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 favorite
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.

Top guest favorite
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, 170 reviews

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 Gulf Coast beaches, Inlet Beach! This dreamy studio sleeps 4 (4 beds), & is located beachside of the 30A National Scenic Beach Byway — walk or bike to Rosemary Beach, Alys Beach, & Inlet’s dining & entertainment. Designed with a clean Cali-Florida vibe, enjoy the pool, grill, ultra-equipped kitchen, private terrace, & effortless beach days that feel beautifully simple. Park your car, walk everywhere!

Guest favorite
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.
Home in Panama City Beach
4.96 out of 5 average rating, 143 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!

Guest favorite
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.
Condo in Rosemary Beach
4.89 out of 5 average rating, 336 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.

Superhost
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.
Condo in Seacrest
4.9 out of 5 average rating, 115 reviews

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

Its ALL about location!! As you enter the Villages of South Walton, nestled between Rosemary Beach and Alys Beach, you realize you have made the right choice for your relaxing getaway. The moment you step into your beach/cottage style studio, your world slows down. This cozy studio offers a very comfortable. Queen bed, love seat sofa, dining for two and a mini kitchen. Bike the are/walk beach or grab a book from the shelf and enjoy this Cozy studio with your favorite wine or a nice cup of Java.

Top guest favorite
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.
Guesthouse in Rosemary Beach
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.

Top guest favorite
An open studio layout features a kitchenette with stainless steel appliances and white cabinetry. A wooden dining table for four is positioned nearby, alongside a set of twin bunk beds in the corner, providing a space-efficient sleeping area.
Condo in Seacrest
4.96 out of 5 average rating, 217 reviews

Family Condo: Twin Bunk Beds w/ TVs + Heated Pool

Refreshed in 2024! Featuring twin bunks for the kids (each with a new smart TV), a table for 4, a queen bed & an oversized couch, our Seacrest Beach condo is just a block from the town of Rosemary Beach! See why this area is my family's happy place! Enjoy a 6 ft deep heated pool, hot tub, and child's wading pool, or stroll 5-7 mins to our Seacrest Beach access (free tram from Mar-Oct). You will enjoy having everything you need within walking distance with tailored recommendations from me.

Top guest favorite
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.
Condo in Rosemary Beach
4.96 out of 5 average rating, 116 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.

Guest favorite
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, 101 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 favorite
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.
Condo in Seacrest
4.88 out of 5 average rating, 221 reviews

Charming Upscale Studio Unit on 30A, Seacrest, FL

This oversized Jr. Suite studio is located in the alluring town of Seacrest Beach, nestled between Rosemary and Alys Beach. It features a Queen Size Bed, twin size sofa bed, kitchenette and dinette table. A flat screen tv is ready for the occasional rainy day entertainment. The kitchenette offers a stainless steel mini-fridge, microwave, sink, granite countertops, toaster and Keurig coffee maker. The complimentary shuttle is on call to take you and your gear to the beach!

Top guest favorite
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
4.95 out of 5 average rating, 185 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.

Top guest favorite
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, 153 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

Popular amenities for Rosemary Beach rentals with a pool

When is the best time to visit Rosemary Beach?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$53,419 GYDG$53,211 GYDG$70,321 GYDG$69,069 GYDG$73,451 GYDG$88,684 GYDG$96,196 GYDG$73,869 GYDG$64,896 GYDG$70,321 GYDG$61,349 GYDG$59,262 GYD
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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 G$10,433 GYD 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 & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    360 properties have a dedicated workspace

  • Wi-Fi availability

    600 of Rosemary Beach vacation rentals include wi-fi 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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