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
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.
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.
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.
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!
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.
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.
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
Tupelo Access
Seaside Pavilion Access
Coleman Beach Pavilion Access
Odessa Private Access
Natchez Private Access
Pensacola Private Access
W. Ruskin Access
E. Ruskin Access
Savannah Access
EVENTS OF Seaside
Wed, October 8
Sounds of Seaside: Fred Domulot
Seaside
Live Music
Learn More
Wed, October 8
Free Bingo
Seaside
Sports & Games
This event invites individuals to participate in complimentary Bingo sessions every Tuesday.
Learn More
Thu, October 9
Water Aerobics
Seaside
Workshops & Classes
Learn More
Thu, October 9
Camp SEASIDE®: Scavenger Hunt
Seaside
Family Fun
Learn More
Thu, October 9
Paella Night!
Seaside
Food & Drink
Learn More
Fri, October 10
Jared Herzog
Seaside
Live Music
Jared Herzog performed live from 4-7 PM.
Learn More
Fri, October 10
Central Square Cinema: Air Bud
Seaside
Family Fun
Attendees are invited to bring blankets and chairs for a family movie night at the Seaside Amphitheater. The movie starts at 8:00 PM, weather permitting. The October movie schedule includes Scoob! on October 3, Air Bud on October 10, E.T. on October 17, Halloweentown on October 24, and Wizard of Oz on October 31.
Learn More
Sat, October 11
Arlon Jay Staggs Book Signing “Leta Pearl’s Love Biscuits”
Seaside
Arts & Culture
Santa Rosa Beach author Arlon Jay Staggs, known for his writing for the New York Times’ “Modern Love” column, has three upcoming local book signings for the release of his debut novel, a Southern romcom inspired by his mother’s actual meet-cute romance, “Leta Pearl’s Love Biscuits” (Koehler, October 7, 2025). He will be signing books on the porch at Sundog Books Seaside on Oct 11 and 18, and will be the featured storyteller at the Emerald Coast Storytellers event on Oct 16, both of which are in Santa Rosa Beach. Arlon’s novel is an ode to Southern food and football, and was inspired by real-life events: like his protagonist Trudy, Arlon’s mom was a teacher who fell in love with the football coach who taught across the hall. Arlon’s background growing up as a gay son of a football coach in Alabama influenced themes in his novel such as how small-town social politics influence how we present ourselves, what we hide, and how we relate to others. A laugh-out-loud romp with a smidge of Southern magic, Leta Pearl’s Love Biscuits confirms that true love—like the best biscuits—takes some heat to rise. It’s 1982 in Bailey Springs, Alabama, where secrets aren’t just whispered—they’re baked right into the biscuits. Trudy has kept her head down since high school, when her unexpected pregnancy and marriage to star-quarterback Jimmie Beaumont scandalized the town. A few years later, after Jimmie’s tragic demise, folks still haven’t forgiven her and blame her for his death. Now engaged to a blue-blood politician, Haskel Moody, Trudy’s back in the spotlight—especially after taking a job teaching chemistry to save his campaign for mayor. As Trudy encounters old high-school ghosts, she also confronts Coach Shug Meechum, whose laid-back charm and infuriating grin incite more than just her frustrations. Meanwhile, Trudy’s mother, Leta Pearl, has been giving some chemistry lessons of her own—slipping her mysterious love-inducing biscuits to men in town to advance her own agenda. In Bailey Springs, football, tradition, and appearances often mean more than truth. So, when secret recipes are uncovered, and new desires collide with a long-buried tragedy, Trudy must decide if she’ll play by the rules or risk everything for the life she wants.
Learn More
Mon, October 13
Camp SEASIDE®: Tennis and Pickleball Games
Seaside
Sports & Games
This exciting afternoon of tennis and pickleball is designed just for kids. Whether the children are first-timers or future champions, they will enjoy skill-building games, fun drills, and friendly play. Professional instructors will be present to assist in the fun. This event is for ages 5 to 12. It costs $15 per child, and a parent must be present; no drop-offs are allowed. Campers should bring tennis shoes, a water bottle, and plenty of energy. They may bring their own paddles or rackets, but it is not mandatory. This event is part of Camp SEASIDE®, presented by SEASIDE® Swim & Tennis.
Learn More
Tue, October 14
Paella Night!
Seaside
Food & Drink
Orders start at 5:30 PM CST, with service beginning at 7 PM CST, and are offered on a first-come, first-served basis. Chef Joyce developed her renowned paella recipe while in Spain, refining it over the years to infuse it with a distinctive panhandle essence. Her innovative use of chorizo instead of traditional sausage provides an added spicy kick, making this dish particularly flavorful. North Beach Social patrons can place their paella orders at the counter as usual, receiving a ticket for pickup. Once service commences, customers can collect their plates at the designated paella stand. Farm & Fire customers have the convenience of ordering at their table or from the bar, with the dish being delivered directly to their table.
Learn More
Tue, October 14
Free Bingo
Seaside
Sports & Games
They are invited to join a free bingo game every Tuesday.
Learn More
Wed, October 15
Free Bingo
Seaside
Sports & Games
The event invites attendees to join for free Bingo every Tuesday.
Learn More
Wed, October 15
Sounds of Seaside: Boukou Groove
Seaside
Live Music
Guests can enjoy live music from local musicians in the Seaside Amphitheater by bringing blankets and chairs. Performances in October include Roman Street on the 1st, Fred Domulot on the 8th, Boukou Groove on the 15th, MECO on the 22nd, and Max McCann on the 29th.
Learn More
Thu, October 16
Water Aerobics
Seaside
Live Music
This low-impact water aerobics class is designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. It offers a full-body workout that is gentle on the joints, making it suitable for individuals with arthritis, joint pain, or those seeking a softer alternative to land-based exercises. Whether aiming to improve fitness, recover from an injury, or enjoy a refreshing workout, this class provides an excellent way to stay active and have fun in the pool at The West Side Pool. Fees apply for this class.
Learn More
Thu, October 16
Camp SEASIDE®: Scavenger Hunt
Seaside
Family Fun
The Camp Seaside Scavenger Hunt offers an exciting journey through a vibrant beach town. Curious campers can explore, discover, and embark on an adventure filled with fun clues, local landmarks, and hidden surprises. Children will form teams, follow a custom clue sheet, and race to locate special spots and treasures, all while learning about Seaside’s coolest corners. The experience includes a kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfortable shoes, a water bottle, and keen observational skills. It combines elements of a treasure hunt and a town tour for a fun Camp Seaside experience.
Learn More
Thu, October 16
Paella Night!
Seaside
Food & Drink
Orders start at 5:30 PM CST, with service beginning at 7 PM CST on a first-come, first-serve basis. Chef Joyce developed her renowned recipe in Spain and has since refined it to include a unique panhandle influence. Her use of chorizo instead of plain sausage adds a spicy kick, making this dish unsuitable for those who prefer milder flavors. North Beach Social patrons can order paella at the counter and receive a ticket for pickup at the paella stand when service commences. Farm & Fire patrons can order at their table or at the bar, with delivery provided tableside.
Learn More
Wed, October 8
Sounds of Seaside: Fred Domulot
Seaside
Live Music
Wed, October 8
Free Bingo
Seaside
Sports & Games
This event invites individuals to participate in complimentary Bingo sessions every Tuesday.
Thu, October 9
Water Aerobics
Seaside
Workshops & Classes
Thu, October 9
Camp SEASIDE®: Scavenger Hunt
Seaside
Family Fun
Thu, October 9
Paella Night!
Seaside
Food & Drink
Fri, October 10
Jared Herzog
Seaside
Live Music
Jared Herzog performed live from 4-7 PM.
Fri, October 10
Central Square Cinema: Air Bud
Seaside
Family Fun
Attendees are invited to bring blankets and chairs for a family movie night at the Seaside Amphitheater. The movie starts at 8:00 PM, weather permitting. The October movie schedule includes Scoob! on October 3, Air Bud on October 10, E.T. on October 17, Halloweentown on October 24, and Wizard of Oz on October 31.
Sat, October 11
Arlon Jay Staggs Book Signing “Leta Pearl’s Love Biscuits”
Seaside
Arts & Culture
Santa Rosa Beach author Arlon Jay Staggs, known for his writing for the New York Times’ “Modern Love” column, has three upcoming local book signings for the release of his debut novel, a Southern romcom inspired by his mother’s actual meet-cute romance, “Leta Pearl’s Love Biscuits” (Koehler, October 7, 2025).
He will be signing books on the porch at Sundog Books Seaside on Oct 11 and 18, and will be the featured storyteller at the Emerald Coast Storytellers event on Oct 16, both of which are in Santa Rosa Beach.
Arlon’s novel is an ode to Southern food and football, and was inspired by real-life events: like his protagonist Trudy, Arlon’s mom was a teacher who fell in love with the football coach who taught across the hall. Arlon’s background growing up as a gay son of a football coach in Alabama influenced themes in his novel such as how small-town social politics influence how we present ourselves, what we hide, and how we relate to others.
A laugh-out-loud romp with a smidge of Southern magic, Leta Pearl’s Love Biscuits confirms that true love—like the best biscuits—takes some heat to rise.
It’s 1982 in Bailey Springs, Alabama, where secrets aren’t just whispered—they’re baked right into the biscuits.
Trudy has kept her head down since high school, when her unexpected pregnancy and marriage to star-quarterback Jimmie Beaumont scandalized the town. A few years later, after Jimmie’s tragic demise, folks still haven’t forgiven her and blame her for his death. Now engaged to a blue-blood politician, Haskel Moody, Trudy’s back in the spotlight—especially after taking a job teaching chemistry to save his campaign for mayor.
As Trudy encounters old high-school ghosts, she also confronts Coach Shug Meechum, whose laid-back charm and infuriating grin incite more than just her frustrations. Meanwhile, Trudy’s mother, Leta Pearl, has been giving some chemistry lessons of her own—slipping her mysterious love-inducing biscuits to men in town to advance her own agenda.
In Bailey Springs, football, tradition, and appearances often mean more than truth. So, when secret recipes are uncovered, and new desires collide with a long-buried tragedy, Trudy must decide if she’ll play by the rules or risk everything for the life she wants.
Mon, October 13
Camp SEASIDE®: Tennis and Pickleball Games
Seaside
Sports & Games
This exciting afternoon of tennis and pickleball is designed just for kids. Whether the children are first-timers or future champions, they will enjoy skill-building games, fun drills, and friendly play. Professional instructors will be present to assist in the fun.
This event is for ages 5 to 12. It costs $15 per child, and a parent must be present; no drop-offs are allowed. Campers should bring tennis shoes, a water bottle, and plenty of energy. They may bring their own paddles or rackets, but it is not mandatory.
This event is part of Camp SEASIDE®, presented by SEASIDE® Swim & Tennis.
Tue, October 14
Paella Night!
Seaside
Food & Drink
Orders start at 5:30 PM CST, with service beginning at 7 PM CST, and are offered on a first-come, first-served basis. Chef Joyce developed her renowned paella recipe while in Spain, refining it over the years to infuse it with a distinctive panhandle essence. Her innovative use of chorizo instead of traditional sausage provides an added spicy kick, making this dish particularly flavorful. North Beach Social patrons can place their paella orders at the counter as usual, receiving a ticket for pickup. Once service commences, customers can collect their plates at the designated paella stand. Farm & Fire customers have the convenience of ordering at their table or from the bar, with the dish being delivered directly to their table.
Tue, October 14
Free Bingo
Seaside
Sports & Games
They are invited to join a free bingo game every Tuesday.
Wed, October 15
Free Bingo
Seaside
Sports & Games
The event invites attendees to join for free Bingo every Tuesday.
Wed, October 15
Sounds of Seaside: Boukou Groove
Seaside
Live Music
Guests can enjoy live music from local musicians in the Seaside Amphitheater by bringing blankets and chairs. Performances in October include Roman Street on the 1st, Fred Domulot on the 8th, Boukou Groove on the 15th, MECO on the 22nd, and Max McCann on the 29th.
Thu, October 16
Water Aerobics
Seaside
Live Music
This low-impact water aerobics class is designed to improve cardiovascular fitness, strength, and flexibility by utilizing the natural resistance of water. It offers a full-body workout that is gentle on the joints, making it suitable for individuals with arthritis, joint pain, or those seeking a softer alternative to land-based exercises. Whether aiming to improve fitness, recover from an injury, or enjoy a refreshing workout, this class provides an excellent way to stay active and have fun in the pool at The West Side Pool. Fees apply for this class.
Thu, October 16
Camp SEASIDE®: Scavenger Hunt
Seaside
Family Fun
The Camp Seaside Scavenger Hunt offers an exciting journey through a vibrant beach town. Curious campers can explore, discover, and embark on an adventure filled with fun clues, local landmarks, and hidden surprises. Children will form teams, follow a custom clue sheet, and race to locate special spots and treasures, all while learning about Seaside’s coolest corners. The experience includes a kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfortable shoes, a water bottle, and keen observational skills. It combines elements of a treasure hunt and a town tour for a fun Camp Seaside experience.
Thu, October 16
Paella Night!
Seaside
Food & Drink
Orders start at 5:30 PM CST, with service beginning at 7 PM CST on a first-come, first-serve basis. Chef Joyce developed her renowned recipe in Spain and has since refined it to include a unique panhandle influence. Her use of chorizo instead of plain sausage adds a spicy kick, making this dish unsuitable for those who prefer milder flavors. North Beach Social patrons can order paella at the counter and receive a ticket for pickup at the paella stand when service commences. Farm & Fire patrons can order at their table or at the bar, with delivery provided tableside.
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
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
THANKSGIVING 2025 ON 30A: HOW TO CELEBRATE TURKEY DAY BEACH STYLE
Thanksgiving on 30A is all about coastal charm, good food, and fun with friends and family… with a side of sand between your toes. From morning races to festive feasts, […]
Sep 10 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
BEACH SAFETY TIPS FOR 30A SUMMERS
A light, helpful guide to smarter days on the sand. Summer on 30A is the stuff of vacation dreams. But before you sprint into the Gulf like it’s a backyard […]
Jun 27 Plan Your Trip
FOURTH OF JULY EVENTS ON 30A, FLORIDA
The Fourth of July on 30A isn’t just a holiday. It’s an art form. Golf carts become parade floats. The beach becomes your front-row seat to a light show. And […]
May 12 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.
