Seaside Vacation Rentals
STAY IN Seaside
About Seaside
The Birthplace of New Urbanism. Why was The Truman Show filmed here? And why did Newsweek call Seaside “the most influential resort community since Versailles”?
Seaside put New Urbanism on the map, but life here is surprisingly normal. There’s a market, post office, bookstore, record shop, and art galleries… mixed with cozy cafes, 4-star restaurants, and locally-owned boutiques. And with a weekly farmers’ market, live outoor concerts, and starlit movie nights, the fun never slows.
Once you first lay eyes on this Gulf-front paradise, you’ll see why Seaside is truly in a league of its own. With nine unique beach pavilions (each designed by a different architect!), cobblestone streets, adorable cottages, and walkable, timeless neighborhoods, this dreamy spot feels both classic and current.
WANDER HERE, DINE THERE.
Smack dab in the middle of it all, Seaside feels like the unofficial headquarters of 30A. Sandwiched between WaterColor and Seagrove, there’s no denying it’s a prime spot for dining, snacking, shopping, and laid-back fun. With its walkable streets, everything’s within flip-flop reach, so come on over and feel the buzz.
PICKET FENCES.
Founded in the 1980s, Seaside was the birthplace of New Urbanism, designed as a walkable, close-knit community, that encourages neighborly interaction. Its colorful homes, picket fences, and iconic front porches are now recognized worldwide, even making an appearance in the film The Truman Show.
CATCH THE BUZZ.
This isn’t your typical coastal vibe. Sure, it’s laid-back, where slowing down and soaking it all in is the rule of the day. But there’s something more here. The dazzling neighborhood vibrates with live music, art festivals, and local gatherings all year long. And with a cozy bookstore, a cool record store, and Airstream Row, an adorable food truck hub, It’s more than just a coastal scene- it’s a little slice of beachside cool. You dig?
SCENERY, SERENITY, OH SO NICE.
Seaside has snagged the title of “No. 1 Beach in the World for Families” from Travel & Leisure Magazine, and it’s easy to see why. But the praise for Seaside doesn’t stop with its small-town charm and world-class accommodations. Its natural beauty is the real hero here (those sunsets from the beach!). With native plants thriving throughout, upscale living and gorgeous landscapes live hand in hand. Lovely.
DINING IN Seaside
Black Bear Bread Co.
Meltdown on 30A
Great Southern Café
The Shrimp Shack
Bud & Alley’s Pizza Bar + Trattoria
Airstream Row
Amavida Coffee and Tea
Pickle’s Burger and Shake
Bud & Alley’s
Dining near Seaside vacation rentals offers a range of gourmet restaurants, casual eateries, and charming cafes. Enjoy fresh seafood, farm-to-table dishes, and international cuisine at popular spots like Bud & Alley’s, Great Southern Cafe, and Amavida Coffee. Savor oceanfront dining with Gulf views or grab a quick bite at the vibrant food trucks on Airstream Row. For a romantic dinner or a family-friendly meal, Seaside provides!
Seaside BEACH ACCESSES
Pensacola Private Access
Natchez Private Access
W. Ruskin Access
Odessa Private Access
Seaside Pavilion Access
E. Ruskin Access
Savannah Access
Coleman Beach Pavilion Access
Tupelo Access
EVENTS OF Seaside
Fri, April 3
Harrison Prentice
Seaside
Live Music
Harrison Prentice will be performing live from 4:00 PM to 7:00 PM.
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Fri, April 3
Jared Herzog
Seaside
Live Music
The audience can enjoy a live performance by Jared Herzog, scheduled from 4:00 PM to 7:00 PM.
Learn More
Sun, April 5
Easter Celebration
Seaside
Family Fun
Seaside, Florida, will host an Easter celebration on Easter Sunday featuring various family-friendly activities. The event includes complimentary photos with the Easter Bunny, live music, face painting, and a massive Easter egg hunt with over 30,000 eggs starting at 1:00 PM. Participants of all ages are invited to enjoy the festive atmosphere and create lasting memories during this holiday gathering.
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Fri, April 10
Harrison Prentice
Seaside
Live Music
Harrison Prentice will perform a live musical set from 4:00 PM to 7:00 PM.
Learn More
Fri, April 10
Jared Herzog
Seaside
Live Music
Jared Herzog will perform a live musical set from 4:00 PM to 7:00 PM.
Learn More
Fri, April 3
Harrison Prentice
Seaside
Live Music
Fri, April 3
Jared Herzog
Seaside
Live Music
Sun, April 5
Easter Celebration
Seaside
Family Fun
Fri, April 10
Harrison Prentice
Seaside
Live Music
Fri, April 10
Jared Herzog
Seaside
Live Music
Expect wonderful year-round events that draw curious visitors, including the Farmers Market every Monday and Saturday. Enjoy live music at Sounds of Seaside, and don’t miss the Seeing Red Wine Festival in the fall. Holiday events feature the Christmas Parade and New Year’s Eve fireworks. Art lovers can visit the First Friday Art Walk, and athletes can join the Half Marathon and 5K Run in the spring. These events make this adorable town a vibrant destination year-round.
Seaside STORIES
SEAGROVE VS. SEASIDE: WHICH 30A COMMUNITY FITS YOUR TRAVEL STYLE?
30A isn’t a one-size-fits-all coastline. Where you stay quietly sets the tone for the entire trip. Some communities lean quiet and residential. Others lean social and center-stage. Picking the right […]
Jan 27 Area Highlights
SLOW MORNINGS IN SEASIDE: COFFEE SHOPS, BOOK BROWSING, & GULF VIEWS
Mornings in Seaside have their own kind of magic. Streets stretch awake, sunlight spills like a soft brushstroke, and the smell of salt lingers in the breeze. A morning here […]
Dec 25 Area Highlights
EVENING VIBES: BEST SUNSETS, NIGHT WALKS, AND COASTAL STARS
When beach towels head home and the sky starts to blush, the coast finds a new kind of magic. Quieter. Softer. The kind that makes you talk slower and smile […]
Nov 03 Area Highlights
TREAT TRAIL: ICE CREAM, DONUTS & SWEET SHOPS IN SEASIDE
A SWEET STROLL THROUGH SEASIDE Seaside is already known for its delightful cottages, walkable streets, and beach-town charm. But if you’ve got a sweet tooth, it’s also home to one […]
Aug 20 Area Highlights
SEASIDE SMILES: YOUR GUIDE TO FAMILY-FRIENDLY FUN ON 30A
Sunshine, sugar-white sand, and a town where laughter fills the air like the scent of saltwater. Seaside, Florida, a gem on 30A’s crown, is calling your family’s name! More than […]
Mar 27 Area Highlights
EXPERIENCE SEASIDE: THE HEART OF 30A AND THE BIRTHPLACE OF NEW URBANISM
A 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 […]
Mar 07 Area Highlights
SEASIDE’S ANNUAL EVENTS. A YEAR-ROUND CELEBRATION!
Seaside. A beautiful beach town along 30A, it’s also a nonstop playground of fun, flavor, and festivities, January through December! From toe-tapping tunes to dachshund derbies, every season brings something […]
Jan 27 Area Highlights
THE HIDDEN COSTS OF A 30A VACATION (AND HOW TO PLAN SMARTER)
“That $450-a-night beach house is perfect!” But when you click through to book, the total number is way higher than you expected. This catches a lot of people off guard. […]
Mar 20 Plan Your Trip
EASTER ON 30A: A PERFECT FAMILY GETAWAY
Easter on 30A is one of the most beautiful times of the year. Spring is in full swing, the Gulf is warming up, and the entire area comes alive with […]
Mar 17 Plan Your Trip
THE ONLY TIP NECESSARY FOR PLANNING A 30A VACATION?
Sure, planning a 30A summer vacation sounds easy. Then the options start multiplying. One house has a private pool. Another is closer to the beach. Someone insists on Seaside. Someone […]
Mar 16 Plan Your Trip
APRIL ON 30A: DON’T MISS THESE 2026 EVENTS
Is April the most dynamic month of the year on 30A? The weather warms up, the water starts waving back, and the calendar fills fast. It’s that sweet spot. Beach […]
Mar 10 Plan Your Trip
THERE'S MORE TO EXPLORE ON 30A
Along County Road 30A are communities that shimmer. The several small beach towns are simply delightful, running between Panama City and Destin.
