Holiday rentals with a pool in Rosemary Beach

4.99 out of 5 average rating, 142 reviews

Home in Inlet Beach

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

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.

4.99 out of 5 average rating, 186 reviews

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

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, 226 reviews

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Refreshed in 2025! Our 1 bedroom poolside Seacrest Beach condo is in the heart of the action! Great location! Walkable to the shops & restaurants in Rosemary Beach and Alys Beach, our condo is perfect for a couple or a small family. (max 2 adults) Enjoy a King bed & sofa bed (for kids), a mini crib & baby gear. This 620 sq ft condo has a living & dining area, kitchen w/ a full fridge, & a dishwasher, too! Enjoy your coffee or a glass of wine on the private balcony overlooking the pool!

Townhouse in Santa Rosa Beach

A bright living area is showcased with natural wood flooring and warm lighting. Comfortable seating is arranged around a spacious coffee table, complemented by a textured area rug. A dining area with light chairs is visible in the background, enhanced by a decorative light fixture.

4.97 out of 5 average rating, 115 reviews

Luxury Townhouse in Santa Rosa Beach - The Zen Pad

Top Reasons to Book this 30A Luxury Townhome: * Few minute walk to the beach access point: Directly across 30A * Beautifully renovated in 2024 * Spacious and Peaceful * 3 Balconies * 2 Pools, Tennis / Pickle Ball Courts, Fishing Ponds, BBQ area, etc. * 25+ miles of hiking trails just steps away * Perfectly located near the beach, trails, shopping, grocery, dining, & more! * Great for families or individuals * Fast Wifi for remote work or streaming * Voted as Guest Favorite AIRBNB!

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.

4.96 out of 5 average rating, 125 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, & 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, 158 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

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.

4.95 out of 5 average rating, 140 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.

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, 249 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, 114 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.

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!

Guesthouse in Rosemary Beach

A bright and airy living space features two white sofas adorned with decorative cushions, complementing a glass-top coffee table. Natural light floods in through large windows, which offer views of the exterior landscape. A stylish mirror is hung above a console table, enhancing the room's openness.

4.99 out of 5 average rating, 124 reviews

The Hydeaway Inlet Beach

Location, location, location! Enjoy a stylish experience at this centrally-located place a few steps from Rosemary Beach restaurants and shops. Located just a few steps from the beach, this listing offers the serenity emerald coast has to offer—swimming, fishing, and sunset worshipping. Don’t miss this opportunity to create memories to last a lifetime.

Popular amenities for Rosemary Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious living area features light-colored seating, including two armchairs and a comfortable sofa, arranged around a round coffee table. Natural light fills the room through multiple large windows with sheer curtains. A decorative fireplace and wall-mounted TV complement the tranquil design.

4.92 out of 5 average rating, 25 reviews

Beach Music

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

A bright and airy living area showcases large windows allowing natural light to fill the space. Comfortable seating, including a plush sofa and a rocking chair, surrounds a wooden coffee table. Pale wood flooring and an area rug add warmth to the modern decor.

4.98 out of 5 average rating, 56 reviews

Beach Days Ahead! 2BR by Big Chill + 30A Fun

4.97 out of 5 average rating, 142 reviews

The outdoor area features a private heated pool surrounded by a spacious patio made of light-colored stone. A large umbrella provides shade over a white lounge chair, while palm trees add a touch of greenery along the pool's perimeter.

Home in Riviera Beach

Private Pool - Walk to Beach - Pets!

A bright living area features a modern white sectional sofa positioned near a large balcony. Floor-to-ceiling windows allow for ample natural light and showcase ocean views. A ceiling fan hangs above, and a compact bar area is visible in the background.

4.94 out of 5 average rating, 101 reviews

Salt Haus 30A by AvantStay | Amazing Ocean Views

Home in Panama City Beach

The image captures a wooden staircase leading down to a sandy beach. The ocean is visible with gentle waves, reflecting a soft sunset glow. Beach chairs are arranged in the distance, and the sky features a blend of light blue and warm hues.

4.96 out of 5 average rating, 146 reviews

Heated Pool, Bikes! Steps to Beach, Alys, Rosemary

The image captures a serene beach scene with gentle waves lapping at a sandy shoreline. The water transitions from a light turquoise to deeper blue, reflecting the pastel hues of the sky, which features a soft gradient from light yellow to blue as the sun sets on the horizon.

5 out of 5 average rating, 40 reviews

NEW! 30A Luxury Boutique Home Rosemary/Seacrest

4.93 out of 5 average rating, 112 reviews

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.

Home in Inlet Beach

Bella Casa in Inlet Beach, FL

Condo rentals with a pool

Condo in Santa Rosa Beach

A bright and airy living space features a comfortable sofa with decorative pillows. A staircase leads to a loft area, while woven pendant lights hang above a modern kitchen with sleek appliances and a breakfast counter. Tropical greenery adds a touch of nature.

4.98 out of 5 average rating, 186 reviews

Sun-Splashed 30A Gem w/ Loft, Pool & Beach Access

An aerial view showcases the vibrant Villages of South Walton, featuring charming architecture, palm trees, and neatly arranged bike rentals. The central green space is framed by colorful striped canopies, with pathways connecting various shops and amenities in a relaxed atmosphere.

4.91 out of 5 average rating, 119 reviews

Cozy 30A Condo, near Rosemary Bch/Heated Pool/Shop

4.88 out of 5 average rating, 103 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 Miramar Beach

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

4.93 out of 5 average rating, 242 reviews

Condo in Seacrest Beach

The Dundee 413-Near Beach–Sleeps 8

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.

4.94 out of 5 average rating, 326 reviews

Cozy Studio on 30A between Rosemary and Alys Beach

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, 225 reviews

Charming Upscale Studio Unit on 30A, Seacrest, FL

Condo in Santa Rosa Beach

A modern living area features a large flat-screen TV displaying a sunset graphic. Cozy seating is provided by two light-colored armchairs and a dark sofa. The space includes an open kitchen with white cabinetry and stainless-steel appliances, along with a textured area rug beneath a coffee table.

4.98 out of 5 average rating, 197 reviews

Great Stay on 30A - Studio in Seagrove

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, 125 reviews

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

Other holiday rentals with a pool

4.93 out of 5 average rating, 29 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

The exterior of the house displays a two-story design with an inviting wraparound porch. Multiple seating areas are visible on the porch, complemented by white railings and light-colored siding. A large tree in the foreground adds natural elements to the charming beachside setting.

5 out of 5 average rating, 8 reviews

Fully Renovated Rosemary Beach Home, South of 30A

4.97 out of 5 average rating, 58 reviews

Coastal Blu - Chic, Calm, & Steps from the Beach

5 out of 5 average rating, 11 reviews

Townhouse in Watersound

Golf Cart | Bikes | Heated Pool

4.94 out of 5 average rating, 48 reviews

Sunset Luxury Beach 30A! Oceanside. Rosemary/Alys

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 Inlet beach

Kid friendly golf cart sports gear pool lake beach

A six-seater street-legal golf cart is parked on a paved driveway adorned with natural stone. The cart features comfortable seating and a roof for shade, positioned beside the welcoming entrance of the beach house, surrounded by greenery.

5 out of 5 average rating, 48 reviews

30A Walk to Beach Access FREE Golf Cart Pool/Gated