13 Charming Small Towns In Florida 

Many of these quaint small towns revolve around a beach, and all of them will guarantee you a few days filled with sunshine, charm and relaxation. Here, our 13 favorite small towns in Florida.

1. St. Augustine, Fl

Located on the Matanzas River, St. Augustine is brimming with history intertwined with European flair and Southern hospitality. 

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2. Naples, fl

This upscale town feels like another world entirely, complete with serene beaches, top-notch dining & some of the most gorgeous sunsets we've ever seen. 

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3. Micanopy, FL

This rural, sleepy town just south of Gainesville is Florida's self-proclaimed antiques capital.

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It's impossible to say which Florida town is the prettiest (there are just too many to count), but Sanibel is definitely a top contender.

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4. Sanibel Island, Fl

5. Key Largo, FL

Offering picturesque sunsets, charming restaurants and quiet hotels. 

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6. Islamorada, FL

The four islands of Islamorada are known for having an upscale, small-town vibe with museums, seafood restaurants, boating and lots of sunshine.

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7. ST. Petersburg, fl

Florida's most underrated gem. Think gorgeous beaches, cooler weather, stellar restaurants and top-notch art museums.

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8. Vero Beach, FL

This charming destination, often referred as the "Hamptons of Florida," is the perfect place to decompress.

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A hidden gem nestled in the center of Florida's peninsula. Hot tip: book a hot air balloon for a ride over Sebring's magnificent freshwater lakes. 

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9. Sebring, Fl

10. coconut grove, fl

Miami's oldest neighborhood, Coconut Grove offers no shortage of things to do, from roaming Italian-inspired gardens to drinking frosé!

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11. Captiva island, fl

Known for its quaint, tropical atmosphere, Captiva is home to over 250 types of shells, unique wildlife and enchanting sunsets. 

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Home to more than 13 miles of quiet beaches, next-level golf courses and a historic district replete with ghost tours.

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12. Amelia Island, FL


Located west of Tampa, Dunedin is home to more than four miles of picturesque waterfront along with a lively downtown area and plenty of nightlife.


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