Watersound Vacation Rentals
STAY IN Watersound
About Watersound
Everything is perfect here. Including the poolside service. Watersound is like that VIP lounge you secretly wish you could get into. And guess what? You can. Snuggled between two dune lakes, amid waving grasslands and white-sand dunes, Watersound proudly celebrates the best of the best.
Sure, it has the 30A charm, but what sets it apart are the well-planned resort-style pools and those stunning boardwalks, winding through the dunes to the sea. Simply, there’s no getting around it. You’ve arrived.
CLOSE TO PERFECTION.
Central, yet secluded. Easy to get to, but hard to say goodbye. This private 1,400-acre utopia, just off Highway 30A, between Seacrest Beach and Seagrove, is so private, you may just miss it. And if you get a case of the antsy pants, Alys Beach, Rosemary Beach, and Seaside are just minutes away. But let’s get real here. After a few minutes in paradise within a paradise, you won’t be leaving Watersound anytime soon.
NEW KID ON THE 30A BLOCK.
The 30A area was largely undiscovered until the early 20th century, and wasn’t paved until 1961, connecting the area’s small beach communities for the first time! But Watersound? A bonafide “late bloomer”, this utopia didn’t take shape until the early 2000s. And what a beautiful shape it has become! The layout, architecture, and the many dream homes are like nothing else on 30A. Looks like the best came last?
CALM. COOL. CAPTIVATING!
Did you forget where you parked? No problem, you won’t be needing that thing until later. Much later. Getting around on flip-flops, while soaking in the unhurried pace and the gorgeous surroundings, well, the vibe here is next-level luxury. Families, couples, and anyone looking to escape the crowds will love the calm, soothing atmosphere. Truly blissful.
WILD! AND WONDERFULLY DESIGNED.
Privacy? Conservation? Architectural harmony and attention to detail? Hmm. Thank goodness you don’t have to choose. Quite simply, Watersound has it all. With careful planning, this community takes care of its breathtaking seascapes, rolling dunes, and untouched beaches. Yes, Watersound’s natural wonders are a huge draw. But the all-encompassing blend of everything – nature, charm, and design – is what makes this portion of paradise unforgettable.
DINING IN Watersound
Duo’s All American Eats @ The Big Chill
Duo’s serves up classic American comfort food with a modern twist. From juicy burgers to crispy chicken sandwiches, this casual eatery at The Big Chill is a go-to for hearty, satisfying meals. Great for families and groups looking for familiar favorites in a laid-back setting.
Mr. Freeze @ The Big Chill
Beat the heat at Mr. Freeze with a sweet treat! This dessert stop at The Big Chill serves up frozen delights like soft-serve ice cream, milkshakes, and sundaes. Perfect for kids and adults alike, it’s the ultimate way to cool off after a day in the sun.
Mile Marker Fifteen @ The Big Chill
Mile Marker Fifteen delivers flavorful Tex-Mex fare in a fun, casual setting. Enjoy everything from street tacos to loaded nachos, along with refreshing margaritas. With its vibrant menu and welcoming vibe, it’s perfect for taco enthusiasts looking for a quick, flavorful bite at The Big Chill.
Louie’s Una Pizza
Louie’s Una Pizza serves wood-fired pizzas with a crispy, thin crust and fresh toppings. Tucked away on 30A, this hidden gem offers an intimate dining experience for pizza lovers. Their creative menu and house-made ingredients make it a must-try for those craving authentic flavors in a cozy setting.
Bruno’s Pizza
A 30A staple for over 30 years, Bruno’s Pizza in Watersound is loved for its build-your-own pies, fresh ingredients, and friendly service. For a quick bite after a day at the beach, this no-fuss spot has plenty of indoor and outdoor seating.
Tackle Box @ The Big Chill
Seafood lovers rejoice! Tackle Box at The Big Chill offers a fresh, coastal menu featuring fish tacos, shrimp baskets, and more. With its relaxed atmosphere and bold flavors, enjoy a local catch with a cold drink in hand.
Local Smoke @ The Big Chill
Bringing Southern BBQ to The Big Chill, Local Smoke is all about smoky, savory goodness. From slow-cooked brisket to fall-off-the-bone ribs, it hits the spot for serious BBQ lovers. Pair your meal with classic sides like mac and cheese or coleslaw for the full experience.
Nectar Coffee @ The Big Chill
Nectar Coffee at The Big Chill is your go-to for a caffeine fix and light bites. From craft coffee to cold brews, smoothies, and pastries, they’ve got everything to fuel your day. Grab a latte and relax on the outdoor patio, great for mornings or mid-day pick-me-ups.
Dining in Watersound offers a diverse culinary experience with fresh seafood, farm-to-table dishes, and international cuisine at popular spots like The Big Chill. Watersound Club members enjoy private dining options ranging from casual poolside meals to indoor venues and an outdoor sunset bar overlooking the Gulf Coast’s emerald waters. Whether seeking oceanfront dining, casual eateries, or charming cafes, finding delicious food in Watersound is always a sound choice.
Watersound BEACH ACCESSES
Watersound Private Beach Access
EVENTS OF Watersound
Tue, October 7
Create Starfish Characters Workshop
Watersound
Workshops & Classes
Guests can enjoy hand-crafted cocktails while listening to a local artist perform original and cover songs. This event is open to the public and includes complimentary validated parking with any food and/or beverage purchase.
Learn More
Tue, October 7
Mat Hall Trio
Watersound
Live Music
AJ's is the place to be to celebrate all things Sunday Funday in Grayton Beach. They offer brunch, music, and dancing every Sunday from 11 AM to 3 PM. Guests can complete their meal with a mimosa or enjoy their famous Build Your Own Bloody Mary bar. On Sundays at AJ's Grayton Beach, brunch with bottomless mimosas is available from 11 AM to 3 PM. The Christon Birge Duo performs at 12 PM on the Courtyard Stage, followed by the Pickled Pickers at 5 PM on the Main Stage, and another performance at 8 PM on the Courtyard Stage.
Learn More
Wed, October 8
Face Paint & Crafts w/ Uniquely Clever
Watersound
Family Fun
Learn More
Wed, October 8
Family Movie Night: Wicked
Watersound
Family Fun
Learn More
Thu, October 9
NFL on the Jumbotron
Watersound
Sports & Games
This venue hosts an NFL Watch Party every Thursday throughout the season. It is the ideal location to catch every play, offering wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. Guests can enjoy game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. Whether cheering for a home team or tracking a fantasy lineup, this is considered the ultimate NFL destination.
Learn More
Fri, October 10
Face Paint & Crafts w/ Uniquely Clever
Watersound
Family Fun
The event invites children to engage in a day of creativity and imagination with Uniquely Clever, a pop-up vendor specializing in face painting and DIY kids' crafts. Face painting transforms children into their favorite characters, while the crafts encourage boundless creativity. This event is ideal for families and young artists who enjoy creating, playing, and showcasing their unique styles. Fees may apply.
Learn More
Fri, October 10
DJ Dance Party
Watersound
Family Fun
An ultimate family dance party featuring DJ Dan Davis will take place from 6–9:30 PM. Attendees can expect a night of high-energy fun, dancing, and family-friendly vibes.
Learn More
Sat, October 11
College Football on the Jumbotron
Watersound
Sports & Games
A college football watch party takes place every Saturday throughout the season. Attendees can watch their favorite college football teams compete on a large 25-foot Jumbotron. The venue offers multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, showing all the big games all day long. This is the ideal spot for fans to represent their alma mater or enjoy the rivalries. Guests are encouraged to bring their friends, wear their team colors, and cheer loudly for a memorable College Football Saturday experience. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are displayed on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis; guests can ask a manager at the bars for any requests.
Learn More
Sun, October 12
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is an ideal venue for NFL watch parties every Sunday throughout the season. The establishment offers an immersive experience with wall-to-wall football action displayed on a 25-foot Jumbotron, complemented by various restaurants and bars serving game-day favorites. Attendees can enjoy game day bites from multiple eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing options. Whether patrons are supporting their favorite team or tracking their fantasy lineup, The Big Chill serves as the ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are available on TVs under a covered pavilion, with several TVs accommodating requests on a first-come, first-served basis. Guests can ask a manager at the bars for any specific game requests.
Learn More
Sun, October 12
Watersound Origins Porchfest
Watersound
Live Music
Porchfest is returning for an afternoon of live music on the porches and lawns of the Watersound Origins community. This family-friendly event is free and open to the public. Attendees are encouraged to bring their lawn chairs and friends for a day of music, delicious food, and good vibes. The lineup includes Nate Kelly, Sammi Accola, Gage Cowart Band, Casi Joy, and the 30A Songwriters Festival Stage Headliner, The Caitlin Cannon Band. Food trucks at the event will be Memphis Style BBQ and Last Call Eats.
Learn More
Mon, October 13
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday throughout the season. It is the ideal location to watch every play, offering wall-to-wall football action on a 25-foot Jumbotron, surrounded by various restaurants and bars serving game day favorites. Guests can enjoy game day bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. For those cheering for their home team or tracking their fantasy lineup, The Big Chill serves as their ultimate NFL destination.
Learn More
Tue, October 14
Create Starfish Characters Workshop
Watersound
Arts & Culture
The "Meet the Artist" event invites attendees to create their own Starfish Family character with local artist and author John Hollan at The Big Chill. Participants can design a unique starfish character by picking a starfish, choosing outfits, colors, and accessories, and adding their own artistic touch. John Hollan will be present for book signings. All supplies are provided, and the event is suitable for kids, families, and anyone who enjoys creating. Fees apply, with each character costing $20.
Learn More
Tue, October 14
Christon Birge Band
Watersound
Live Music
Christon Birge, a Florida native from Vernon, just 30 miles north of Panama City Beach, possesses deep country roots that influence his distinct sound. He seamlessly blends genres, whether performing original tracks like "Sunscreen on You" or covering songs by other artists. His passion for songwriting and performing began at age 15 when he saved money from working on a watermelon farm to purchase a trick bike and a guitar. Since then, Birge has achieved significant recognition, including winning the 2014 Tootsies Birthday Bash, which led to opening for Kid Rock and Trick Pony in Nashville, TN, and earning a finalist spot in the 2019 Pepsi Gulf Coast Jam Southern Original. His latest studio release, “Best Friends Brings Beer,” showcases his versatility by combining beachy rock and roll vibes with his authentic southern twang. This optimistic tune, filled with lyrics celebrating good times and good friends, has received international country radio airplay. When he’s not performing along the 30A corridor at venues like The Big Chill 30A, he can be found on the beach, customizing parts for his Trans Am, or watching MMA.
Learn More
Wed, October 15
Face Paint & Crafts with Uniquely Clever
Watersound
Family Fun
The pop-up vendor Uniquely Clever offers a colorful day of creativity and imagination for children, turning little faces into magical masterpieces and sparking creativity through hands-on fun. Activities include face painting, where children's favorite looks, from butterflies to superheroes, are brought to life, and DIY kids' crafts, providing make-and-take fun for all ages to let their creativity run wild. This is perfect for families and little artists who enjoy creating, playing, and showcasing their unique style. Fees apply for these activities.
Learn More
Wed, October 15
Family Movie Night: Hocus Pocus 2
Watersound
Family Fun
Family Movie Nights at The Big Chill offer an unforgettable evening under the stars for all ages, featuring favorite family films on a Jumbotron. Attendees simply need to show up and enjoy the magic.
Learn More
Tue, October 7
Create Starfish Characters Workshop
Watersound
Workshops & Classes
Guests can enjoy hand-crafted cocktails while listening to a local artist perform original and cover songs. This event is open to the public and includes complimentary validated parking with any food and/or beverage purchase.
Tue, October 7
Mat Hall Trio
Watersound
Live Music
AJ’s is the place to be to celebrate all things Sunday Funday in Grayton Beach. They offer brunch, music, and dancing every Sunday from 11 AM to 3 PM. Guests can complete their meal with a mimosa or enjoy their famous Build Your Own Bloody Mary bar. On Sundays at AJ’s Grayton Beach, brunch with bottomless mimosas is available from 11 AM to 3 PM. The Christon Birge Duo performs at 12 PM on the Courtyard Stage, followed by the Pickled Pickers at 5 PM on the Main Stage, and another performance at 8 PM on the Courtyard Stage.
Wed, October 8
Face Paint & Crafts w/ Uniquely Clever
Watersound
Family Fun
Wed, October 8
Family Movie Night: Wicked
Watersound
Family Fun
Thu, October 9
NFL on the Jumbotron
Watersound
Sports & Games
This venue hosts an NFL Watch Party every Thursday throughout the season. It is the ideal location to catch every play, offering wall-to-wall football action on a 25-foot Jumbotron, surrounded by multiple restaurants and bars serving game-day favorites. Guests can enjoy game day bites from various eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing. Whether cheering for a home team or tracking a fantasy lineup, this is considered the ultimate NFL destination.
Fri, October 10
Face Paint & Crafts w/ Uniquely Clever
Watersound
Family Fun
The event invites children to engage in a day of creativity and imagination with Uniquely Clever, a pop-up vendor specializing in face painting and DIY kids’ crafts. Face painting transforms children into their favorite characters, while the crafts encourage boundless creativity. This event is ideal for families and young artists who enjoy creating, playing, and showcasing their unique styles. Fees may apply.
Fri, October 10
DJ Dance Party
Watersound
Family Fun
An ultimate family dance party featuring DJ Dan Davis will take place from 6–9:30 PM. Attendees can expect a night of high-energy fun, dancing, and family-friendly vibes.
Sat, October 11
College Football on the Jumbotron
Watersound
Sports & Games
A college football watch party takes place every Saturday throughout the season. Attendees can watch their favorite college football teams compete on a large 25-foot Jumbotron. The venue offers multiple restaurants and bars, ice-cold drinks, outdoor seating, and an electric atmosphere, showing all the big games all day long. This is the ideal spot for fans to represent their alma mater or enjoy the rivalries. Guests are encouraged to bring their friends, wear their team colors, and cheer loudly for a memorable College Football Saturday experience. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are displayed on TVs under a covered pavilion, with several TVs available for requests on a first-come, first-served basis; guests can ask a manager at the bars for any requests.
Sun, October 12
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill is an ideal venue for NFL watch parties every Sunday throughout the season. The establishment offers an immersive experience with wall-to-wall football action displayed on a 25-foot Jumbotron, complemented by various restaurants and bars serving game-day favorites. Attendees can enjoy game day bites from multiple eateries, full-service bars, a fan-friendly atmosphere, and outdoor viewing options. Whether patrons are supporting their favorite team or tracking their fantasy lineup, The Big Chill serves as the ultimate NFL destination. The specific games shown on the Jumbotron are posted weekly by Wednesday. All other games are available on TVs under a covered pavilion, with several TVs accommodating requests on a first-come, first-served basis. Guests can ask a manager at the bars for any specific game requests.
Sun, October 12
Watersound Origins Porchfest
Watersound
Live Music
Porchfest is returning for an afternoon of live music on the porches and lawns of the Watersound Origins community. This family-friendly event is free and open to the public. Attendees are encouraged to bring their lawn chairs and friends for a day of music, delicious food, and good vibes.
The lineup includes Nate Kelly, Sammi Accola, Gage Cowart Band, Casi Joy, and the 30A Songwriters Festival Stage Headliner, The Caitlin Cannon Band. Food trucks at the event will be Memphis Style BBQ and Last Call Eats.
Mon, October 13
NFL on the Jumbotron
Watersound
Sports & Games
The Big Chill hosts an NFL Watch Party every Monday throughout the season. It is the ideal location to watch every play, offering wall-to-wall football action on a 25-foot Jumbotron, surrounded by various restaurants and bars serving game day favorites. Guests can enjoy game day bites from multiple eateries, full-service bars, and a fan-friendly atmosphere with outdoor viewing. For those cheering for their home team or tracking their fantasy lineup, The Big Chill serves as their ultimate NFL destination.
Tue, October 14
Create Starfish Characters Workshop
Watersound
Arts & Culture
The “Meet the Artist” event invites attendees to create their own Starfish Family character with local artist and author John Hollan at The Big Chill. Participants can design a unique starfish character by picking a starfish, choosing outfits, colors, and accessories, and adding their own artistic touch. John Hollan will be present for book signings. All supplies are provided, and the event is suitable for kids, families, and anyone who enjoys creating. Fees apply, with each character costing $20.
Tue, October 14
Christon Birge Band
Watersound
Live Music
Christon Birge, a Florida native from Vernon, just 30 miles north of Panama City Beach, possesses deep country roots that influence his distinct sound. He seamlessly blends genres, whether performing original tracks like “Sunscreen on You” or covering songs by other artists. His passion for songwriting and performing began at age 15 when he saved money from working on a watermelon farm to purchase a trick bike and a guitar. Since then, Birge has achieved significant recognition, including winning the 2014 Tootsies Birthday Bash, which led to opening for Kid Rock and Trick Pony in Nashville, TN, and earning a finalist spot in the 2019 Pepsi Gulf Coast Jam Southern Original. His latest studio release, “Best Friends Brings Beer,” showcases his versatility by combining beachy rock and roll vibes with his authentic southern twang. This optimistic tune, filled with lyrics celebrating good times and good friends, has received international country radio airplay. When he’s not performing along the 30A corridor at venues like The Big Chill 30A, he can be found on the beach, customizing parts for his Trans Am, or watching MMA.
Wed, October 15
Face Paint & Crafts with Uniquely Clever
Watersound
Family Fun
The pop-up vendor Uniquely Clever offers a colorful day of creativity and imagination for children, turning little faces into magical masterpieces and sparking creativity through hands-on fun. Activities include face painting, where children’s favorite looks, from butterflies to superheroes, are brought to life, and DIY kids’ crafts, providing make-and-take fun for all ages to let their creativity run wild. This is perfect for families and little artists who enjoy creating, playing, and showcasing their unique style. Fees apply for these activities.
Wed, October 15
Family Movie Night: Hocus Pocus 2
Watersound
Family Fun
Family Movie Nights at The Big Chill offer an unforgettable evening under the stars for all ages, featuring favorite family films on a Jumbotron. Attendees simply need to show up and enjoy the magic.
Watersound hosts a variety of events celebrating local culture and natural beauty. Enjoy “Sounds Like Summer” with live music every Thursday night and nightly events at The Big Chill. Engage in sports tournaments, beach cleanups, and culinary festivals, all highlighting the vibrant community and scenic charm of Florida’s Emerald Coast.
Watersound STORIES
ADVENTURES IN WATERSOUND: BIKING AND HIKING TRAILS
Watersound isn’t just a quiet coastal paradise. It’s a playground for anyone who loves a good trail, a scenic ride, and a little fresh air. Paved paths and winding nature […]
Mar 10 Area Highlights
WHERE THE GREENS MEET THE GULF. GOLFING IN WATERSOUND.
Watersound isn’t just a stunning, beachside paradise. It’s a golfer’s dream. You’ll love the scenic fairways, flexible courses, and thrilling tournaments. This is a hole-in-one. In the mood for a […]
Feb 26 Area Highlights
EXPLORING WATERSOUND. LUXURY AND LEISURE ON 30A.
So, what’s the Watersound vibe all about? Think upscale meets easygoing, where luxury comes with a side of laid-back charm. It’s the kind of place where you can soak up […]
Oct 28 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.
