Watersound Vacation Rentals

STAY IN Watersound

The Crossings at Watersound Beach C214

Sleeps 6 - Watersound

Roy Diamond

Emerald Tranquility

Sleeps 12 - Watersound

Roy Diamond

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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.

Local Smoke @ The Big Chill

AmericanBbq

$$$$

Louie’s Una Pizza

AmericanItalian

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Nectar Coffee @ The Big Chill

American

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Mr. Freeze @ The Big Chill

American

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Tackle Box @ The Big Chill

AmericanSeafood

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Bruno’s Pizza

AmericanItalian

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Mile Marker Fifteen @ The Big Chill

AmericanMexican

$$$$

Duo’s All American Eats @ The Big Chill

American

$$$$

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

Private To Specific Community

EVENTS OF Watersound

Tue, July 28

Myami’s Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event for a day of fun featuring a variety of styling options. Guests can choose from colorful, creative hair wraps, shimmering hair tinsel, beachy mermaid waves with bold color accents, and customized braids tailored to individual preferences. The event is designed for girls and young ladies looking to express their inner magic. Fees apply for these services.

Wed, July 29

Wild Sea Turtle Wednesdays!

Watersound

Family Fun

Join the South Walton Turtle Watch every Wednesday morning in June and July for Wild Sea Turtle Wednesday, a fun and educational event designed for all ages. Attendees can learn about local sea turtles and their vital role in the coastal ecosystem, paint their own sea turtle art, adopt a hatchling to take home a special keepsake, and take the Jr. Ocean Ranger pledge to help keep beaches clean, dark, and flat for nesting turtles and hatchlings. This event is free and open to the public, making it perfect for families, beach lovers, and young conservationists, though donations are accepted for crafts. The South Walton Turtle Watch is a dedicated group of volunteers working to protect endangered and threatened sea turtles along the beaches of Northwest Florida during the nesting season, which runs from May 1st through October 31st. Updates and turtle tips can be found on their Facebook page, and more information is available on their website.

Wed, July 29

Face Paint with Uniquely Clever Art

Watersound

Family Fun

Attendees can enjoy face painting with Katlyn of Uniquely Clever. Fees apply for this activity, and no advance sign-ups are required.

Thu, July 30

Farmers Market

Watersound

Markets & Shopping

The Farmer's Market at The Big Chill, managed by Anchored Market Ventures, takes place from 9 AM to 1pm. This family-friendly event features a variety of local vendors offering items such as fresh produce, farm eggs, baked goods, handmade crafts, home decor, and wellness products. Visitors can also enjoy local shops, food options, and music on the premises. The event is open to the public, and interested individuals can connect with the market by signing up for the Farmers Market Junction newsletter or watching their videos on YouTube.

Thu, July 30

Myami's Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event featuring a variety of styling options, including colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and stylish custom braids. The event is designed for girls and young ladies looking to express their personal style. Fees apply for the services provided.

Thu, July 30

Tie-Dye Workshop

Watersound

Workshops & Classes

David’s Tie Dye Workshop runs from 5:00 PM to 8:00 PM, offering participants a chance to create various designs such as guitars, peace signs, hearts, and swirls. Shirt sizes range from 2T for children to 4XL for adults, with aprons and gloves provided. The cost for the activity is $25 per shirt.

Thu, July 30

Sounds Like Summer: Pirate Who Learns to Say Please - ECTC Children's Play

Watersound

Family Fun

During the signature summer series at The Pavilion from June through August 2026, families can enjoy a rotating lineup of lively entertainment and community activities. Each month offers a delightful, imaginative children's play, live performances by talented 30A Songwriters Festival artists, an engaging family night with activities for all ages, or an energetic Neighborhood Race with Fleet Feet designed to bring out the community's friendly spirit.

Fri, July 31

Noah’s Magic and Comedy Show!

Watersound

Family Fun

Noah's Magic & Comedy Show brings entertainment to The Big Chill this summer. Families can join Noah and his daughter, London, for a 45-minute interactive performance featuring magic, illusions, comedy, mind-reading, and audience participation. A three-time Merlin Award winner for Illusionist of the Year and Entertainer of the Year from the International Magicians Society, Noah hosts the longest-running magic show in Florida and has performed for over one million visitors on the Emerald Coast.

Fri, July 31

Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register

Watersound

Workshops & Classes

Uniquely Clever hosts the Craft and Canvas art class on Fridays from 5 PM to 6 PM. The class takes place in the screened-in space located just to the left of the Jumbotron. Participants are required to pre-register online.

Fri, July 31

Face Paint with Uniquely Clever Art

Watersound

Family Fun

Attendees can enjoy face painting with Katlyn of Uniquely Clever. Fees apply for this activity, and no advance sign-ups are required.

Sat, August 1

Myami's Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event filled with fabulous fun, perfect for girls and young ladies who love to express their inner magic. Guests can get ready to sparkle, braid, and shine with a variety of stylish offerings. The services include colorful and creative hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and custom braids tailored just for each individual. Fees apply for these activities.

Sun, August 2

Myami’s Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event featuring a variety of styling options including colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and tailored custom braids. The experience is designed for girls and young ladies looking to express themselves, and fees apply for the services.

Tue, August 4

Myami's Beach Hair

Watersound

Family Fun

Myami Henna hosts a pop-up event offering a variety of styling services including colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold color accents, and customized braids. The event is tailored for girls and young ladies looking to express their personal style. Fees apply for the services provided.

Tue, August 4

Boukou Groove

Watersound

Live Music

Formed in 2010, Boukou Groove is a New Orleans-based funk, soul, and jam band featuring veteran vocalist, keyboardist, and Moog bass player Donnie Sundal alongside guitarist Derwin “Big D” Perkins. The musical chemistry between Perkins' gripping New Orleans funk guitar and Sundal's powerful keyboards and soulful vocals has captivated audiences worldwide. This distinct sound is captured in their albums A Lil’ Boukou in Your Cup (2012) and Let the Groove Ride (2015), as well as their 2019 single release, Never Steal Our Thunder.

Wed, August 5

Wild Sea Turtle Wednesdays!

Watersound

Family Fun

The South Walton Turtle Watch hosts Wild Sea Turtle Wednesday every Wednesday morning throughout June and July. This free, family-friendly educational event allows participants of all ages to learn about local sea turtles and their coastal ecosystem. Activities include painting sea turtle art, adopting a hatchling keepsake, and taking a pledge to become a Jr. Ocean Ranger to help maintain clean, dark, and flat beaches for nesting turtles. While the event is open to the public, donations are accepted for the crafts. The organizing volunteer group dedicates their efforts to protecting endangered and threatened sea turtles along the Northwest Florida coast during the nesting season from May 1st through October 31st.

Wed, August 5

Face Paint with Uniquely Clever Art

Watersound

Family Fun

Katlyn of Uniquely Clever hosts a face painting event. Fees apply for participation, and no advance sign-ups are required.

Thu, August 6

Farmer’s Market

Watersound

Markets & Shopping

The Farmer’s Market at The Big Chill, managed by Anchored Market Ventures, takes place from 9:00 AM to 1:00 PM. This family-friendly event is open to the public and features a wide variety of goods from local vendors, including fresh produce, farm-fresh eggs, baked goods, handmade crafts, and home decor. Attendees can also enjoy great music, local shops, and on-premise food options. Visitors are encouraged to connect with local news and markets or subscribe to the organizers' newsletter and YouTube channel for updates.

Thu, August 6

Miami's Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event featuring a variety of hair styling services. Attendees can choose from colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and customized braids. The event is tailored for girls and young ladies looking to express their style, and fees will apply for the services.

Thu, August 6

Sounds Like Summer: Neighborhood Fun Run

Watersound

Family Fun

The Pavilion will host a signature summer series from June through August 2026, offering families a rotating lineup of community fun and lively entertainment. The monthly events include imaginative children's plays, live music from talented 30A Songwriters Festival artists, engaging family nights with activities for all ages, and energetic Neighborhood Races organized with Fleet Feet to promote community spirit.

Fri, August 7

Craft & Canvas Art Class hosted by Uniquely Clever *Must Pre-register

Watersound

Workshops & Classes

Uniquely Clever will host the Craft & Canvas art class on Fridays from 5:00 PM to 6:00 PM. The class takes place in the screened-in space located just to the left of the Jumbotron. Pre-registration is required for anyone wishing to attend the event.

Fri, August 7

Face Paint with Uniquely Clever Art

Watersound

Family Fun

Uniquely Clever's Katlyn will be offering face painting. While fees apply for the activity, no advanced sign-ups are necessary to participate.

Sat, August 8

Myami’s Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event featuring a variety of styling options for girls and young ladies. The available services include colorful hair wraps, shimmering hair tinsel, beachy mermaid hair with bold accents, and personalized custom braids. While these offerings are designed to help attendees express their unique style, applicable fees do apply for the services.

Sun, August 9

Myami's Beach Hair

Watersound

Family Fun

Myami Henna is hosting a pop-up event featuring a variety of styling options for girls and young ladies. The services offered include colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. Although fees apply for these services, it is an opportunity for attendees to showcase their personal style.

Mon, August 10

Art Bar Menu Station hosted by Uniquely Clever Art

Watersound

Arts & Culture

Uniquely Clever Art hosts an Art Bar Menu Station at The Big Chill on Mondays. Guests can choose from and create several different art projects. The event takes place in the screened-in room located just to the left of the jumbotron. No prior sign-up is required, though fees apply and each project is priced differently.

Mon, August 10

Face Paint with Uniquely Clever Art

Watersound

Family Fun

Katlyn of Uniquely Clever will be available for face painting. Fees apply for this activity, and no prior registration is required.

Tue, August 11

Miami's Beach Hair

Watersound

Arts & Culture

Myami Henna is hosting a pop-up event featuring a variety of styling options including colorful hair wraps, shimmering hair tinsel, vibrant mermaid hair waves, and custom braids. The experience is designed for girls and young ladies to showcase their personal style, though applicable fees will apply.

Wed, August 12

Wild Sea Turtle Wednesdays!

Watersound

Family Fun

The South Walton Turtle Watch hosts Wild Sea Turtle Wednesday every Wednesday morning throughout June and July, offering a fun and educational experience for individuals of all ages. Attendees can learn about local sea turtles and their vital role in the coastal ecosystem, participate in painting sea turtle art, adopt a hatchling to take home a special keepsake, and take the Jr. Ocean Ranger pledge to help keep beaches clean, dark, and flat for nesting turtles and hatchlings. This event is free and open to the public, making it ideal for families and nature lovers, though donations are accepted for the crafts. The organizing group consists of dedicated volunteers working to protect endangered and threatened sea turtles along the beaches of Northwest Florida during the nesting season from May 1st through October 31st. Updates and turtle tips can be found on their Facebook page.

Wed, August 12

Face Paint with Uniquely Clever Art

Watersound

Family Fun

Katlyn of Uniquely Clever will be available for face painting. Fees apply for this activity, and no prior sign-ups are necessary.

Thu, August 13

Farmer’s Market

Watersound

Markets & Shopping

The Big Chill will host The Farmer’s Market from 9:00 AM to 1:00 PM, an event managed by Anchored Market Ventures. The family-friendly gathering is open to the public and features a wide variety of goods from local vendors, including fresh produce, farm-fresh eggs, baked goods, home decor, handmade jewelry, and crafts. In addition to local shops, food, and music available on premise, attendees can connect with local news and markets by subscribing to the Farmers Market Junction newsletter or viewing market videos on YouTube.

Thu, August 13

Myami's Beach Hair

Watersound

Arts & Culture

Myami Henna is hosting a pop-up event featuring a variety of styling options including colorful hair wraps, shimmering hair tinsel, bold mermaid hair accents, and personalized custom braids. The experience is designed for girls and young ladies looking to showcase their unique style. Please note that fees apply for these services.

Thu, August 13

Sounds Like Summer: Mindy Smith - Opener: The Women of Kelly, 30A Songwriters Showcase

Watersound

Family Fun

During the signature summer series running from June through August 2026 at The Pavilion, families can enjoy a rotating lineup of lively entertainment and community events. Each month offers a delightful children's play filled with laughter, live performances by talented artists from the 30A Songwriters Festival, an engaging family night featuring activities for all ages, or an energetic Neighborhood Race hosted with Fleet Feet to bring out the community's friendly spirit.

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

WHAT MAKES WATERSOUND DIFFERENT FROM OTHER 30A COMMUNITIES?

NOT ALL 30A FEELS THE SAME. AND WATERSOUND KNOWS IT Do most people assume every stretch of 30A is interchangeable? The same coastline, same sand, same vibe? We hope not, […]

Apr 28 Area Highlights

WATERSOUND PHOTOWALKS: THE BEST NATURE BACKDROPS FOR STUNNING SHOTS

Ya think 30A’s beauty starts and ends at the beach? Watersound would like to have a word. Here, the camera roll fills up fast, thanks to mirror-still lakes, towering pines, […]

Nov 12 Area Highlights

EVENING VIBES: BEST SUNSETS, NIGHT WALKS, AND COASTAL STARS

When beach towels head home and the sky starts to blush, the coast finds a new kind of magic. Quieter. Softer. The kind that makes you talk slower and smile […]

Nov 03 Area Highlights

BIRDWATCHING & WILDLIFE AROUND WATERSOUND: NATURE’S QUIET SIDE OF 30A

There’s a whole side of Watersound that doesn’t make it onto postcards. No beach umbrellas, no flip-flop traffic, just the soft flutter of wings and the quiet rustle of something […]

Oct 22 Area Highlights

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

A 30A VACATION WITHOUT A CAR?

Yep. The trick isn’t skipping the car, it’s choosing the right address. Some parts of 30A are made for walking, biking, and taking your time. Others are better explored with […]

Jul 23 Plan Your Trip

HOW TO HAVE A FULL 30A BEACH DAY (WITHOUT CALLING IT QUITS BY NOON)

Everybody starts with the same plan. Get to the beach early, with a full cooler and big plans to stay all day until sunset. But by 11:30, someone’s sunburned, somebody’s […]

Jul 17 Plan Your Trip

WHERE TO STAY ON 30A IF YOU WANT A GOLF CART

Nobody books a 30A vacation for the golf cart. Then it becomes everyone’s favorite part. Someone mentions the beach, and seven minutes later, you and your crew are loaded up […]

Jun 25 Plan Your Trip

THE DOG’S COMING. HERE’S WHERE TO STAY ON 30A.

Let’s be real: the dog was never not coming. Of course you love your dog, but traveling with your pooch changes everything. Suddenly you’re comparing walking routes and outdoor spaces. […]

Jun 22 Plan Your Trip

May 06 2026