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, 139 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

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, 142 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!

Apartment in Rosemary Beach

A spacious studio is presented with neutral tones and wood accents. A king-size bed, adorned with layered bedding, is complemented by a cozy pull-out sofa. A dining table for four is positioned nearby, and decorative wall art enhances the inviting atmosphere.

4.89 out of 5 average rating, 327 reviews

Renovated Studio on 30a / Walk to Rosemary & ALYS

Welcome to your perfect beach getaway! This cozy studio is located just a short stroll from the picturesque towns of Rosemary and Alys. Enjoy the convenience of nearby bike rentals, Starbucks, boutique shops, and a variety of restaurants—all within walking distance! Dedicated beach access is a short walk or tram ride (dependent on time of year) across from the Seacrest entrance. Whether you're looking to explore the beaches or indulge in local dining, this studio is ideal for your 30A adventure.

4.95 out of 5 average rating, 217 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.

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, 100 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.

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, 142 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

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, 180 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.

4.99 out of 5 average rating, 169 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 beaches, Inlet Beach! This dreamy full-studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Gulf Coast Byway; walk to 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!

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, 122 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!

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, 134 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, 244 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.

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, 182 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 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, 38 reviews

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

4.98 out of 5 average rating, 87 reviews

Golf Cart! Walk to Beach! Pool! Bikes! Beach Gear!

Superhost

A private pool area is surrounded by lush greenery, with comfortable loungers positioned nearby. A shaded dining area is visible, alongside an outdoor umbrella. The home features large glass doors that open to the pool, creating a seamless transition between indoor and outdoor spaces.

Home in Seacrest Beach West

4.8 out of 5 average rating, 5 reviews

Sunset Vibes & Sugar Sands | Stylish Home w/ Pool

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

4.95 out of 5 average rating, 21 reviews

A golf cart and four bicycles are displayed in the driveway, surrounded by well-maintained landscaping that includes green grass and shady trees. The charming two-story home is visible in the background, featuring a covered front porch and multiple windows.

Home in Seacrest

Seacrest Pearl:3BR, Pool, Golf Cart,Private Beach

4.98 out of 5 average rating, 126 reviews

The front exterior of a modern home is presented, featuring a large palm tree and a driveway with a golf cart parked beside the house. The building boasts a sleek design with large windows and a garage door, all complemented by a neatly maintained lawn.

Home in Sunnyside

Heated Pool included- Golf Cart- Bikes!

Superhost

A private pool area is showcased, featuring a vibrant blue pool alongside a hot tub. Lush palm trees and greenery encase the space, while a light-colored exterior wall provides privacy. The covered structure above hints at a shaded area for relaxation.

4.85 out of 5 average rating, 26 reviews

Toes in the Water

4.89 out of 5 average rating, 36 reviews

Home in Walton County

NEW*4 MIN to Beach~Private pool,w/Golf Cart &bikes

Apartment rentals with a pool

Apartment in Panama City Beach

A spacious living area featuring floor-to-ceiling windows that offer breathtaking views of the ocean. Bright sunlight streams in, illuminating the light-colored furniture. A dining table with four chairs is positioned beside the windows, and a comfortable sofa is arranged for relaxation.

4.95 out of 5 average rating, 162 reviews

StunningViews*Pickleball

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.

4.9 out of 5 average rating, 114 reviews

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

4.95 out of 5 average rating, 304 reviews

Sweet Caroline - WALK to beach! 4 bikes 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.

4.98 out of 5 average rating, 127 reviews

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

4.98 out of 5 average rating, 108 reviews

A bright open-concept living space features a cozy sectional sofa and two armchairs. A coffee table sits in the center, complemented by a patterned area rug. Large windows provide natural light, with a modern pendant light hanging from the ceiling. A TV is mounted on a white cabinet.

Apartment in Inlet Beach

Twickenham - 30A 2BR Gem | Pool, Beach & Cruiser

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.

4.98 out of 5 average rating, 170 reviews

Modern Seagrove studio steps from the 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, 221 reviews

Charming Upscale Studio Unit on 30A, Seacrest, FL

A cozy studio layout features a comfortable sleeping area with a spacious bed and light curtains draping over windows. A functional kitchenette with wood cabinetry and modern appliances complements the space, providing convenience for meal preparation.

4.88 out of 5 average rating, 188 reviews

Ready, Set, Beach! 30A Condo w/ 2 Pools – Sleeps 4

Other holiday rentals with a pool

Apartment in Panama City Beach

4.99 out of 5 average rating, 82 reviews

Pier Park Penthouse, Beach Setups, WOW TOP 1%

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, 88 reviews

Flip Flops in Paradise

The two-story home features a light green exterior with a welcoming front porch. Two sets of double doors lead to the upper balcony, while large windows provide a view of the front yard, landscaped with palm trees and shrubs. A driveway leads to a garage on the right.

5 out of 5 average rating, 64 reviews

Private Heated Pool + Walk to Beach/Seaside

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, 43 reviews

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

The exterior of a multi-level home is presented, featuring a light-colored façade with wooden balconies. Two garage doors are visible at the base, while palm trees and landscaping frame the property. A clear blue sky highlights the structure's inviting appearance.

5 out of 5 average rating, 43 reviews

Villa Tortuga

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!

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, 18 reviews

The Beach Cottage