These unique small towns in Florida are lit: where charm meets bliss

Although Florida is often associated with bustling cities like Miami and Orlando, there are also plenty of charming small towns that offer a unique and relaxing getaway. Whether you're looking to try new activities, indulge in delicious cuisine, or shop until you drop, these destinations have something for everyone. And with some of the most beautiful beaches in the country just a stone's throw away, you can enjoy the best of both worlds.

From the Spanish-inspired architecture of Pensacola to the Venetian canals of Venice and the French Riviera vibes of Rosemary Beach, these small towns offer a taste of European charm. With their brick-paved streets, historic trolleys, picturesque lighthouses, pastel cottages, cozy inns, quaint cafes, bustling Main Streets, and more, you'll feel like you've been transported to another world. And best of all, you're never far from the pristine white sands and crystal-clear waters that make Florida famous. Even though not all of these destinations can be categorized strictly as small towns (some are neighborhoods within a city), we believe you'll concur that they possess a charming and intimate ambiance that merits inclusion on this list.

Which one will be your first choice for booking?

Anna Maria Island

Transport yourself to a bygone era on this barrier island where stringent regulations dictate the permissible architecture and businesses. Positioned between Florida's main peninsula and the Gulf of Mexico, Anna Maria boasts seven miles of pristine white sand beaches. Its charming downtown area is replete with antique shops, art galleries, and delectable seafood eateries. Enjoy a ride on the complimentary trolley or take a leisurely stroll along the historic wooden City Pier, which dates back to 1911.

Fernandina Beach

Ready to find a hidden gem? Nestled along Florida's northeastern border, this hidden gem on Amelia Island showcases an impressive stretch of 13 miles of unspoiled beaches. Whether you choose to visit during the renowned May's Isle of Eight Flags Shrimp Festival or any time throughout the year, you'll find yourself surrounded by exceptional golf courses, luxurious resorts, and charming bed and breakfast establishments. The walkable downtown area is a beloved destination for dining at exquisite restaurants and exploring unique shops, such as the long-standing Fernandina's Fantastic Fudge, which has delighted visitors for decades.

Apalachicola

Located in Florida's panhandle, this coastal village is renowned for its bountiful fresh catch. Immerse yourself in the local culture by reserving a room at an inviting inn, with The Gibson Inn being particularly charming, and delve into the fascinating history of oyster harvesting, timber industry, and fishing. Alternatively, unwind on the unblemished stretches of beach that grace the nearby St. George's Island.

Rosemary Beach

Nestled along the renowned Scenic Highway 30A lies a captivating treasure known as Rosemary Beach. Indulge in the serene coastal allure and immerse yourself in the enchanting European ambiance of its charming Main Street. (Behold the breathtaking elegance of The Pearl Hotel!)

Winter Park

Just north of Orlando, there exists an arts and culture community that exudes a delightful small-town charm, distinct from the bustling ambiance of Disney's hometown. Boasting the presence of esteemed institutions like Rollins College and The Charles Hosmer Morse Museum of Natural Art, this place welcomes you with its walkable downtown adorned with an array of restaurants, upscale shops, and parks that serve as venues for diverse events all year round.