Vacation 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, 132 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, 134 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.

Guesthouse 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.

4.99 out of 5 average rating, 167 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.

Condo in Inlet Beach

FlipFlopsOn II • 80 steps to the Beach • FL 30A

Recommended by ‘TRAVEL + LEISURE’, FlipFlopsOn II is 80 steps to Inlet Beach, one of FL’s most beautiful white-sand Gulf Coast beaches! This dreamy full studio sleeps 4 (4 beds), & sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; walk/bike to Inlet, Alys & Rosemary Beach dining & entertainments Featuring a clean Cali-Florida vibe, POOL, GRILL, beach gear, fast wi-fi, smart TV, fully-equipped kitchen, & sunsets from your private patio! Park your car, walk everywhere!

5 out of 5 average rating, 163 reviews

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.

Condo in Seacrest

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!

4.99 out of 5 average rating, 166 reviews

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.

Condo in Rosemary Beach

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, 178 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.

Condo in Santa Rosa 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, 115 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, 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.

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, 240 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.

5 out of 5 average rating, 202 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

4.95 out of 5 average rating, 103 reviews

A two-story home with a covered balcony overlooks a private pool. Surrounding the pool are several loungers and a patio area for seating. A fenced backyard provides privacy, while trees and a grassy area add natural elements to the setting.

Home in Gulf Vista

Pool - Pets - Beach - Balcony

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, 82 reviews

Flip Flops in Paradise

A private pool glistens in the sunlight, surrounded by a stone patio. A covered outdoor seating area is visible, featuring comfortable furniture and a bar. A swing hangs from the upper porch, adding a relaxed touch to the outdoor space.

4.93 out of 5 average rating, 58 reviews

5 BR Beach Home w/Private Heated Pool + Bikes

4.96 out of 5 average rating, 114 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!

A multi-level beachfront home is surrounded by lush palm trees and manicured landscaping. The exterior features light blue siding with a classic porch, inviting guests to explore the spacious decks. Bicycles are parked nearby, emphasizing easy access to local attractions.

5 out of 5 average rating, 50 reviews

Deeded Beach Access, Resort Pool, 4 Bikes, Tram

Home in Panama City Beach

A modern two-story house is showcased with a smooth white exterior and decorative shutters. An American flag is displayed prominently above the entrance. Lush green foliage surrounds the home, complemented by a paved pathway leading to the double front doors.

5 out of 5 average rating, 18 reviews

Main Home Rosemary Beach South of 30A 2min 2 Beach

A charming two-story beach house features a white exterior with a welcoming front porch. Lush greenery frames the pathway leading to the entrance, surrounded by a landscaped yard that enhances the inviting appeal of the property.

4.99 out of 5 average rating, 100 reviews

Cozy Beach Getaway | Fast Wi-Fi for Remote Work

The outdoor area features a spacious pool surrounded by a paved patio, complemented by a hot tub and lounge chairs. A red umbrella provides shade for a dining area, while tropical plants add greenery to the fenced backyard.

5 out of 5 average rating, 66 reviews

Private Beach Access|Golf Cart|Pool|Spa|Bikes

Condo rentals with a pool

4.94 out of 5 average rating, 172 reviews

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.

Condo in Seacrest

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

Condo in Panama City Beach

A bright living area features a cozy white sofa adorned with decorative pillows. A wooden coffee table sits in the center. Floor-to-ceiling glass doors open to a balcony, revealing a view of the beach and ocean, with a comfortable chair positioned outside.

4.92 out of 5 average rating, 167 reviews

Beach-front Condo with Amazing Pool

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, 177 reviews

Great Stay on 30A - Studio in Seagrove

4.93 out of 5 average rating, 116 reviews

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.

Condo in Seacrest

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

4.95 out of 5 average rating, 175 reviews

A balcony is seen with two blue chairs and a small table, overlooking the Gulf of Mexico. The vibrant blue of the water contrasts with the white sandy beach below, offering expansive views of the shoreline and horizon.

Condo in Sunnyside

Pelican Perch, Breathtaking Views, Couples Retreat

4.96 out of 5 average rating, 130 reviews

A spacious studio unit features a comfortable king bed and a twin bed, complemented by soft neutral-toned furnishings. Floor-to-ceiling windows invite natural light and showcase a stunning view of the Gulf, while a private balcony provides outdoor relaxation.

Condo in Long Beach

Cozy Gulf-Front Studio at Majestic w/chair service

Condo 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.

4.85 out of 5 average rating, 234 reviews

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

4.97 out of 5 average rating, 146 reviews

An open studio layout is presented with a spacious king-size bed and a comfortable sofa. A round table sits nearby, while large glass doors lead to a balcony with ocean views. Soft, neutral tones are used throughout, enhancing the serene atmosphere.

Condo in Sandestin

Zen Retreat ON Beach -Golfcart* Hot Tub, SanDestin

Other vacation rentals with a pool

4.94 out of 5 average rating, 17 reviews

A private balcony offers views of the Gulf, featuring a round table and four wooden lounge chairs. The clear sky and sunlight reflect off the water, enhancing the serene atmosphere of the space.

Condo in Rosemary Beach

South Shore 30A by AvantStay | Gulf View w/ Pool

A newly built two-story home features a light-colored exterior with white siding and a welcoming front porch. Palm trees frame the entrance, and a golf cart is parked nearby on the paved driveway. The clear skies suggest a bright and sunny day.

5 out of 5 average rating, 29 reviews

Casa del Mar! New 30A Home w/ Private Heated Pool

Condo in Panama City Beach

A bright living space features a large bay window providing sweeping views of the Gulf of Mexico. Two bar stools are positioned at a window-front desk, offering a perfect spot for work or relaxation. Natural light fills the area, complementing the calming coastal décor.

4.99 out of 5 average rating, 86 reviews

Soak up the Sun, Sand, Sea at a Beachfront Studio

Superhost

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, 94 reviews

Salt Haus 30A by AvantStay | Amazing Ocean Views

5 out of 5 average rating, 19 reviews

A serene bedroom showcases a spacious bed with soft linens. Light-filtering window shades allow natural light to diffuse softly. Bedside tables with lamps and artful decor pieces add a calm touch. A large mirror reflects the inviting ambiance, enhancing the room's open feel.

Townhouse in Watersound

Luxury Stay on 30A- Gym, Bikes & Custom Golf Cart!

5 out of 5 average rating, 87 reviews

A bright and airy space features a spacious bed adorned with decorative throw pillows. A natural wood dining table with complementary chairs sits nearby. Woven wall hangings add texture, while soft drapes frame the window, allowing natural light to fill the room.

Condo in Inlet Beach

The Blue Palm 30A • KING • Steps to Beach & Pool

Guesthouse 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.

4.91 out of 5 average rating, 35 reviews

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