Vacation rentals with a pool in Rosemary Beach

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Top-rated rentals with a pool in Rosemary Beach

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favourite
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.
Home in Inlet Beach
4.99 out of 5 average rating, 140 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.

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.
Condo in Rosemary Beach
4.9 out of 5 average rating, 146 reviews

2BR/ 2Ba Luxury condo~Heated pool~ Walkable to sho

Please note: The balcony has recently added extra wood support beams which may slightly obstruct views of the pool and courtyard. 5 Minute walk to public beach on Winston lane~5 minute walk to Rosemary Circle~ Big Bad Breakfast Restaurant on site~ Walking distance to restaurants and shopping~ 4 beach chairs~ 4 beach towels~ 2 complimentary bikes provided Enjoy the all the luxuries of a resort vacation in the comfort of your private 2 BR/ 2 BA condominium. This gorgeous unit over looks the re

Guest favourite
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.
Apartment in Seacrest
4.91 out of 5 average rating, 197 reviews

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.

Top guest favourite
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
4.99 out of 5 average rating, 171 reviews

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 — 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. Designed with a clean coastal aesthetic, featuring a serene pool, grill pavilion, beach gear, ultra-equipped kitchen, & private outdoor living area for golden Gulf sunsets. Park once. Walk everywhere.

Guest favourite
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.
Townhouse in Rosemary Beach
4.96 out of 5 average rating, 103 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.

Guest favourite
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
4.9 out of 5 average rating, 153 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

Top guest favourite
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.
Home in Santa Rosa Beach
4.95 out of 5 average rating, 135 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.

Top guest favourite
An aerial view showcases a large, sparkling resort pool surrounded by lounge chairs and palm trees. The pool's shape resembles a laid-back island, providing an inviting atmosphere. Views of the surrounding community, including residential structures and greenery, are visible in the background, along with glimpses of the ocean.
Condo in Inlet Beach
4.98 out of 5 average rating, 112 reviews

Twickenham is a Chic 30A Condo with Golf Cart

Soak up 30A life! Twickenham is a bright 2BR/2BA condo that gives you quick beach access, a sparkling community pool and a private electric cruiser for easy exploring. • Comfy bedrooms with premium linens • Kitchen stocked with cookware, dining ware, coffee, and more • Free bikes, beach gear & parking • Smart TVs + high-speed Wi-Fi • Outdoor security cameras • Pet friendly Superhost, 100+ glowing reviews! Reserve your dates now before they disappear.

Top guest favourite
The exterior of the bungalow showcases a heated pool surrounded by lounge chairs and a dining area under an umbrella. A gas grill is visible near the shaded seating areas, set against a backdrop of lush greenery and a clear blue sky.
Home in Inlet Beach
4.98 out of 5 average rating, 126 reviews

New Heated Pool & Interior/Walk to Private beach!

Brand New Heated Pool & all new interior renovation is stunning! Rare Private Beach-easy walk (1 block).. Kid’s Bunk-n-play room -65” Smart and Ping Pong Table. Newly renovated “Lux Bungalow” is designed for big family entertaining inside and out or cozy adult time poolside or by 2 fireplaces! 3 brms/2.5 baths-sleeps 10! NOTE: For pool, an additional heated daily rate of $45/Day-ONLY for stays Oct- March! NO CONSTRUCTION NEXT DOOR! ALL DONE

Top guest favourite
Four Segway electric scooters are lined up on a patterned stone driveway. Each scooter features a sleek design with distinct colors, and sturdy wheels suited for various terrains. The garage door is visible in the background, highlighting the residential setting.
Townhouse in Watersound
4.99 out of 5 average rating, 156 reviews

Big Chill 30A | Scooters | Pool | Nearby Beaches!

Experience 30A luxury in this newly built, professionally designed townhome in Prominence. Just 5 min by bike or scooter to Gulf Lakes or Deer Lake beach access (PUBLIC). Located near Alys, Rosemary, pristine beaches, and top-rated local restaurants. - Fully-equipped Kitchen - 4 Segway Electric Scooters - 4 Beach Cruisers & Small Child Bike Trailer (Fits 2) - Beach Towels, Umbrella, Chairs, Sand Toys - Heated pool - Across from The BIG CHILL

Top guest favourite
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.
Guesthouse in Rosemary Beach
4.99 out of 5 average rating, 118 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.

Guest favourite
Condo in Seacrest
4.84 out of 5 average rating, 194 reviews

30A Top-Floor Studio w/ Pool, Beach & Tram Access

Stylish Studio in Seacrest Beach – Walk to the Sand, Shops & Dining Welcome to your perfectly placed 30A retreat! Located in the popular Villages of South Walton, this cozy studio condo offers comfort, style, and convenience—all just a short stroll from the beach and steps from the vibrant shops and eateries of Seacrest, Rosemary, and Alys Beach.

Popular amenities for Rosemary Beach rentals with a pool

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Quick stats about vacation rentals with a pool in Rosemary Beach

  • Total vacation rentals

    Explore 600 vacation rentals in Rosemary Beach

  • Nightly prices starting at

    Rosemary Beach vacation rentals start at $68 CAD per night before taxes and fees

  • Verified guest reviews

    Over 24,940 verified reviews to help you choose

  • Family-friendly vacation rentals

    450 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wifi availability

    600 of Rosemary Beach vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rosemary Beach rentals

  • 4.7 Average rating

    Rosemary Beach stays receive an average rating of 4.7 out of 5 from guests

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