Search Hotels in Historic Downtown Kissimmee, Orlando

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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Villa | 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)
"Great condo and excellent communication with the condo manager. It was a quiet area with good A/C so everyone slept well. It is a short walk to the pool and clubhouse. The condo was very clean and well maintained. Heavy traffic meant that is was 30 minutes to Universal and 20 minutes to most of the Disney parks. We would definitely stay here again."
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!
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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, (135)
"Quiet, clean, great location and friendly staff!"
The price is ₹10,575
per night
27 May - 28 May
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
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
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, (1004)
"I asked for a first floor which I got because I am on crutches but once we checked in and got into the room the bathroom was not handicapped accessible. I would of really hurt myself going into the shower."
The price is ₹6,672
per night
20 May - 21 May
Quality Inn & Suites Heritage Park
Apartment | 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, (1004)
"Loved it "
The price is ₹5,073
per night
3 Jun - 4 Jun
Park Royal Orlando
Outdoor pool, pool 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, (1001)
"Comfortable and clean close to store and food. "
The price is ₹5,761
per night
14 May - 15 May
Flamingo Express Hotel
Standard Room, 2 Queen Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets
Vivo Flex Living Kissimmee
2.5 star property
6.8 out of 10, (1001)
"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 ₹6,012
per night
21 May - 22 May
Vivo Flex Living Kissimmee
Water park
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, (1142)
"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 ₹6,688
per night
14 May - 15 May
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 ₹6,596
per night
15 May - 16 May
Riviera Motel
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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.