Holiday rentals with a pool in Rosemary Beach

4.99 out of 5 average rating, 143 reviews

The 30A Beach House | Private Beach + Dune Pool

Welcome to The 30A Beach House, a fully renovated coastal home, inside a private gated community between Rosemary and Alys Beach What Guests Love • 2 bedrooms | 2 bathrooms | sleeps 6 • Private deeded beach access 1-2 min walk • Heated pool on the dunes with Gulf views • Walkable & bikeable to Rosemary & Alys Beach • 4 complimentary cruiser bikes, professionally maintained • Fully stocked beach setup (chairs, umbrella, cooler, toys) • 500+ Mbps WiFi • Dog-friendly • Rare Two-car garage parking

4.99 out of 5 average rating, 186 reviews

The bedroom features a spacious bed with a light gray quilt, complemented by decorative pillows. Shelves hold coastal-themed decor, while a blue dresser provides additional storage. Soft lighting is provided by wall-mounted lamps on either side of the bed, enhancing the serene ambiance.

Condo in Rosemary Beach

30A Btwn Rosemary/Alys Beach-5min to Beach-Sleeps3

Unwind in this centrally located & renovated studio condo. Our bright and breeze studio features a kitchenette, a comfortable lounging area & a selection of amenities. Our location puts you right in the heart of everything. Situated perfectly between Alys Beach and Rosemary Beach, you are just a 3-to-8-minute stroll from the most popular restaurants, boutique shopping, and the white sand. You can truly leave the car behind and walk everywhere. Best of all, at high tide, you can enjoy the serene

4.96 out of 5 average rating, 125 reviews

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

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, & a well equipped gym overlooking the pool.

Townhouse in Rosemary Beach

A bright kitchen area features white cabinetry and modern stainless steel appliances. A spacious island is surrounded by comfortable seating, while two woven pendant lights hang overhead. Fresh greenery adds a touch of nature, enhancing the overall open and inviting ambiance.

4.96 out of 5 average rating, 110 reviews

Sun & Fun at The Swell Club 30A (with golf cart!)

Welcome to The Swell Club! We have everything you need for a fun stay on 30A: a large balcony for morning coffee, a fully-equipped kitchen, two king beds and a pullout sofa, smart TVs, an inviting and airy living area, and a new 6-seat golf cart you can use to get around the 30A! We are about a 30-second walk to the large and friendly resort pool, and a quick zip to the most beautiful beaches in the country. Entertainment, restaurants, and shops are just across the street at The Big Chill.

Superhost

A bright and airy living area features a white sofa accented by neutral cushions and a woven throw. Natural light flows through two large windows, illuminating a small wooden table and an area rug, while a textured wall hanging adds warmth to the space.

4.89 out of 5 average rating, 159 reviews

Soleil Studio on 30A btwn Rosemary & Alys Bch

Soleil Studio is a thoughtfully curated, unique beach condo located right on 30A, adjacent to the stunning Rosemary Beach and iconic Alys Beach. This earthy, modern space has soft textured, organic decor to help you experience complete relaxation and the carefree beach vibe. Enjoy private access to Sunset Beach, the zero entry kid pool & splash pad, adult pool and hot tub located just steps from the studio, and complementary beach tram seasonally. Find us on Insta at @soleilstudio30a

4.95 out of 5 average rating, 192 reviews

A charming beach house with a light-colored facade is framed by greenery. A paved driveway leads to the entrance, flanked by two beach cruiser bikes and a small outdoor seating area with a table. Sunlight filters through the trees, enhancing the inviting appearance.

Home in Santa Rosa Beach

Small Waves-30A beachhouse w golf cart/neighb pool

Small in stature but grand in design, this 30A beach house will wow you. Access to neighborhood pool, gym, & the beautiful white sand beaches a few blocks away. Small Waves is set in the Blue Mountain Beach area, which is well-known for its charm, its restaurants, & its famous ice cream shop. We have an EV car charger for electric cars (no extra fee) plus access to an electric golf cart (extra fee). Bedroom has a king size bed & twin bed & there are also 2 twin beds upstairs.

4.95 out of 5 average rating, 141 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.

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.

4.93 out of 5 average rating, 250 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.

4.98 out of 5 average rating, 115 reviews

An aerial view showcases a large, sparkling resort pool surrounded by lounge chairs and palm trees. The pool's shape resembles a laid-back island, providing an inviting atmosphere. Views of the surrounding community, including residential structures and greenery, are visible in the background, along with glimpses of the ocean.

Condo in Inlet Beach

Twickenham is a Chic 30A Condo with Golf Cart

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 • Outdoor security cameras • Pet friendly Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

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.

4.98 out of 5 average rating, 132 reviews

New Heated Pool & Interior/Walk to Private beach!

Brand New Heated 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 daily rate of $45/Day-ONLY for stays Oct- March! NO CONSTRUCTION NEXT DOOR! ALL DONE

4.99 out of 5 average rating, 161 reviews

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

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

A charming two-story home is surrounded by lush greenery and palm trees. The upper porch features a blue striped umbrella, while the gated entrance leads to a welcoming façade. Bright blue sky provides a picturesque backdrop.

5 out of 5 average rating, 104 reviews

Sea.Away | 30A | Between Rosemary & Alys Beach!

Nestled between Rosemary Beach + Alys Beach, Sea.Away is your ideal getaway location. The 3 bedroom, 3 bath home features a newly renovated upper deck with partial ocean views, a lower patio with outdoor grill and shower, and gated front door parking. No need for a golf cart or shuttle in this gated community, as the Gulf’s sugar sands and private community pool are a 1 minute walk from the front door!

Popular amenities for Rosemary Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 30 reviews

A bright and airy living area features a cozy white sofa adorned with pink and teal cushions, complemented by a textured yellow throw. A dining area with a round table is visible, surrounded by upholstered chairs. Soft natural light filters through large windows.

Home in Watersound

Sea La Vie

5 out of 5 average rating, 98 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

An aerial view captures the coastal community of Sunset Villas, revealing a collection of upscale homes with varying architectural styles. The blue waters of the Gulf are visible in the background, framed by the sandy shore and palm trees lining the streets.

4.91 out of 5 average rating, 23 reviews

Steps to Rosemary Beach, Pool | The Salty Perch

The entryway features a vibrant, textured green wall with the sign 'Inlet at Beach' illuminated in soft neon. Opposite, a patterned wallpaper with blue palm leaves creates a cohesive coastal ambiance. The warm wooden floor adds a natural touch to the welcoming space.

4.96 out of 5 average rating, 107 reviews

Guest Favorite Beach Home w/Golf Cart Discounted!

5 out of 5 average rating, 21 reviews

A coastal-style beach house is pictured with a light-colored exterior and a welcoming turquoise front door. Lush greenery and potted plants enhance the entrance, while a paved driveway leads to a two-car garage. Clear blue sky creates a bright backdrop for the property.

Home in Walton County

Rays and Waves

4.87 out of 5 average rating, 15 reviews

Heart of Rosemary & Alys | 2 Masters | Sleeps 16

4.94 out of 5 average rating, 48 reviews

Sunset Luxury Beach 30A! Oceanside. Rosemary/Alys

A two-story home with light gray exterior is framed by palm trees in the front yard. The entrance features a covered porch with a white chair and a paved walkway leading to the door. Shrubs provide greenery around the property.

4.93 out of 5 average rating, 112 reviews

Bella Casa in Inlet Beach, FL

Condo rentals with a pool

A bright studio unit features a comfortable sleeping area with a plush bed framed by large windows. Two white armchairs and a small table are positioned on a textured rug, creating a cozy seating arrangement. Artwork depicting birds adorns the wall, adding a serene touch.

4.95 out of 5 average rating, 194 reviews

Posto Felice! Seacrest Beach 30A (Rosemary & Alys)

4.89 out of 5 average rating, 105 reviews

A serene bedroom features large floor-to-ceiling windows showcasing stunning Gulf views. A spacious bed is dressed in soft linens, and a TV is positioned on a wooden dresser. Natural light fills the room, complemented by light curtains and coastal decor.

Condo in Sandestin

CostaVista-Sandestin®: Steps to Beach/Gulf Views!

4.94 out of 5 average rating, 326 reviews

A spacious bed is positioned against a wood-paneled wall, adorned with crisp white bedding. Soft lighting is provided by two woven lanterns on either side. A round mirror reflects the outdoors, while dark curtains frame the glass doors opening to a balcony with palm trees visible.

Condo in Rosemary Beach

Cozy Studio on 30A between Rosemary and Alys Beach

Condo in Santa Rosa Beach

A wooden boardwalk extends toward the beach, leading to the vibrant turquoise waters of the Gulf of Mexico. The scene is framed by lush greenery on either side, contrasting the calm blue horizon and clear sky above.

4.9 out of 5 average rating, 248 reviews

Private Beach Access 3Br Right On 30A! Ocean View

A wooden pathway leads down to the beach, bordered by lush greenery on either side. The tranquil sea stretches out in the background, meeting the clear blue sky at the horizon. Sunlight casts shadows along the steps, enhancing the serene coastal environment.

4.88 out of 5 average rating, 226 reviews

Charming Upscale Studio Unit on 30A, Seacrest, FL

A bright living area features light blue walls and large windows adorned with sheer white curtains. A white sofa is paired with a decorative coffee table at the center, while a cozy chair is positioned to the side. Natural light fills the space, creating a welcoming ambiance.

4.99 out of 5 average rating, 228 reviews

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

An inviting living space features a cozy sofa with dark blue pillows, a round coffee table in the center, and built-in bunk beds against the wall. The kitchen is visible, showcasing modern cabinets and appliances, with a dining area for four in the background.

4.93 out of 5 average rating, 126 reviews

"Sips & Sand" nestled b/w Rosemary & Alys Beach

4.95 out of 5 average rating, 178 reviews

A balcony is seen with two blue chairs and a small table, overlooking the Gulf of Mexico. The vibrant blue of the water contrasts with the white sandy beach below, offering expansive views of the shoreline and horizon.

Condo in Sunnyside

Pelican Perch, Breathtaking Views, Couples Retreat

Other holiday rentals with a pool

4.97 out of 5 average rating, 98 reviews

Golf Cart! Community Pool! Bikes! Beach Gear!

A bright living room features contemporary furnishings with a light color palette. Two comfortable chairs and a spacious sofa are positioned around a wooden coffee table. A decorative wall displays a collection of plates, while natural light fills the room through large windows with sheer curtains.

5 out of 5 average rating, 51 reviews

The Newcastle Updated 3BR/2BA ~ Best Location!

5 out of 5 average rating, 18 reviews

Home in Walton County

Walk/bike to 30A, Local Restaurants, Beach

Apartment in Rosemary Beach

4.88 out of 5 average rating, 8 reviews

"Salty Sol" / 30A Studio / Walk to Rosemary & Alys

5 out of 5 average rating, 11 reviews

Townhouse in Watersound

Golf Cart | Bikes | Heated Pool

4.98 out of 5 average rating, 41 reviews

The coastal-cottage-style home is framed by lush greenery, showcasing a welcoming porch with white columns and dark steps. A spacious garage is visible, filled with various sports equipment, including paddleboards and bicycles, highlighted by a large yellow paddleboard leaning against the exterior.

Cottage in Sunnyside

Kid friendly golf cart sports gear pool lake beach

Townhouse in Rosemary Beach

A spacious living area features a light-colored sectional sofa with textured pillows, complemented by a wooden accent table. The open kitchen showcases modern appliances and bar seating. Natural light fills the space, reflecting off the hardwood floors and soft colors of the decor.

4.98 out of 5 average rating, 91 reviews

Ocean's 8 on 30A-Includes Golf Cart and Bikes

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.