
Holiday rentals with a pool in Rosemary Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Rosemary Beach
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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!

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.

30A Balcony Studio by Rosemary Beach + Heated Pool
It's all about the location! Our top-rated and recently renovated Seacrest Beach studio condo is & just steps from all of the shopping + great restaurants in Rosemary Beach! Our Little Retreat is ideal for a couple and can also work for a family with 1-2 small kids. (max 2 adults) Enjoy a new queen bed & convertible sectional sofa (for small kids). This cozy studio makes great use of space & has a mini kitchen with a refrigerator. Enjoy your coffee or a glass of wine on the private balcony!

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.

"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.

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

30A Top Rated! Free Golf Cart+Bikes+2 Pools+Bunks
Welcome to Royal Breeze! Our breathtaking 30A home is located in a prime location in the sought after community of Prominence, located in between Seaside and Rosemary Beach and across the street from everyone's favorite - The Big Chill! Spend your days soaking up the sun at our resort-style pools or white sand beaches (only a short golf cart or bike ride away). Spend your nights at the Big Chill watching sports, concerts, and enjoying some of the best food options in the 30A Area!

30A Rosemary*Alys Beach-5min Walk to Beach-Sleeps3
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.

FlipFlopsOn II • 80 steps to the Beach • FL 30A
FlipFlopsOn II • Praised by ‘TRAVEL + LEISURE’ • 80 steps to one of Florida’s most beautiful Gulf Coast beaches, Inlet Beach! Your dreamy studio sleeps 4 (4 beds), & is beachside of the 30A National Scenic Beach Byway. Designed with a clean Cali-Florida vibe. Enjoy the serene pool, Grill Pavilion, ultra-equipped kitchen, and outdoor living space — for effortless beach days that feel beautifully simple. Walk/bike to Rosemary Beach, Alys Beach, & Inlet’s dining & entertainment.

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!

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.
Popular amenities for Rosemary Beach rentals with a pool
House rentals with a pool

StayOn30A Renovated Beach Home-Across from Beach!

Elsie's Cove on 30A

Free Golf Cart, 5 min to Beach, Community Pool

Private Heated Pool- Golf Cart- Bikes!

New Luxury 4BR in heart of Seacrest Rosemary Alys

30A Walk to Beach & Cafes! Pool and EV Charger!

Sea.Away | 30A | Between Rosemary & Alys Beach!

Rosemary Beach | South of 30A | Pool+Beach Access
Apartment rentals with a pool

Beachfront Penthouse! Scenic Views! 10ft Ceilings!

Sunday’s On the Beach Retreat with King Bed

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

Dreamy Beachfront Paradise Skywater 1715

Spring dates open| Near Rosemary Beach| Pool

Cozy Studio on 30A between Rosemary and Alys Beach

Pelican Perch, Breathtaking Views, Couples Retreat

30A studio Seacrest Adorable, Comfy, walk to beach
Other holiday rentals with a pool

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

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

1-bedroom beach loft/condo w/pool and hot tub

NEW rental on 30A near Rosemary w/Golf Cart

Coastal Blu - Chic, Calm, & Steps from the Beach

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

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

Insta-Worthy Luxury for 2 Coastal Charm @ Carillon
When is the best time to visit Rosemary Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $323 SGD | $322 SGD | $425 SGD | $418 SGD | $444 SGD | $537 SGD | $582 SGD | $447 SGD | $393 SGD | $425 SGD | $371 SGD | $359 SGD |
| Avg. temp | 12°C | 14°C | 17°C | 20°C | 24°C | 27°C | 28°C | 28°C | 26°C | 22°C | 17°C | 14°C |
Quick stats about holiday rentals with a pool in Rosemary Beach

Total holiday rentals
Explore 600 holiday rentals in Rosemary Beach

Nightly prices starting at
Rosemary Beach holiday rentals start at $63 SGD per night before taxes and fees

Verified guest reviews
Over 24,940 verified reviews to help you choose

Family-friendly holiday rentals
450 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
360 properties have a dedicated workspace

Wifi availability
600 of Rosemary Beach holiday 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
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- St Johns River Holiday rentals
- Florida Panhandle Holiday rentals
- Atlanta Holiday rentals
- Four Corners Holiday rentals
- New Orleans Holiday rentals
- Tampa Holiday rentals
- Panama City Beach Holiday rentals
- Tampa Bay Holiday rentals
- Destin Holiday rentals
- St. Petersburg Holiday rentals
- House rentals Rosemary Beach
- Rentals with lake access Rosemary Beach
- Beach house rentals Rosemary Beach
- Rentals with a washing machine and dryer Rosemary Beach
- Rentals with a hot tub Rosemary Beach
- Pet-friendly rentals Rosemary Beach
- Cottage rentals Rosemary Beach
- Apartment rentals Rosemary Beach
- Rentals with beach access Rosemary Beach
- Villa rentals Rosemary Beach
- Beach apartment rentals Rosemary Beach
- Flat rentals Rosemary Beach
- Family-friendly rentals Rosemary Beach
- Rentals with a patio Rosemary Beach
- Beachfront rentals Rosemary Beach
- Rentals with a fireplace Rosemary Beach
- Waterfront rentals Rosemary Beach
- Rentals with outdoor seating Rosemary Beach
- Rentals with a cinema Rosemary Beach
- Luxury rentals Rosemary Beach
- Rentals with a firepit Rosemary Beach
- Fitness-friendly rentals Rosemary Beach
- Rentals with pools Walton County
- Rentals with pools Florida
- Rentals with pools United States
- Destin Beach
- Crab Island
- Destin Harbor Boardwalk
- Frank Brown Park
- St. Andrews State Park
- Blue Mountain Beach
- Grayton Beach State Park
- St. Andrew State Park Pier
- Shell Island Beach
- Crooked Island Beach
- Gulfarium Marine Adventure Park
- The Track - Destin
- Camp Helen State Park
- Signal Hill Golf Course
- Shipwreck Island Waterpark
- Gulf World Marine Park
- Panama City Beach Winery
- Coconut Creek Family Fun Park
- Henderson Beach State Park
- Village of Baytowne Wharf
- The Boardwalk on Okaloosa Island
- MB Miller County Pier
- Destiny East
- Point Washington State Forest




