Bars in Kissimmee

At Tropical Escape Vacation Homes, we know there is nothing better than enjoying a cold beer or a favorite cocktail while on vacation. In Kissimmee, there are plenty of fine bars and drink establishments. Here’s a look at some of our favorite bars in Kissimme FL.

Vintage Vino

One of the top bars in Kissimme FL, this establishment is a Tuscan-themed wine, beer, and cheese bar. You’ll find a large variety of wines by the glass, wine flights (you can even design your own flights) and more. You can have a drink at the bar or relax in one of the club chairs while enjoy a selection from the extensive beverage and cheese menu.

Hatfield’s Bar & Grill

Located in downtown Kissimmee, Hatfield’s Bar & Grill is a sports bar offering a diverse selection of beer, wine and cocktails. Don’t miss trying one of the bar’s “natural martinis.” The chef offers dishes from several ethnic cuisines, including Mexico, Italy and Latin America.

The Wicked Stepsister

This completely inconspicuous bar in Kissimmee is the perfect place to relax in a cool, hometown environment. The establishment is situated in downtown Kissimmee and offers a large selection of beers (including rare selections) and an American-style menu. You can play a game of pool, watch some TV, or enjoy some music.

Red Shoe Martini Bar

Part of the “Three Sisters” that also includes The Wicked Stepsister, the Red Shoe Martini Bar is a small, cozy hangout. Enjoy a diverse menu that includes tacos, sushi, and other items to complement one of the martinis.

Roscoe’s Bar & Packaging

This unique establishment is touted as being a bar within a liquor store! Customers say that there’s a definite humorous side to the staff. So if you’re look for a place to pick up some liquor, come to Roscoe’s and stay for a cocktail, a beer, and a laugh or two.

Coach’s Corner

Coach’s Corner is a very warm and welcoming establishment. You’ll find drinks at very reasonable prices, along with a friendly staff and an inviting vibe—there’s even free poker! Coach’s Corner is a great place to just relax and hang out.

Cracker House Saloon

At Cracker House Saloon, you’ll find Southern hospitality at its best. This is an exciting, yet warm bar where you can enjoy live bands, good drinks, and great food. There are plenty of Happy Hour specials here, as well!

Go Bar Hopping in Kissimmee

There are plenty of other great bars in the area, guaranteeing there’s a place with the perfect vibe for you. Why not spend a night bar hopping in Kissimmee to find your own personal favorite watering hole?

Contact us today to learn more about the best bars and restaurants in Kissimmee!

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