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.

YOU'RE ALL SET!

Look out for our newsletters in your inbox soon.

Designer Showcase Home One Minute to Beach Inside Designer Showcase Home One Minute to Beach
Credit: vrbo.com
Inside Designer Showcase Home One Minute to Beach

Designer Showcase Home One Minute to Beach

This lovely vacation rental is a designer showcase home that has a pool, courtyard, five bedrooms, and 4.5 baths. This 3,650-square-foot home has custom furnishings and a calming vibe. Features include a large walk-in closet, a claw foot tub, expansive living area, custom cabinetry in the kitchen, and an ornamental fireplace. It sleeps up to 12 people and has parking for four vehicles. Walk a minute to the beach and town center. Other amenities are a swimming pool, washer and dryer, internet, and a kid-friendly space.

Rosemary Penthouse on Main St. near Pearl Hotel Deck at Rosemary Penthouse on Main St. near Pearl Hotel
Credit: vrbo.com
Deck at Rosemary Penthouse on Main St. near Pearl Hotel

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.

Hideaway Cottage South of 30A Decor at Hideaway Cottage South of 30-A
Credit: vrbo.com
Decor at Hideaway Cottage South of 30-A

Hideaway Cottage South of 30A

You can also stay in this 3,000-square-foot cottage that sleeps eight people and has four bedrooms and five bathrooms. It’s a newly renovated space that’s centrally located on the south side of 30A and at the end of a quiet cul-de-sac. It’s a two-minute walk to the Eastern and Western Gulf Greens, the heated Coquina Pool is 1.5 minutes away, and the fitness center and playground is nearby too. Features include two large outdoor porches, a large courtyard, a fully equipped kitchen, washer and dryer, and a garage with beach chairs and toys.

Abaco Pearl Carriage House Room in Abaco Pearl Carriage House
Credit: vrbo.com
Room in Abaco Pearl Carriage House

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
Credit: vrbo.com
Evening at Belize Carriage House

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
Credit: vrbo.com
Room inside Whimsical Getaway Retreat in Rosemary Beach

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
Credit: vrbo.com
Outside Bontemps: South of 30A

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
Credit: vrbo.com
Room at South Side-Steps to the Beach - Outdoor Courtyard - Two bikes

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
Credit: vrbo.com
Kitchen at Rosemary Beach Carriage House

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.

Rosemary Loft, 30A Cottages, On Barrett Square Bedroom at Rosemary Loft, 30A Cottages, On Barrett Square
Credit: vrbo.com
Bedroom at Rosemary Loft, 30A Cottages, On Barrett Square

Rosemary Loft, 30A Cottages, On Barrett Square

This loft space on VRBO sleeps eight people and measures 1,482 square feet. It has three bedrooms and three bathrooms, and it’s a four-minute walk to the beach. You’ll enjoy the private covered balcony that overlooks North Barrett Square, fully equipped kitchen, full-size laundry room, and airy rooms to let in plenty of Florida sunshine. The community amenities here include multiple community pools, private beach access, a playground, pedestrian paths, and fitness center and racquet club for an extra fee. This loft does not have designated parking, but one vehicle is allowed per condo in the assigned parking area with a parking tag.

Gulf Side, Quiet/Cozy Studio View of Gulf Side, Quiet/Cozy Studio
Credit: vrbo.com
View of Gulf Side, Quiet/Cozy Studio

Gulf Side, Quiet/Cozy Studio

This cozy studio space measures 484 square feet and sleeps up to four people. This studio space has one bathroom and is great for a couple or a family of four. Featured amenities include a washer/dryer, internet, swimming pool access, and parking. There’s a shared garage with the main house ecotage, beach towels provided, kitchen with everything you need to prepare meals, and shared deck/patio. Enjoy the communal pool here which is less than a minute’s walk away and four total community pools nearby. Long-term renters are welcome here.

Land and Sea: Fabulous Carriage House Outside Land and Sea: Fabulous Carriage House
Credit: vrbo.com
Outside Land and Sea: Fabulous Carriage House

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.

Beautiful Flat Right in Rosemary Beach Inside Beautiful Flat Right in Rosemary Beach
Credit: vrbo.com
Inside Beautiful Flat Right in Rosemary Beach

Beautiful Flat Right in Rosemary Beach

This vacation condo sleeps up to six people and has two bedrooms and two bathrooms. It measures 1,012 square feet and is less than a 10-minute walk to the beach. When you stay here, you’ll have access to multiple pools, tennis courts, a fitness center, and a large outdoor amphitheater. This is a kid-friendly space with Legos, toys, and games provided. Use the fully equipped kitchen to cook meals, as well as the new washer and dryer with laundry supplies provided. Restaurants and shops are less than five minutes away, and bikes are available for rent. Pets are not allowed in the condo. Other perks of staying here are parking, internet, TV, toiletries, and a balcony.

Pet Friendly, Kid Friendly Cottage Outside Pet Friendly, Kid Friendly Cottage
Credit: vrbo.com
Outside Pet Friendly, Kid Friendly Cottage

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
Credit: vrbo.com
Outdoor space at Amazing Designer Home in Rosemary Beach with Pool/Outdoor Fireplace

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.

You May Also Like
This Spanish Eatery in Ybor City is the Oldest Restaurant in Florida By KARYN WOFFORD | MAY 19, 2020