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.
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.
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.
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.
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.
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.
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.
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.
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!
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
W. Ruskin Access
Seaside Pavilion Access
E. Ruskin Access
Pensacola Private Access
Natchez Private Access
Savannah Access
Tupelo Access
Odessa Private Access
Coleman Beach Pavilion Access
EVENTS OF Seaside
Fri, March 6
Emily Bass
Seaside
Live Music
Emily Bass will be performing live from 4-7 PM.
Learn More
Fri, March 6
Jared Herzog
Seaside
Live Music
Jared Herzog performed live from 4-7 PM.
Learn More
Fri, March 13
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4 PM to 7 PM.
Learn More
Fri, March 13
Zack Miller
Seaside
Live Music
Zack Miller will be performing live from 4 to 7 PM.
Learn More
Fri, March 20
Emily Bass
Seaside
Live Music
Keylan Smith will be performing live from 4 PM to 7 PM.
Learn More
Fri, March 20
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4 to 7 PM.
Learn More
Fri, March 27
Jared Herzog
Seaside
Live Music
Jared Herzog is scheduled to perform live from 4 to 7 PM.
Learn More
Fri, March 27
Zack Miller
Seaside
Live Music
Zack Miller is performing live from 4 to 7 PM.
Learn More
Fri, March 6
Emily Bass
Seaside
Live Music
Emily Bass will be performing live from 4-7 PM.
Fri, March 6
Jared Herzog
Seaside
Live Music
Jared Herzog performed live from 4-7 PM.
Fri, March 13
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4 PM to 7 PM.
Fri, March 13
Zack Miller
Seaside
Live Music
Zack Miller will be performing live from 4 to 7 PM.
Fri, March 20
Emily Bass
Seaside
Live Music
Keylan Smith will be performing live from 4 PM to 7 PM.
Fri, March 20
Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4 to 7 PM.
Fri, March 27
Jared Herzog
Seaside
Live Music
Jared Herzog is scheduled to perform live from 4 to 7 PM.
Fri, March 27
Zack Miller
Seaside
Live Music
Zack Miller is performing live from 4 to 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
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
WHAT PEOPLE WISH THEY KNEW BEFORE VISITING 30A
30A is beautiful. That part is obvious. What surprises first-time visitors is how different it feels from a typical beach destination. It’s not one central boardwalk. Not one main strip. […]
Feb 23 Plan Your Trip
THERE’S MORE THAN ONE WAY TO FIND YOUR PERFECT 30A STAY
Planning a 30A vacation rental sounds simple until you start looking. Suddenly, there are dozens of homes, multiple communities, and more features than you remembered to care about. The good […]
Feb 10 Plan Your Trip
30A IS FOR LOVERS.
When it comes to romantic getaways, Florida’s Scenic Highway 30A is a picture-perfect destination that feels like it was made for Valentine’s Day. With its pristine white-sand beaches, emerald-green waters, […]
Jan 28 Plan Your Trip
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
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.
