Search Hotels in Historic Downtown Kissimmee, Orlando

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5 Jul - 6 Jul
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Top Trending Hotels Near Historic Downtown Kissimmee, Orlando

Kapp and Kappy B&B
Porch

Kapp and Kappy B&B

3.5 star property
9.8 out of 10, Exceptional, (119)
"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
Comfort Apartment, 2 Bedrooms, Partial Lake View | Living area

304 Lakeshore - Unit 1 and 2

2.0 star property
The price is £184
includes taxes & fees
6 Jul - 7 Jul
304 Lakeshore - Unit 1 and 2
Super Boho - At Lake Toho's Water
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen

Super Boho - At Lake Toho's Water

2.0 star property
The price is £202
includes taxes & fees
5 Aug - 6 Aug
Super Boho - At Lake Toho's Water
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1323)
"Beautiful place would stay again "
The price is £64
includes taxes & fees
13 Jul - 14 Jul
Ramada by Wyndham Hotel & Water Park
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1003)
"Great restaurant downstairs and clean quiet hotel in a great location!"
The price is £109
includes taxes & fees
13 Jul - 14 Jul
The Delaney Hotel
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (8015)
"Great stay"
The price is £172
includes taxes & fees
14 Jul - 15 Jul
The Grove Resort & Water Park Orlando
Wingate by Wyndham - Orlando International Airport
Pillow-top beds, in-room safe, desk, blackout curtains

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3497)
"excellent hotel "
The price is £67
includes taxes & fees
7 Jul - 8 Jul
Wingate by Wyndham - Orlando International Airport
Hyatt Regency Grand Cypress
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2163)
"Pool are is so fun, amenities and dining was wonderful "
The price is £189
includes taxes & fees
21 Jul - 22 Jul
Hyatt Regency Grand Cypress
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6360)
"Nice place to stay "
The price is £69
includes taxes & fees
28 Jul - 29 Jul
DoubleTree by Hilton at the Entrance to Universal Orlando
Holiday Inn Express And Suites Clermont Se West Orlando by IHG
Property amenity

Holiday Inn Express And Suites Clermont Se West Orlando by IHG

2.5 star property
8.2 out of 10, Very good, (660)
"Very nice and friendly staff, clean good location "
The price is £75
includes taxes & fees
4 Aug - 5 Aug
Holiday Inn Express And Suites Clermont Se West Orlando by IHG
Ramada by Wyndham Suites Orlando Airport
Premium bedding, in-room safe, desk, blackout curtains

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very good, (4589)
"Excellent location, service and rooms!!"
The price is £82
includes taxes & fees
9 Jul - 10 Jul
Ramada by Wyndham Suites Orlando Airport
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property – evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.8 out of 10, Excellent, (2589)
"Good place for stay"
The price is £62
includes taxes & fees
28 Jul - 29 Jul
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 star property
7.2 out of 10, Good, (3481)
"Great place for families, my son truly enjoyed it. "
The price is £107
includes taxes & fees
6 Jul - 7 Jul
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Caribe Royale Orlando
Property entrance

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4204)
"Such a nice resort!"
The price is £160
includes taxes & fees
20 Jul - 21 Jul
Caribe Royale Orlando
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5216)
"The location cleaness of the rooms and price is great.."
The price is £57
includes taxes & fees
4 Aug - 5 Aug
Rosen Inn Lake Buena Vista
Rosen Inn International
Front of property – evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very good, (5674)
"Always a great stay"
The price is £73
includes taxes & fees
1 Aug - 2 Aug
Rosen Inn International
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (3893)
"Staff was very friendly, breakfast was great "
The price is £61
includes taxes & fees
28 Jul - 29 Jul
Country Inn & Suites by Radisson, Orlando Airport, FL
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Exterior

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
8.6 out of 10, Excellent, (2122)
"Excellent hotel "
The price is £130
includes taxes & fees
8 Jul - 9 Jul
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Hotel SonoHotel IDrive District
Lobby

Hotel SonoHotel IDrive District

3.0 star property
7.2 out of 10, Good, (2714)
"Great for a quick stay!"
The price is £37
includes taxes & fees
28 Jul - 29 Jul
Hotel SonoHotel IDrive District
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3864)
"Nice large resort with plenty of restaurants and pools."
The price is £82
includes taxes & fees
21 Jul - 22 Jul
Rosen Shingle Creek
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.
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Where to stay in Historic Downtown Kissimmee

Find the best Historic Downtown Kissimmee areas for the activities you enjoy most. Learn more about Historic Downtown Kissimmee
Learn more about Historic Downtown Kissimmee
International Drive map

International Drive

Visitors to International Drive rave about its breathtaking beach views, exciting theme parks and popular shops. You might also want to make some time to see Aquatica or The Orlando Eye at ICON Park while you're exploring the neighbourhood.

Universal Studios Florida® featuring night scenes, a city and signage
Florida Center map

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.

Magic Kingdom® Theme Park showing interior views and rides as well as a couple
Photo by ©Disney
Open Photo by ©Disney
Bay Lake map

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Downtown Orlando map

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Church Street Station might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Windsor Hills map

Windsor Hills

While there might not be top attractions in Windsor Hills, you can explore the larger area and discover places like Mystic Dunes Golf Club and Island H2O Live!.

Frequently asked questions

What are the best hotels in Historic Downtown Kissimmee that travellers recommend?
Kapp and Kappy B&B stands out as an exceptional choice in Historic Downtown Kissimmee, boasting an impressive review rating of 9.8. This charming establishment combines traditional property design with modern comforts, making it a delightful retreat for all types of travellers. Guests rave about the free full breakfast, setting the great tone for a day of adventure ahead. The B&B also offers free Wi-Fi and air conditioning, ensuring a comfortable stay.
What hotels in Historic Downtown Kissimmee offer free breakfast?
Kapp and Kappy B&B, boasting an impressive traveller review score of 9.8, is a charming option in Historic Downtown Kissimmee that offers a delightful free full breakfast to start your day right. Guests love the warm and inclusive setting of this traditional property, which features an attractive terrace superb for sipping morning coffee.
What are the best budget hotels in Historic Downtown Kissimmee?
Kapp and Kappy B&B is a charming option for travellers seeking budget-friendly accommodations in Historic Downtown Kissimmee, boasting a great rating of 9.8. This traditional property offers a delightful blend of modern conveniences and historical charm, making it a great choice for families exploring the area.
Can I cancel my hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline -- this is often within 24-48 hours of your scheduled arrival. If you have a non-refundable booking, it might still be possible to receive a refund if you cancel it within 24 hours of booking. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use our "Fully refundable property" filter during your search to find the right Historic Downtown Kissimmee hotel for you.
How can I save on a Historic Downtown Kissimmee hotel booking with Expedia?
Before booking your Historic Downtown Kissimmee hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Historic Downtown Kissimmee hotel?
Hotel prices in Historic Downtown Kissimmee often vary, but you can find a great deal from £61 on Expedia. Different factors affect nightly hotel rates, such as the time of year or the days of the week you want to book. To find the best deals for your stay, be flexible with your dates, and sort search results by "Price: low to high" for our cheapest rates.