Historic Downtown Kissimmee Hotels near 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
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveler experience
Traveler experience

Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

4 bedrooms
Gorgeous New Home With Private Pool Within Minutes to Disney and Most Attractions
4.0 star property
10.0 out of 10, Exceptional, (1)
"Property was excellent for a family vacation. More then enough space for everyone, and was very clean. Not only was the property perfect but Adriana was an amazing host. She was very prompt with her responses and contacted me before, and during my stay to ensure I did not need anything. Would highly recommend. "
Gorgeous New Home With Private Pool Within Minutes to Disney and Most Attractions
Front of property
Near Theme Parks! Gorgeous 3 BR Town Home, Splash Park, Pool, Lake, And More!
3.5 star property
10.0 out of 10, Exceptional, (7)
"Large bedrooms. Beautiful property with excellent amenities. "
Near Theme Parks! Gorgeous 3 BR Town Home, Splash Park, Pool, Lake, And More!
Interior
Kissimmee Townhome ~ 15 Mi to Disney!
3.5 star property
10.0 out of 10, Exceptional, (1)
Kissimmee Townhome ~ 15 Mi to Disney!
Save an average of 15% on thousands of hotels when you're signed in
Interior
Caribbean Summer
3.0 star property
10.0 out of 10, Exceptional, (3)
"The home was beautiful, super clean and convenient to WDW. The living/dining area did seem a bit cramped, but having 4 bedrooms and 3 bathrooms was fantastic. One suggestion would be to add more towel racks in the bathrooms and shelves in the showers."
Caribbean Summer
Porch
Kapp and Kappy B&B
3.5 star property
9.8 out of 10, Exceptional, (95)
"We had check in about 8:30 and hostess was helpful and pointed us to open restaurant "
Kapp and Kappy B&B
Exterior
Hampton Inn Kissimmee North
2.5 star property
9.6 out of 10, Exceptional, (136)
"Clean and quiet "
The price is P7,330
P8,319 total
includes taxes & fees
May 28 - May 29
Hampton Inn Kissimmee North
Outdoor pool
Peaceful townhouse in Kissimmee Florida
4.0 star property
9.6 out of 10, Exceptional, (14)
"This was a great location for us since we wanted to be close to the events center. Grocery shopping and food options nearby. The property was clean, roomy, and comfortable! The pool and commons areas were great. We were able to walk around the property in the evening; nice family vibe. Our host was kind and responsive. This space would be great for a family or group of friends traveling, too! "
Peaceful townhouse in Kissimmee Florida
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
Outdoor pool
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
Property grounds
Turquoise Breeze
3.0 star property
8.8 out of 10, Excellent, (6)
" A Phenomenal Stay at Turquoise Freeze Rating: ★★★★★ (5 out of 5 stars) I had the most incredible stay at Turquoise Freeze, a charming property owned by Nicholas and Theresa. From the moment I arrived, I was blown away by the exceptional level of comfort and attention to detail provided by the owners. It was an absolute pleasure to be their guest. The cleanliness of Turquoise Freeze was impeccable. The property was spotless, and it was evident that Nicholas and Theresa took great pride in...
Turquoise Breeze
Exterior
Quality Inn & Suites Heritage Park
2.5 star property
8.4 out of 10, Very Good, (1001)
"Hotel sits back off the road a bit. It’s clean, well maintained. Rooms were clean and updated. All employees were friendly. Pool was nice. I would stay here again. "
The price is P4,673
P5,304 total
includes taxes & fees
May 28 - May 29
Quality Inn & Suites Heritage Park
5 bedrooms, soundproofing, Internet
Luxurious Family-friendly 5 Bd 12 Guests w Screened Pool Close to Disney
3.0 star property
8.0 out of 10, Very Good, (2)
"Overall it was a decent vacation rental. The annoying parts were the complex check in process for both the property check in and then check in when driving up to the gate. For the check in process, it was a bit more annoying then the typical hotel check in. You have to go through another 5 steps at another website/system, almost had the property cancel on me on the day of check in because of missing documentation. The deposit is also annoying, they had extra charges so I had to call to get that...
Luxurious Family-friendly 5 Bd 12 Guests w Screened Pool Close to Disney
Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1000)
"."
The price is P3,891
P4,416 total
includes taxes & fees
May 28 - May 29
Park Royal Orlando
Outdoor pool, sun loungers
Sonoma Resort
3.5 star property
7.6 out of 10, Good, (18)
"I didn't take pictures as I thought it was a good price, even though the home we were assigned was in poor condition. The carpets were stained everywhere, the dining room table had areas severely damaged (and covered by a pretty cutting board), the chairs were stained, and the beds were super uncomfortable (and squeaked badly). The worst part was that the home had german roaches. We kept all food (snacks) in the fridge so the bugs could not get to it. Was disappointed but the pool made up for...
Sonoma Resort
Front of property - evening/night
Seven Dwarfs Vacations Resort
2.5 star property
7.4 out of 10, Good, (15)
"I loved everything about my experience! Mrs Linda is so kind and motherly. She was very prompt with every phone conversation. My family and I will most definitely stay again! "
Seven Dwarfs Vacations Resort
In-room safe, desk, iron/ironing board, free WiFi
Flamingo Express Hotel
2.5 star property
7.2 out of 10, Good, (1000)
"Comfortable and clean close to store and food. "
The price is P3,854
P4,375 total
includes taxes & fees
Jun 5 - Jun 6
Flamingo Express Hotel
Desk, iron/ironing board, free WiFi, bed sheets
Vivo Flex Living Kissimmee
2.5 star property
6.8 out of 10, (1000)
"Small property. Nice and quiet at night. But after a certain hour no staff are on property. Don’t have any issues. But if I did not sure how long it would take for them to show up"
The price is P3,763
P4,270 total
includes taxes & fees
May 30 - May 31
Vivo Flex Living Kissimmee
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1148)
"We liked the property but the hours for the waterpark were confusing "
The price is P4,359
P6,849 total
includes taxes & fees
Jun 5 - Jun 6
Flamingo Waterpark Resort
Terrace/patio
Veranda Palms Resort
3.5 star property
6.6 out of 10, (32)
"It was nice and everything was perfect "
Veranda Palms Resort
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 P4,572
P5,190 total
includes taxes & fees
May 23 - May 24
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

Historic Downtown Kissimmee hotels information

Number of reviews
8,326
Accommodation
53,782 hotels
Lowest Price
P1,968
Highest Price
P7,330

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 in Historic Downtown Kissimmee