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.
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.
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.
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!
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.
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!
EVENTS OF Seaside
Sat, December 21
Farmers Market
Seaside
Markets & Shopping
The Seaside Farmers Market operates regardless of weather conditions at the Seaside Amphitheater. It is open on Saturdays and Tuesdays from 9 AM to 1 PM, from June through Labor Day. The market is situated near Airstream Row, where visitors can also explore various shops, restaurants, and seating areas. This year-round market showcases local growers and artisans who provide healthy, eco-friendly food and products. It emphasizes fresh produce, cooking demonstrations, artisan goods, gardening, seed exchanges, and food education in Seaside, Florida.
Learn More
Sun, December 22
Pet Photos with Santa
Seaside
Family Fun
Santa Paws is making an appearance at Shades on Sunday, December 22, from 4 to 7 p.m. During this event, Santa at PCB, along with Forever Moments Photo Booth Rental, will be available to take photos with pets.
Learn More
Thu, December 26
Free Beach Volleyball
Seaside
Sports & Games
Swim and Tennis invites you to enjoy complimentary beach volleyball sessions at the Coleman Pavilion Beach every Thursday and Friday from 5:00 PM to 7:00 PM, weather permitting. Whether you're a seasoned player or just looking for fun, come join the action, make new friends, and soak in the beach vibes. Plus, participants will receive a ticket for a $5 discount on beer buckets at The Shrimp Shack or Pickle’s Sandbar. Don’t miss out – they can’t wait to see you there!
Learn More
Fri, December 27
Free Beach Volleyball
Seaside
Sports & Games
Swim and Tennis invites you to enjoy complimentary beach volleyball sessions at the Coleman Pavilion Beach every Thursday and Friday from 5:00 PM to 7:00 PM, weather permitting. Whether you're a seasoned player or just looking for fun, come join the action, make new friends, and soak in the beach vibes. Plus, participants will receive a ticket for a $5 discount on beer buckets at The Shrimp Shack or Pickle’s Sandbar. Don’t miss out – they can’t wait to see you there!
Learn More
Thu, January 23
Bacon Bourbon Brews & Cigars
Seaside
Food & Drink
The event invites guests to an evening of bourbon enjoyment, featuring a selection of bacon, bourbon, brews, and cigars at an exclusive rooftop gathering. Attendees can anticipate sampling over 20 premium bourbons and three craft beers, complemented by bacon-inspired appetizers and desserts. The evening will be enlivened by live music from Mari Gleason and a silent auction showcasing rare bourbons. For those opting for the VIP experience, there will be opportunities to taste some of the rarest bourbons, such as Old Rip Van Winkle 10-year and Eagle Rare 17-year, expertly paired with craft beers and indulgent bites. The event is scheduled for Thursday, January 23, 2025, from 5:30 PM to 10:00 PM at Bud and Alley's Rooftop Bar. Ticket options include VIP with cigars for $295, VIP without cigars for $250, Bourbon, Beer & Cigar for $195, and Bourbon & Beer Only for $150. A cash bar will be available for non-drinking guests, with a $50 food charge. Guests are encouraged to gather their bourbon-loving friends for a memorable night. To reserve tickets, attendees are advised to email the provided contact.
Learn More
Sat, December 21
Farmers Market
Seaside
Markets & Shopping
The Seaside Farmers Market operates regardless of weather conditions at the Seaside Amphitheater. It is open on Saturdays and Tuesdays from 9 AM to 1 PM, from June through Labor Day. The market is situated near Airstream Row, where visitors can also explore various shops, restaurants, and seating areas. This year-round market showcases local growers and artisans who provide healthy, eco-friendly food and products. It emphasizes fresh produce, cooking demonstrations, artisan goods, gardening, seed exchanges, and food education in Seaside, Florida.
Sun, December 22
Pet Photos with Santa
Seaside
Family Fun
Santa Paws is making an appearance at Shades on Sunday, December 22, from 4 to 7 p.m. During this event, Santa at PCB, along with Forever Moments Photo Booth Rental, will be available to take photos with pets.
Thu, December 26
Free Beach Volleyball
Seaside
Sports & Games
Fri, December 27
Free Beach Volleyball
Seaside
Sports & Games
Thu, January 23
Bacon Bourbon Brews & Cigars
Seaside
Food & Drink
The event invites guests to an evening of bourbon enjoyment, featuring a selection of bacon, bourbon, brews, and cigars at an exclusive rooftop gathering. Attendees can anticipate sampling over 20 premium bourbons and three craft beers, complemented by bacon-inspired appetizers and desserts. The evening will be enlivened by live music from Mari Gleason and a silent auction showcasing rare bourbons.
For those opting for the VIP experience, there will be opportunities to taste some of the rarest bourbons, such as Old Rip Van Winkle 10-year and Eagle Rare 17-year, expertly paired with craft beers and indulgent bites. The event is scheduled for Thursday, January 23, 2025, from 5:30 PM to 10:00 PM at Bud and Alley’s Rooftop Bar.
Ticket options include VIP with cigars for $295, VIP without cigars for $250, Bourbon, Beer & Cigar for $195, and Bourbon & Beer Only for $150. A cash bar will be available for non-drinking guests, with a $50 food charge. Guests are encouraged to gather their bourbon-loving friends for a memorable night. To reserve tickets, attendees are advised to email the provided contact.
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.
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.
