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Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool

Photo gallery for Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool

Exterior
Property grounds
Aerial view
Dining
Property grounds

Reviews

9.4 out of 10
Exceptional
4 bedrooms4+ bathroomsSleeps 12252.0 sq m

Popular amenities

  • Parking available
  • Air conditioning
  • Dryer
  • Washer
  • Pool
  • Fireplace

Explore the area

Map
Rosemary Beach, Florida
  • Rosemary Beach
    ‪6 min walk‬
  • Alys Beach
    ‪16 min walk‬
  • Carillon Beach
    ‪6 min drive‬
  • Panama City, FL (ECP-Northwest Florida Beaches Intl.)
    ‪27 min drive‬

Rooms & beds

4 bedrooms (sleeps 12)

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 King Bed

Bedroom 4

4 Single Beds

Other Space 1

1 Single Bunk Bed

4 bathrooms, 1 half bathroom

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet

Spaces

Deck or patio
Kitchen
Balcony
Dining area

About this property

Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool

***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 Heating Available For A Daily Fee)
* 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

Property manager

30A Luxury Vacations
Premier Host

Languages

English

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Panama City Beach

Located near the beach, this holiday home is in Rosemary Beach, a neighbourhood in Panama City Beach. Shoppers can check out Pier Park, while everyone can enjoy the natural beauty of Rosemary Beach and Alys Beach. Frank Brown Park and Emerald Coast Mirror Maze are also worth visiting. Jet skiing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with ecotours and cycling nearby.
Map
Rosemary Beach, Florida

What's nearby

  • Rosemary Beach - 6 min walk - 0.6 km
  • Alys Beach - 16 min walk - 1.4 km
  • Camp Helen State Park - 3 min drive - 3.0 km
  • Seacrest Beach - 5 min drive - 3.4 km
  • Carillon Beach - 6 min drive - 5.0 km

Getting around

  • Panama City, FL (ECP-Northwest Florida Beaches Intl.) - 27 min drive

Restaurants

  • ‪Donut Hole - ‬11 min walk
  • ‪Shades - ‬9 min walk
  • ‪George's at Alys Beach - ‬16 min walk
  • ‪Big Bad Breakfast Inlet Beach - ‬8 min walk
  • ‪Amavida - ‬2 min walk

Frequently asked questions

Does Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool have a pool?

Yes, this property has an indoor pool. Pool types include heated pools.

Is Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool?

Check-in begins at 4:00 PM.

What time is check-out at Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool?

Checkout is at 10:00 AM.

Where is Carefree Cottage - Magnificent Rosemary Beach home w/ a private pool located?

Located in Rosemary Beach, this holiday home is within 1 mi (2 km) of Rosemary Beach and Alys Beach. Powell Lake and Camp Helen State Park are also within 2 miles (3 km).

Reviews

9.4

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 20 out of 25 reviews
Rating 8 - Good. 2 out of 25 reviews
Rating 6 - Okay. 3 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

9.8/10

Cleanliness

10/10

Check-in

9.0/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

Ashley P.

Stayed 3 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jen W.

Great for a Girl's Trip

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Ashley S.

Close to Barrett Square

Rating Details: The property manager was very helpful. The vacation rental was clean. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: This is my family's 9th Thanksgiving in Rosemary. We absolutely love everything about spending our Thanksgivings in Rosemary - from the 30A race to welcoming Santa the next day. This is our first year staying in the Carefree Cottage and thus far was our least favorite rental. The house itself needs some upkeep and with so many beautiful homes in Rosemary at the same price point this is one we won’t be choosing again. First, the pool was so dirty and never cleaned. When reaching out we were told it would be cleaned on Wednesday and Saturday however this never happened. We wasted $45 a day in heating a dirty pool. (Also, the pool heater was so loud it sounded like an airplane flying by every 15 minutes 24/7.) There were also no pool/beach towels. The shower wand in the king room was broken and would not stay upright in the holder - resulting in shooting water in every which direction. The master room also has lousy curtains that wouldn’t stay intact on the curtain rod. Overall the rooms were very small and a tight fit for adult sized guests (having only 2 king beds and 6 twins). One of the four bikes was broken and when reaching out the management company was quick to come by and fix the bike which was greatly appreciated. The location was super close to Barrett Square. If you enjoy privacy as in being close to town but also away from everything this would be a great location for you.
Stayed 5 nights in Nov 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Susan G.

Great Vacation Rental

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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!!
Stayed 4 nights in Aug 2024

10/10 Excellent

Kim P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 5 nights in Jan 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Holly S.

Amazing house!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: This house was an amazing stay for a bachelorette trip. Perfect location with everything in walking distance! Highly recommend.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Milan O.

Wonderful Stay!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We stayed here for a girls weekend and it was absolutely wonderful. Great location and great house. Everything was very clean and perfect!

8/10 Good

Mary R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice stay!

I’d give it 5 star but the house is somewhat worn and we had no trash pick up during the mid week. Staff addressed all our concerns promptly,
Stayed 7 nights in Jun 2023

10/10 Excellent

Megan G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Carefree Cottage

This house was incredible, and our stay was lovely. No complaints at all! Thanks so much for hosting us!
Stayed 6 nights in May 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly R.

Great location in Rosemary

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The home was very clean and conveniently located within the Rosemary community.
Stayed 5 nights in Apr 2023

8/10 Good

andrea c.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Holiday Vacation

My husband and I gave 5 days at this home to our adult children for a Christmas present. We absolutely loved it! The home is beautiful, large and in a great location! All of the bedrooms have there own bathrooms which is so nice but there are two King beds and the rest of the beds are twins which didn’t work well with the other couples in our group. Also, the upholstered furniture needs a rehab. The sofa and chairs are a little tired. With all of this said, We loved our time together in Rosemary and would rent this home again.
Stayed 5 nights in Jan 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Staci K., Atlanta, GA

Amazing Home!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brie J.

Perfect Location!

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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!
Stayed 3 nights in Sep 2022
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Cookie M.

Rosemary Beach

Rating Details: The vacation rental was somewhat dirty. I was somewhat unhappy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Not the best place for small kids or older people. Lots of steps to get to bedrooms. Was not very clean. Outside front porch and pool area was not clean. House was clean in spots but fabric furniture was stained and dirty. Showers were hard to regulate and use safely with small children. One great thing was mattresses in bedroom was great!! Sorry to be so negative, but had to tell the truth about this over priced house!!
Stayed 7 nights in Jul 2022

6/10 Okay

caroline s.

Liked: Cleanliness, check-in, location
Disliked: Communication

House is great....management communication not so much

Solid house & good location TV/Showers aren't easy to use. Had to call management to help elderly parents figure out TVS. By the end of the trip we all figured out showers but took 7 days including the teenagers. We had to download apps to computers to get TVs to work. Entire house was congested from day one. Turns out air filters were upside down & clogged. We had to call to have them changed on Thursday. Make sure to read your contract. The mgt company sticks to that no matter what. I would not consider pool to be "private". There is one bush btwn the pool from the neighbors. Out of the 7 days that we were there, there were three days that you couldn't sit by the pool bc of the construction next door. Dust, saws, etc. You could not hear anyone talk. Again, all management said was read your contract. They take no responsibility for anything beyond that. Blamed construction schedules out of their hands. I totally understand that but some sort of responsibility and at least notice would have been nice for the price we paid for the house. Don't expect the management company to reach out when you have a need. I called on Wednesday regarding the chlorine and never heard back. Pool isn’t salt water, its chlorine. They came twice on the four days that we could actually sit by the pool to treat it & we were told don’t get in for at least four hours. Pool lights don’t work per pool company. Check out is at 10am...cleaners arrived at 830am making us feel like we needed to rush around to make sure we got out asap. Make sure to lock upstairs porch leading to house & gates that lead to staircase going to top floor. We woke up one morning with random beer cans (not from our house) on the porch at the fire pit. I would assume some teens went up there after our family left for dinner. Doors to outside fireplace on main level are not operational. Pictures from management company show that you can open them up but in reality you cannot. Something that we were looking forward to. Our family is big on open spaces. When we arrived there was a note from previous renters in the dishwasher that said "we have been calling for many days to have dishwasher fixed. Told repeatedly that repair people were coming and they never showed". The dishwasher was filled with water, on the second day we did get a “loaner” dishwasher. Asked not to take the blue film off the front. House itself is very well stocked. Beds are comfortable.
Stayed 7 nights in Jun 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jessica S.

Carefree - beyond pleased!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Patty O.

Carefree143

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sabrina P.

Amazing house!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Great family Spring break ! The house was in a great location, and was very clean on arrival. Any questions we had were promptly answered by 30A Luxury Vacations. The pool and outdoor areas were perfect! Overall, everyone enjoyed this experience!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jena F.

Beautiful and well appointed home for two families

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.
Stayed 7 nights in Mar 2022

10/10 Excellent

debbie p.

Liked: Cleanliness, check-in, communication, location, listing accuracy

My daughters very last Spring Break

What an amazing venue & location to preserve the memories of my college daughters VERY LAST Spring Break. It was wonderful spending such valuable time with my precious family members.
Stayed 4 nights in Mar 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

David W.

Wiggle Road Propery

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Excellent location close to everything

10/10 Excellent

Kathleen D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Engagement Weekend

This property was absolutely perfect for our very special weekend. My son actually proposed on the rooftop at sunset and we enjoyed the weekend with family by the pool, watching Saturday football games and the proximity of the house to the center of the Rosemary community. I would definitely recommend this house to anyone looking to rent!
Stayed 4 nights in Sep 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Des P., Nashville

Perfect family getaway!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Allison B.

Wonderful!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cristina P.

Great space in Rosemary Beach!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: 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.

About the host

Hosted by 30A Luxury Vacations

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Languages:

English

Premier Host

They consistently provide great experiences for their guests