House holiday rentals in Watersound

4.93 out of 5 average rating, 238 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.

4.88 out of 5 average rating, 8 reviews

Home in Watersound

30A Dunes by Stay on 30a

Running to the store after check-in isn’t a vacation. Two nights in and you’re rationing toilet paper like it’s a reality show.. ✨ We fixed that. With Stay on 30A, every stay is designed to feel effortless from start to finish. 🚲 FREE luxury bikes 🏖️ Easy beach access + resort-style pools 🧴 Full-size amenities (no starter kits) 🧹 Arrival inspections + meticulous cleans 📞 24/7 local support ⚡ Rapid-response maintenance & care We host our stays the way we’d want our own vacation to feel.

A modern kitchen and living area are showcased with sleek white cabinetry and a spacious island featuring stone countertops. A gas stove and double oven are integrated into the kitchen design. Natural light enters through windows, illuminating the inviting seating area.

4.99 out of 5 average rating, 105 reviews

The Salty Dog . 4BR . Public Beach & Pool Access

Welcome to The Salty Dog! The Perfect spot with a PUBLIC BEACH. 4BR, 3.5 Bath FULLY STOCKED home located in peaceful Grande Pointe neighborhood. Sleeps up to 9 guests. 0.2 m to the community pool 0.5 m to 4 PUBLIC BEACH accesses, offering parking & bathrooms. 0.5 m to 30Avenue’s shopping and dining. 1 mile from Rosemary Beach’s restaurants and boutiques. 20 mins from PCB airport. Beach chairs, umbrellas, bikes, beach towels, toys, wagons & coolers. Pack light and come ready, We have it all.

4.97 out of 5 average rating, 108 reviews

The exterior of a two-story beach cottage is framed by a wrap-around porch supported by tall columns. Bright white siding complements the thoughtfully landscaped front yard, featuring planters with greenery. Four bicycles in vibrant colors are parked nearby, providing an inviting touch to the coastal ambiance.

Home in Santa Rosa Beach

5 Min to Beach 4 Bikes + Pool 30A "White Magnolia"

"White Magnolia" BY Bespoke Management This stunning, southern-charm beach cottage rests quietly on a private back-corner lot in the heart of Seagrove, only a five-minute walk from the Gulf’s sugary white sand and 30A’s best food including Café Thirty-A, Perfect Pig, Angelina’s, Donut Hut, and Goatfeathers. Take a short 1.5 mile ride along 30-A’s famous bike path to Seaside or a quick drive to The Hub, Alys Beach and Rosemary Beach. Book "White Magnolia" by Bespoke Management now to begin

4.97 out of 5 average rating, 149 reviews

The exterior of the bungalow showcases a heated pool surrounded by lounge chairs and a dining area under an umbrella. A gas grill is visible near the shaded seating areas, set against a backdrop of lush greenery and a clear blue sky.

Home in Inlet Beach

New Heated (opt) Pool/Interior/Walk-Private beach

Brand New Heated (optional) Pool & all new interior renovation is stunning! Rare Private Beach-easy walk (1 block).. Kid’s Bunk-n-play room -65” Smart and Ping Pong Table. Newly renovated “Lux Bungalow” is designed for big family entertaining inside and out or cozy adult time poolside or by 2 fireplaces! 3 brms/2.5 baths-sleeps 10! NOTE: For pool, an additional heated fee daily rate of $45/Day-ONLY for stays Oct- March! Other months no heat is required (80° )NO CONSTRUCTION NEXT DOOR!

4.95 out of 5 average rating, 150 reviews

A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A round wooden coffee table sits center stage, while a flat-screen TV is mounted on the wall. Artwork and a round mirror provide visual interest, complemented by soft blue tones throughout.

Home in Inlet Beach

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!

A vibrant blue house with a welcoming balcony overlooks a landscaped yard. Comfortable seating is positioned on the porch, surrounded by decorative plants. Large windows allow natural light to fill the home, contributing to a bright and inviting exterior.

4.92 out of 5 average rating, 266 reviews

Amazing Location! Walk to Rosemary, Pool, & Beach

The search stops here! We found the best location on 30A so you don’t have to. Welcome to Blue Skies beach retreat. Park your car and walk to the best 30A has to offer. Enjoy the five star resort style pool, the talk of the town. Walk to great restaurants, beautiful emerald coast beaches, and gorgeous downtown Rosemary. Bike down a nature trail, paddle board on the rare coastal dune lakes, catch some live music, visit a state park, go fishing, sight see, and shop.

5.0 out of 5 average rating, 125 reviews

A charming bungalow is presented with a light grey exterior and white trim. Two rocking chairs are positioned on the front porch, inviting relaxation. Lush green landscaping enhances the curb appeal. A small decorative sailboat accentuates the entrance, adding a subtle coastal touch.

Home in Santa Rosa Beach

Flip Flops in Paradise

‘Flip Flops in Paradise’ is a great two bedroom two bathroom bungalow located in the heart of Seagrove, just a few blocks away from beautiful beaches! This newly renovated bungalow is fully furnished, has all the charm and feel of a relaxing ultimate vacation at the beach. Come and enjoy this fabulous 30A location (close to absolutely everything), includes community swimming, pool and grills for grilling out located at the pool area as well. Minimum rental age is 25.

A bright living room showcases large windows framed with sheer curtains, allowing natural light to fill the space. A circular wooden coffee table is centered on a neutral rug, surrounded by a sectional sofa and two armchairs. A minimalist artwork adorns the wall above the fireplace.

4.97 out of 5 average rating, 108 reviews

The Rosewater House in the heart of Rosemary Beach

Welcome to The Rosewater House in the heart of Rosemary Beach ( previously named Vitamin Sea) —We were just voted one of the most romantic small towns in the US, known for its European-inspired architecture, cobblestone streets, and pristine white sand beaches. Professionally decorated 4-Bedroom, 2.5-Bath Included: 4 bikes, YETI cooler, 4 beach chairs, beach towels and a beach umbrella. Parking for 3 cars permitted.

4.99 out of 5 average rating, 101 reviews

The open-concept living area showcases a comfortable arrangement of light gray sofas and armchairs, accented with blue pillows. A round coffee table sits at the center on a natural fiber rug. Bright light fills the space through large windows, complemented by stylish white drapes.

Home in Inlet Beach

30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill

⭐4.99 | Guest Favorite | Top 5% on 30A Prominence 30A retreat sleeps 10 with a 6-seat golf cart, 4 bikes & resort pools. Walk to The Big Chill, short golf cart ride to beach access points + Seaside. 3BR: 2 kings, bunk room (2 fulls + twin) & queen sleeper. Full beach gear, baby essentials, 1G Wi-Fi & stocked kitchen included. Between Rosemary & Seaside. USAF veteran hosts, 100% response rate. Good vibes. 5-star stays.

Luxe

4.97 out of 5 average rating, 112 reviews

Golf Cart! Community Pool! Bikes! Beach Gear!

Welcome to The Pointe 30A, your stylish home base just minutes from Rosemary Beach! This 4 bedroom, 3.5 bathroom modern retreat sleeps 10 and includes a 6-seater golf cart, 4 bikes, and access to a resort-style pool. With luxe interiors, Smart TVs in every bedroom, a full kitchen with high-end appliances, and quick access to the beach, this is the perfect blend of comfort and location for your next 30A getaway.