Vacation rentals in Watersound

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Top-rated vacation rentals in Watersound

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Top guest favorite
A contemporary kitchen features light cabinetry and a spacious countertop adorned with a granite surface. Modern appliances are seamlessly integrated, including an oven and a stovetop. Stylish pendant lights provide illumination above the counter where three bar stools are arranged.
Townhouse in Rosemary Beach
4.99 out of 5 average rating, 140 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

Stay right on Scenic 30A in this Luxury Getaway & your family will be close to everything with a centrally-located villa. 30A Sandpiper perfectly interprets the Emerald Coast Seaside Spirit šŸ–ļø a peaceful retreat nestled along the most beautiful beaches in the Gulf of America šŸ‡ŗšŸ‡ø. Across 30A is The Big Chill, a 1st-class entertainment district with lots of f/b options. Master BR1 ensuite has spa-like bathroom. 2nd MBR & Great Room each offers balcony access. Property includes 5 ā­ļø Resort Style POOL

Top guest favorite
The kitchen area features modern appliances, including a refrigerator and stove, set against a backsplash of turquoise tiles. Natural light floods the space from large glass doors, revealing a view of the beach. Soft furnishings and a small dining table complete the inviting environment.
Condo in Seacrest
4.99 out of 5 average rating, 134 reviews

Seamist #9 - On the beach! On the Gulf!

Serenity at Seamist 9 has private beach access and is one of 12 units privately owned in a quiet area on 30-A. Experience a peaceful beach vacation in this exquisite Gulf-front condo. You will be greeted by breathtaking views that match the beautiful turquoise accents in the home. Head out to your private balcony to get a closer look at the brilliant, blue-green waters of the Gulf. Grab your favorite drink and take a seat on the high top swivel chairs. The perfect place to watch the dolphins

Guest favorite
An outdoor area features a private saltwater pool illuminated in blue. Surrounding the pool are wooden lounge chairs and a covered seating area with soft lighting. The backdrop includes lush trees and a well-equipped outdoor kitchen, making it an inviting space for relaxation.
Home in Seacrest
4.95 out of 5 average rating, 217 reviews

Pet Friendly 30A Heated Pool Ocean View Beach 0.10

SEARENITY is a 3 Bed/ 3 FULL bath single family home located on 30A in Old Seacrest. Enjoy beautiful ocean views and a 3 min/ 0.1 walk (map quest walking) to a quiet, gorgeous beach. Our PUBLIC Beach access is RARE. There is NO PARKING so it is always quieter than any other access points. All beach necessities provided. Secluded back yard with outdoor kitchen and private salt water pool (Heated off season). Well equipped kitchen with coffee bar/regular bar. Balcony with ocean views and sunsets.

Guest favorite
An open living area features a light grey sectional sofa adorned with decorative pillows, accompanied by a wooden coffee table with a tray. A nearby dining area displays a wooden table surrounded by light-coloured chairs, with a view of the modern kitchen visible in the background.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 126 reviews

Spring Break Escape 2026 | Relax, Ride & Reconnect

Relaxation awaits as you walk through the front door of this idyllic 2 bedroom townhome nestled in the picturesque community of Prominence, one of Scenic Highway 30A's newest gems. Perfect for a small family or ideal for a couple’s getaway the coastal inspired theme woven throughout the home makes the travails of every day life seem like a distant land far off on the horizon. Once you are here, we are confident that ā€œShore Beats Workingā€ will become your favorite beach vacation destination.

Top guest favorite
A spacious bedroom features a large bed with a decorative headboard. Natural light fills the room through multiple windows, complemented by soft white drapes. A small desk and two accent chairs are positioned to create a cozy seating area.
Guesthouse in Rosemary Beach
4.95 out of 5 average rating, 103 reviews

Great Escape Carriage House

Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

Superhost
A modern kitchen is equipped with stainless steel appliances and a spacious island with seating for four. A dining area features a round wooden table surrounded by six chairs, complemented by a chandelier. Warm lighting enhances the open layout, connecting the kitchen and living space.
Townhouse in Watersound
4.86 out of 5 average rating, 100 reviews

Prominence Townhome 3 bedroom

Your family will be close to everything when you stay at this centrally-located home. Ideally located between Seaside & Rosemary Beach just minutes by bike or golf cart to beach access. This 3 bedroom (king, queen, 2 twins) provides plenty of room for the entire family. Back deck overlooks state park land providing some much needed quiet privacy on your family vacation perfect for a morning cup of coffee or evening cocktails. Golf cart $40/day and bikes are complimentary. Pet friendly w/fee

Top guest favorite
A large outdoor pool is surrounded by palm trees and lounge chairs. Water features are visible, creating an inviting atmosphere. The pool is set against a clear blue sky, offering a perfect setting for relaxation and leisure.
Townhouse in Santa Rosa Beach
4.96 out of 5 average rating, 147 reviews

Hub House-Sleep 6, 2BR 2BA, Golf Cart, Heated Pool

Prominence 30A is the hottest new place to spend a family beach vacation with 2 pools with one pool being heated! It is located directly across from The Hub - the best entertainment space for families with live music, nightly activities, and movie nights on the big screen! It is between popular Seaside and Rosemary Beaches. This home has WiFi, 3 Smart TVs, and use of beach chairs, beach toys, and umbrella included in your stay. Use of new 2023 6-seat golf cart included at no additional fee.

Guest favorite
A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.
Townhouse in Rosemary Beach
4.96 out of 5 average rating, 101 reviews

Sun & Fun at The Swell Club 30A (with golf cart!)

Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

Top guest favorite
A private balcony offers unobstructed views of the beach and emerald waters. Two wooden chairs are positioned towards the ocean, with the sandy shore and gentle waves visible in the background. The scene captures a bright sky, enhancing the tranquil coastal environment.
Townhouse in Santa Rosa Beach
4.98 out of 5 average rating, 202 reviews

Beachfront Townhome with Free Beach Chair Setup

If you are looking for a beachfront townhouse with amazing views and a private beach, look no further than our center unit at Walton Dunes. We are located on a quiet, dead-end street next to Deer Lake State Park. Our complex of 17 townhouses completed an exterior upgrade in 2021 with new paint and railings. Our unit is in the center and was totally renovated by noted designer Ashley Gilbreath. New flooring and a master bathroom upgrade were done in 2023. Beachfront convenience awaits.

Top guest favorite
A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.
Townhouse in Watersound
5 out of 5 average rating, 120 reviews

Prominence 30A: Golf Cart, Bikes, Pool

Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

Top guest favorite
A spacious living area features a light wooden floor complemented by blue sofas with decorative pillows. A white coffee table centers the room, while natural light floods in through multiple windows. A flat-screen television is mounted against the wall beside a sideboard.
Townhouse in Santa Rosa Beach
4.98 out of 5 average rating, 104 reviews

6 Seater Golf Cart+ Bikes + Bunks + Resort Pool!

PROMINENCE 30A RENTAL, "EMERALD ESCAPE" IN WATERSOUND, FLORIDA IS A 3 BEDROOM, 2.5 BATHROOM VACATION HOME COMPLETE WITH ALL OF THE CONVENIENCES OF HOME. 6 SEATER GOLF CART INCLUDED WITH YOUR RENTAL and 4 BIKES. Families will certainly enjoy the close proximity to the amazing Prominence community amenities. The 5,000 sq. ft. pool is surrounded by a large pool deck. The beach is an enjoyable & easy bike ride away!

Top guest favorite
A large resort-style pool is visible, surrounded by palm trees and lounge chairs. The bright blue water reflects the clear sky, while the community's buildings are positioned in the background, enhancing the inviting atmosphere of the oasis.
Condo in Inlet Beach
4.98 out of 5 average rating, 108 reviews

Twickenham - 30A 2BR Gem | Pool, Beach & Cruiser

Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. • Comfy bedrooms with premium linens • Kitchen stocked with cookware, dining ware, coffee, and more • Free bikes, beach gear & parking • Smart TVs + high-speed Wi-Fi Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

Popular amenities for Watersound vacation rentals

All about Watersound

Whimsically named Watersound has everything you need for a good time, and that’s by design. This private community on Florida’s Emerald Coast boasts hiking and biking trails, restaurants, outdoor movie screenings on a jumbotron, an 18-hole golf course, and two 7,000-square-foot zero-entry pools. All of this rests alongside pristine beaches dotted with coastal dunes, crisscrossed by winding wooden boardwalks. Welcome to South Walton, a community of 16 beach towns, each carefully planned to suit the needs of their residents and visitors, offering several different flavors of smalltown life. There’s quaint Rosemary, with its town square and cobblestone streets, and funky Grayton, populated with art galleries and creatives. It’s all under the banner of New Urbanism, a city planning philosophy that calls for walkable cities with lots of public gathering spaces. Perfection is subjective, but there’s no question that’s what the planners of South Walton strive for — with a bit of assistance from nature, which provided 26 perfect miles of white sand shores.

What are the top things to do in Watersound?

Seaside

To really get a sense of what New Urbanism is all about, head to Seaside, whose designers are pioneers in the city planning principle. Every detail of the city has been considered, down to the cute cottages painted in pastel colors intended to improve people’s moods. Fuel up on Airstream Row, a block lined with gleaming trailers retrofitted as curbside eateries. Rosemary and Alys Beach were designed by the same planners.

Grayton Beach State Park

Hike trails lined with coastal scrub oak and magnolia at this 2,000-acre park where snowy plovers roam and sea turtles come ashore to lay their eggs. About 350 feet from shore is an artificial reef where snorkelers may encounter sea anemone, colorful fish, and even dolphins. You can rent kayaks and canoes within the park, where there is also a snack stand.

Man in the Sea Museum

This aptly named museum is devoted to the human desire to explore the watery ocean depths. Here you’ll find the world’s first underwater living facility, submarines, antique diving suits, and even relics recovered from a 16th-century shipwreck. Every Friday the museum hosts a food truck, so you can grab lunch as you ponder just exactly what one eats in an underwater capsule house.

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