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

52658 Cheap Hotels in Historic Downtown Kissimmee - Specials, Reviews, & Last Minute Deals

Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1149)
"We liked the property but the hours for the waterpark were confusing "
The price is NZ$195
includes taxes & fees
9 Jun - 10 Jun
Flamingo Waterpark Resort
Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1000)
"."
The price is NZ$132
includes taxes & fees
4 Jun - 5 Jun
Park Royal Orlando
Exterior
Hampton Inn Kissimmee North
2.5 star property
9.6 out of 10, Exceptional, (137)
"Clean and quiet "
The price is NZ$235
includes taxes & fees
30 May - 31 May
Hampton Inn Kissimmee North
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
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 NZ$109
includes taxes & fees
27 May - 28 May
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
High chair
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 NZ$371
includes taxes & fees
27 May - 28 May
Caribbean Villa
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, (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)
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, (54)
"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
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!
House, Multiple Beds, Kitchen, Garden View | Private kitchen
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
Villa, 4 Bedrooms | 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
Pool
Villas at Seven Dwarfs - 3BR 2BA townhome in
8.6 out of 10, Excellent, (93)
"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
Free WiFi, bed sheets
Riviera Motel
2.0 star property
6.4 out of 10, (35)
"Close to main road and easy access for food and grocery."
The price is NZ$149
includes taxes & fees
2 Jun - 3 Jun
Riviera Motel
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 neighbourhoods around Historic Downtown Kissimmee

Hotels Near Orlando, Florida Learn more about Historic Downtown Kissimmee
Universal Studios Florida® featuring night scenes, a city and signage

Florida Center

2 out of top 10 points of interest in this area

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Find hotels in Florida Center

Historic Downtown Kissimmee hotels information

Number of reviews
3,777
Accommodation
52,658 hotels
Lowest Price
NZ$109
Highest Price
NZ$371

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 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 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 88 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. Kissimmee Civic Center and First United Methodist Church are also a couple of places to visit in the neighbourhood. 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, make sure that you visit other sights such as 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 in Historic Downtown Kissimmee

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

5/5 Excellent
"Third time staying here and it’s always great! Clean, spacious room, beautiful pool"
A verified traveller stayed at Universal's Cabana Bay Beach Resort
Posted 9 hours ago
Universal's Cabana Bay Beach Resort