Holiday houses in Watersound

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Top-rated holiday rentals in Watersound

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Top Guest favourite
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, 134 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 🏖️ 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

Guest favourite
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, 216 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 favourite
The tropical pool area features clear blue waters surrounded by palm trees and lounge chairs. Elevated platforms with palm planters add to the serene atmosphere. Slip-resistant tiles and multiple swimming lanes can be seen along the pool edge, inviting relaxation under the bright sky.
Condo in Rosemary Beach
4.95 out of 5 average rating, 109 reviews

Paradise at The Pointe on 30A by Rosemary Beach

5 min walk to beach! **PLEASE READ ENTIRE LISTING B4 BOOKING. Paradise awaits at this beautiful 2 bedrm 2 bath top floor condo, situated at the highly coveted and recently built luxury resort The Pointe, located exactly next door to Rosemary Beach. This impressive and ideally located boutique resort boasts a lovely tropical pool, hot tub with outdoor fireplace, on-site café Big Bad Breakfast, poolside lounge, Rooftop Lounge with a spectacular view, and large well equipped gym overlooking the p

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, 121 reviews

Stunning, Gulf Front, Beach Access

Located 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.

Top Guest favourite
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, 168 reviews

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

Recommended by ‘TRAVEL + LEISURE’ —FlipFlopsOn II is 80 steps to Inlet Beach, where sugar-white sand meets the turquoise Gulf Coast! This sun-washed full studio for 4 (4 beds), sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; stroll or bike to Inlet, Alys & Rosemary Beach dining & entertainments. Featuring a clean Cali-Florida vibe with a pool, grill, pavilion, beach gear, fast Wi-Fi, 65” smart TV, & sunsets from your private patio! Park your car, walk everywhere!

Top Guest favourite
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, 201 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.

Guest favourite
A bright living area features large windows offering views of the ocean. A soft sectional couch is positioned against the wall alongside a light-colored entertainment unit. Decorative frames and wall art enhance the space, while natural light fills the room.
Townhouse in Santa Rosa Beach
4.92 out of 5 average rating, 228 reviews

30A On The Water! Views! Beach Access & Updated!

This BEACHFRONT townhouse is GULF FRONT with amazing OCEAN views out the back! Walk out your own deck and toes in the sand! Spectacular views from the living room, master and 2 decks. Updated with all new furniture! All these details will make your vacation seamless and relaxing! Located in the heart of 30A (Seagrove Beach) with a 2 mile bike ride to "The Hub", and nestled right between Watercolor and Rosemary Beach...Your family can experience it all from this perfect location.

Guest favourite
A bright living area features a spacious white sofa adorned with colorful cushions. A wooden coffee table sits on a woven rug, complemented by a leather armchair. Large windows invite natural light, revealing a view of greenery outside.
Townhouse in Inlet Beach
4.98 out of 5 average rating, 124 reviews

2 Pools ~ Golf Cart ~ Bikes ~ Xbox!

You have to 'Sea' it to 'Believe' it - come hang at our home for the summer! Sea'n is Believe'n is a newly redesigned home with extra special details - right in the heart of Prominence on 30A. This 3 bed, 2.5 bath home is great for families and comes with a brand-new golf cart, incredible amenities, and it's situated right across the street from “The Big Chill”! The Prominence community features 2 Resort style pools, outdoor space, outdoor grills, and easy access to the beach.

Top Guest favourite
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, 132 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.

Top Guest favourite
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, 103 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 favourite
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, 145 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 favourite
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, 137 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.

Popular amenities for Watersound holiday rentals

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