Seaside Beach Vacation Rentals, Activities and Things To Do While on Vacation
Seaside, Florida, is a charming beach town on Florida’s Emerald Coast, nestled along Scenic Highway 30A. Known for its pastel-colored cottages, white picket fences, and walkable town center, Seaside is a beloved destination for families, couples, and design lovers alike. Its pristine white sand beaches and crystal-clear Gulf waters create the perfect backdrop for a relaxing and stylish coastal escape.
Book Your Seaside Florida Getaway
Choose from a wide selection of picturesque cottages, beachfront homes, and cozy rentals just steps from the town square and the ocean. Many homes are within walking or biking distance to shops, restaurants, and the iconic Seaside Amphitheater.
Top Things to Do in Seaside, Florida
Relax on the Beach
Seaside’s private beach access and sugar-white sands provide a peaceful space to soak up the sun, swim in turquoise waters, or enjoy a sunset picnic by the shore.
Bike the Scenic 30A Trail
Rent a cruiser and ride the scenic Timpoochee Trail, which winds through charming 30A towns like WaterColor, Grayton Beach, and Rosemary Beach.
Explore the Seaside Amphitheater
Located in the heart of town, the amphitheater hosts live music, family movie nights, and seasonal events. It’s a central gathering place and perfect for kids to run around.
Visit Central Square
Grab coffee, browse local shops, and enjoy a meal in Seaside’s pedestrian-friendly town center. Popular stops include Modica Market, Bud & Alley’s, and Seaside Style.
Take Photos at the Seaside Post Office
Seaside iconic white post office is one of the most photographed spots in Seaside — a charming symbol of the town’s timeless style and Americana roots.
Shop Local Boutiques & Art
Discover coastal-inspired fashion, handmade jewelry, books, and beach gear at locally owned shops throughout Central Square.
Dine Al Fresco
Dine at Al Fresco. From gourmet seafood to wood-fired pizza, Seaside offers a variety of outdoor dining experiences. Try favorites like Great Southern Café or grab something casual from the famous Airstream food trucks.
Experience Seaside Farmers Market
Held weekly, Seaside Farmers Market features fresh produce, handmade goods, and local specialties. It’s a great place to grab a snack and meet local makers.
Plan Your Stay
Seaside vacation rentals offer a one-of-a-kind blend of charm, comfort, and coastal elegance. Whether you’re planning a romantic retreat or a full family beach vacation, Seaside provides everything you need for a memorable Gulf Coast experience.
Explore Your Vacation Experience Below
Top Reasons to Visit Seaside, Florida
Relax on Iconic White-Sand Beaches
Seaside is known for its powdery white sand and clear emerald water. It’s the perfect place to swim, sunbathe, and enjoy peaceful Gulf Coast views.
Explore a Picture-Perfect Town Center
Designed for walkability, Seaside’s town center features charming shops, shaded walkways, and outdoor dining — ideal for slow-paced exploring.
Catch Live Events at the Amphitheater
The central green space hosts family movie nights, concerts, and festivals. It’s the heart of Seaside’s community atmosphere.
Dine at the Famous Airstream Row
Grab a casual bite at the colorful Airstream food trucks lining 30A, serving everything from barbecue to crepes and organic smoothies.
Bike the Scenic Timpoochee Trail
Ride along the coast and through nearby beach towns like WaterColor and Grayton Beach. Rentals are available throughout town.
Visit the Iconic Seaside Post Office
A must-see photo spot, this small white post office is the symbol of Seaside’s Americana charm and one of 30A’s most photographed locations.
Shop Local Boutiques & Galleries
Find coastal fashion, handmade jewelry, books, and beach gear at unique shops in Central Square and Ruskin Place Artist Colony.
Enjoy Sunset at Bud & Alley’s
Watch the sun dip below the Gulf with a cocktail in hand at this iconic rooftop bar — a staple of Seaside dining for decades.
Experience the Seaside Farmers Market
Held weekly, the market offers fresh produce, artisan foods, and handmade goods — a great way to sample local flavor.
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