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
Pickle’s Burger and Shake
Pickle’s is a Seaside staple, famous for its juicy burgers, crispy fries, and hand-spun shakes. With its retro diner vibe, it’s a fun, family-friendly spot that’s perfect for a casual lunch or a post-beach treat.
The Shrimp Shack
The Shrimp Shack is a cozy, no-frills seafood spot right on the beach. Known for its fresh, local shrimp, oysters, and crab legs, this casual joint serves up Gulf-to-table seafood with unbeatable views of the water.
Amavida Coffee and Tea
A local favorite, known for its sustainably sourced beans and expertly crafted espresso drinks, Amavida Coffee and Tea has been connecting with Seaside customers for over a decade. It’s the go-to spot for quality coffee in a welcoming atmosphere.
Bud & Alley’s Pizza Bar + Trattoria
Located in the heart of Seaside, Bud & Alley’s Pizza Bar + Trattoria serves up wood-fired pizzas and Italian classics in a laid-back, outdoor setting. It’s a great place to relax with a slice and a glass of wine while enjoying Seaside’s vibrant atmosphere.
Black Bear Bread Co.
Black Bear Bread Co. is the neighborhood bakery and café everyone loves. From freshly baked bread to gourmet coffee and artisan pastries, this charming spot offers the perfect breakfast or light lunch. Don’t miss their seasonal sandwiches and pastries that locals rave about.
Airstream Row
Airstream Row is a collection of food trailers operating out of vintage airstreams in Seaside. For whatever you’re in the mood for: crepes, gyros, icy treats, or a burst of cheesy goodness between two slices of bread, check out these gourmet canteens. Simply delish!
Great Southern Café
Great Southern Café blends classic Southern flavors with modern twists, featuring a menu packed with fresh seafood, farm-to-table ingredients, and bold, creative dishes. The welcoming atmosphere and vibrant outdoor seating make it a popular spot in Seaside for both lunch and dinner. It’s a perfect place to enjoy Southern hospitality at its finest.
Bud & Alley’s
With stunning waterfront views and a legendary reputation, Bud & Alley’s is a Seaside icon. The menu offers fresh coastal fare, and the rooftop bar is the perfect spot to enjoy cocktails and sunsets. Whether you’re looking for a casual bite or a more upscale meal, this spot has something for everyone.
Meltdown on 30A
This fun food truck serves up gourmet grilled cheese sandwiches with inventive ingredients and tons of flavor. Located in Seaside, Meltdown on 30A is a favorite for a quick bite or a satisfying snack after a day at the beach. Their cheesy creations are sure to hit the spot for both kids and adults alike.
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
Natchez Private Access
W. Ruskin Access
Seaside Pavilion Access
E. Ruskin Access
Savannah Access
Pensacola Private Access
Coleman Beach Pavilion Access
Odessa Private Access
Tupelo Access
EVENTS OF Seaside
Thu, January 22
Bourbon Event
Seaside
Arts & Culture
The event runs from January 15 to February 1, with performances Thursday through Saturday at 7 PM and on Sundays and Wednesdays at 2 PM. There is also a special field trip showing on Wednesday, January 21, at 10 AM. The production tells the story of an impossible case set in the winter of 1934 when an avalanche stops the Orient Express. With a murderer aboard the snowbound train, the world-famous detective, Hercule Poirot, must solve the case before the train reaches its destination.
Learn More
Fri, January 23
Jared Herzog
Seaside
Live Music
Jared Herzog's live performance is scheduled for 4-7 PM.
Learn More
Fri, January 23
Keylan Smith
Seaside
Live Music
Keylan Smith performs live from 4 PM to 7 PM.
Learn More
Fri, January 30
Emily Bass
Seaside
Live Music
Emily Bass will be performing live from 4 to 7 PM.
Learn More
Fri, January 30
Zack Miller
Seaside
Live Music
Zack Miller is scheduled to perform live from 4 PM to 7 PM.
Learn More
Fri, February 6
Emily Bass
Seaside
Live Music
Emily Bass performs live from 4-7 PM.
Learn More
Fri, February 6
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4 to 7 PM.
Learn More
Fri, February 13
Jared Herzog
Seaside
Live Music
Jared Herzog will be performing live from 4:00 PM to 7:00 PM.
Learn More
Fri, February 13
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4-7 PM.
Learn More
Fri, February 20
Emily Bass
Seaside
Live Music
Emily Bass will be performing live from 4 PM to 7 PM.
Learn More
Fri, February 20
Zack Miller
Seaside
Live Music
Zack Miller performs live from 4-7 PM.
Learn More
Thu, January 22
Bourbon Event
Seaside
Arts & Culture
The event runs from January 15 to February 1, with performances Thursday through Saturday at 7 PM and on Sundays and Wednesdays at 2 PM. There is also a special field trip showing on Wednesday, January 21, at 10 AM. The production tells the story of an impossible case set in the winter of 1934 when an avalanche stops the Orient Express. With a murderer aboard the snowbound train, the world-famous detective, Hercule Poirot, must solve the case before the train reaches its destination.
Fri, January 23
Jared Herzog
Seaside
Live Music
Jared Herzog’s live performance is scheduled for 4-7 PM.
Fri, January 23
Keylan Smith
Seaside
Live Music
Keylan Smith performs live from 4 PM to 7 PM.
Fri, January 30
Emily Bass
Seaside
Live Music
Emily Bass will be performing live from 4 to 7 PM.
Fri, January 30
Zack Miller
Seaside
Live Music
Zack Miller is scheduled to perform live from 4 PM to 7 PM.
Fri, February 6
Emily Bass
Seaside
Live Music
Emily Bass performs live from 4-7 PM.
Fri, February 6
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4 to 7 PM.
Fri, February 13
Jared Herzog
Seaside
Live Music
Jared Herzog will be performing live from 4:00 PM to 7:00 PM.
Fri, February 13
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4-7 PM.
Fri, February 20
Emily Bass
Seaside
Live Music
Emily Bass will be performing live from 4 PM to 7 PM.
Fri, February 20
Zack Miller
Seaside
Live Music
Zack Miller performs live from 4-7 PM.
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
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
BEST TIME TO VISIT 30A IN 2026: A MONTH-BY-MONTH TRIP PLANNING GUIDE
Scenic Highway 30A does variety well. One month feels lively and full. The next feels relaxed and wonderfully slow. That balance keeps it interesting month to month, year after year. […]
Jan 15 Plan Your Trip
CHRISTMAS ON 30A 2025: A FESTIVE COASTAL CELEBRATION
Who says Christmas needs snow? Our version of Christmas is T-shirts by day, sweaters by night, with plenty of twinkling palms and festive celebrations! 2025? It’s shaping up to be […]
Nov 13 Plan Your Trip
2025 HALLOWEEN ON 30A: EVENTS, FAMILY FUN, & COASTAL CHARM
October on 30A is a little bit magical. The beaches are still perfect for a stroll, the evenings carry a crisp fall breeze, and the towns start twinkling with pumpkin […]
Oct 08 Plan Your Trip
A LAID-BACK LABOR DAY ON 30A
Labor Day weekend along 30A has its own rhythm. The Gulf is still warm, the pace slows down, and suddenly the last long weekend of summer feels like a neighborhood […]
Aug 19 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.
