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Historic Downtown Kissimmee Vacation Travel Guide

Accommodation in Downtown Kissimmee

A nice place to stay often equates to optimal relaxation. You can check out some of the finest hotels in Downtown Kissimmee through Expedia's user-friendly Downtown Kissimmee hotels guide.

If you're splashing out for a special occasion, why not check out the rates and amenities at the CND Holiday Homes, at Various Addresses, and the Holiday USA, at 16 West Dakin Ave Ste B. Alternatively, the Magic Landing, at 308 Magical Way, and the Flamingo Waterpark Resort, at 2261 E. Irlo Bronson Memorial Hwy, are two value-for-money choices worth investigating.

It’s easy to book the getaway of your dreams when you search through our selection of Historic Downtown Kissimmee vacations. Our goal? To create the perfect trip for you by providing the largest selection of vacation packages. Confidently book your getaway thanks to our trustworthy recommendations and verified consumer reviews from travelers just like you. Personalize your Historic Downtown Kissimmee package with our myriad of hotel rooms and flight tickets, which help to create a vacation specifically for you. Simply sort through our selection and pick and choose the elements that best suit your preferences and price range.

Because we offer the best rates, you can book your travel reservations knowing you won’t find lower prices elsewhere. These discounts are so great, you’ll feel like you gained the title of the ultimate bargain hunter with our Historic Downtown Kissimmee vacation package deals. Whether you’re looking to book multiple flights, stay at the fanciest hotel, or explore the hottest local attractions, you’ll find discounted travel arrangements within your budget right here. You shouldn’t have a care in the world when you go on vacation, so our discounts allow you to rest easy without giving your bank account a second thought. Save money on your vacation today and revel in your much-deserved getaway tomorrow.


Top Hotel Deals

See all 2,625 Hotels in Historic Downtown Kissimmee
$45
Flamingo Waterpark Resort

Flamingo Waterpark Resort

2261 E. Irlo Bronson Memorial Hwy, Kissimmee
2.9
of 5, from 387 reviews
3.0 out of 5.0

Conveniently located just 5 minutes from downtown Kissimmee and 20 minutes from Orlando, the Flamingo Waterpark Resort is an ideal Florida destination.

Dream Vacation Homes

Dream Vacation Homes

Various addresses, Kissimmee
3.3
of 5, from 3 reviews
3.5 out of 5.0

Located in Historic Downtown Kissimmee, this vacation home is within 1 mi (2 km) of Kissimmee Civic Center and Kissimmee Lakefront Park. Silver Spurs Arena and Osceola Heritage Park are also within 3 mi (5 km).

$50
Ramada Kissimmee Downtown Hotel

Ramada Kissimmee Downtown Hotel

4018 West Vine Street, Kissimmee
2.7
of 5, from 312 reviews
3.0 out of 5.0

Located in Historic Downtown Kissimmee, this hotel is within a 10-minute walk of Osceola Square Mall and Florida Technical College. Shingle Creek Regional Park and 192 Flea Market are also within 15 minutes.

$45
Flamingo Express Hotel

Flamingo Express Hotel

2261 E. Irlo Bronson Memorial Hwy, Kissimmee
3.8
of 5, from 19 reviews
2.5 out of 5.0

Located in Historic Downtown Kissimmee, this hotel is within 2 mi (3 km) of Osceola Center for the Arts, Osceola Heritage Park, and Osceola County Stadium. Silver Spurs Arena and Osceola Flea and Farmers Market are also within 3 mi (5 km).

$42
Super 8 Kissimmee Suites

Super 8 Kissimmee Suites

1815 W Vine Street, Kissimmee
3.2
of 5, from 251 reviews
2.0 out of 5.0

Located in Historic Downtown Kissimmee, this motel is within 2 mi (3 km) of Osceola Square Mall, Florida Technical College, and Kissimmee Civic Center. 192 Flea Market and Kissimmee Lakefront Park are also within 3 mi (5 km).

$43
Quality Inn & Suites Heritage Park

Quality Inn & Suites Heritage Park

2039 East Irlo Bronson Memorial Highway, Kissimmee
4.4
of 5, from 32 reviews
2.5 out of 5.0

Located in Historic Downtown Kissimmee, this hotel is within a 15-minute walk of Osceola Heritage Park and Osceola County Stadium. Silver Spurs Arena and Osceola Center for the Arts are also within 1 mi (2 km).

$43
Travelodge Kissimmee East

Travelodge Kissimmee East

2295 E. Irlo Bronson Memorial Hwy, Kissimmee
3.0
of 5, from 26 reviews
2.5 out of 5.0

Located in Historic Downtown Kissimmee, this hotel is within 2 mi (3 km) of Osceola Center for the Arts, Osceola Heritage Park, and Osceola County Stadium. Osceola Flea and Farmers Market and Silver Spurs Arena are also within 2 mi (3 km).

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