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, 140 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

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.

4.85 out of 5 average rating, 244 reviews

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

Free usage of our 2 bikes! 1 bedroom condo with 620 total sq ft, nearly 2x the size of most studio condos nearby. Excellent location in Seacrest and 200-300 yards west of Rosemary green space. Condo has four windows which can be opened to overlook the Seacrest square. Seacrest Beach access is about a 10 minute walk or a convenient shuttle ride which is provided seasonally. Free use of two pools (one heated year round) and hot tub. King sized bed. Queen size sleeper sofa plus air mattress.

Home in Panama City Beach

A wooden staircase descends toward the white sand beach, framed by lush greenery. The tranquil ocean reflects a pastel sky at sunrise, with gentle waves lapping at the shore. Seaside chairs are visible in the distance, inviting beachgoers to relax and enjoy the scenery.

4.9 out of 5 average rating, 136 reviews

Ocean View, Closest to Beach & Pool, Bikes, on 30A

Nestled between Rosemary and Alys Beach on 30A + immediately across from private beach access (2-minute walk to the sand – never wait for the tram again!) with the large Seacrest lagoon pool just steps away. Large, spacious 4 bedroom / 4 bath home with abundant natural sunlight + recently updated with a classic coastal elegance design. Enjoy ocean views, sunrise coffee + sunset cocktails on the large, open air third floor deck with comfortable outdoor seating + wet bar. 4 free bikes included!

Guest house in Rosemary Beach

A spacious bedroom features a large bed with a decorative headboard. Natural light fills the room through multiple windows, complemented by soft white drapes. A small desk and two accent chairs are positioned to create a cozy seating area.

4.95 out of 5 average rating, 103 reviews

Great Escape Carriage House

Perfect romantic getaway for a couple. One bedroom carriage house including full kitchen and bath. Park your car when you arrive and never need it again. Faces a boardwalk that takes you directly to the gorgeous gulf--a four minute walk. Everything you would find in a fine hotel room, but with the ability to make your own meals when desired. You will have access to all of the community pools and of course the beautiful beach of Rosemary. You will be two quick blocks from shops and restaurants.

4.91 out of 5 average rating, 188 reviews

A spacious studio is featured with a king size bed dressed in light linens. A comfortable sofa and a round coffee table are positioned in the living area. A kitchenette with modern appliances and a dining space are visible in the background, illuminated by natural light.

Flat in Seacrest

Studio Condo 30A/ Near Rosemary & Alys Beach

Recently renovated studio that is located in the heart of Seacrest Beach FL. This condo nestled between Rosemary and Alys Beach is everything you need to relax and enjoy all of the wonderful aspects of 30A. King Size bed with casper mattress, along with fresh sheets, 65" TV with streaming capabilities. Enjoy hanging out on our comfortable sofa that can extend into a queen size pull out. Beach access is a short walk or tram ride away (Seasonal). Restaurants, shops, & bike rentals steps away.

A cozy living area is adorned with a blue sofa, light wooden coffee table, and decorative accents. Large windows allow natural light to illuminate the space, while sheer curtains offer a glimpse of the balcony. A flat-screen TV sits on a stylish cabinet against the opposite wall.

5 out of 5 average rating, 168 reviews

NEW 1 Bdrm King Condo | Balcony | Baby Gear | Pool

GREAT LOCATION! Our 1 bedroom poolside Seacrest Beach condo is centrally located just a block away from the great shops & restaurants in Rosemary Beach & Alys Beach. Our space is perfect for a couple or a small family + baby. (max 2 adults) Updated and top-rated! Enjoy a new king bed & sofa bed (for kids only), mini crib (by request) + baby gear. Our 620 sq ft condo has a living & dining area, kitchen w/ a full fridge, and a dishwasher. Enjoy the private balcony overlooking the pools!

A spacious studio kitchen is visible, featuring modern stainless steel appliances including a refrigerator and microwave. A comfortable sleeping area is in the background, marked by a neatly made bed and soft lighting. The overall color scheme is neutral, complemented by a patterned area rug.

4.83 out of 5 average rating, 192 reviews

Winter Retreat 30A Studio – Heated Pool + Hot Tub

If you have not yet explored the pristine sandy white shores that run along northwest Florida's Hwy 30A, you are in for a delightful experience! We invite you to consider our fabulously renovated studio as your personal escape from the everyday. This cozy unit offers guests the sun-soaked simple pleasures of a beach vacation outfitted with all the comforts of home. When you book your stay with us, we are confident that the hardest part of your trip will be when you have to leave to go home.

4.99 out of 5 average rating, 170 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

Praised by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to one of Florida’s most beautiful Gulf Coast beaches, Inlet Beach! This dreamy full-studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Beach Byway; walk to Alys, Rosemary Beach & Inlet’s dining & stylish town centers. Featuring a clean Cali-Florida vibe, POOL, GRILL pavilion, beach gear, 65” TV, ultra-equipped kitchen, & sunsets from your private outdoor living area. Park your car, walk everywhere!

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, 178 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.

4.98 out of 5 average rating, 127 reviews

A bright living area features a spacious white sofa adorned with colorful cushions. A wooden coffee table sits on a woven rug, complemented by a leather armchair. Large windows invite natural light, revealing a view of greenery outside.

Townhouse in Inlet Beach

2 Pools ~ Golf Cart ~ Bikes ~ Xbox!

You have to 'Sea' it to 'Believe' it - come hang at our home for the summer! Sea'n is Believe'n is a newly redesigned home with extra special details - right in the heart of Prominence on 30A. This 3 bed, 2.5 bath home is great for families and comes with a brand-new golf cart, incredible amenities, and it's situated right across the street from “The Big Chill”! The Prominence community features 2 Resort style pools, outdoor space, outdoor grills, and easy access to the beach.

A bright dining area features a large wooden table surrounded by stylish chairs. A crystal chandelier hangs above, adding elegance. The open space connects to a cozy living area with soft seating and large glass doors revealing ocean views and natural light.

5 out of 5 average rating, 123 reviews

Oceanfront in Seagrove w/private beach!

Welcome to our little piece of paradise in Seagrove! Our 2nd floor beachfront condo boasts breathtaking ocean views, private beach access, free parking, beach chairs, toys and umbrella and a fully updated interior for a comfortable and relaxing stay. Unwind in the open-concept living space, cook up a storm in the fully-equipped kitchen, and soak in the sun on your private balcony. With direct access to a private beach, you can enjoy endless days of sand, sea, and sunshine!

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, 183 reviews

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

This light filled, second floor corner unit, located in the heart of the Village of South Walton in ever-popular Seacrest Beach, is nestled steps between Rosemary Beach and Alys Beach. It is close to a variety of dining and shopping – and of course the beach, where beautiful sunsets can be appreciated! It’s the perfect getaway destination for two--babymoon, honeymoon, girl's trip. Please contact me for additional discounts for longer stays from Sept - Feb.

Popular amenities for Rosemary Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A two-story beach house displays a welcoming front porch, framed by palm trees and lush landscaping. A stone pathway leads to the entrance, and bicycles are positioned nearby, adding to the beach ambiance. The structure features light-colored siding and a variety of large windows.

4.97 out of 5 average rating, 148 reviews

Divine Beach Living at 'On Beach Time'

A wooden walkway leads down toward the sunlit beach, where soft white sand contrasts with the vibrant blue water. Beach umbrellas and chairs are set up along the shore, with gentle waves lapping at the edge. Clear skies further enhance the coastal scene.

4.92 out of 5 average rating, 107 reviews

StayOn30A Renovated Beach Home-Across from Beach!

4.91 out of 5 average rating, 22 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

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, 90 reviews

Flip Flops in Paradise

4.91 out of 5 average rating, 163 reviews

A bright studio condominium features a spacious sleeping area with a patterned comforter. A comfortable sectional sofa sits adjacent, with large windows framing views of the beach beyond. Light-colored furniture and a flat-screen TV contribute to the inviting atmosphere.

Home in Bid-a-wee Beach

SuperHost Beachfront Condo ~ Fontainebleau Terrace

4.96 out of 5 average rating, 120 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

Beach House w/ 3rd Floor Bunk Room Discounted!

5 out of 5 average rating, 8 reviews

Home in Inlet beach

Atomic Flamingo|Pool Slide| Fire Pit, & Golf Cart

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, 100 reviews

Salt Haus 30A by AvantStay | Amazing Ocean Views

Apartment rentals with a pool

A bright living room features a comfortable white sofa with blue accent pillows. Large floor-to-ceiling windows provide panoramic views of the ocean, with soft natural light illuminating the space. A white coffee table sits on a textured area rug, enhancing the coastal decor.

4.83 out of 5 average rating, 107 reviews

Free Beach Chair/Umbrella Service Sunbird Beach Re

Apartment in El Centro Beach

A private balcony overlooks the Gulf of Mexico, featuring a grill for outdoor cooking. The view extends to the sandy beach and gentle waves. Comfortable seating is arranged for relaxation, offering an inviting space to enjoy the scenic coastal landscape.

4.97 out of 5 average rating, 150 reviews

Seaside Gulf Front Condo with Endless Ocean Views

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, 172 reviews

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

4.95 out of 5 average rating, 104 reviews

Two wicker chairs are positioned to face expansive windows displaying panoramic views of the Gulf. A glass table is situated between the chairs, enhancing the inviting and relaxed atmosphere. Natural light floods the space, creating a bright and airy environment.

Apartment in Destin

Beachfront Panoramic Views Balcony Heated Pool

A spacious bed is adorned with calming blue linens and decorative pillows. A balcony door frames the scenic beach view, where palm trees can be seen. A tray with blue glasses and a welcome note rests on the bed, adding a touch of hospitality.

4.96 out of 5 average rating, 124 reviews

Follow the Sun - Ocean Front

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.

4.98 out of 5 average rating, 129 reviews

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

A spacious studio features a King size bed with a white quilt, positioned near a cozy seating area that includes a white sofa and striped accent chair. A modern kitchen island with a wooden countertop and stainless steel appliances is visible. Natural light enters through large mirrors and windows, highlighting rustic wooden beams overhead.

4.89 out of 5 average rating, 113 reviews

Beach Retreat 30A 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, 121 reviews

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

Other holiday 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, 40 reviews

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

Superhost

A modern kitchen is equipped with stainless steel appliances and a spacious island with seating for four. A dining area features a round wooden table surrounded by six chairs, complemented by a chandelier. Warm lighting enhances the open layout, connecting the kitchen and living space.

Townhouse in Watersound

4.86 out of 5 average rating, 100 reviews

Prominence Townhome 3 bedroom

A serene beach is lined with lounge chairs under blue umbrellas, set against pristine white sand. The turquoise water reflects sunlight, while a paddleboarder glides through the waves. Nearby beach houses are visible in the background, framed by lush greenery.

5 out of 5 average rating, 45 reviews

2 Pools/Hottub/Beach Tram, 3bed/2ba, next to Alys

The sleeping area features a spacious bed with light-colored bedding, complemented by a soft throw. Above, a double twin bunk setup is visible, enhancing practicality for families. Large windows allow natural light, and a balcony with chairs overlooks the surrounding area.

4.98 out of 5 average rating, 64 reviews

Whispering Palms

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, 16 reviews

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

4.9 out of 5 average rating, 41 reviews

A charming two-story house features a light-colored façade with a teal front door and ample balcony space. Lush palm trees frame the entrance, while brick paving leads to the property. The home is surrounded by greenery, enhancing its inviting exterior.

Home in Rosemary Beach

Renovated in Seacrest - Summer Specials - Book Now

4.98 out of 5 average rating, 202 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