Holiday rentals with a pool in Rosemary Beach

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, 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

4.96 out of 5 average rating, 116 reviews

A welcoming two-story home features a charming front porch with white railings. Flanking palm trees add a coastal touch to the exterior, while a paved pathway leads to the entrance. The building's light-colored siding and symmetrical design create a pleasant aesthetic.

Home in Inlet Beach

Guest Favorite Beach Escape Discounted Fall Rates!

***Come see why FALL is our favorite time to visit 30A! Less crowds + great weather + mild ocean temperatures = your ultimate cozy, relaxing beach escape at Sugar Sands! We have discounted our 2025 fall rates by 10% which is already applied to the quote** Located in the highly sought-after town of Inlet Beach adjacent to 30A, our large home is loaded with extras and comfortably accommodates up to 14 guests. We provide tons of amenities like bikes, beach gear, a Fire Pit, stocked kitchen, BBQ gr

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, 136 reviews

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

The largest house in the upscale gated Sunset Beach Community with private beach. This 3 Bedroom/3 Bath home is located on the south (beach) side of 30A and a short walk to restaurants and shops at Rosemary, Seacrest Beach, and Alys Beach. Reverse floor plan with living area on second floor and abundant natural sunlight. Just a 90-second walk to the beach access + heated, gulf-front pool overlooking the ocean, reserved exclusively for Sunset guests! Includes 4 bikes + new outdoor tv + daybed!

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.

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, 215 reviews

Updated KING 1 Bdrm Condo Balcony, Baby Gear, Pool

Refreshed in 2024! 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!

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.

4.92 out of 5 average rating, 117 reviews

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

Located along the infamous 30a! This light and airy 1/1 condo is perfectly nestled between Alys and Rosemary Beach. It's a short 5 minute walk or free tram ride to the deeded beach access where you will be greeted by the beautiful emerald waters of the Florida Panhandle. The condo sits beside the complex's two pools, hot tub and grilling area. Conveniently located on the property are a variety of shops, restaurants, bike rentals and seasonal activities including live music and fire pits.

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, 138 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

Apartment in Rosemary Beach

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, 170 reviews

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps

Unwind in this centrally located & renovated studio condo. Enjoy the bright & breezy studio nestled btwn Rosemary & Alys Beach. It features a thoughtfully appointed kitchenette, a comfortable lounging area & a selection of amenities. You're right on scenic Hwy 30A, so it's an easy stroll/bike ride to all the shops & delicious eats. You're about a quick 5-min walk, door to sand, to the beach. When you're not out exploring, the relaxing pool & bubbly hot tub are steps from your patio.

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.

4.97 out of 5 average rating, 179 reviews

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.

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, 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.

4.99 out of 5 average rating, 145 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 - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

5 out of 5 average rating, 204 reviews

A sleek black golf cart is parked in front of the townhome, showcasing its comfortable seating and sturdy design. A light-colored garage door and well-maintained landscaping are visible in the background, indicating easy access to the surrounding area.

Townhouse in Watersound

Prominence 30A: Cozy & Comfy w/ Golf Cart & Bikes

Welcome to Southern Comfort in the Prominence community located on 30A between Seaside and Rosemary Beach. This chic 2 bedroom, 2 bathroom townhome is the perfect venue for family and friends. Easy access to the beach via golf cart or bicycles. This home has a fully equipped kitchen, king size bed, Full over Queen Bunk, sleeper sofa in Living Room, Wifi, TVs in every room, and a Golf Cart!

Popular amenities for Rosemary Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A charming beach cottage is framed by lush greenery, featuring a welcoming porch with white railings and hanging plants. Two white bicycles are parked on a wooden deck, offering a convenient way to explore the surrounding area.

5 out of 5 average rating, 30 reviews

The Juander Inn, cottage + saltwater pool on 30A!

4.9 out of 5 average rating, 21 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

Home in Panama City Beach

A private backyard space is featured, showcasing a clear swimming pool with a textured stone surround. Lush green grass borders the area, complemented by palm trees in the background. Two lounge chairs are positioned beside the pool, inviting relaxation under sunny skies.

5 out of 5 average rating, 12 reviews

Fully Renovated Beach Retreat w/Private Pool

Superhost

A sunlit outdoor space features a private saltwater pool surrounded by lounge chairs and a table set for dining. A covered area includes seating and a view of the well-manicured yard, while warm hues of sunset create a serene backdrop.

4.82 out of 5 average rating, 45 reviews

Gorgeous! Huge Pool, Fireplace, LSV, & 4 Bikes!

4.9 out of 5 average rating, 20 reviews

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.

Home in Rosemary Beach

Steps to Rosemary Beach, Pool | The Salty Perch

A charming beach cottage showcases a southern-style front porch with ample screening, allowing for airflow. A six-passenger golf cart is positioned nearby on a stone pathway, surrounded by landscaped greenery and subtle earth tones. The exterior features light yellow siding and large windows inviting natural light.

5 out of 5 average rating, 9 reviews

New Luxury Home-New Golf Cart/6 Bikes-Resort Pool!

4.93 out of 5 average rating, 14 reviews

An exterior view of the house showcases a spacious patio and a private pool. Large windows reflect the sunset, illuminating the modern design. Two lounge chairs are positioned beside the pool, and a covered dining area is visible in the background.

Home in Inlet Beach

Private Heated Pool, Single-Level Home, Golf Cart

5 out of 5 average rating, 24 reviews

The exterior of the home is highlighted by a charming white facade and a metal roof, surrounded by lush palm trees. A welcoming driveway and stone pathway lead to the front porch, creating a sense of approachability to this beach retreat.

Home in Rosemary Beach

Community Pool! Bikes! Pet Friendly! Golf Cart!

Apartment rentals with a pool

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, 167 reviews

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

4.98 out of 5 average rating, 117 reviews

A spacious studio room showcases a large bed adorned with striped linens. Floor-to-ceiling glass doors open to a private balcony with ocean views. Two chairs and a small table are positioned near the window, complementing the light-colored wood flooring and teal accent wall.

Apartment in Long Beach

Amazing Beachfront Studio, Beach Service Included!

The living area features a spacious layout with a comfortable sofa and two armchairs positioned around a wooden coffee table. A dining area with four chairs is visible near a fully-equipped kitchen. Light fills the room through large windows, highlighting the king bed in the background.

4.97 out of 5 average rating, 119 reviews

Prime 30A Location/Pool/200 feet to beach/Wi-Fi

A modern studio space features an open layout with a comfortable sofa and a queen bed. The kitchen area is equipped with stainless steel appliances and bar seating for three. Soft blue accents are present throughout, offering a calm ambiance.

4.97 out of 5 average rating, 159 reviews

Modern Seagrove studio steps from the beach

4.95 out of 5 average rating, 122 reviews

Apartment in Long Beach

BeachFront-5 Pools, Starbucks, Movies@Majestic-809

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, 178 reviews

Great Stay on 30A - Studio in Seagrove

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, 220 reviews

Charming Upscale Studio Unit on 30A, Seacrest, FL

Apartment in Panama City Beach

The living area features a spacious sectional sofa adorned with decorative cushions, situated on a plush area rug. A dining table with matching chairs is visible nearby, and natural light streams through multiple windows. A large mirror reflects the room, complemented by coastal decor.

4.84 out of 5 average rating, 238 reviews

One Bedroom, 620 Sq Ft, Seacrest Beach, Free Bikes

Other holiday rentals with a pool

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.

5 out of 5 average rating, 83 reviews

Flip Flops in Paradise

4.97 out of 5 average rating, 36 reviews

A bright living area features large windows providing ample natural light. A plush sectional sofa is centered around a round coffee table adorned with decorative items. Two comfortable chairs sit nearby, and a dining area can be seen in the background, enhancing the open and airy feel.

Townhouse in Watersound

NEW rental on 30A near Rosemary w/Golf Cart

A spacious outdoor area is showcased with a large private pool surrounded by palm trees. Two comfortable lounge chairs are positioned on one side, while a fire pit with decorative stones sits at the center. A two-story house is seen in the background.

5 out of 5 average rating, 42 reviews

30A - Walk to Beach - Pool - Golf Cart - Bikes

5 out of 5 average rating, 17 reviews

Flat in Rosemary Beach

Coastal Blu

Apartment in Rosemary Beach

A living area is presented with comfortable seating, including a floral patterned chair and a neutral sofa. Large glass doors open to a private balcony featuring a table and chairs, with views of the sparkling Gulf waters and surrounding greenery.

5 out of 5 average rating, 15 reviews

Pura Vida-Views, Private Beach-High Pointe Resort!

Guest house in Rosemary Beach

A light blue structure features a private entrance accessed by a set of stairs. A garage door is visible at the base, while palm trees frame the scene, conveying a tropical atmosphere. Natural light illuminates the exterior, enhancing the welcoming appearance.

5 out of 5 average rating, 15 reviews

The Beach Cottage

Guest house in Rosemary Beach

An open-plan living area features large windows allowing natural light to fill the space. A comfortable seating arrangement includes a light-colored sofa and wooden coffee table over a decorative rug. A staircase with wooden railings leads to an upper level, complementing the warm wood finishes.

4.92 out of 5 average rating, 36 reviews

In Rosemary Beach- Private Pool, Hot Tub, 2 Bikes