Hotels in Historic Downtown Kissimmee, Orlando

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Top 10 Hotels in Historic Downtown Kissimmee, Orlando

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (120)
"This place was immaculate and convenient and comfortable. It was a great place to enjoy. Also a great breakfast before you check out!"
Kapp and Kappy B&B

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is RM480
RM1,140 total
includes taxes & fees
12 Aug - 13 Aug
304 Lakeshore - Unit 1 and 2

Super Boho - At Lake Toho's Water

2.0 star property
The price is RM476
RM1,135 total
includes taxes & fees
12 Aug - 13 Aug
Super Boho - At Lake Toho's Water

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.4 out of 10, Exceptional, (4237)
"Great location, very nice rooms, and very comfortable hotel "
The price is RM466
RM524 total
includes taxes & fees
5 Aug - 6 Aug
Home2 Suites by Hilton Orlando at Flamingo Crossings

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3875)
"Great staff, great food, beautiful property"
The price is RM506
RM569 total
includes taxes & fees
18 Jul - 19 Jul
Rosen Shingle Creek

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2309)
"Great stay"
The price is RM506
RM569 total
includes taxes & fees
13 Jul - 14 Jul
Hyatt House Orlando Airport

Orbit One Vacation Villas

3.0 star property
9.4 out of 10, Exceptional, (1418)
"We love staying here when visiting Orlando"
The price is RM437
RM616 total
includes taxes & fees
13 Jul - 14 Jul
Orbit One Vacation Villas

Buena Vista Suites Orlando

4.0 star property
9.2 out of 10, Wonderful, (1782)
"Great place to stay."
The price is RM513
RM677 total
includes taxes & fees
12 Aug - 13 Aug
Buena Vista Suites Orlando

Wyndham Grand Orlando Resort Bonnet Creek

4.0 star property
8.8 out of 10, Excellent, (2806)
"It is a great family place "
The price is RM743
RM1,027 total
includes taxes & fees
3 Aug - 4 Aug
Wyndham Grand Orlando Resort Bonnet Creek

Margaritaville Resort Orlando with H2O Waterpark

4.0 star property
9.0 out of 10, Wonderful, (3427)
"Very comfy and nice hotel overall ! "
The price is RM591
RM883 total
includes taxes & fees
29 Jul - 30 Jul
Margaritaville Resort Orlando with H2O Waterpark

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4097)
"Loved our stay! Location is a plus and hotel is amazing! "
The price is RM400
RM599 total
includes taxes & fees
20 Jul - 21 Jul
Hilton Vacation Club Mystic Dunes Orlando

Hyatt House Orlando International Drive

4.0 star property
9.2 out of 10, Wonderful, (592)
"Super clean hotel, recommend it!"
The price is RM404
RM455 total
includes taxes & fees
13 Jul - 14 Jul
Hyatt House Orlando International Drive

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3522)
"excellent hotel "
The price is RM317
RM357 total
includes taxes & fees
14 Jul - 15 Jul
Wingate by Wyndham - Orlando International Airport

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3851)
"Very nice pool and plenty of different dining options."
The price is RM455
RM518 total
includes taxes & fees
11 Aug - 12 Aug
Rosen Centre Hotel

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.2 out of 10, Very good, (5108)
"Excellent would recommend to anybody to stay here "
The price is RM438
RM617 total
includes taxes & fees
6 Aug - 7 Aug
Westgate Lakes Resort & Spa Universal Studios Area

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very good, (5123)
"Great stay "
Palazzo Lakeside Hotel

Drury Plaza Hotel Orlando - Disney Springs Area

3.0 star property
9.8 out of 10, Exceptional, (4404)
"Great position and lovely hotel"
The price is RM577
RM650 total
includes taxes & fees
16 Jul - 17 Jul
Drury Plaza Hotel Orlando - Disney Springs Area

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

3.0 star property
8.6 out of 10, Excellent, (2097)
"Enjoyed our stay!"
The price is RM363
RM409 total
includes taxes & fees
28 Jul - 29 Jul
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

Tru By Hilton Orlando Convention Center Area, FL

2.5 star property
9.0 out of 10, Wonderful, (3089)
"Wonderful place to stay"
The price is RM357
RM402 total
includes taxes & fees
27 Jul - 28 Jul
Tru By Hilton Orlando Convention Center Area, FL

Hotel Landy Orlando Universal Blvd., a Tribute Portfolio Hotel

4.0 star property
8.6 out of 10, Excellent, (937)
"we loved our stay at our hotel room was always cleaned and very central location to everything will be back for sure "
The price is RM357
RM465 total
includes taxes & fees
27 Jul - 28 Jul
Hotel Landy Orlando Universal Blvd., a Tribute Portfolio Hotel
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 neighbourhood that people enjoy for its major shopping area. Make sure that you visit Osceola County Clerk of the Court and Lake Tohopekaliga 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 84 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. Osceola County Clerk of the Court 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 Kissimmee Civic Center, Lanier's Historic Downtown Marketplace and Monument of States. While you're out sightseeing in Kissimmee, make sure that you visit other sights such as Bataan-Corregidor Memorial 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.