Rosemary Beach Cottage | Private Pool + Boardwalk to Beach + 4 Pools

***VRBO Top Rated Home for 2025***

What Guests Love

* 4 Free Beach Cruiser Bikes
* Very family-friendly atmosphere
* A private courtyard with a private pool, outdoor kitchen, and living area
* Private Pool (Pool heat may be added for $45/day plus tax)
* A short walk to dining, shopping, four community pools, and the beach
* Beach Towels Included

All your 30A vacay dreams come true at Carefree Cottage— a magnificent Rosemary Beach home with a soaring roofline resembling a modern fairytale castle. Carefree Cottage has a private pool, a gorgeous open layout, and dramatic swirls of spiral staircases leading up to the stunning rooftop terrace.

On the first floor, the wide-open great room features a huge wall of windows overlooking the pool. The living area is generous and comfy— with plush armchairs, an inviting sofa, and a built-in relaxation space next to the fireplace that’s the perfect place to catch an afternoon siesta. Crisp white beams frame the driftwood-inspired accents on the ceiling.

In the kitchen, an ample island has bar seating for four, a deep apron sink, dishwasher, ice maker and a microwave. There’s also a spacious stainless steel refrigerator, gas stove with a pot filler, and a double wall oven. Chances are your group will spend most of their time out here, lounging by the sun-drenched pool or having lunch at the outdoor dining table.

Three private, spacious bedrooms on the second floor provide plenty of peaceful sleeping space. On the second floor, the first bedroom has a king-size bed and a full ensuite bathroom. The second bedroom has two twin-size beds. The third bedroom is the dazzling primary suite — complete with a luxurious king-size bed, glass desk, and balcony access. The spa-like ensuite primary bathroom has a double marble vanity and rainfall showerhead. There is also a cozy bunk area with twin-over-twin size beds in the hallway.

Climb the spiral staircase to the third floor and the fourth and final bedroom lair. This bedroom has a fun, loft-like feel with four twin-sized beds and beanbag chairs. There’s also a full bathroom with a double vanity. Outside through the French door is a stunning rooftop patio with a fire pit, pergola, and lounge chairs.

At Carefree Cottage, you’ll be tucked into a quaint Rosemary Beach neighborhood while also being within easy walking distance of bustling Barrett Square and some delicious cafes and eclectic boutiques. The Rosemary Beach walkover is a short walk or bike ride away. Carefree Cottage is like having your very own five-star luxury resort with all the conveniences, comforts, and privacy of home.

FIRST FLOOR

* Large courtyard with private, sun-dappled pool, outdoor living area, and kitchen
* LIVING AREA with a sofa, multiple armchairs and ottomans, side tables, a coffee table, a fireplace, a built-in daybed, and HDTV
* Farmhouse-style dining table
* Open KITCHEN with stainless steel refrigerator, gas range, built-in double ovens, microwave, dishwasher, ice maker, marble countertops, apron sink, and island bar with seating for four

SECOND FLOOR

* Primary King Suite w/ desk space, flatscreen television, balcony access, and ensuite bathroom
* Secondary King Suite
* Twin Bedroom with two twin-size beds
* Full Bathroom
* Bunk room with built-in twin-over-twin size bunk beds
* Balcony with rocking chairs overlooking the pool area below
* Laundry room

THIRD FLOOR

* Spiral staircase
* Crow's Nest with four twin-size beds
* Full bathroom
* Rooftop terrace with seating area and fire pit

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