
Vacation rentals in Watersound
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Top-rated vacation rentals in Watersound
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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 🏖️ a peaceful retreat nestled along the most beautiful beaches in the Gulf of America 🇺🇸. 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 ⭐️ Resort Style POOL

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

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary
The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

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.

Luxury Townhouse in Santa Rosa Beach - The Zen Pad
Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool
GREAT LOCATION! Our 1 bedroom poolside Seacrest Beach condo is centrally located just a block away from the great shops & restaurants in Rosemary Beach & Alys Beach. Our space is perfect for a couple or a small family + baby. (max 2 adults) Updated and top-rated! Enjoy a new king bed & sofa bed (for kids only), mini crib (by request) + baby gear. Our 620 sq ft condo has a living & dining area, kitchen w/ a full fridge, and a dishwasher. Enjoy the private balcony overlooking the pools!

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

30A Spring Break Favorite | Heated Pool & Bikes
Experience an unforgettable tropical holiday in this charming townhouse in Prominence North on 30A. Its bright, open interiors and two bedrooms are ideal for smaller families or a couple's getaway. Tastefully decorated with a coastal ambiance, this luxury townhome offers a carefree and relaxing atmosphere! The 5,000 square foot community pool and "The Big Chill" (formerly known as "The Hub"), a lively entertainment, shopping, and dining mecca, are both within an easy walk.

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 & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

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.

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.

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
Other great vacation rentals in Watersound

The Juander Inn, cottage + saltwater pool on 30A!

The Good Life

Origin 1436: Gulf Views + FREE Activities

Surfing Turtle|Pet Friendly|Pool|Golf Cart

Prime Location | Pickleball | Walk to shop & dine

Luxurious Townhouse on 30A; Golf Cart & Bikes

Top-floor condo w/ panoramic gulf views

30a Luxury | Private Beach 7 Palms Pelican Circle
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.
Destinations to explore
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- Destiny East




