It was also named one of the best coastal small towns by USA Today. If you're curious enough, here are the best small towns to live in Florida, according to science: Highland Beach (Pop. Away from the crowds of tourists, these cities offer a rich history with Old Florida vibes and a slower pace of life. There You Have It - The Worst Small Towns In Florida. Time to gas up the car. If you are researching the best places to retire in Florida and feeling a little overwhelmed by all the options, I hope this list can help you. Updated June 29, 2020 Skip gallery slides. It seems like everyone in Florida visits the same few places, and all of our amazing little towns can fall by the wayside. So we decided to round up some of the coolest, most historic extra-small towns in Florida just for you. Here are a few of our favorite small towns … Full of charm and natural beauty, Florida is home to an array of small-town gems that are considered off-the-beaten-path destinations. All with a population less than 3,000, these are the smallest towns in Florida you need to visit. 3,858) 1. Crawford A. Wilson III/Getty Images. Just south of Sarasota, Venice offers an abundance of recreational opportunities, including swimming, sunbathing, fishing and boating, while searching for fossilized shark’s teeth is a favorite pastime of both locals and visitors alike. St. Augustine is one of the oldest cities in the country, which allows for it's walkability. One of the great things about living in Florida is that no matter which way you drive, you'll probably cruise through a charming tiny town filled with cool shops and unique hole-in-the-wall restaurants. Boca Grande is an affluent community located on Florida’s west coast, known for its charming downtown, white-sand beaches and world-class tarpon fishing. By Kara Franker. If you're looking at the cost of living numbers in Florida, this is an accurate list of the most affordable places to live in Florida for 2020. Westend61 / Getty Images. View All Start Slideshow. Without further ado, here are the 25 best places to retire in Florida today. More. Save FB Tweet. A small town with a big heart, Venice is a beautiful town in Florida with pearly white beaches and a lushly landscaped historic district. Here you can walk in the footsteps of those that have gone before and explore the history of this great city. >> Bonus Material: Get this list in a print friendly PDF version. The streets of the city's historic district are short and narrow — they didn't have cars back then — so your only choice is to walk. If you're analyzing teeny places in the Sunshine State with the worst economic situations, where there's high crime and there's not a lot to do, this is an accurate list. 10 Best Small Beach Towns in Florida 10 Best Small Beach Towns in Florida. 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