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Hotels in Downtown Kissimmee

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About Downtown Kissimmee

The seat of Florida’s Osceola County, Downtown Kissimmee lies on the northwestern shores of Lake Tohopekaliga, just to the south of Orlando. It boasts a relaxed waterfront setting and historic architecture, all within close proximity to the Walt Disney World Resort complex.

Broadway is the main commercial thoroughfare through Downtown Kissimmee, lined with cafes, restaurants and popular retail stores, and runs parallel to Church Street where many of the city’s religious institutions are found. The Kissimmee Historic District comprises much of the Downtown area and contains 189 historic buildings of note, including Makinson Hardware which was founded in 1884. It now exhibits an impressive mural depicting the history of Kissimmee, while the city’s Old Courthouse dates to 1887. The more modern Osceola County Courthouse is the city’s tallest building, located just to the west of Broadway, while the Kissimmee Civic Center lies on Lakeview Drive which leads to the water’s edge. Along Lake Tohopekaliga lies Kissimmee’s Lakefront Park which was once a major fishing hub and steamboat-building shipyard. Today it hosts events throughout the year, including the weekly Kissimmee Valley Farmers Market, while the lake remains a popular destination for bass fishing. The Monument of States stands proudly within Lakefront Park, with its tower decorated with stones, meteorites and bones from across America, designed to encourage unity following the World War II Pearl Harbour attack.

Downtown Kissimmee is well connected to Orlando by both Greyhound buses and Amtrak trains from its Multi-Modal Transportation Hub between Neptune Road and Monument Street. It’s around 15 minutes’ drive to the Orlando International Airport which lies to the north of the city, while the Downtown area is compact and easily explored on foot.

The city was officially incorporated in 1883 and named for the Kissimmee River which means “long water” in the local Native American language. During its early years, it prospered as a base for the dredging of land in South Florida, an initiative led by wealthy landowner Hamilton Disston.

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Popular Downtown Kissimmee Hotels

Homes4uu - Disney Area Vacation Homes

Homes4uu - Disney Area Vacation Homes
Address
Downtown Kissimmee, Orlando
Guest Rating
Very Good, 8.0
Price
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Description

Strategically located in the heart of the city, this 3-star vacation rental makes for an ideal base in Orlando. It also offers a 24-hour reception, an outdoor pool and free Wi-Fi.

Flamingo Inn Orlando

Flamingo Inn Orlando
Address
Downtown Kissimmee, Orlando
Guest Rating
6.7
Price
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Description

Conveniently situated, Flamingo Inn Orlando offers easy access to Orlando's main hot spots. It has a fitness centre, as well as free Wi-Fi, an express check-in and check-out feature and an outdoor pool.

Lambert Inn Orlando

Lambert Inn Orlando
Address
Downtown Kissimmee, Orlando
Guest Rating
Good, 7.1
Price
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Description

Conveniently positioned, Lambert Inn Orlando allows for easy access to Orlando's popular hot spots. It also provides laundry facilities, a 24-hour reception and free Wi-Fi.

Favorite Vacation Homes

Favorite Vacation Homes
Address
Downtown Kissimmee, Orlando
Guest Rating
Very Good, 8.1
Price
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Description

Conveniently positioned, Favorite Vacation Homes allows for easy access to Orlando's popular hot spots. It provides complimentary Wi-Fi, an express check-in and check-out feature and an outdoor pool.

Kissimmee Pet Friendly Vacation Rentals

Kissimmee Pet Friendly Vacation Rentals
Address
Downtown Kissimmee, Orlando
Price
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Description

Centrally situated, Kissimmee Pet Friendly Vacation Rentals allows for easy access to Orlando's main tourist attractions. It also offers free Wi-Fi, bicycle rental and an outdoor pool.

Budget Inn East

Budget Inn East
Address
Downtown Kissimmee, Orlando
Guest Rating
6.4
Price
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Description

Centrally positioned, Budget Inn East offers easy access to Orlando's popular sightseeing areas. Guests can also enjoy complimentary wireless internet.

Karen's Rolling Hills Villa - Four Bedroom Home

Karen's Rolling Hills Villa - Four Bedroom Home
Address
Downtown Kissimmee, Orlando
Guest Rating
Superb, 9.4
Price
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Description

Strategically located in the centre of the city, this 3-star vacation rental makes for an ideal base in Orlando. It is ideally located for those wishing to visit local attractions.

Festival Resort Vacation Home

Festival Resort Vacation Home
Address
Downtown Kissimmee, Orlando
Price
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Description

This property is conveniently located in the city centre. This property is ideally situated in Kissimmee.

Windsor Hills/Windsor Palms by Orlando Select Vacation Rental

Windsor Hills/Windsor Palms by Orlando Select Vacation Rental
Address
Downtown Kissimmee, Orlando
Price
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Description

Conveniently positioned, Windsor Hills/Windsor Palms by Orlando Select Vacation Rental allows for easy access to Orlando's main tourist attractions. It provides complimentary Wi-Fi, a playground and an outdoor pool.

Magical Creekside Villa - Three Bedroom Home

Magical Creekside Villa - Three Bedroom Home
Address
Downtown Kissimmee, Orlando
Price
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Description

Conveniently situated, Magical Creekside Villa - Three Bedroom Home allows for easy access to Orlando's main sightseeing areas. It provides an outdoor pool, and is an easy stroll from Kissimmee Historic District and Osceola County Courthouse.

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