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, 128 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, 126 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, 215 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.

Top guest favorite
The sleeping area features a spacious bed adorned with crisp white linens and decorative throw blankets. Natural light fills the room through large windows draped with sheer curtains, while a cozy dining set is positioned nearby, integrating a relaxed coastal aesthetic.
Condo in Inlet Beach
4.99 out of 5 average rating, 166 reviews

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Recommended by ā€˜TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to Inlet Beach, one of FL’s most beautiful white-sand Gulf Coast beaches! This dreamy full studio sleeps 4 (4 beds), & sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; walk/bike to Inlet, Alys & Rosemary Beach dining & entertainments Featuring a clean Cali-Florida vibe, POOL, GRILL, beach gear, fast wi-fi, smart TV, fully-equipped kitchen, & sunsets from your private patio! Park your car, walk everywhere!

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, 143 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.

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, 197 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
The newly built cottage features a two-story design with light-colored siding, surrounded by lush greenery. A golf cart is parked nearby on a gravel path, adding convenience for exploring the area. Sunlight filters through the trees, creating a serene atmosphere.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 129 reviews

Luxury 30A Cottage w/ Private Pool and Golf Cart

A NEWLY BUILT LUXURY COTTAGE DESIGN BEACH HOUSE WITH PRIVATE/HEATED POOL* AND GOLF CART in the heart of Santa Rosa Beach off 30A. This beach house is nestled among the trees yet only minutes away from the white sandy beaches. Bask in the sun by day and wind down and relax in the outdoor areas surrounded by a peaceful wooded area by night. It is like stepping out of one world directly into another. Come and Relax and enjoy the peace and tranquility of this cozy retreat.

Guest favorite
A light-filled living area is designed with comfortable seating including two armchairs and a sofa. A round coffee table rests on a patterned rug, with a decorative bowl at its center. A large television is mounted on the wall, surrounded by tasteful coastal decor.
Townhouse in Watersound
4.97 out of 5 average rating, 197 reviews

Prominence 30A ~ Golf Cart ~ Bikes

Located between Alys Beach and Seaside, La Belle Mer 30A, is located in Prominence, one of 30A hottest luxury beach communities. Rejuvenate at La Belle Mer 30A with soft linens, tasteful coastal dĆ©cor and natural light. Beach access is within a short low speed vehicle (LSV) or bike ride. Walk or ride to ā€˜The Big Chill’, (formerly The Hub) to grab dinner and drinks while listening to live music or watching a movie on the 25-foot jumbotron.

Top guest favorite
Four Segway electric scooters are lined up on a patterned stone driveway. Each scooter features a sleek design with distinct colors, and sturdy wheels suited for various terrains. The garage door is visible in the background, highlighting the residential setting.
Townhouse in Watersound
4.99 out of 5 average rating, 140 reviews

Big Chill 30A | Scooters | Pool | Nearby Beaches!

Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Top guest favorite
A charming two-story townhome is positioned within a neatly landscaped community. The exterior showcases light-colored siding and a metal roof, with a spacious garage on the ground floor. The sky is adorned with soft pastels as the sun sets behind the trees.
Townhouse in Inlet Beach
5 out of 5 average rating, 135 reviews

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence

Songbird on 30A is a gorgeous townhome perfect for families. Walk to the Big Chill, Golf Cart to the Beach, or Lounge by the Pool. Our kitchen is equipped for cooking family meals, and the balcony is ideal for your morning coffee. Our home is on the 2nd floor and provides plenty of room for gathering in the open floor plan. Located in Prominence North, guests have access to all neighborhood amenities.

Guest favorite
A spacious open-concept living area is depicted, featuring a dining table with rustic chairs, a cozy seating arrangement adorned with light-colored textiles, and a modern chandelier overhead. Light shimmers off the blue-toned kitchen cabinetry in the background, and artwork graces the walls.
Townhouse in Watersound
4.97 out of 5 average rating, 126 reviews

"Just a Dream" Beach Home on 30A

A dream vacation awaits in our "Just A Dream" home in the Prominence community on 30A with resort style pool and BBQ grills. Our luxury 3 bedroom, 2.5 bath home is sure to make your family and guests feel right at home. Easy access to the beach either by LSV (golf cart) and bicycles that we provide at no extra cost. Walk across the street to "The Big Chill" to enjoy dinner or entertainment.

Top guest favorite
A sleek black golf cart is parked in front of the townhome, showcasing its comfortable seating and sturdy design. A light-colored garage door and well-maintained landscaping are visible in the background, indicating easy access to the surrounding area.
Townhouse in Watersound
4.99 out of 5 average rating, 199 reviews

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes

Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a Golf Cart!

Popular amenities for Watersound vacation rentals

Your guide to Watersound

Welcome to 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.


The best time to stay in a vacation rental in Watersound

Spring and summer are high seasons in South Walton. Balmy weather and warming waters arrive with spring, along with afternoon rain showers. Summers are hot and the beaches are busy with visitors. Early fall often looks a lot like summer, but by winter the crowds have died down, although a cool but sunny day on these pretty beaches is often quite appealing to out-of-towners who would otherwise be shoveling snow. You can usually find an outdoor activity around here, where the public space is activated with live performances, food trucks, and outdoor film screenings.


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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