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10 Beautiful Rosemary Beach Vacation Rentals

Rosemary Beach, Florida is a beach lover’s paradise with beautiful scenery and a fun atmosphere that draws in foodies and art enthusiasts too. An underrated getaway on Florida’s Gulf Coast, it boasts golf courses, impressive architecture, coastal cuisine, and a family-friendly atmosphere. To stay a little longer and feel like you’re right at home here, check out these top vacation rental properties in Rosemary Beach.

Rosemary Penthouse on Main St. near Pearl Hotel Deck at Rosemary Penthouse on Main St. near Pearl Hotel
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Rosemary Penthouse on Main St. near Pearl Hotel

This highly rated VRBO property is 1,500 square feet and sleeps up to four people. It has two bedrooms and two bathrooms for guests and is great for families. It’s on Main Street and occupies the entire third and fourth floors. Enjoy the 400-square-foot private balconies, spacious kitchen and dining areas, and the master bedroom with a sunset terrace. Other features of this property include a washer and dryer, Wi-Fi, flat-panel TVs, and one reserved parking space plus off-street parking. There’s also swimming pool access for guests and beautiful views of the gulf.

Abaco Pearl Carriage House Room in Abaco Pearl Carriage House
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Abaco Pearl Carriage House

This modern house is 750 square feet in size and sleeps up to five people. It has two bedrooms and 1.5 baths and is just a minute to Beach Walkover A or B. Other highlights of the VRBO property are two free bikes provided, being a minute walk to Coquina Pool, a large balcony with seating, kitchenette with stainless-steel appliances, and a washer and dryer in the garage. The community this home is located in has four community pools, a playground park, a spa offering various body treatments, fitness center, dining, and shopping. Children are welcome here, and long-term renters are welcome too.

Belize Carriage House Evening at Belize Carriage House
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Belize Carriage House

The Belize Carriage House is an awesome Rosemary Beach vacation house. It sleeps four people in 660 square feet of space and has one bedroom and one bathroom. It’s near the Coquina Pool on the gulf side of Highway 30A and is about 700 feet from the beach. You’ll enjoy views of the Emerald Coast, as well as the fully equipped kitchen, compact washer and dryer, and full staircase that’s easy to climb. Other perks are a dedicated garage parking space, two balconies, a patio with a table, and Wi-Fi.

Whimsical Getaway Retreat in Rosemary Beach Room inside Whimsical Getaway Retreat in Rosemary Beach
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Whimsical Getaway Retreat in Rosemary Beach

You’ll also love this 750-square-foot cottage that sleeps four people and has two bedrooms and one bathroom. It has a wrap-around balcony and complimentary beach chairs, two bikes, and a red wagon. Included in your stay is Wi-Fi, a full kitchen, and an array of kitchen amenities. Children are welcome here and pets at least three years old and weighing 45 pounds or less are also welcome here. You’ll also have access to a swimming pool and washer and dryer while staying here.

Bontemps: South of 30A Outside Bontemps: South of 30A
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Bontemps: South of 30A

This is another pet-friendly option in Rosemary beach and one that sleeps six people with one bedroom and 1.5 bathrooms. The cottage is 700 square feet and has a wrap-around porch and garage parking for two cars. It also has a fully equipped kitchen, washer and dryer, and is steps from the town center and the Gulf of Mexico. Dogs require prior approval. Guests here have access to a fitness center for a fee, community pools, private beach access, walking trails, and 24-hour security.

South Side-Steps to the Beach with Outdoor Courtyard Room at South Side-Steps to the Beach - Outdoor Courtyard - Two bikes
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South Side-Steps to the Beach with Outdoor Courtyard

Also, consider this 620-square-foot cottage that sleeps four people in Rosemary Beach. It has two bedrooms and one bathroom, as well as an outdoor courtyard and two separate sleeping areas. Other features are garage parking, a walk-in shower with great lighting on the first floor, and a washer/dryer unit. For larger gatherings, a separate cottage is also available here on VRBO. Otherwise, plan to stay here for your next couple’s getaway or vacation for a family of four because children are welcome. Downtown is a two-minute walk away, and the ocean is a two-minute walk away too.

Rosemary Beach Carriage House Kitchen at Rosemary Beach Carriage House
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Rosemary Beach Carriage House

This chic beach carriage house has a gourmet kitchen that’s fully stocked, separate king bedroom, stylish bathroom, and is about a 10-minute walk to the beach. The manager here provides beach towels, umbrellas, and wagon to use. Guests have access to multiple pools, one of which is indoors. This space is ideal for a couple and measures 576 square feet.

Land and Sea: Fabulous Carriage House Outside Land and Sea: Fabulous Carriage House
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Land and Sea: Fabulous Carriage House

Stay at this carriage house to get 700 square feet of space for four people and lovely gulf views. It has one bedroom and one bathroom. You’ll be just two homes away from the beaches and enjoy the unique design elements of the space. It has a private entrance, seating for guests, a fully equipped kitchen as well as a private bathroom and sofa bed for guests. From here, you can walk to Rosemary’s restaurants and shops, the beach, and Barbados Pool. Other features are the private porch, washer and dryer, and dog-friendly space with prior approval. Guests have access to four community pools, fitness center with an additional fee, tennis courts, and beach chair and umbrella rental service.

Pet Friendly, Kid Friendly Cottage Outside Pet Friendly, Kid Friendly Cottage
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Pet Friendly, Kid Friendly Cottage

Bring your kids and pets along to this vacation cottage, which offers about 800 square feet of space and sleeps up to eight people. You’ll get a main floor that’s perfect for relaxing and dining, as well as a sofa, bunk room, and full kitchen. On the second floor, there’s a queen-sized bed and a full bathroom. Guests enjoy the steady hot water here even with larger groups taking showers. It’s just a couple minutes walk to downtown Rosemary and about a five-minute walk to the beach. Other perks of this property are a hot tub and communal pool and a washer and dryer. The pet fee here is $150 per pet.

Designer Home with Pool & Outdoor Fireplace Outdoor space at Amazing Designer Home in Rosemary Beach with Pool/Outdoor Fireplace
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Designer Home with Pool & Outdoor Fireplace

Here is a VRBO property in Rosemary Beach that sleeps eight people in three bedrooms and 3.5 baths. This home measures over 2,200 square feet and is ideal for a family vacation. Guests who stay here enjoy the private pool, wet bar/morning kitchen, outdoor fireplace, and being close to the beach. There’s a nice kitchen and dining area for making your own meals, bedrooms that lead out to a balcony, and a washer and dryer available for use on the second floor. If you need space for up to 12 people, you can also rent the neighboring carriage house for additional space. During the winter months, the private pool can be heated to become a hot tub with bench seating.

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