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Sleeps 12

Beds

King 2
Twin 6
Bunk 1

Bedrooms 4

Bathrooms 4.5

Neighborhood

Rosemary Beach

Featured Amenities

Private Pool
Private Beach Access

Description

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

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. There is easy access to the alfresco living area, outdoor kitchen, and barbecue area. 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.

HOME HIGHLIGHTS

* Complete Clean Bedding Program
* 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

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

* First BEDROOM with king-size bed and attached bathroom
* Second BEDROOM with two twin-size beds
* Full BATHROOM
* PRIMARY SUITE with king-size bed, desk space, flatscreen television, balcony access, and ensuite bathroom
* Fourth sleeping area with built-in twin-over-twin size bunk beds
* BALCONY with rocking chairs overlooking the pool area below
* LAUNDRY ROOM

THIRD FLOOR

* Spiral staircase
* Fifth BEDROOM LAIR with four twin-size beds
* Full BATHROOM
* Rooftop TERRACE with seating area and fire pit

Amenities

General:

Air Conditioning
Clothes Dryer
Hair Dryer
Heating
Internet
Iron & Board
Linens Provided
Living Room
Parking
Towels Provided
Washing Machine
Sonos Sound System

Kitchen:

Coffee Maker
Dishes & Utensils
Dishwasher
Kitchen
Microwave
Oven
Refrigerator
Stove
Toaster

Outdoors:

Heated Pool
Private Pool
Beach
Private Beach Access

Living Room:

High Speed WIFI Internet
Air Conditioning

Geographic:

Near Beach
Close to Town Center

Availability

Key
#	Night Available	#	Night Unavailable	#	Arrive Only	#	Depart Only

Perfect House!

Reviewed on 2025-12-16 by Amanda R. , Springdale, AR United States

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Beautiful home in a very convenient location!!!

Manager's Response

Thank you for sharing! We are glad to hear that you enjoyed your time at Carefree Cottage!

Gorgeous Rosemary Beach Property

Reviewed on 2025-09-10 by , Peck, KS United States

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Beautiful property, our family had a wonderful stay! Our first trip to Rosemary Beach and we can’t wait to book this property again. Our favorite amenities of the home were the floor plan, the beautiful private pool, and the wonderful location. A few days at Rosemary Beach was one of our best vacations yet! Thank you!

Manager's Response

Thank you so much for the kind words! Carefree Cottage is the perfect place to experience Rosemary Beach for the first time, and we’re thrilled you had such a wonderful stay. We can’t wait to welcome you back!

A Wonderful home away from home!

Reviewed on 2025-08-25 by , Fort Wayne, IN United States

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We really enjoyed Rosemary and the home was the icing on the cake! It was a block away from the cutest town and a few blocks from the beach. The home was a wonderful spot for our family - the private pool was a game changer. The only thing that was disappointing was home didn’t come with beach towels. We flew so it was a bummer for us to bring our own towels. Please fix this! It would go a long way!

Lovely stay

Reviewed on 2025-07-13 by , Colleyville, TX United States

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Home is great!

Pros: beautiful home, wonderful pool, 3rd floor fire pit, quick access to town, first floor living / kitchen.

Cons: AC is great downstairs but bedrooms upstairs can get a bit warm at night. Master fan makes a noise all night when running, Internet is really poor on 2nd and 3rd floor of home (although this might be a general Rosemary Beach issue).

Overall we had a great time and I’d highly recommend the home for any family.

Manager's Response

Thank you for the detailed and helpful review! We're so glad to hear you had a great time and that the home, pool, and location were highlights of your stay. We appreciate your notes regarding the upstairs AC, master bedroom fan noise, and internet signal—we'll share this feedback with our team so we can look into improving those areas.

Thanks again for the recommendation, and we’d love to welcome you and your family back in the future!

Excellent Second Stay at Carefree Cottage

Reviewed on 2025-06-10 by Benjamin L. , Houston, TX United States

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This is our second year in a row staying at Carefree Cottage with 2 families of 8 people (4 kids/ 4 adults) and we had another great experience. Well located with 2 parking spots large enough for 2 suvs, a nice sized pool and more than enough rooms/bathrooms for everyone, we loved staying here again. House was impeccably clean and felt fresh. Lots of seating options in family room and the kitchen had everything we needed. They have a standalone ice machine and ice from the fridge. Pool was a great place to relax after long day at the beach.

Manager's Response

Thank you for the wonderful review and for choosing Carefree Cottage for a second year in a row! We're so happy to hear it was another great experience and that the home met all your needs—from the spacious layout and parking to the well-equipped kitchen and relaxing pool. We truly appreciate your continued trust and look forward to welcoming you back again!

Excellent Experience!

Reviewed on 2025-06-01 by Marvin S. , Waco, TX United States

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The house was perfect for our Rosemary Beach getaway! Check in and check out were seamless. The house was in beautiful shape and the rental management team was wonderful in response to our questions! Would definitely book again!

Manager's Response

Thank you for the kind review! We're so happy to hear Carefree Cottage was a perfect fit for your Rosemary Beach getaway and that our team could help make your stay smooth and enjoyable. We'd love to welcome you back again soon!

Great for a Girl's Trip

Reviewed on 2025-02-03 by Jen W. , Naperville, IL United States

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This house was perfect for our trip. Plenty of space and amenities for our group. The house is centrally located and within walking distance of all the shops, restaurants, and beaches. The only suggestion we have is to include items you would need for a day at the beach (specifically a cooler you can take and beach towels). The process to rent beach chairs was easy and the directions provided by the owner/property manager were clear.

Manager's Response

Thank you for your thoughtful review! We're so glad Carefree Cottage was a perfect fit for your trip. We appreciate your suggestions. It's great to hear that the beach chair rental process was seamless and that our directions were clear. We hope to welcome you back for another great stay!

Great Vacation Rental

Reviewed on 2024-08-23 by Susan G. , Newton, MA United States

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House is in a fabulous location. Around the corner from Barrett Square and all of the shops/ restaurants. Quick walk to the most spectacular beach as well. Super clean and well stocked (only thing we couldn't find was a can opener :) Property managers were very responsive when we had an issue with the WIFI. Back yard, while not super private, is awesome. Large pool, by Rosemary Beach standards, and the yard gets a nice combination of sun/ shade. Would definitely rent this home again!!

Manager's Response

Thank you for your review! We're glad you loved the location, cleanliness, and backyard with the pool. Our team is always happy to assist with any issues that may arise during your stay. We’d definitely love to have you stay again!

Amazing house!

Reviewed on 2024-03-19 by , Akron, OH United States

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This house was an amazing stay for a bachelorette trip. Perfect location with everything in walking distance! Highly recommend.

Manager's Response

Thank you, Ms. Starner. We hope you can return and stay with us again soon!

Wonderful Stay!

Reviewed on 2023-09-27 by Milan O. , Dallas, TX United States

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We stayed here for a girls weekend and it was absolutely wonderful. Great location and great house. Everything was very clean and perfect!

Manager's Response

Thank you, Ms. Organ! We're delighted to hear that Carefree Cottage was so perfect for your girls weekend. We hope you can return!

Great location in Rosemary

Reviewed on 2023-04-17 by Kelly R. , Houma, LA Unknown

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The home was very clean and conveniently located within the Rosemary community.

Manager's Response

Thank you, Chester!

Amazing Home!

Reviewed on 2022-10-03 by Staci K. , Cumming, GA United States

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Beautiful house. Clean and well appointed. Beds comfortable. Great location.

The house could use a little TLC in places (some touchup paint, broken stone on steps, light in pool not working, power wash exterior, etc - things that a $9000/week home shouldn't have), but overall a great house that I would happily return to.

Property Management Company was EXCELLENT! Extremely responsive and attentive. I would give them 10 stars if I could. They did everything that they could to address and resolve any issues. And their work crew were such nice people.

Manager's Response

Thank you, Staci! We appreciate your constructive comments and are so happy that you enjoyed your stay. We hope you can return soon and stay with us again.

Perfect Location!

Reviewed on 2022-09-28 by Brie J. , Boca Raton, FL United States

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Overall, we enjoyed our stay! The location in proximity to the Square was fantastic, and the management company was wonderful. I will agree with some of the other reviews regarding the stairs— there is no first floor bedroom (all bedrooms are on the 2nd and 3rd floors), so be sure to take this into consideration before booking if you’re concerned about climbing steps! We found the house to be well cleaned on arrival— some other reviews mentioned stains on chairs, etc, and I agree that the white slipcovered dining chairs did have stains here & there, but it’s to be expected with white slip covered furniture, and I’m sure these spots could be removed with professional cleaning. We also had some issues with the showers (figuring out how to get the water hot), but eventually we got it! The washer machine was extremely mildewed around the rubber ring (it’s a front load washer), and there was a clear mildew smell inside the washer, so this was the only thing in the house that wasn’t really well-maintained/cleaned— with this being said, though, the management company was quick to respond to our request to have someone stop by and clean it!

The only recommendation I have to improve guest accommodations in the future would be for the management company to invest in a larger outdoor dining table! The house sleeps 12, but neither the outdoor or indoor dining table seats that many people— we planned to have an in-home outdoor dinner with a fun tablescape one night, but there weren’t enough seats for all of us at any table (we ended up splitting up to seat some at the kitchen bar and some at the indoor table). Not a real dealbreaker by any means, but definitely something that could improve the outdoor dining space!

Overall— definitely recommend this home! Thank you guys for a wonderful stay!

Manager's Response

Thank you for this detailed review, Brie! We appreciate your helpful comments, as we are always looking for ways to improve. And we're so pleased that you would recommend this home to others. We hope you can return and stay with us again soon.

Carefree - beyond pleased!

Reviewed on 2022-06-04 by , Brentwood, TN United States

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Our family had a wonderful time at this lovely property and the service from 30A Luxury was impeccable. The home was clean, well-appointed and the pool was a dream. We had a minor issue during our stay and the management company had it resolved in minutes, not hours like we are used to. You'll love this house and I can't wait to stay here again.

Manager's Response

How amazing, Cheryl! Thank you so much for your kind words. We hope to see you again soon.

Carefree143

Reviewed on 2022-05-02 by , Little Rock, AR United States

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The house was in a good location. It was nice having the bikes to ride to the beach. The house was clean and the kitchen was very well equipped. The only TV that worked easily was the one outside. The one in the living room and second master were impossible to work.

Manager's Response

Thank you, Patty! We're glad you enjoyed your stay and will certainly take a look at the TVs you mentioned. Please come back and stay with us again soon!

Carefree143

Reviewed on 2022-05-02 by Patty O. , Little Rock, AR United States

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Manager's Response

Thank you, Patty! We're glad you enjoyed your stay and will certainly take a look at the TVs you mentioned. Please come back and stay with us again soon!

Beautiful and well appointed home for two families

Reviewed on 2022-03-29 by , Atlanta, GA United States

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This home is perfect. Great location next to Rosemary square. Walkable to food, shopping and beach. First floor has open kitchen, dining and family room. Second level has one master, one king room located right next door. There is a room across the floor with two twins. The last room is a bunk room with no door (one of my only complaints). The top floor loft is great for teens and not small kids. House had everything we needed for our weeks stay. The rental company did a superb job supplying any needs and resolving minor issues.

Manager's Response

Jena, thank you so much for these kind words! It was our pleasure to host your family and we're so happy to hear that you had such a great time. Please come back and see us again soon!

Wiggle Road Propery

Reviewed on 2021-11-23 by Jane W. , Louisville, KY United States

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Excellent location close to everything

Manager's Response

Thank you, Jane! We're so pleased that this home worked out so well for you. Hopefully you can come back soon!

Perfect family getaway!

Reviewed on 2021-08-24 by Taylor P. , Nashville, TN United States

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House is beautiful and spacious! The downstairs layout and the amazing pool/outdoor living room is ideal for a week of fun! Hoping to go back this Fall to watch football by the pool!

Manager's Response

Thank you, Taylor! We'er so pleased to hear what a great time you had at Carefree Cottage. We love the idea of returning this fall to watch football by the pool. Make sure to invite us! :-)

Wonderful!

Reviewed on 2021-05-21 by Allison B. , Chattanooga, TN United States

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All was wonderful! My only complaints would be that this house has no bath tub at all (difficult for small children) and check in time was 5pm. However, both of those things were disclosed prior in the information. Overall, a wonderful stay!

Manager's Response

Thank you, Allison! We're so pleased that Carefree Cottage was so wonderful for you. We hope you can return soon to stay with us again!

Great space in Rosemary Beach!

Reviewed on 2021-05-08 by Cristina P. , Austin, TX United States

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We enjoyed our stay at the Carefree Cottage. It’s conveniently located, has a great pool (really large), lots of space and a well-stocked kitchen. It was just the 4 of us in our family, so had plenty of space. The mangagment company was very responsive to any requests we had during our stay as well. Beach is about a 7-10 minutes walk or a quick bike ride.

Manager's Response

Cristina, thank you so much for this fabulous review of Carefree Cottage. We're so pleased that it worked out so well for your family and that you all enjoyed your stay. We hope you can return to stay with us again soon.

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