Rosemary Beach

Vacation HOMES

Here, neighbors share small talk from wide balconies and open patios; groups of young ones gather for games of tag on sprawling green lawns. Nearby restaurants are full of foodies trying out the chef’s latest seasonal dish; down the street, families sip hand-made sodas and milkshakes. Rosemary Beach is full of charm that draws visitors back again and again — which is just one reason why this beach neighborhood was named by CNN as one of America’s most romantic small towns. Come visit Rosemary Beach and let this destination sweep you off your feet.

May We Recommend

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Flying Dutchman + Calypso

5 Bedroom, 5.5 Bath House in Rosemary Beach

Upon arrival, an inviting courtyard gate invites you to a private and spacious loggia and pool. This home offers lovely outdoor living spaces to relax and enjoy and is only steps down a wooden boardwalk to the magnificent sugar white sands and emerald waters. This property is perfect for the discerning family looking for a memorable vacation experience.

Flying Dutchman

4 Bedroom, 4.5 Bath House in Rosemary Beach

Escape to Rosemary Beach in the luxurious ‘Flying Dutchman,’ located on the south side of Highway 30A in Rosemary Beach. Upon arrival, the courtyard gates await you with a private pool and spacious seating area. This home is only steps down the wooden boardwalk to the sugar white sands of the beach. The first floor of the home accommodates 8 guests, with two queen bedrooms each with private baths…

Gulf & Green Cottage + Carriage

5 Bedrooms, 4.5 Bathrooms, House in Rosemary Beach

Enjoy a Rosemary Beach vacation like no other in this beautifully designed private home! Sleeps 12!

Gulf & Green Cottage

3 Bedrooms 3.5 Bathrooms House in Rosemary Beach

Gulf and Green Cottage is a 3 bedroom, 3 bathroom luxury home in Rosemary Beach. It is located across from the Eastern Green with a beautiful panoramic view of the Gulf of Mexico. This home’s unique architecture features double doors leading you into a tropical open-air courtyard, where guests can relax with a cup of coffee, rinse off after a day at the beach, or enjoy a sunset dinner…

Calypso

1 Bed, 1 Bath, Cottage in Rosemary Beach

Escape to Rosemary Beach luxury in this spectacular carriage house designed by architect Bobby McAlpine and the acclaimed interior designer Kay Douglass. Calypso is just steps down the boardwalk from the emerald beaches, shops, and restaurants of Rosemary. There are two floors in this home…

Tortuga + Crow's Nest

7 Bedrooms, 6 Bathrooms, House in Rosemary Beach

This Rosemary Beach luxury property has expansive indoor and outdoor spaces and a private heated pool and spa tub. The house has 4,600 square feet indoors and is just 100 yards down a wooden boardwalk to the beach. Perfect for a family looking for a vacation home that is a cut above the rest…

Tortuga

5 Bedrooms, 5 Bathrooms, House in Rosemary Beach

Tortuga is a 5 bedroom, 5 bathroom luxury home in the town of Rosemary Beach along beautiful highway 30A. It has expansive indoor and outdoor spaces as well as a private heated pool and spa. With 3,900 square feet indoors and just 100 yards down the boardwalk to the beach, this home is a cut above the rest for a family vacation…

Crow's Nest

2 Bedrooms, 1 Bathrooms, Cottage in Rosemary Beach

Crow’s Nest is a 2 bedroom, 1 bathroom carriage home located in the heart of Rosemary Beach along Highway 30A. This delightful, sunlit carriage house is only a few steps from the Town Center, Barbados pool, and the beach! Upon entering you will find a cozy living area with HDTV for your entertainment…

Sea Dog & Jolly Roger

7 Bedrooms, 7 Bathrooms, Pet Friendly, House in Rosemary Beach

This beautiful Rosemary Beach home, located at 35 Town Hall Road, is on the south side of 30A. A leisurely stroll will find you at the Rosemary Beach Barbados Pool, Rosemary Beach Town Center or the magnificant sugar white sands of the Emerald Coast…

Sea Dog

5 Bedrooms, 5 Bathrooms, House in Rosemary Beach

Sea Dog is a beautiful 5 bedroom/5 bathroom luxury Rosemary Beach home located on the South side of Highway 30A in the heart of Rosemary Beach. It is 2.5 blocks to the beach and 1 block from the Barbados Pool…

Jolly Roger

2 Bedrooms, 2 Bathrooms, Cottage in Rosemary Beach

Jolly Roger is a beautiful 2 bedroom, 2 bathroom carriage home perfectly located within Rosemary Beach. This home features a private parking area and entrance through the courtyard, with a lovely view of the Gulf from its balcony…

Parley

5 Bedrooms, 3.5 Bathrooms, Pet Friendly

Parley is a 5 bedroom,3.5 bathroom luxury home in the center of Rosemary Beach and steps away from the emerald shores! This home can accommodate up to 17 guests! With three levels, there is plenty of room for everyone to spend time together comfortably…

Barbarossa + Santa Marta

5 Bedrooms, 4.5 Bathrooms,Pet Friendly

Barbarossa is a beautiful two-story 5 bedroom/4.5 bathroom Florida cottage style home in Rosemary Beach. This luxury home includes its own private pool and is perfectly located on the south side of highway 30A. This home has been designed and decorated with modern and simple taste in mind…

Barbarossa

4 Bedrooms, 3.5 Bathrooms, Pet Friendly

Barbarossa is a beautiful two-story 4 bedroom/3.5 bathroom Florida cottage style home in Rosemary Beach. This luxury home includes its own private pool and is perfectly located on the south side of highway 30A. This home has been designed and decorated with modern and simple taste in mind…

Santa Marta

1 Bedrooms, 1 Bath, Sleeps 4, Pet Friendly

Santa Marta is a lovely carriage house located on the South side of Highway 30A in Rosemary Beach. This luxury carriage home is the perfect spot for a romantic getaway or family beach getaway. Upon arrival, you will enter the lush, tropical courtyard and head up the stairs where there is a cozy sitting nook to enjoy your morning coffee…

Julep Place

2 Bedrooms, 2 Bathrooms, Condo in Rosemary Beach

Julep Place is a brand new, luxury condo located at The Orleans in Rosemary Beach! The Orleans is modern elegance seamlessly wrapped in Old World charm, and is located on the Gulf Side of 30A in the heart of Rosemary Beach…

Port Royal + Corsair

6 Bedrooms, 5.5 Bath, Pet Friendly

Located in the middle of Rosemary Beach and a close walk to beach, pools and restaurants, this three-story, Caribbean-style cottage is perfect for relaxing with lots of friends and family!

Port Royal

5 Bedrooms, 4.5 Bathrooms, House in Rosemary Beach

Located in the heart of Rosemary Beach with just a short walk to the beach, pools, shops, restaurants, and town center, is the beautiful Port Royal. This luxury home features 5 bedrooms and 4.5 bathrooms throughout the three levels of the Caribbean style cottage, accommodating up to 12 guests…

Corsair

1 Bedroom, 1 Bath, Pet Friendly

Corsair is a beautifully decorated and quaint 1 bedroom/1 bathroom carriage home located in the heart of Rosemary Beach. Just minutes from the Gulf, Coquina pool, and town center, this home is the perfect spot for your next getaway.

Grand Terre

4 Bedrooms, 4.5 Bathrooms, House in Rosemary Beach

Grand Terre is located in a quiet section of Rosemary Beach, just a couple of blocks East of the Rosemary Town Center. Additionally, Grand Terre is only a couple of blocks to the magnificent sugar white sands of the Emerald Coast…

BONTEMPS

1 Bedroom, 1.5 Bath, Pet Friendly

Bontemps is a quaint, sunny, and delightful 1 bedroom/1.5 bathroom carriage home in Rosemary Beach. This home features garage parking for two vehicles. With a wrap around porch, you have a wonderful view of the town of Rosemary Beach and its unique architecture…

Dragonfly Cottage + Carriage

5 Bedrooms, 4 Bathrooms, House in Rosemary Beach

This fabulous home is nestled amongst the trees, providing a personal and private sanctuary! Entrance to the home is through a shady and beautifully landscaped private courtyard with comfortable outdoor seating…

Dragonfly Cottage

3 Bedroom, 3 Bath, House in Rosemary Beach

Nestled amongst the trees in the town of Rosemary Beach, Dragonfly Cottage is a luxurious 3 bedroom/3 bathroom home and private sanctuary. It’s located just under 3 blocks from the beach. The entrance to the home is through a shady and beautifully landscaped courtyard…

Dragonfly Carriage

2 Bedroom, 1 Bath, House in Rosemary Beach

Dragonfly Carriage is a fabulous 2-bedroom/1-bathroom carriage home located in central Rosemary, just 2 blocks away from the beach! It is nestled among the trees, making it a shady and private sanctuary for guests…

Land & Sea Cottage

4 Bedroom, 4 Bath, Pet Friendly, Gulf Views

If you’re looking for unique and one-of-a-kind surroundings, Land and Sea Cottage is the right place for you. The home was designed by George Israel and is filled with unexpected reminders of the sea in the most unusual places!

Land & Sea Carriage

1 Bedroom, 1 Bath, House in Rosemary Beach

Escape and enjoy the delightful and sunlit Land and Sea Carriage home, a 1 bedroom/1 bathroom carriage home that is nestled just 2 homes away from the beautiful beaches of Rosemary…

Big Thyme

4 Bedroom, 4.5 Bath

If you’re looking for unique and one-of-a-kind surroundings, Big Thyme is the right place for you. The home is located in the heart of Rosemary Beach with close proximity to the community pools.

Big Thyme Carriage

1 Bedroom, 1.5 Bath, Carriage House in Rosemary Beach

Escape and enjoy the delightful and sunlit Big Thyme Carriage home, a 1 bedroom/1.5 bathroom carriage home that is nestled in the heart of Rosemary Beach.

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Photography © 2019 Barefoot Vacations