Away from the crowds of tourists, these cities offer a rich history with Old Florida vibes and a slower pace of life. It seems like everyone in Florida visits the same few places, and all of our amazing little towns can fall by the wayside. 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. Time to gas up the car. 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. 3,858) 10 Best Small Beach Towns in Florida 10 Best Small Beach Towns in Florida. 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. Full of charm and natural beauty, Florida is home to an array of small-town gems that are considered off-the-beaten-path destinations. By Kara Franker. 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. 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. 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. Without further ado, here are the 25 best places to retire in Florida today. All with a population less than 3,000, these are the smallest towns in Florida you need to visit. Save FB Tweet. Here you can walk in the footsteps of those that have gone before and explore the history of this great city. Here's a look at the most expensive cities in Florida according to the data: Key West; Southwest Ranches; Surfside; For more Florida reading, check out: Best Places To Raise A Family In Florida Westend61 / Getty Images. View All Start Slideshow. 20 Small Towns In Florida Where Everyone Knows Your Name. It was also named one of the best coastal small towns by USA Today. 1. >> Bonus Material: Get this list in a print friendly PDF version. 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. Here are a few of our favorite small towns … Sarasota More. Crawford A. Wilson III/Getty Images. Updated June 29, 2020 Skip gallery slides. A small town with a big heart, Venice is a beautiful town in Florida with pearly white beaches and a lushly landscaped historic district. St. Augustine is one of the oldest cities in the country, which allows for it's walkability. 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