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.
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!
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.
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.
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.
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.
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
Seaside Pavilion Access
Natchez Private Access
Pensacola Private Access
Savannah Access
E. Ruskin Access
W. Ruskin Access
Tupelo Access
Odessa Private Access
Coleman Beach Pavilion Access
EVENTS OF Seaside
Tue, October 28
Paella Night!
Seaside
Food & Drink
Orders for the event begin at 5:30 PM CST, with service starting at 7 PM CST on a first-come, first-served basis. Chef Joyce, who perfected her paella recipe in Spain, has added a unique "panhandle flair" to the dish by using chorizo instead of traditional sausage, giving it an extra spicy kick. North Beach Social customers can order paella at the counter and receive a ticket, then pick up their plates at the paella stand when service begins. Farm & Fire customers have the convenience of ordering at their table or the bar, with table-side delivery.
Learn More
Tue, October 28
Free Bingo
Seaside
Sports & Games
They are invited to join a free bingo event held every Tuesday.
Learn More
Wed, October 29
Free Bingo
Seaside
Sports & Games
Attendees are invited to participate in a complimentary bingo game held every Tuesday.
Learn More
Wed, October 29
Sounds of Seaside: Max McCann
Seaside
Live Music
Attendees are encouraged to bring blankets and chairs to enjoy an afternoon of live music from local musicians in the Seaside Amphitheater. October performances 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 30
Water Aerobics
Seaside
Workshops & Classes
This fun, low-impact class is designed to improve cardiovascular fitness, strength, and flexibility by taking advantage of the natural resistance of water. It offers a full-body workout that is gentle on the joints, making it ideal for individuals with arthritis, joint pain, or those seeking a softer, yet effective, alternative to land-based exercises. Whether participants aim to improve fitness, recover from an injury, or enjoy a refreshing workout, this class provides a great way to stay active and have fun in the pool. This class takes place at The West Side Pool. Fees apply.
Learn More
Thu, October 30
Camp SEASIDE®: Scavenger Hunt
Seaside
Food & Drink
The Camp Seaside Scavenger Hunt offers an exciting adventure for curious campers in a vibrant beach town. Kids will team up to follow a custom clue sheet, racing to find special spots and treasures while learning about Seaside’s coolest corners. The scavenger hunt includes a fun, kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfy shoes, a water bottle, and eagle eyes. It is described as part treasure hunt, part town tour, and 100% Camp Seaside fun.
Learn More
Thu, October 30
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 paella recipe in Spain and has since adapted it with local flavors, notably using chorizo for an extra spicy kick. Customers at North Beach Social can order paella at the counter and receive a ticket to pick up their plates at the paella stand when service begins. Farm & Fire customers can order at their table or the bar, and the dish will be delivered tableside.
Learn More
Fri, October 31
Halloween
Seaside
Family Fun
Seaside is the perfect place for Halloween. The annual Trick-or-Treat event, held from 4:00 PM to 7:00 PM, invites participants to follow the Yellow Brick Road through Central Square. This year, the event has a charming Wizard of Oz theme. Attendees can stroll through town, collect treats from Seaside’s merchants, meet beloved characters, and enjoy the seasonal sights, sounds, and sweetness. At 7:00 PM, a special outdoor screening of The Wizard of Oz will take place on the lawn. Costumes are encouraged for all ages.
Learn More
Fri, October 31
Halloween: Jared Herzog
Seaside
Live Music
Jared Herzog will be performing live from 4-7 PM.
Learn More
Fri, October 31
Halloween: Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4-7 PM.
Learn More
Fri, October 31
Central Square Cinema: Wizard of Oz
Seaside
Family Fun
Attendees can bring blankets and chairs to the Seaside Amphitheater for a family movie under the stars, starting at 8:00 PM, weather permitting. The October movie schedule includes Scoob! on the 3rd, Air Bud on the 10th, E.T. on the 17th, Halloweentown on the 24th, and Wizard of Oz on the 31st.
Learn More
Mon, November 3
Camp SEASIDE®: Tennis and Pickleball Games
Seaside
Sports & Games
The event invites children aged 5 to 12 for an afternoon of tennis and pickleball, catering to all skill levels from beginners to advanced players. Participants will engage in skill-building games, drills, and friendly matches, with professional instructors on hand to guide them. The cost is $15 per child, and a parent must be present for the duration of the event; no drop-offs are permitted. Children should bring tennis shoes, a water bottle, and plenty of energy. Bringing personal paddles or rackets is optional. This event is a component of Camp SEASIDE®, presented by SEASIDE® Swim & Tennis.
Learn More
Tue, November 4
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 while in Spain, subsequently adapting it over the years to infuse a local flair. She incorporates chorizo instead of plain sausage, adding a spicy kick to the dish, which may not be suitable for those with a mild palate. North Beach Social customers can place their paella orders at the counter and receive a ticket. When service commences, they can collect their plates at the paella stand. Farm & Fire customers have the option to order at their table or at the bar, with the dish then being delivered table side.
Learn More
Tue, November 4
Free Bingo
Seaside
Sports & Games
Attendees are invited to participate in free Bingo every Tuesday.
Learn More
Wed, November 5
Free Bingo
Seaside
Sports & Games
Attendees are invited to join a complimentary bingo event every Tuesday.
Learn More
Wed, November 5
Sounds of Seaside: Fred Domulot
Seaside
Live Music
Attendees are invited to bring blankets and chairs for an afternoon of live music from local musicians at the Seaside Amphitheater. November performances include Fred Domulot on November 5, MECO on November 12, Roman Street on November 19, and Boukou Groove on November 26.
Learn More
Thu, November 6
Water Aerobics
Seaside
Workshops & Classes
This low-impact water aerobics class aims to enhance cardiovascular fitness, strength, and flexibility by utilizing water's natural resistance. It offers a full-body workout that is gentle on joints, making it suitable for individuals with arthritis, joint pain, or those seeking a softer alternative to land-based exercises. The class takes place at The West Side Pool, and fees apply.
Learn More
Thu, November 6
Camp SEASIDE®: Scavenger Hunt
Seaside
Family Fun
The Camp Seaside Scavenger Hunt is an adventure through a vibrant beach town. Kids will team up, follow a clue sheet, and race to find special spots and treasures while learning about Seaside's coolest corners. The hunt includes a fun, kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfy shoes, a water bottle, and eagle eyes. It is described as part treasure hunt, part town tour, and 100% Camp Seaside fun.
Learn More
Tue, October 28
Paella Night!
Seaside
Food & Drink
Orders for the event begin at 5:30 PM CST, with service starting at 7 PM CST on a first-come, first-served basis. Chef Joyce, who perfected her paella recipe in Spain, has added a unique “panhandle flair” to the dish by using chorizo instead of traditional sausage, giving it an extra spicy kick. North Beach Social customers can order paella at the counter and receive a ticket, then pick up their plates at the paella stand when service begins. Farm & Fire customers have the convenience of ordering at their table or the bar, with table-side delivery.
Tue, October 28
Free Bingo
Seaside
Sports & Games
They are invited to join a free bingo event held every Tuesday.
Wed, October 29
Free Bingo
Seaside
Sports & Games
Attendees are invited to participate in a complimentary bingo game held every Tuesday.
Wed, October 29
Sounds of Seaside: Max McCann
Seaside
Live Music
Attendees are encouraged to bring blankets and chairs to enjoy an afternoon of live music from local musicians in the Seaside Amphitheater. October performances 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 30
Water Aerobics
Seaside
Workshops & Classes
This fun, low-impact class is designed to improve cardiovascular fitness, strength, and flexibility by taking advantage of the natural resistance of water. It offers a full-body workout that is gentle on the joints, making it ideal for individuals with arthritis, joint pain, or those seeking a softer, yet effective, alternative to land-based exercises. Whether participants aim to improve fitness, recover from an injury, or enjoy a refreshing workout, this class provides a great way to stay active and have fun in the pool. This class takes place at The West Side Pool. Fees apply.
Thu, October 30
Camp SEASIDE®: Scavenger Hunt
Seaside
Food & Drink
The Camp Seaside Scavenger Hunt offers an exciting adventure for curious campers in a vibrant beach town. Kids will team up to follow a custom clue sheet, racing to find special spots and treasures while learning about Seaside’s coolest corners. The scavenger hunt includes a fun, kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfy shoes, a water bottle, and eagle eyes. It is described as part treasure hunt, part town tour, and 100% Camp Seaside fun.
Thu, October 30
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 paella recipe in Spain and has since adapted it with local flavors, notably using chorizo for an extra spicy kick. Customers at North Beach Social can order paella at the counter and receive a ticket to pick up their plates at the paella stand when service begins. Farm & Fire customers can order at their table or the bar, and the dish will be delivered tableside.
Fri, October 31
Halloween
Seaside
Family Fun
Seaside is the perfect place for Halloween. The annual Trick-or-Treat event, held from 4:00 PM to 7:00 PM, invites participants to follow the Yellow Brick Road through Central Square. This year, the event has a charming Wizard of Oz theme. Attendees can stroll through town, collect treats from Seaside’s merchants, meet beloved characters, and enjoy the seasonal sights, sounds, and sweetness. At 7:00 PM, a special outdoor screening of The Wizard of Oz will take place on the lawn. Costumes are encouraged for all ages.
Fri, October 31
Halloween: Jared Herzog
Seaside
Live Music
Jared Herzog will be performing live from 4-7 PM.
Fri, October 31
Halloween: Keylan Smith
Seaside
Live Music
Keylan Smith will be performing live from 4-7 PM.
Fri, October 31
Central Square Cinema: Wizard of Oz
Seaside
Family Fun
Attendees can bring blankets and chairs to the Seaside Amphitheater for a family movie under the stars, starting at 8:00 PM, weather permitting. The October movie schedule includes Scoob! on the 3rd, Air Bud on the 10th, E.T. on the 17th, Halloweentown on the 24th, and Wizard of Oz on the 31st.
Mon, November 3
Camp SEASIDE®: Tennis and Pickleball Games
Seaside
Sports & Games
The event invites children aged 5 to 12 for an afternoon of tennis and pickleball, catering to all skill levels from beginners to advanced players. Participants will engage in skill-building games, drills, and friendly matches, with professional instructors on hand to guide them. The cost is $15 per child, and a parent must be present for the duration of the event; no drop-offs are permitted. Children should bring tennis shoes, a water bottle, and plenty of energy. Bringing personal paddles or rackets is optional. This event is a component of Camp SEASIDE®, presented by SEASIDE® Swim & Tennis.
Tue, November 4
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 while in Spain, subsequently adapting it over the years to infuse a local flair. She incorporates chorizo instead of plain sausage, adding a spicy kick to the dish, which may not be suitable for those with a mild palate. North Beach Social customers can place their paella orders at the counter and receive a ticket. When service commences, they can collect their plates at the paella stand. Farm & Fire customers have the option to order at their table or at the bar, with the dish then being delivered table side.
Tue, November 4
Free Bingo
Seaside
Sports & Games
Attendees are invited to participate in free Bingo every Tuesday.
Wed, November 5
Free Bingo
Seaside
Sports & Games
Attendees are invited to join a complimentary bingo event every Tuesday.
Wed, November 5
Sounds of Seaside: Fred Domulot
Seaside
Live Music
Attendees are invited to bring blankets and chairs for an afternoon of live music from local musicians at the Seaside Amphitheater. November performances include Fred Domulot on November 5, MECO on November 12, Roman Street on November 19, and Boukou Groove on November 26.
Thu, November 6
Water Aerobics
Seaside
Workshops & Classes
This low-impact water aerobics class aims to enhance cardiovascular fitness, strength, and flexibility by utilizing water’s natural resistance. It offers a full-body workout that is gentle on joints, making it suitable for individuals with arthritis, joint pain, or those seeking a softer alternative to land-based exercises. The class takes place at The West Side Pool, and fees apply.
Thu, November 6
Camp SEASIDE®: Scavenger Hunt
Seaside
Family Fun
The Camp Seaside Scavenger Hunt is an adventure through a vibrant beach town. Kids will team up, follow a clue sheet, and race to find special spots and treasures while learning about Seaside’s coolest corners. The hunt includes a fun, kid-friendly clue sheet and prizes for completed cards and extra spirit. Participants should bring comfy shoes, a water bottle, and eagle eyes. It is described as part treasure hunt, part town tour, and 100% Camp Seaside fun.
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
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
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
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.
