Watersound Vacation Rentals

Name: Family Movie Night: Toy Story 4
Start: 2026-09-30T19:00:00+00:00
Location: The Big Chill

STAY IN Watersound

The Crossings at Watersound Beach C214

Sleeps 6 - Watersound

Haylee Diamond

Two Rocking Chairs on a Porch

Sleeps 10 - Watersound

Haylee Diamond

View All Homes On 30A

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.

Mr. Freeze @ The Big Chill

American

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Mile Marker Fifteen @ The Big Chill

AmericanMexican

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Tackle Box @ The Big Chill

AmericanSeafood

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Local Smoke @ The Big Chill

AmericanBbq

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Bruno’s Pizza

AmericanItalian

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Nectar Coffee @ The Big Chill

American

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Louie’s Una Pizza

AmericanItalian

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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

Fri, September 11

DJ Dance Party w/ DJ Dan

Watersound

Family Fun

Guests are invited to attend the Ultimate Family Dance Party, featuring DJ Dan playing popular hits. The event offers a high-energy, family-friendly evening filled with music and dancing for attendees of all ages.

Sun, September 13

NFL on the Jumbotron

Watersound

Sports & Games

Every Sunday throughout the season, The Big Chill hosts an NFL Watch Party featuring wall-to-wall football action on a 25-foot Jumbotron. Attendees can enjoy a fan-friendly atmosphere with outdoor viewing, full-service bars, and game day bites from multiple eateries while watching their favorite teams or tracking fantasy lineups.

Mon, September 14

Monday Art Studio with Sparkleberry

Watersound

Workshops & Classes

Monday Art Studio is a weekly homeschool art experience for children ages 5 to 12, held on Mondays from 10:00 AM to 12:00 PM starting August 17th at Stage Right inside The Big Chill in Watersound, Florida. Each week, participants explore celebrated artists, experiment with diverse materials, and work on meaningful projects within a collaborative studio environment. The program offers flexibility with options to attend individual classes at $60 per class, monthly at $240, or for the full 13-week fall semester at $780. While each session functions independently, consistent attendance encourages deeper artistic growth, creative confidence, and community building. Step Up for Students Direct Pay is accepted for payment.

Mon, September 14

NFL on the Jumbotron

Watersound

Sports & Games

The Big Chill is hosting an NFL Watch Party every Monday throughout the season. Attendees can watch all the football action on a 25-foot Jumbotron while enjoying food and drinks from multiple eateries and full-service bars in a fan-friendly outdoor atmosphere.

Tue, September 15

MLB on the Jumbotron

Watersound

Sports & Games

Major League Baseball is displayed on the large video screen.

Wed, September 16

MLB on the Jumbotron

Watersound

Sports & Games

Major League Baseball is displayed on the giant video screen.

Fri, September 18

College Football on the Jumbotron: Miami vs Wake Forest

Watersound

Sports & Games

A college football matchup featuring Miami versus Wake Forest is displayed on the large video screen.

Sat, September 19

College Football on the Jumbotron

Watersound

Sports & Games

College football action is broadcast on a 25-foot Jumbotron, with featured games posted by Wednesday each week. Additional top games of the day are shown on televisions under the covered pavilion. Guests can also request specific games on 10 other TVs located across the property on a first-come, first-served basis by asking a bartender or cashier to contact a manager.

Sun, September 20

NFL on the Jumbotron

Watersound

Sports & Games

The Big Chill hosts an NFL Watch Party every Sunday throughout the football season. Attendees can watch game day action on a 25-foot Jumbotron while enjoying outdoor viewing, a fan-friendly atmosphere, full-service bars, and food options from various eateries. It offers a great destination for sports fans looking to catch every play and track their fantasy lineups.

Mon, September 21

Monday Art Studio with Sparkleberry

Watersound

Workshops & Classes

Monday Art Studio offers a weekly homeschool art experience for children ages 5 to 12 at Stage Right inside The Big Chill in Watersound, Florida. Held on Mondays from 10:00 AM to 12:00 PM starting August 17th, the program allows young artists to explore celebrated figures, experiment with various mediums, and build creative confidence in a collaborative environment. Tuition options include $60 per class, $240 monthly, or $780 for the 13-week Fall Semester, with Step Up for Students Direct Pay accepted. While individual class attendance is welcome, consistent participation encourages deeper artistic growth and community connection. Registration is available online.

Mon, September 21

NFL on the Jumbotron

Watersound

Sports & Games

The Big Chill hosts an NFL Watch Party every Monday throughout the football season. Attendees can watch every play on a 25-foot Jumbotron while enjoying food from multiple eateries and drinks from full-service bars in a fan-friendly outdoor atmosphere. It is an ideal destination for fans to support their team or follow their fantasy football lineups.

Tue, September 22

Mind Plays

Watersound

Live Music

Mind Plays will perform live from 6:00 to 9:30 pm.

Wed, September 23

DJ Dance Party w/ DJ Dan

Watersound

Live Music

DJ Dan hosts a dance party featuring live music.

Fri, September 25

Moana Luau Experience and Family Movie Night: Original Moana

Watersound

Family Fun

Guests can enjoy the Moana Luau Experience leading up to a Family Movie Night showing of the original Moana film. The event features a flower-making station, Polynesian performances, Hawaiian games, and hula lessons, with Moana leading the activities. The fun begins at 4 PM with a meet and greet, followed by performance sets at 4:45 PM and 6 PM, a hula lesson at 5:30 PM, a Hawaiian game at 6:45 PM, and the movie screening at 7 PM.

Sat, September 26

College Football on the Jumbotron

Watersound

Live Music

Guests can watch college football games on a 25-foot Jumbotron, with the weekly featured matchups announced every Wednesday. Additional top games are shown on televisions under the covered pavilion. Furthermore, 10 TVs located throughout the property are available for specific game requests on a first-come, first-served basis by asking a bartender or cashier to notify a manager.

Tue, September 29

Ronni Kay and The Amazing Band

Watersound

Live Music

Attendees can enjoy a live performance by Ronni Kay and The Amazing Band from 6:00 to 9:30 pm.

Wed, September 30

Family Movie Night: Toy Story 4

Watersound

Family Fun

Families can gather for a movie night featuring a screening of Toy Story 4.

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

30A Songwriters Festival 2027: Dates, Artists, Venues, Tickets & Where to Stay

January on 30A is usually the quieter side of the beach. Then Songwriters Festival weekend arrives. For four days, restaurants become listening rooms, town halls turn into stages, patios fill […]

Sep 09 Plan Your Trip

30A AFTER THE KIDS GO BACK TO SCHOOL: WHO COMES NEXT?

The backpacks are packed. The buses are rolling. And 30A? It doesn’t slow down, it just changes the invitation list. Once summer family season winds down, a different kind of […]

Sep 08 Plan Your Trip

EARLY BIRD OR NIGHT OWL? PICK A 30A RENTAL EVERYONE WILL LOVE

The right rental doesn’t force everyone onto the same schedule. It just gets out of the way. One person’s up before sunrise, coffee in hand, already spotting dolphins from the […]

Aug 12 Plan Your Trip

PLANNING A LARGE GROUP TRIP TO 30A: WHAT MATTERS BEYOND BEDROOM COUNT

A house that sleeps 16 and a house that actually works for 16 are not the same thing. One group arrives, and suddenly three families are sharing two bathrooms, the […]

Jul 29 Plan Your Trip

May 06 2026