March 7, 2025A GULF-FRONT GEM WITH GLOBAL FAME
Seaside isn’t just another beach town, it’s a carefully crafted community that changed the way coastal towns are designed.
With pastel cottages, white picket fences, and front porches made for neighborly chats, this town feels like a movie set. And it kind of is. Seaside gained worldwide fame as the filming location for…
THE TRUMAN SHOW: If you’ve seen the 1998 Jim Carrey film The Truman Show, you probably remember that moment, the one that made us all question reality. (Are we all just part of some elaborate TV experiment?!) The fictional town of Seahaven was too perfect, too planned. Surely, it had to be a set. But here’s the twist: It wasn’t. Seaside, Florida, is 100% real, and its flawless design wasn’t Hollywood magic—it was decades ahead of its time.
But long before Hollywood took notice, architects and urban planners did. Recognized as one of the most influential resort communities in the world, Seaside set the standard for New Urbanism, a movement centered around walkability, community, and charm.
THE POST OFFICE: Seaside’s post office might be one of the most photographed in the country. With its charming, old-fashioned design and perfect placement in the heart of town, it embodies the quaint, picture-perfect appeal that makes Seaside so special, a little piece of Americana.
A NEW URBANISM ICON
Long before New Urbanism became a buzzword, Seaside made it a reality.
Designed with pedestrians in mind, this town encourages a slower, more intentional way of living. Sidewalks lead to lively town squares, hidden pathways connect neighbors, and every home sits within walking distance of a local shop or restaurant.
The architecture? A colorful mix of coastal cottages, each with its own personality but all designed to blend seamlessly. It’s no surprise Newsweek took notice, calling Seaside one of the most influential communities of the 20th century.
FOUNDER ROBERT DAVIS: As Seaside founder Robert Davis once said, “The front porch is the best place to watch the world go by.” This philosophy is the heartbeat of the town, where life moves at a slower pace, and every porch, balcony, and rooftop terrace becomes a place to relax, connect, and enjoy the view.
A TOWN CENTER LIKE NO OTHER
Think of Seaside as the heart of 30A, resting proudly between WaterColor and Seagrove, and always buzzing with energy. The town center is where locals and visitors converge, strolling from charming boutiques, to a gourmet market, and breezy outdoor cafes.
AIRSTREAM ROW: Airstream Row is a beloved stretch of vintage silver food ‘trucks’ serving up everything from fresh seafood to over-the-top grilled cheese. The laid-back, walk-up style adds to the charm, making it the perfect spot to grab a bite, soak up the town’s energy, and enjoy some prime people-watching.
No shoes? No problem. The whole town embraces a come-as-you-are spirit, making it easy to settle into vacation mode.
MODICA MARKET: A mimosa-to-go is practically a Seaside tradition. This family-owned gourmet market has been serving up Southern hospitality for decades. From fresh pastries and artisan cheeses to local treats and fine wines, it’s perfect for grabbing picnic essentials or a quick bite.
A YEAR-ROUND HUB FOR FUN
There’s never a dull moment in Seaside. The amphitheater hosts live music under the stars, art festivals bring creativity to the streets, and the farmers’ market turns Sundays into a local feast. Or browse the galleries for a one-of-a-kind souvenir. From sunrise yoga on the green to sunset cocktails by the Gulf, Seaside keeps the good times rolling all year long.
SUNDOG BOOKS & CENTRAL RECORDS: For a perfect beach read or some fresh vinyl, head to Sundog Books and Central Records, two beloved Seaside gems. Sundog Books, a family-owned indie bookstore, has been a staple for decades. Just upstairs, Central Records is a vinyl lover’s paradise, stocked with everything from classic rock to indie gems. These fun shops add to Seaside’s laid-back, artsy charm.
And if you’re lucky, you might even stumble upon a spontaneous concert or a pop-up art installation, Seaside has a way of keeping surprises around every corner.
COASTAL BEAUTY WITH ARCHITECTURAL CHARM
Seaside isn’t just beautiful, it’s intentional. Nine architect-designed beach pavilions provide a stunning gateway to the Gulf, each one unique but equally breathtaking.
Native landscaping keeps the town feeling connected to its surroundings, and cobblestone streets add to the charm.
NUMBER 1 BEACH: Seaside earned its spot as the No. 1 Beach in the World for Families according to Travel + Leisure, and it’s easy to see why. The relaxed atmosphere and everything from bike rentals to beachside beverages, make it ideal for chilling and exploring. The pedestrian-friendly layout means you’re always close to a café or shop, adding to its charm as a family-friendly paradise.
Strolling through town, past one-of-a-kind homes and swaying palms, you get the sense that Seaside isn’t just a place, it’s a feeling.
STAY NEAR SEASIDE WITH OVERSEE
PURE MAGIC: The Seaside vibe! Make it your home base with a nearby Oversee vacation rental. Whether you’re steps from the town center or nestled in a peaceful corner of 30A, you’ll feel right at home.
Start your day with coffee on a breezy porch, enjoy the afternoon by your private pool or exploring the town, and end the night with the soothing rhythm of the waves.
The heart of 30A is calling. Let Oversee make it your perfect getaway.
Seaside
Known for its pastel-colored cottages and picturesque town center, Seaside is a hub of activity with boutique shops, gourmet dining, and live music.
