Hotels in Historic Downtown Kissimmee, Orlando from CA $72

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Historic Downtown Kissimmee hotels and places to stay

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
Near Disney Sleeps up to 14ppl / 10 min from Airport
10.0 out of 10, Exceptional, (4)
"Nice"
Near Disney Sleeps up to 14ppl / 10 min from Airport
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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…
Fridge, microwave, oven, stovetop
Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11
10.0 out of 10, Exceptional, (27)
"We had a great time, very nice house, modern style, and we had everything we needed. The beds were very comfortable, and the place was very clean. We’ll use it again 🤗🤗"
Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11
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 CA $116
CA $308 total
includes taxes & fees
May 20 - May 21
Caribbean Villa
Pool
Huge, Modern, 5 - Star Studio Apartment
9.8 out of 10, Exceptional, (52)
"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
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 CA $173
CA $197 total
includes taxes & fees
May 27 - May 28
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 CA $72
CA $111 total
includes taxes & fees
May 19 - May 20
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 CA $72
CA $111 total
includes taxes & fees
May 14 - May 15
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
Property grounds
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!
Outdoor pool, a heated pool
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
9.6 out of 10, Exceptional, (25)
"Parking was not great."
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
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 CA $72
CA $111 total
includes taxes & fees
May 14 - May 15
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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
Exterior
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
9.2 out of 10, Wonderful, (198)
"The hosts were very communicative, all instructions were clear and simple. The house was super clean and had all the amenities we needed! Love the view and the pool! We had fun using the ping pong table! Would stay here again."
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)
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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.

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.