Holiday rentals with a pool 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, 203 reviews

30A Btwn Rosemary&Alys Beach-5 min Walk to Beach

Unwind in this centrally located, renovated & chic studio condo. It features a kitchenette, workspace, lounging area & a selection of amenities. Our location puts you right in the heart of everything. Situated perfectly between Alys Beach & Rosemary Beach, you are a few-minute stroll from the popular restaurants, shopping & minutes away from the emerald beach. You can truly leave the car behind & walk. We have free parking & fast WiFi. Best of all, at high tide, you can hear the calming waves.

ValueLocationBiking

4.93 out of 5 average rating, 238 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.

LocationValueWifi

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.

4.94 out of 5 average rating, 107 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.

FamilyValueQuiet

4.99 out of 5 average rating, 188 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 the sugar-white sands of Inlet Beach — situated beachside of 30A’s National Scenic Byway on FL’s Gulf Coast. Sleeping four, this sun-washed, open-concept studio retreat is steps to dining & entertainment in Rosemary Beach & Inlet’s village. With a clean coastal aesthetic, it features a serene pool, grill pavilion, beach gear, ultra-equipped kitchen, & a private outdoor living area for golden Gulf sunsets. Park once. Walk everywhere!

FamilyLocationParks

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, 141 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.

LocationFamilyBathroom

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, 349 reviews

Cozy Studio on 30A between Rosemary and Alys Beach

The ideal studio condo for your beach retreat. This recently renovated condo sleeps two. Full bath, kitchenette (no stovetop — microwave and toaster oven only), TV, and patio. The Inn at Seacrest Beach is located on scenic Highway 30A, within walking or biking distance of both Alys Beach and Rosemary Beach. Private beach access is also only a short walk away, and the pool/hut tub are just outside the patio door. Your experience will be nothing less than pleasant, relaxing, and comfortable!

FamilyValueSleep quality

5.0 out of 5 average rating, 142 reviews

A golf cart is parked on a paved path, featuring comfortable seating for up to four passengers. The background is filled with palm trees and a pergola, with a sunset sky displaying shades of orange and purple.

Townhouse in Watersound

Prominence 30A: Golf Cart, Bikes, Pool

Southern Bliss has the sophistication of a modern beach house with a coastal vibe. This 3B/2.5B home is a short walk to the resort style pool and The Big Chill (aka The Hub) to enjoy restaurants, shops, shows, movie nights and concerts. Minutes to the beach using the golf cart or bikes provided is an added bonus! This stunning home will guarantee your vacation needs are met. Enjoy the fully equipped kitchen, new furniture/decor, comfortable beds, beach gear, and washer/dryer!

ValueLocationAmenities

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.

4.95 out of 5 average rating, 210 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.

LocationFamilyCondition

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.

4.96 out of 5 average rating, 160 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.

FamilyLocationAccuracy

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.

4.92 out of 5 average rating, 262 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.

FamilyLocationTV

Luxe

4.97 out of 5 average rating, 109 reviews

Golf Cart! Community Pool! Bikes! Beach Gear!

Welcome to The Pointe 30A, your stylish home base just minutes from Rosemary Beach! This 4 bedroom, 3.5 bathroom modern retreat sleeps 10 and includes a 6-seater golf cart, 4 bikes, and access to a resort-style pool. With luxe interiors, Smart TVs in every bedroom, a full kitchen with high-end appliances, and quick access to the beach, this is the perfect blend of comfort and location for your next 30A getaway.

ValueLocationHospitality

5.0 out of 5 average rating, 135 reviews

The exterior of a coastal home is showcased, featuring white siding and multiple large porches. Palm trees and tropical landscaping frame the entrance, which is accessed by a set of stairs. The porches are equipped with ceiling fans and black railing, offering a stylish outdoor space.

Holiday home in Seacrest

*Crew Rest* 4BR & Sleeps 10 in Seacrest-HUGE POOL!

Welcome to "Crew Rest!" :) *4 Bedrooms, 4.5 Baths, Sleeps 10 *2 Kings, 1 Queen, 2 Bunk Beds *Every bedroom has an En Suite Bath *Located in Seacrest Beach Community between Alys & Rosemary *Free Tram to beach - or 5 min walk *Private Beach Access- Seacrest Beach *12,000 SF Community Pool *2 huge porches *Carriage House available for rent next door *4 TV's *Discounts for airline pilots or flight attendants

ValueFamilyParking

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, 159 reviews

Divine Beach Living at 'On Beach Time'

LocationFamilyQuiet

A modern kitchen and living area are showcased with sleek white cabinetry and a spacious island featuring stone countertops. A gas stove and double oven are integrated into the kitchen design. Natural light enters through windows, illuminating the inviting seating area.

4.99 out of 5 average rating, 104 reviews

The Salty Dog . 4BR . Public Beach & Pool Access

LocationValueCleanliness

4.95 out of 5 average rating, 145 reviews

A light-filled living area features a spacious sectional sofa adorned with decorative pillows. A round wooden coffee table sits center stage, while a flat-screen TV is mounted on the wall. Artwork and a round mirror provide visual interest, complemented by soft blue tones throughout.

Home in Inlet Beach

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks

FamilyValueDecor

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.

5.0 out of 5 average rating, 119 reviews

Flip Flops in Paradise

LocationFamilyQuiet

4.99 out of 5 average rating, 100 reviews

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.

Home in Inlet Beach

30A 3BR Sleeps 10 • Golf Cart • Beach + Big Chill

FamilyLocationComfort

5.0 out of 5 average rating, 108 reviews

The exterior view of a modern beach home shows a welcoming facade with a driveway leading to a garage. A six-seater golf cart and two bikes are parked on the paved area. Lush greenery surrounds the property, enhancing the inviting environment.

Home in Laguna Beach

Heated Private Pool, Bikes, Golf Cart, 5 Stars!

ValueLocationBathroom

4.96 out of 5 average rating, 160 reviews

Home in Laguna Beach

Panama City Beach Home, Private Pool, Chef Kitchen

ValueFamilyPets

The exterior of the beach house is shown from a low angle, highlighting the architectural design. The wooden beams of the overhanging roof and the balconies are visible, with green and blue foliage framing the scene under a clear blue sky.

4.96 out of 5 average rating, 168 reviews

RESET BUTTON | East end 30A beach house | Seacrest

LocationFamilyBack garden

Apartment rentals with a pool

4.84 out of 5 average rating, 204 reviews

Last-Minute Discounts | 30A Condo Sleeps 4 + Pools

FamilyValueGetting around

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.

5.0 out of 5 average rating, 187 reviews

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

ValueLocationGetting around

Apartment 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.

4.99 out of 5 average rating, 216 reviews

Great Stay on 30A - Studio in Seagrove

FamilyValueAmenities

Superhost

An open layout living area features a light-colored kitchen bar with four stools and a beige granite countertop. Sunlight filters through large windows adorned with sheer curtains. A comfortable sofa and a television provide a cozy atmosphere, with views of palm trees visible through the terrace door.

4.9 out of 5 average rating, 161 reviews

2BR/ 2Ba condo~ excellent location! Walkable to s

ValueFamilyWalkability

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.

4.86 out of 5 average rating, 171 reviews

Soleil Studio on 30A btwn Rosemary & Alys Bch

LocationFamilyAmenities

Apartment in Santa Rosa Beach

A wooden staircase leads down to the sandy beach, with the sun setting in the distance. The sky is filled with a mix of soft clouds and warm colors, creating a serene backdrop to the tranquil ocean waves.

4.99 out of 5 average rating, 104 reviews

60 Secs to [Private] Beach Seagrove - Gulf views!

ValueFamilyPool

4.94 out of 5 average rating, 154 reviews

Summer dates open| Near Rosemary Beach| Pool

ValueLocationIndoor spaces

4.98 out of 5 average rating, 104 reviews

You Deserve This! Luxury 1-BR ON THE BEACH on 30A!

ValueFamilyIndoor spaces

Other holiday rentals with a pool

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, 172 reviews

Lux 30A Town Hm, Heated Pool, CART, Beach & Dining

LocationFamilyGrill

Cottage in Rosemary Beach

An open-concept great room is featured, highlighted by soft beige furnishings and natural light from large windows. A fully-equipped kitchen is visible, showcasing stainless steel appliances and a granite countertop. A dining area with mirrored accents and a light-toned table is also seen, providing a welcoming space.

4.91 out of 5 average rating, 300 reviews

Spacious Retreat! 3-12+weeks Deepening Discounts

ValueLocationPets

5.0 out of 5 average rating, 166 reviews

A charming two-story townhome is positioned within a neatly landscaped community. The exterior showcases light-colored siding and a metal roof, with a spacious garage on the ground floor. The sky is adorned with soft pastels as the sun sets behind the trees.

Townhouse in Inlet Beach

Songbird on 30A ~ Pool ~ the Big Chill~ Prominence

FamilyLocationCleanliness

Townhouse in Santa Rosa Beach

A bright and airy living space features light-coloured furniture with blue accents. Two armchairs are positioned facing a spacious sofa, enriched with decorative cushions. A dining area with sleek chairs is visible in the background, and large windows allow natural light to fill the room.

4.92 out of 5 average rating, 126 reviews

Coastal Family Fun 30A | Golf Cart + Bikes & Pool

FamilyLocationComfort

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.

4.99 out of 5 average rating, 76 reviews

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

ValueFamilyCheck-in

Apartment in Laguna Beach

5.0 out of 5 average rating, 5 reviews

Curated Gulf-Front Luxury at Ramsgate Harbour

LocationViewBeach

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.

5.0 out of 5 average rating, 66 reviews

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

LocationFamilyCondition

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.