Holiday rentals with a pool in Rosemary Beach

A bright living area features a neutral sofa adorned with decorative pillows and a light textured throw. Two wicker chairs, a glass coffee table, and an artisan wood accent piece enhance the space. Natural light is welcomed through multiple windows, surrounded by plantation shutters.

4.99 out of 5 average rating, 136 reviews

30A Beach Villa-Steps to PrivateBeach! Dogs,Bikes

Newly renovated! Just completed a full remodel and very excited to share the GORGEOUS results with you! For more photos &insights, follow us on IG @The30ABeachHouse Our exclusive gated community is on the south side of Scenic Highway 30A in South Walton County, situated directly between Rosemary Beach and Alys Beach. Stroll down a palm tree lined walkway, with cobblestone streets, <1 min walk to the heated pool that sits high on the dunes, above the sugar white sand beach on the Gulf of Mexico.

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.

4.96 out of 5 average rating, 116 reviews

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

A spacious living area is filled with natural light, showcasing a comfortable sectional sofa adorned with a fringe throw. A large television is positioned on a wooden console, while sliding glass doors open to a view of the outdoors. Elegant decor and a high ceiling add to the open atmosphere.

4.99 out of 5 average rating, 111 reviews

Winter Warm Up | Walk2Beach | Pool | Shop | Eats!

8 minute walk to Ed Walline the most beautiful public beach on the Emerald Coast! Warm up on the sands of 30A enjoying beach life! Safe & peaceful community w/ pool 3 doors down! Walk to nearby restaurants! Run, walk, or ride bikes on the 19 mile 30A path Vaulted ceilings / open floor plan / beautiful rooms Features: Amazing natural light, 4 smart TV's, fast WiFi, Stocked kitchen / new appliances, Washer/Dryer, Weber Grill (BYOC), 4 beach bikes, 4 beach chairs, umbrella, beach towels & more!

4.98 out of 5 average rating, 174 reviews

Condo in Sandestin

Light &Airy ON Beach, Golfcart* Hot Tub, SanDestin

Airy 1st floor Sleek studio ON Beach. 🛺Golf cart w/3+ nts. In Sandestin Resort between Destin & 30A. NEW Pool & Hot Tub! West Elm furniture & King bed with beachfront view. Relax on the patio’s Bali bed & listen to the waves. WiFi & 55” smart TV. Kitchen w/coffee cart. Washer/dryer. Enjoy free gym, tram, beach, trails, golf, dining, shopping & entertainment all without leaving gated resort! Perfect honeymoon, baby moon, romantic getaway, girls trip, solo travel or lil’ fam vacay! *NO animals

4.99 out of 5 average rating, 216 reviews

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.

Condo in Seacrest

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!

4.92 out of 5 average rating, 118 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

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.

4.99 out of 5 average rating, 168 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, where sugar-white sand meets the turquoise Gulf Coast! This sun-washed full studio for 4 (4 beds), sits beachside of the 30A National SCENIC BYWAY adjacent to Lake Powell; stroll or bike to Inlet, Alys & Rosemary Beach dining & entertainments. Featuring a clean Cali-Florida vibe with a pool, grill, pavilion, beach gear, fast Wi-Fi, 65” smart TV, & sunsets from your private patio! Park your car, walk everywhere!

Condo in Santa Rosa Beach

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, 169 reviews

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

Step into The Hideaway At Palms North and immerse yourself in this sun-filled airy space with vaulted ceilings and a modern, coastal chic interior. Our recently renovated beach condo offers an inviting place to unwind after a day spent soaking up the sun on 30A's iconic white sand beaches. Whether you're here on a honeymoon or bringing the kids along, The Hideaway's private beach access, desirable location, amenities, and thoughtful design touches are sure to make your vacation memorable.

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.

4.93 out of 5 average rating, 241 reviews

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.

Home in Rosemary Beach

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, 206 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!

Guesthouse in Panama City Beach

A bright and airy living space features two white sofas adorned with decorative cushions, complementing a glass-top coffee table. Natural light floods in through large windows, which offer views of the exterior landscape. A stylish mirror is hung above a console table, enhancing the room's openness.

4.99 out of 5 average rating, 114 reviews

The Hydeaway Inlet Beach

Location, location, location! Enjoy a stylish experience at this centrally-located place a few steps from Rosemary Beach restaurants and shops. Located just a few steps from the beach, this listing offers the serenity emerald coast has to offer—swimming, fishing, and sunset worshipping. Don’t miss this opportunity to create memories to last a lifetime.

Popular amenities for Rosemary Beach rentals with a pool

Kitchen

Wi-Fi

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, 34 reviews

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

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, 84 reviews

Flip Flops in Paradise

4.95 out of 5 average rating, 19 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

4.94 out of 5 average rating, 47 reviews

A two-story house is viewed from the front, showcasing a covered porch with blue chairs. Lush greenery surrounds the base of the house, while large windows allow natural light to fill the space. The roof features a subtle metal finish, complementing the light exterior.

Home in Seacrest Beach

Villa Mustique Master Suite - Rosemary Beach

Luxe

The exterior of the beach home is presented, showcasing a three-story structure with a white facade and multiple balconies. Lush green landscaping surrounds the property, enhancing its coastal charm against a vibrant sunset sky.

4.7 out of 5 average rating, 23 reviews

Seacrest Stunner! STEPS to Beach & Town! 4 Bikes!

4.98 out of 5 average rating, 124 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!

4.95 out of 5 average rating, 113 reviews

The open living area features a light-colored couch with striped cushions, complemented by two accent chairs and a coffee table. A modern kitchen with wooden cabinets, a black refrigerator, and ample counter space is visible in the background, providing an inviting gathering space.

Home in Sunnyside

Private Beach w/ Pool, Tennis, & Pickleball Courts

4.91 out of 5 average rating, 55 reviews

An aerial view showcases the property's exterior layout, featuring a heated pool and a private courtyard. The surrounding homes display a mix of architectural styles with distinct roofs and clean lines, while the landscaped area highlights the outdoor space available for guests.

Home in Rosemary Beach

New! Heated Pool -6min walk to Beach- In Rosemary!

Condo rentals with a pool

5 out of 5 average rating, 218 reviews

Condo in Destin

Majestic Sun A711*Remodeled*Golf Cart*Heated Pools

4.89 out of 5 average rating, 139 reviews

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.

Condo in Seacrest

Soleil Studio on 30A btwn Rosemary & Alys Bch

Condo in Panama City Beach

4.91 out of 5 average rating, 188 reviews

Splash! Kids Aqua park, lazy river! Ocean front!

Condo in Panama City Beach

A sweeping view of the ocean is captured from a balcony, showcasing the turquoise waters and sandy beach below. Colorful umbrellas dot the beachfront, with glimpses of beachgoers and palm trees lining the shore. A clear blue sky frames the scene.

4.9 out of 5 average rating, 182 reviews

1BR Ocean Front Condo Free Parking 35

4.94 out of 5 average rating, 321 reviews

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.

Condo in Rosemary Beach

Cozy Studio on 30A between Rosemary and Alys Beach

Condo in The Village of Baytowne Wharf

A spacious studio features a king bed dressed in blue and white striped linens. Soft lighting from bedside lamps creates a relaxed atmosphere. A sitting area with a chair sits beside a window, which allows natural light to filter through sheer curtains, offering views of the outdoors.

4.94 out of 5 average rating, 145 reviews

Sandestin Bahia 2nd floor - Baytowne Wharf Studio

4.89 out of 5 average rating, 103 reviews

A stylish living area features a comfortable white sofa adorned with decorative pillows in calming hues. A round coffee table stands center stage, layered with decorative bowls. Natural light filters through sheer curtains, highlighting modern artwork on the walls and creating a warm ambiance.

Condo in Destin

Hidden Gem on the Beach - Coastal Luxury!

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

Other holiday rentals with a pool

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

4.97 out of 5 average rating, 37 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

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

4.81 out of 5 average rating, 94 reviews

A spacious balcony is showcased, providing unobstructed views of the serene ocean and coastline. Comfortable seating is available, with a dining table set for four. The railing is elegantly designed, enhancing the open feel of this outdoor space. The pool and beach can be seen below.

Condo in Rosemary Beach

Beachfront Pool Gated Community Seacrest

5 out of 5 average rating, 15 reviews

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.

Condo in Rosemary Beach

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

4.95 out of 5 average rating, 38 reviews

Amazing Views | Elevator | Private Pool | 6 Bikes

A private pool is surrounded by four lounge chairs, offering a relaxing outdoor space. An adjacent outdoor kitchen area is visible, equipped with a grill. The setting is framed by a white wall, enhancing the sense of privacy.

4.93 out of 5 average rating, 14 reviews

Sparkling & Luxurious 4 Bedrooms with Pool Steps f