Entire home

Carefree Cottage

Photo gallery for Carefree Cottage

A swimming pool with lounge chairs and a thatched-roof structure.
A pool area with a thatched-roof structure, a covered seating area, and a well-maintained lawn.
A spacious living area with a sofa, coffee table, and dining table. A kitchen with modern appliances is visible in the background.
A covered outdoor seating area with a ceiling fan, a grill, and a TV screen.
A bedroom with a bed, a window, a wall-mounted artwork, and a bedside table.

Reviews

9.8 out of 10
Exceptional

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Bradenton Beach

Popular amenities

  • Balcony
  • Private pool
  • Waterpark access
  • Outdoor grill
  • Air conditioning
  • Refrigerator

Explore the area

View in a map
Holmes Beach, FL
  • Place, Bradenton Beach
    ‪5 min walk‬
  • Place, Holmes Beach Beaches
    ‪15 min walk‬
  • Place, Manatee Public Beach
    ‪19 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

3 bathrooms

Bathroom 1

Bathtub · Toilet · Shower only

Bathroom 2

Bathtub · Toilet · Shower only

Bathroom 3

Bathtub · Toilet · Shower only

Spaces

Kitchen
Office
Balcony
Garden

Add dates for prices

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About the neighborhood

Holmes Beach

Located in Holmes Beach, this vacation home is near theme parks and on the waterfront. The area's natural beauty can be seen at Bradenton Beach and Bean Point Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Discover the area's water adventures with fishing nearby, or enjoy the great outdoors with horse riding and cycling.
View more Vacation Homes in Holmes BeachOpens in a new window
Map
Holmes Beach, FL

What's nearby

  • Bradenton Beach - 5 min walk - 0.4 km
  • Holmes Beach Beaches - 15 min walk - 1.3 km
  • Manatee Public Beach - 19 min walk - 1.6 km
  • Anna Maria Sound - 3 min drive - 1.8 km
  • West Coast Surf Shop - 3 min drive - 2.1 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 38 min drive

Restaurants

  • ‪The Sandbar Restaurant - ‬5 min drive
  • ‪Anna Maria Island Beach Cafe - ‬17 min walk
  • ‪The Ugly Grouper - ‬5 min walk
  • ‪Ginny's & Jane E's - ‬5 min drive
  • ‪The Waterfront Restaurant - ‬7 min drive

Frequently asked questions

Does Carefree Cottage have a pool?

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

How much does it cost to stay at Carefree Cottage?

As of Oct 31, 2026, prices found for a 1-night stay for 2 adults at Carefree Cottage on Nov 28, 2026 start from $455, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is Carefree Cottage pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Carefree Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Carefree Cottage?

Check-out is at 10:00 AM.

Where is Carefree Cottage located?

Situated on the waterfront, this vacation home is within a 15-minute walk of Bradenton Beach and Holmes Beach Beaches. Manatee Public Beach and AMI Paddleboard Adventures are also within 1 mi (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 41 out of 44 reviews
Rating 8 - Good. 1 out of 44 reviews
Rating 6 - Okay. 2 out of 44 reviews
Rating 4 - Poor. 0 out of 44 reviews
Rating 2 - Terrible. 0 out of 44 reviews

9.6/10

Cleanliness

10/10

Check-in

9.8/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

From a partner site

10/10 Excellent

Excellent customer service!

Seabreeze provided excellent customer service and made our stay a fantastic experience. Everything you could need for a great week at the beach. I would highly recommend Seabreeze to everyone as they truly care about the guest experience!!
Response from VrboOwner on Jun 11, 2026
Jason, SeaBreeze Vacation is delighted to hear you had a great week! Thank you for the compliments about our excellent customer service - we strive hard to give our guests the best guest experience - sounds like you had that! We can't wait to host you again - so be sure to contact SeaBreeze Vacation when planning your next AMI stay!
From a partner site

10/10 Excellent

Our home for the week was perfect!

Our home for the week was perfect and will definitely use your services again. Your customer service and the communication was excellent. The cleaning team did an excellent job as well. We thank your whole team for making it a great family vacation.
Response from VrboOwner on Apr 22, 2026
Michelle, Thank you for kind words. Glad you had a wonderful stay and you found the property clean. SeaBreeze Vacation hopes you will contact us soon when planning your next AMI stay!
From a partner site

10/10 Excellent

Great Stay!

Great Stay!
From a partner site

10/10 Excellent

Perfect Stay!

We absolutely love Carefree Cottage and the amenities that Seabreeze provides are perfect!
From a partner site

10/10 Excellent

Carefree Cottage is a gem!

Carefree Cottage is a gem! The backyard pool and TV area are perfect--my husband can't be out in the sun, so he's able to sit in shade and watch TV while I do my basking in the sun by the pool!
From a partner site

10/10 Excellent

We enjoyed our stay!

We enjoyed our stay and have this property saved in our favorites (we visit Anna Maria at least once a year). Office was very quick to respond to any and all issues. Pool was amazing as was the overall outdoor space, Home is in a great location and met all of our needs (3 couples).
Response from VrboOwner on Nov 19, 2025
Deena, SeaBreeze Vacation appreciates your feedback - we are so excited that you enjoyed your stay. Glad you took advantage of the pool and the outdoor space. We hope you will contact us when planning your next stay!
From a partner site

10/10 Excellent

Beautiful Home, Perfect Stay!

Beautiful home! Very well maintained and we had a wonderful week!
From a partner site

10/10 Excellent

amazing vacation!

We had another amazing vacation, thanks to Seabreeze Vacations We will definitely, use them again. Thank you.
From a partner site

10/10 Excellent

Excellent Stay!

Carefree Cottage is a must stay at vacation house. It has everything you could possibly want or need. It is located a block from the beach, and the restaurants and shopping areas are very accessible and within walking distance. We love this house and will continue to use it.
From a partner site

10/10 Excellent

Very happy with our stay!

Place had everything we needed from beach chairs, toys, rafts, and even extra trash bags. Very happy with our stay, Sea Breeze did excellent. Only suggestion for people coming, prepare for mosquitoes. I got my daily limit by 9 am, there are a lot.
From a partner site

10/10 Excellent

Perfect for Three Couples

Beautiful place! Very clean, decor was amazing. Plenty of kitchen wares too. Was perfect for us 3 couples. Will want to stay there again!
Verified review

10/10 Excellent

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

Needed a getaway

This was the perfect place for us to create new memories as a family. Highly recommend it!
Stayed 7 nights in Dec 2020
Response from VrboOwner on Jan 28, 2021
Geri, Thank you so very much for your great review on Carefree Cottage! We cannot express how lucky we feel to be able to provide space for families like your own to escape for a little bit and make memories that last a lifetime. We are so happy that you enjoyed your time with us and will be looking forward to having you back.
Verified review

6/10 Okay

Liked: Check-in, communication, listing accuracy
Disliked: Location
The bed sheets were mostly clean but some of the pillowcases were iffy as if they were not changed out. Have zero Wi-Fi in the bedroom that was previously a garage turned into a bedroom so we could not watch tv in there for the entire stay. This same room had a shower without curtain that made a water mess all over after each shower. The wall AC unit was broken (we knew that before we booked) and was told there’s a temp/portable one in room for a couple of days during our stay. We did not know that The portable AC had to be vented through the window until we showed up to property. We were concerned there were no safety measures to ensure someone would not be able to break in easily. We were offered fans but temps were over 100F every day during our stay so we opted to keep the portable AC. The floor was never mopped, the second day there, my kid walked around the house bare feet for a few hours and the bottom of her feet were as black as tar (disgusting). None of us walked on the floor barefoot again after that. The Alexa devices (three) were all listening to convos inside home and we were not aware they were on &/or on the premises until the 3rd day there. when confronted management- they claimed they were not aware. There were incidents of cockroaches on property both inside/outside. We killed two inside home and two separate incidents of cockroach inside pool. The house came with adequate beach gear (wagon, etc). The distance to beach was good.
Stayed 7 nights in Aug 2026
From a partner site

10/10 Excellent

Fantastic Experience

SeaaBreeze Vacation was so good to work with on booking our vacation. The place was amazing, wonderful location and very clean. Thank You so very much
From a partner site

10/10 Excellent

Highly recommended

Our vacation experience was perfect, from the time we stepped into our beautiful Carefree Cottage. I highly recommend SeaBreeze Vacations and Carefree Cottage.
Verified review

8/10 Good

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

Beautiful home

Beautiful home! Bedrooms do get very warm but each room had a portable fan. Great location! Close to beach and close to restaurants.
Stayed 7 nights in Aug 2023
Response from VrboOwner on Aug 28, 2023
Thank you for your review. Happy you picked a great location! SeaBreeze would love for you to call us again and book another stay on AMI!
From a partner site

10/10 Excellent

Great amenities

Beautiful, gated property with spectacular water views. We were also able to walk to a restaurant for dinner. The room was clean and having a washer and dryer in the unit was definitely a plus.
From a partner site

10/10 Excellent

Communication was GREAT!

Communication with Sea Breeze was a “breeze”. 😊 We can't wait to return in the near future!
From a partner site

10/10 Excellent

Coastal Retreat

Carefree Cottage is a beautiful and unique property. We stayed with our family for spring break and had a wonderful time. The proximity to the beach and to shops and restaurants can't be beat. We loved spending time at the house and enjoying the outside space and pool. SeaBreeze was also great about communicating and made check-in and check-out very easy.
Verified review

6/10 Okay

Liked: Check-in, communication, location, listing accuracy

Beautiful Property

Beautiful property; love the upgrades from last year but definitely some cleanliness issues that need addressed.
Stayed 14 nights in Jul 2023
Response from VrboOwner on Sep 12, 2023
Thank you for your feedback. SeaBreeze Vacation will take your comments and get the matter of cleanliness resolved. Hoping you will contact us again for your next AMI vacation!
From a partner site

10/10 Excellent

The Carefree Cottage was fantastic!

The Carefree Cottage was fantastic! Great back yard for relaxing. The house is very cozy. My family loved it. Only feedback is regarding the AC...it couldn't be set below 70 for an extended period of time so bedrooms did tend to get a little hot at night but other than that things were fantastic! Would definitely rent again!
From a partner site

10/10 Excellent

The home is truly a tropical paradise!

The home is truly a tropical paradise. It was exactly as described on the website. Seabreeze Vacations provided everything that was needed to start off your vacation, trash bags, kitchen detergents, paper and body essentials. The kitchen was fully stocked with all the necessary equipment and even had a slow cooker. We were there with another couple and had a fantastic time and never needed anything. We felt extremely comfortable in the rental and plan to book all of our AnnaMaria vacations with Seabreeze Vacations as they truly care about their customers needs!
From a partner site

10/10 Excellent

Seamless and Easy

I have worked with many vacation companies and the experience with SeaBreeze vacations was by far the easiest and best I have dealt with. Terrific job.
From a partner site

10/10 Excellent

Carefree Cottage was absolutely beautiful!

Carefree Cottage was absolutely beautiful. Had everything there we would need. Spotless!!! Amenities we're amazing. Lots of pool items and beach items. Pool was so inviting and the lighting around the pool was beautiful. The beds were so comfortable. Bedrooms and bathrooms were huge. We had a situation with a palm tree and high wires and maintenance came immediately calling the proper people to handle the situation. Communication was above and beyond. Kept in touch by texting and accommodating and informative. We would definitely recommend Seabreeze and stay at Carefree Cottage again. Thank you
Response from VrboOwner on Dec 3, 2025
Sharon, So glad to hear you enjoyed your stay. We strive hard to make all our homes spotless and filled with amenities for our guests! Be sure to contact SeaBreeze Vacation when planning your next AMI stay!
Verified review

10/10 Excellent

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

Amazing

The house was amazing and just as photos show. The house had all the amenities we needed and more. We really enjoyed the heated pool and outdoor living room. The backyard is wonderful and beautiful at night. The location is perfect. Close to the beach and close to restaurants and ice cream. 3 minute walk to the beach and the rental comes with a beach cart and 6 beach chairs. We will definitely be back!
Stayed 7 nights in Mar 2023
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