Beachfront holiday rentals in Watersound

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Top-rated beachfront rentals in Watersound

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Top guest favourite
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.
Apartment in Seacrest
4.99 out of 5 average rating, 154 reviews

Seamist #9 - Beach front - Serenity at Seamist

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 favourite
A bright living area features a comfortable white sofa with accent pillows, complemented by light blue armchairs. A wooden coffee table is positioned centrally, and a dining area with woven chairs sits nearby. A sailboat decor piece and soft lighting create a cozy ambiance.
Home in Seacrest
4.95 out of 5 average rating, 102 reviews

30A |Walk to Beach |Gulf Views |Private Pool | 4BR

A modern and stylishly designed beach house awaits you in the quiet confines of Seacrest located directly on 30A. Spread out in this chic beach home, which expands across 3 levels with gulf and sunset views and sleeping for 12 (4 BD/4 BA). Want to take a relaxing dip and catch some rays poolside? In the mood for some white sand, seashells, and body surfing? Then head out for a 3 min walk to the best beach in America. After a day of beach memories, gaze up at the night stars next to the fire pit!

Superhost
Townhouse in Watersound
5 out of 5 average rating, 4 reviews

Welcoming Townhome with Included Golf Cart

Ahoy There! is a dreamy 3 BR/ 2.5 bath and includes a golf cart during your stay. The home sleeps 8 and has all of the comforts and luxuries you would expect on a vacation of rest and relaxation, including meticulous finishes and luxurious furnishings. You will have all you need to prepare meals and entertain family and friends with a fully stocked kitchen overseeing the main living area for gathering while prepping meals. The open living and dining areas have 10' ceilings, a family-size dinin

Top guest favourite
Home in Rosemary Beach
4.94 out of 5 average rating, 17 reviews

NEW! South of 30A | 5-Min Walk to Rosemary & Beach

Nestled along 30A and steps from the heart of Rosemary Beach, our home was designed to offer the ideal balance of relaxation, comfort, and coastal elegance. A short walk from the white sand and emerald waters of the Gulf, your mornings begin with coffee on the porch, days are spent exploring beaches, and evenings end with sunset strolls. Whether you're planning a family vacation or a getaway with friends, our home offers the space, amenities, and location to make your time on 30A unforgettable.

Guest favourite
A bright living area features large glass doors that provide stunning views of the ocean. Comfortable white chairs and a wooden coffee table are arranged on a soft area rug. Natural light fills the space, enhancing its welcoming vibe.
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 135 reviews

Stunning, Gulf Front, Beach Access

GULF FRONT - Cool Water Beach offers unobstructed, breathtaking views of the OCEAN! It's perfect for a couples getaway, a girlfriends trip, & small families too. This unique retreat, renovated in 2017 and updated this year with new floors, furniture and bed linens throughout, will free you of all worries the moment you walk through the door. Our home is located in Seagrove, within biking distance of Seaside & Watercolor to the west & the Big Chill, Alys and Rosemary Beach to the east.

Superhost
Home in Watersound
5 out of 5 average rating, 4 reviews

Sea Mist by Stay on 30a

Arrive ready and get to the beach faster with a Stay on 30A home! ☕ Complimentary coffee + Fiji waters waiting for you 🚲 Luxury bikes included 🛺 Golf cart for effortless beach runs 🍴 Fully stocked kitchen (yes, we thought of everything) 🧴 Upgraded amenities & elevated toiletries 🧹 Resort-level cleans with 235-point inspections 📞 24/7 local support from a team that actually lives here ⚡ Rapid-response maintenance that keeps your stay seamless Arrive. Exhale. Settle.

Guest favourite
Townhouse in Santa Rosa Beach
4.97 out of 5 average rating, 219 reviews

Beachfront Townhome with Free Beach Chair Setup

Beachfront Blessing There’s nowhere I would rather be than in the Walton Dunes! If you are looking for a beachfront townhouse with amazing views and a private beach, look no further than this center unit at Walton Dunes. Beachfront Blessing is located on a quiet, dead-end street next to Deer Lake State Park. This complex of 17 townhouses completed an exterior upgrade in 2021 with new paint and railings. This home was totally renovated by noted designer Ashley Gilbreath.

Guest favourite
Home in Watersound
5 out of 5 average rating, 6 reviews

Watersound~Private Beach | Heated Pool | Golf Cart

Second Star Shores Trying to find the perfect vacation spot? Just head for the second star to the right and straight on till 30A, that’s where you will find Second Star Shores! Located in the gated community of WaterSound West Beach, this 5-bedroom, 5-bathroom home has everything you need to bring all your loved ones to get lost in the coastal life on 30A. Features to love: private beach access, large community pool (heated too!), bikes & golf cart!

Superhost
A spacious balcony is showcased, providing unobstructed views of the serene ocean and coastline. Comfortable seating is available, with a dining table set for four. The railing is elegantly designed, enhancing the open feel of this outdoor space. The pool and beach can be seen below.
Apartment in Rosemary Beach
4.8 out of 5 average rating, 104 reviews

Beachfront Pool Gated Community Seacrest

"PARADISE VILLA" BY Bespoke Management *Recently Updated *Beach-front property *Striking views of world-class white sandy beaches *Balcony overlooking the pool *Three bedrooms (sleeps 10) *Open floor plan with plenty of large windows for natural light *Jacuzzi tub in the master bathroom *Beautifully and intentionally furnished *Steps to beach, coffee shops & restaurants, and boutique shops *Walk to Rosemary Beach, Alys Beach, and Seacrest Beach

Guest favourite
A covered porch area features a round stone table surrounded by four seats, alongside a plush seating arrangement. Beyond, a vibrant sunset casts colorful hues across the sky, while the calm water of the Gulf is visible in the distance.
Townhouse in Santa Rosa Beach
4.99 out of 5 average rating, 144 reviews

Gulf Front, Like NEW 2 BR + Bunks Townhome on 30A

NEWLY RENOVATED INSIDE AND OUT! Check out "Now I Sea" Luxury Gulf-Front featuring 2 bedrooms, 2.5 baths, plus Twin XL Bunks. "Now I Sea" will help you enjoy all of the best aspects of 30A! We are located between Alys Beach and Watersound with plenty of activities and restaurants in close distance. Walk out your back door right onto the beach. Private beach chair set up available during Peak season (March 1 - October 31) and 2 bikes year round.

Guest favourite
Townhouse in Santa Rosa Beach
5 out of 5 average rating, 10 reviews

Brand NEW 30A Rental Across from Pool + Big Chill

Welcome to Barefoot Bliss on 30A — a brand-new luxury townhome ideally located directly across from Prominence’s zero-entry, resort-style pool, complete with fountains, cabanas, and expansive lounge areas just steps from your door. Perfectly positioned between Seaside and Rosemary Beach and just steps from The Big Chill, this home delivers exceptional walkability, seamless poolside relaxation, and the very best 30A resort living.

Top guest favourite
Cottage in Alys Beach
4.95 out of 5 average rating, 19 reviews

30A Carriage House | 5 min to beach | Cart & Bikes

Escape to this peaceful 30A carriage is just a 5-minute walk to the beach. Wake up under vaulted ceilings, sip coffee by the lake, then wander shaded streets to sugar-white sand. With space for 4, a golf cart and bikes, plus nearby lake launch access for paddleboards and kayaks, it’s your cozy, tucked-away base for sunsets, seafood dinners, card games at the table, and slow coastal mornings under string lights.

Popular amenities for beachfront rentals in Watersound