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Barbers in Kissimmee, FL

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Style From Above

Style From Above is dedicated to making you feel new with the best haircut you can ever experience. We specialize in all the latest trends, so let your experience come from above!

Top Cuts

Top Cuts Barbershop is a professional barbershop located near Disney and the 192 area in Kissimmee. We specialize in clean fades, beard trims, and fast quality haircuts for men and kids. Walk-ins are always welcome — no appointment needed. Whether you’re a local or visiting from nearby hotels and resorts, our experienced barbers will get you in and out with a fresh cut. Convenient location, clean environment, and skilled barbers ready to serve you. Stop by today for a quick, sharp haircut near you.

Legends Barbershop

Nestled in the heart of Kissimmee, we at Legends Barbershop pride ourselves in having a fantastic team that offers incredible treatments and unbeatable customer service at rates we can stand behind. We’ve been a mainstay for those who value top-notch services at affordable prices since 2017. What started off as a small Barber Shop has grown significantly in both size and reputation. Stop by today or book an appointment with one of our fabulous crew members, and find out why our clients come back time and time again. Haircuts Are What We Do. Our services are unlike any others, with customizations, hot towel treatment, we guarantee you will leave satisfied.

Puerto Rico's Finest Barber Shop & Lounge

Puerto Rico’s Finest Barbershop & Lounge is more than just a barbershop—it’s an experience. Awarded Best in Central Florida by Inhale Magazine, we pride ourselves on unmatched professionalism, expertise, and a welcoming atmosphere you can feel the moment you walk through the door. With barbers boasting 10–20 years of experience behind the chair, including professionals signed with major clipper brands, you can trust that you’re in some of the best hands in the industry. And you never know who you might see in our chairs—celebrities, influencers, and industry professionals are all part of the Puerto Rico’s Finest experience. We’re your one-stop destination for all things hair, offering premium barbering, braids, dreadlocks, and much more. While you’re here, enjoy our full lounge experience featuring pool tables, massage chairs, arcade stations, domino tables, and more. Come for the service. Stay for the experience. Leave knowing you’ve been to Puerto Rico’s Finest.

Chamos Barber Shop

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Sharp and Clean Barbershop

Step into Sharp & Clean Barbershop — where premium grooming meets genuine connection. Our experienced barber delivers expert cuts in a calm, welcoming space designed for you to unwind and leave looking your best. Located inside Main Gate Flea Market, Building D Appointment-only — Book online Walk-ins not accepted PRICING: Weekend (Sat-Sun): $35 hair | $60 hair & beard Weekday (Mon-Fri): $30 hair | $50 hair & beard Serving Orlando, Kissimmee & Celebration with care and precision. - Cancellations must be made 24 hours in advance - Late cancellations or no-shows: $20 fee - Third no-show: service may be declined We value your time and ours. Thank you for understanding.

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