Holiday rentals in Watersound

Townhouse in Rosemary Beach

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.

4.99 out of 5 average rating, 133 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

4.95 out of 5 average rating, 216 reviews

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

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.

Apartment in Rosemary Beach

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.

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

5 out of 5 average rating, 110 reviews

The exterior of a coastal home is showcased, featuring white siding and multiple large porches. Palm trees and tropical landscaping frame the entrance, which is accessed by a set of stairs. The porches are equipped with ceiling fans and black railing, offering a stylish outdoor space.

Holiday home in Seacrest

*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!

Welcome to "Crew Rest!" - BRAND NEW Photos as of April 2025! :) * ALL 5 STAR REVIEWS! *4 Bedrooms, 4.5 Baths, Sleeps 10 *2 Kings, 1 Queen, 2 Bunk Beds *Every bedroom has an En Suite Bath *Located in Seacrest Beach Community between Alys & Rosemary *Free Tram to beach - or 5 min walk *Private Beach Access- Seacrest Beach *12,000 SF Community Pool *2 huge porches *Carriage House available for rent next door *4 TV's *Discounts for airline pilots or flight attendants * POOL CLOSED: Oct 27-Nov 24

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.

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.

4.99 out of 5 average rating, 168 reviews

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.

Apartment in Inlet Beach

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!

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.

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.

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.

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.

4.95 out of 5 average rating, 132 reviews

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

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.

4.98 out of 5 average rating, 200 reviews

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

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 décor and natural light. Beach access is within a short low speed vehicle (LSV) or bike ride. Walk or ride to ‘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.

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.

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!