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.
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.
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.
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!
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.
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.
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.
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.
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
Savannah Access
E. Ruskin Access
W. Ruskin Access
Pensacola Private Access
Natchez Private Access
Odessa Private Access
Tupelo Access
Coleman Beach Pavilion Access
Seaside Pavilion Access
Seaside EVENTS
Thu, April 17
Kids' Improv Bootcamp
Seaside
Workshops & Classes
Tickets are priced at $25, with a discounted rate of $20 for REP Members. The Kids Improv Bootcamp at The REP offers an opportunity for children to enhance their skills in storytelling and theatre arts. Through engaging workshops, students learn the fundamentals of improv comedy and performance, participating in unique challenges, teamwork exercises, and interactive theatre games. Each week concludes with the Friday Friends and Finale showcase, where students demonstrate their newly acquired skills. This bootcamp is an excellent way to boost children's creativity and provide an enjoyable experience. Advanced registration is necessary.
Learn More
Thu, April 17
Huck & Lilly Kids Music Performance
Seaside
Family Fun
Huck & Lilly invite everyone to enjoy an entertaining evening featuring characters and music designed for children and the adults who cherish them. These events take place on Tuesdays and Thursdays at 5:00 PM in the Seaside Amphitheater, contingent on favorable weather conditions.
Learn More
Thu, April 17
Paella Night
Seaside
Food & Drink
One of their cherished traditions is paella night in Seaside. Guests can visit 87 Central every Tuesday and Thursday evening to enjoy Chef Joyce’s renowned paella. Orders begin at 5:30 PM, with the dish ready around 7:00 PM. Chef Joyce developed her recipe during her time in Spain and has since added a local twist. Her choice of chorizo instead of plain sausage gives the dish an extra spicy kick, making it a bold choice. The event may be canceled without notice on the event calendar, so it is advised to confirm with 87 Central to ensure paella is being served that evening.
Learn More
Fri, April 18
Friday Friends & Family Finale
Seaside
Arts & Culture
The REP Theatre presents a complimentary event, the Friday Friends and Family Finale, featuring the stars of Improv Bootcamp. Attendees can enjoy high-energy hilarity as the theatre's renowned improv students take center stage in an unforgettable performance filled with entertaining scenes and improv games. This weekly showcase offers the perfect opportunity to witness the comedic talent of the next generation of performers as they display their creativity and newly acquired skills in front of friends, family, and theatre enthusiasts. The audience will delight in watching the Improv Bootcamp students shine.
Learn More
Fri, April 18
Jared Herzog
Seaside
Live Music
Jared Herzog can be seen performing live from 4 to 7 PM.
Learn More
Fri, April 18
Zack Miller
Seaside
Live Music
Zack Miller can be seen live from 4 to 7 PM.
Learn More
Fri, April 18
Central Square Cinema: Peter Rabbit
Seaside
Family Fun
Families are encouraged to bring their blankets and chairs to enjoy a movie night under the stars at the Seaside Amphitheater. The films start at 7:30 PM, weather permitting. The April movie schedule includes: April 4 - The Garfield Movie, April 6 - Kung Fu Panda 4, April 11 - Wonka, April 13 - Enchanted, April 18 - Peter Rabbit, April 20 - Peter Rabbit 2, April 25 - Gnomeo & Juliet, and April 27 - Sherlock Gnomes.
Learn More
Sat, April 19
Seaside Farmers Market
Seaside
Markets & Shopping
The Seaside Farmers Market occurs in the Seaside Amphitheater regardless of weather conditions. It operates on Saturdays from 9 AM to 1 PM and on Tuesdays from 9 AM to 1 PM, from June until July 30. Located nearby is Airstream Row, along with various shops, restaurants, and seating areas where visitors can relax and observe the town.
Learn More
Mon, April 21
The REP Rumpelstiltskin
Seaside
Family Fun
The Seaside REP Theatre is presenting "Rumpelstiltskin" every Monday at 6 PM from March 10th to April 21st at the Seaside Amphitheater. This event, sponsored by the Seaside Merchants, is free and designed to entertain the whole family. The REP Theatre brings this enchanting fairy tale to life, inviting audiences into the magical world of Rumpelstiltskin. The story follows young Biddy, a humble peasant girl tasked with spinning straw into gold, despite lacking magical powers. In a desperate attempt to succeed, Biddy teams up with the mischievous Rumpelstiltskin, who offers his help in exchange for solving his riddle. The tale unfolds with adventure and humor as they strive to turn straw into gold, with the looming threat of Biddy being banished to the Deep, Dark, and Scary Forest if they fail.
Learn More
Tue, April 22
Paella Night
Seaside
Food & Drink
One of their cherished traditions is paella night in Seaside. Guests can visit 87 Central every Tuesday and Thursday evening to enjoy Chef Joyce’s renowned paella. Orders begin at 5:30 PM, with the dish ready around 7:00 PM. Chef Joyce developed her recipe during her time in Spain and has since added a local twist. Her choice of chorizo instead of plain sausage gives the dish an extra spicy kick, making it a bold choice. The event may be canceled without notice on the event calendar, so it is advised to confirm with 87 Central to ensure paella is being served that evening.
Learn More
Wed, April 23
Live Music with DJ 30A
Seaside
Live Music
An evening of music awaits with DJ30A in the Seaside Amphitheater, located in the town center, from 4:30 PM to 6:30 PM. This free music session offers a chance to unwind and enjoy the tunes. Whether one wishes to dance or simply soak in the ambiance, it is an ideal way to spend an evening in Seaside.
Learn More
Thu, April 17
Kids' Improv Bootcamp
Seaside
Workshops & Classes
Tickets are priced at $25, with a discounted rate of $20 for REP Members. The Kids Improv Bootcamp at The REP offers an opportunity for children to enhance their skills in storytelling and theatre arts. Through engaging workshops, students learn the fundamentals of improv comedy and performance, participating in unique challenges, teamwork exercises, and interactive theatre games. Each week concludes with the Friday Friends and Finale showcase, where students demonstrate their newly acquired skills. This bootcamp is an excellent way to boost children’s creativity and provide an enjoyable experience. Advanced registration is necessary.
Thu, April 17
Huck & Lilly Kids Music Performance
Seaside
Family Fun
Huck & Lilly invite everyone to enjoy an entertaining evening featuring characters and music designed for children and the adults who cherish them. These events take place on Tuesdays and Thursdays at 5:00 PM in the Seaside Amphitheater, contingent on favorable weather conditions.
Thu, April 17
Paella Night
Seaside
Food & Drink
One of their cherished traditions is paella night in Seaside. Guests can visit 87 Central every Tuesday and Thursday evening to enjoy Chef Joyce’s renowned paella. Orders begin at 5:30 PM, with the dish ready around 7:00 PM. Chef Joyce developed her recipe during her time in Spain and has since added a local twist. Her choice of chorizo instead of plain sausage gives the dish an extra spicy kick, making it a bold choice. The event may be canceled without notice on the event calendar, so it is advised to confirm with 87 Central to ensure paella is being served that evening.
Fri, April 18
Friday Friends & Family Finale
Seaside
Arts & Culture
The REP Theatre presents a complimentary event, the Friday Friends and Family Finale, featuring the stars of Improv Bootcamp. Attendees can enjoy high-energy hilarity as the theatre’s renowned improv students take center stage in an unforgettable performance filled with entertaining scenes and improv games. This weekly showcase offers the perfect opportunity to witness the comedic talent of the next generation of performers as they display their creativity and newly acquired skills in front of friends, family, and theatre enthusiasts. The audience will delight in watching the Improv Bootcamp students shine.
Fri, April 18
Jared Herzog
Seaside
Live Music
Jared Herzog can be seen performing live from 4 to 7 PM.
Fri, April 18
Zack Miller
Seaside
Live Music
Zack Miller can be seen live from 4 to 7 PM.
Fri, April 18
Central Square Cinema: Peter Rabbit
Seaside
Family Fun
Families are encouraged to bring their blankets and chairs to enjoy a movie night under the stars at the Seaside Amphitheater. The films start at 7:30 PM, weather permitting. The April movie schedule includes: April 4 – The Garfield Movie, April 6 – Kung Fu Panda 4, April 11 – Wonka, April 13 – Enchanted, April 18 – Peter Rabbit, April 20 – Peter Rabbit 2, April 25 – Gnomeo & Juliet, and April 27 – Sherlock Gnomes.
Sat, April 19
Seaside Farmers Market
Seaside
Markets & Shopping
The Seaside Farmers Market occurs in the Seaside Amphitheater regardless of weather conditions. It operates on Saturdays from 9 AM to 1 PM and on Tuesdays from 9 AM to 1 PM, from June until July 30. Located nearby is Airstream Row, along with various shops, restaurants, and seating areas where visitors can relax and observe the town.
Mon, April 21
The REP Rumpelstiltskin
Seaside
Family Fun
The Seaside REP Theatre is presenting “Rumpelstiltskin” every Monday at 6 PM from March 10th to April 21st at the Seaside Amphitheater. This event, sponsored by the Seaside Merchants, is free and designed to entertain the whole family. The REP Theatre brings this enchanting fairy tale to life, inviting audiences into the magical world of Rumpelstiltskin. The story follows young Biddy, a humble peasant girl tasked with spinning straw into gold, despite lacking magical powers. In a desperate attempt to succeed, Biddy teams up with the mischievous Rumpelstiltskin, who offers his help in exchange for solving his riddle. The tale unfolds with adventure and humor as they strive to turn straw into gold, with the looming threat of Biddy being banished to the Deep, Dark, and Scary Forest if they fail.
Tue, April 22
Paella Night
Seaside
Food & Drink
One of their cherished traditions is paella night in Seaside. Guests can visit 87 Central every Tuesday and Thursday evening to enjoy Chef Joyce’s renowned paella. Orders begin at 5:30 PM, with the dish ready around 7:00 PM. Chef Joyce developed her recipe during her time in Spain and has since added a local twist. Her choice of chorizo instead of plain sausage gives the dish an extra spicy kick, making it a bold choice. The event may be canceled without notice on the event calendar, so it is advised to confirm with 87 Central to ensure paella is being served that evening.
Wed, April 23
Live Music with DJ 30A
Seaside
Live Music
An evening of music awaits with DJ30A in the Seaside Amphitheater, located in the town center, from 4:30 PM to 6:30 PM. This free music session offers a chance to unwind and enjoy the tunes. Whether one wishes to dance or simply soak in the ambiance, it is an ideal way to spend an evening in Seaside.
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
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
EASTER ON 30A: A PERFECT FAMILY GETAWAY
Easter is a time for family, togetherness, and celebration, and there’s no better place to spend it than along Florida’s stunning 30A. With its emerald-green waters, white-sand beaches, and warm, […]
Jan 16 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, […]
Dec 11 Plan Your Trip
WHY WINTER ON 30A IS THE BEST-KEPT SECRET FOR BEACH LOVERS
When you think of 30A, warm sun and summer crowds may come to mind. But think again, because the secret is out. This is the season for uncrowded beaches, cozy […]
Nov 22 Plan Your Trip
CHRISTMAS SEASON AND NEW YEAR’S EVE ON 30A. COASTAL HOLIDAY MAGIC!
Swap out the ‘humbug’ for some holiday sparkle, 30A style! This beachside paradise is sprinkling a little extra charm on this holiday season, with dazzling light displays, festive concerts, and […]
Nov 18 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.
