Private Pool - Carefree Cottage by SeaBreeze Vacation
Colorful and inviting with a vibrant tropical style, Carefree Cottage is a perfectly-named oasis in Holmes Beach where all of your cares melt away the moment you walk through the front door. Located on a quiet residential street that offers plenty of peace and privacy yet keeps you close to the beaches and attractions, Carefree Cottage has three bedrooms, space for six people, and a resort-style swimming pool in the backyard which includes an all Natural Mosquito Spray System. You can stop looking for your ideal beachy hideaway— it's right here at Carefree Cottage! The well-designed split floor plan allows for plenty of space and private time, with a wide-open great room in the center for effortless socializing. In the main living area, a plush sectional sofa faces the large HDTV, so you'll have an inviting spot to watch a game or a great movie with your crew and some yummy snacks. Next to the living space is the open kitchen, where classic navy blue cabinetry and gorgeous granite countertops create a stylish and chic space to prepare some picnic snacks for your beach trip or delicious side dishes for your backyard barbecue. The full suite of premier appliances includes an electric range, a microwave, a dishwasher, and a spacious refrigerator. There's also a formal dining area with seating for six and a casual bar area with space for three more. Outside, there's a gas barbecue for grilling out.
Carefree Cottage features three serene bedroom suites that each have their own bathroom— perfect for families and friend groups that are looking for a smidge more privacy. Each of the three bedrooms has a luxurious king-size bed and an HDTV, and is decorated with colorful tropical decor, while the ensuite bathrooms feature step-in showers and marble vanities. This home was designed to take full advantage of the lovely Gulf coast weather, and the backyard pool area is the ideal spot to soak up the Florida sunshine. With a thatch-covered lanai that allows for endless poolside lounging or alfresco meal options, your group will spend most of their time out here, sipping cocktails and enjoying each other's company. In the evenings, beautiful landscape lighting sets the stage for memorable outdoor gatherings. There's a full bathroom that's accessible from the patio and even an outdoor shower— so no one has to track in dripping bathing suits or sandy toes. The Holmes Beach location of Carefree Cottage places your whole crew only one short block from the beautiful Gulf of Mexico that everyone has been daydreaming about, while also keeping you close to local shopping and delicious dining opportunities, too. Let all your cares drift away on the gentle sea breeze at Carefree Cottage.
Cancellation Policy - SeaBreeze Vacation has spent a great deal of time and effort into formulating a cancellation policy for you. SeaBreeze Vacation has the most flexible cancellation policy on the Island. You are allowed to cancel your reservation up to 14 days prior to check-in to receive a refund. Additional terms and conditions apply. Please note: For reservations longer than 28 nights or more than $20,000, a different cancellation policy applies - please see the Rental Agreement under the House Rules on the check-out page.
The property participates in our Professional Linen Program. SeaBreeze Vacation strives to bring only the best quality experience to our guests. To do so, we provide a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you high-quality linens that are in place and ready for your use upon your arrival. Our high-quality linens are laundered in a commercial setting that uses only hypoallergenic, perfume & dye-free soaps assuring all of our guests a comfortable stay.
With all SeaBreeze Vacation properties, we think of the little things to make your vacation special. Included to get you started are the following:
Per Guest: 1 Bath Towel, 1 Hand Towel, 1 Washcloth, 1 Pool/Beach Towel Per Full Bathroom: 2 Rolls of Toilet Paper, Hand Soap, Shower Products Set (including trial size shampoo, conditioner, shower gel, and body lotion), Cosmetic Cloth, Bath Mat Per Kitchen: 2 Rolls of Paper Towels, Hand Soap, Dish Soap, Sponge, Dishwasher Pods (x4), Laundry Detergent Pods (x4), All-Purpose Disinfectant, Microfiber Cloth, 2 Kitchen Towels
We also offer a range of supplemental services including pre-stock grocery shopping and babysitting. Need a pack and play or high chair, etc.? These are available for a small additional fee and will be waiting in the home on your arrival.
You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property.
City of Holmes Beach Vacation Rental License: VRC23-000029 Max Occupancy: 6 Guests | Max Vehicles: 4 Quiet Hours: 10 p.m. - 7 a.m. - please respect our island community Min stay requirements vary by city ordinance and are often 7 nights. Please contact our office with any questions.
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Private paradise w/ all the beach supplies & toys!
Holmes Beach
Private paradise w/ all the beach supplies & toys!
Events are allowed with the written consent of SBV
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Pets
No pets allowed
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Smoking
Smoking is not permitted
Important information
You need to know
Property # 3237840vb
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
Parties and events are allowed on site
Note from host: Events are allowed with the written consent of SBV
Host has indicated that there is a carbon monoxide detector on the property
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
Holmes Beach
Located in Holmes Beach, this holiday home is near the beach. 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 jet skiing and kayaking nearby, or enjoy the great outdoors with horse riding and ecotours.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 38 min drive
Restaurants
Anna Maria Island Beach Cafe - 17 min walk
The Ugly Grouper - 5 min walk
The Sandbar Restaurant - 5 min drive
Ginny's & Jane E's - 5 min drive
Skinny's Place - 19 min walk
Frequently asked questions
Does Private Pool - Carefree Cottage by SeaBreeze Vacation have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Private Pool - Carefree Cottage by SeaBreeze Vacation?
As of 9 May 2026, prices found for a 1-night stay for 2 adults at Private Pool - Carefree Cottage by SeaBreeze Vacation on 30 August 2026 start from NZ$696, 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 Private Pool - Carefree Cottage by SeaBreeze Vacation pet-friendly?
No, pets are not allowed at this property.
How much is parking at Private Pool - Carefree Cottage by SeaBreeze Vacation?
On-site parking is available at the property.
What time is check-in at Private Pool - Carefree Cottage by SeaBreeze Vacation?
Check-in begins at 4:00 PM.
What time is check-out at Private Pool - Carefree Cottage by SeaBreeze Vacation?
Checkout is at 10:00 AM.
Where is Private Pool - Carefree Cottage by SeaBreeze Vacation located?
Situated by the sea, this holiday home is within a 5-minute walk of Island Gallery West and Bradenton Beach. Holmes Beach Beaches and Manatee Public Beach are also within 1 mile (2 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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.
Michelle L.
Response from VrboOwner on 22 April 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
Brooke R.
30 November 2024
Great Stay!
Great Stay!
Brooke R.
From a partner site
10/10 Excellent
Cindy F.
26 November 2025
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!
Cindy F.
From a partner site
10/10 Excellent
Deena A.
22 October 2025
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).
Deena A.
Response from VrboOwner on 19 November 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
Cindy F.
13 May 2025
Perfect Stay!
We absolutely love Carefree Cottage and the amenities that Seabreeze provides are perfect!
Cindy F.
From a partner site
10/10 Excellent
15 April 2025
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
Cynthia B.
17 May 2025
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.
Cynthia B.
From a partner site
10/10 Excellent
Craig W.
6 July 2025
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.
Craig W.
From a partner site
10/10 Excellent
1 April 2025
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
7 January 2024
Beautiful Home, Perfect Stay!
Beautiful home! Very well maintained and we had a wonderful week!
From a partner site
10/10 Excellent
James M.
5 June 2024
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!
This was the perfect place for us to create new memories as a family. Highly recommend it!
Geri A.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 28 January 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.
From a partner site
10/10 Excellent
27 March 2024
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
Cindy B.
4 July 2023
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.
Cindy B.
From a partner site
10/10 Excellent
BRENDA D.
30 September 2025
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!
Beautiful home! Bedrooms do get very warm but each room had a portable fan.
Great location! Close to beach and close to restaurants.
Caitlin T.
Stayed 7 nights in Aug 2023
Response from VrboOwner on 28 August 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
Sharon C.
26 November 2025
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
Sharon C.
Response from VrboOwner on 3 December 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!
From a partner site
10/10 Excellent
Jana W.
22 October 2024
Communication was GREAT!
Communication with Sea Breeze was a “breeze”. 😊 We can't wait to return in the near future!
Jana W.
From a partner site
10/10 Excellent
Wendy H.
1 February 2024
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.
Wendy H.
From a partner site
10/10 Excellent
Andrea M.
7 April 2024
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.
Beautiful property; love the upgrades from last year but definitely some cleanliness issues that need addressed.
Ashley F.
Stayed 14 nights in Jul 2023
Response from VrboOwner on 12 September 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
Michael C.
16 November 2024
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!
Michael C.
From a partner site
10/10 Excellent
4 February 2024
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
Cindy F.
16 May 2024
Awesome team
Carefree Cottage is an absolute gem of a property and the Seabreeze team is awesome to work with. The outdoor area for poolside lounging or shaded TV watching is beautiful. The house was meticulously maintained and very comfortable, and the location is perfect--very short walk to the beach. We loved it so much that before we left the island we booked two more vacation stays at Carefree! Thank you Seabreeze!!
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!
Dristine M.
Stayed 7 nights in Mar 2023
About the host
Hosted by Seabreeze Vacation
What started out as a vacation for our family expanded to thousands of vacations for many families. Just a year after visiting Anna Maria Island for the first time, we bought our first vacation rental here in 2002. She kept reeling us in 6 times a year, and we moved here for good in 2011. How could we not leave the rainy days in the UK for the sunny skies on Anna Maria Island? We founded SeaBreeze Vacation with the belief that everyone deserves to enjoy a slice of paradise. Our commitment to hospitality and treating others like family led us to running 80 properties today while our dedicated staff maintains a high attention to detail. We're always working to provide the best vacation experience for guests and the highest level of care and return for our property owners.
The SeaBreeze Vacation Difference. Unlike other vacation rental companies, we're here for you with the entire staff at SeaBreeze Vacation living here locally. Our guest services and round-the-clock maintenance readily respond to your questions and needs. Want to know how to get to secret beach spots or the best places to dine with your dog? We've got your back! Every stay includes freshly laundered, hypoallergenic linens ready to use upon arrival thanks to our in-house professional linen service. We only partner with the best companies to ensure high-quality experiences from inspections to cleaning. Our office and warehouse facility are located in the heart of Anna Maria Island on Holmes Beach to better serve both guests and owners.
Five-Star Vacation Rental Experiences. From beachfront condos and bungalows to cottages and large homes, we have just the vacation rental for you and your loved ones — with available accommodations for pets and boats! SeaBreeze Vacation rentals welcome guests with many modern amenities, such as fully equipped kitchens for easier cooking and endless fun with entertainment options. Vacation rentals with private pools, game rooms, hot tubs, on-site bars, and rooftop terraces are the added cherries on top! You'll feel like a local when you're just steps to the soft Anna Maria Island beaches but enjoy the convenience as a guest while we take care of any hassles. Book direct with confidence — guaranteed best rates and no hidden booking or admin fees!*
Stress-Free Supplementary Services. We happily handle the fussy matters to ensure the whole family spends more time enjoying a relaxing vacation. With our grocery pre-stocking services, you come to a home ready with refreshments after your travels. Need a crib, high chair, or pack n' play and would like to save luggage space? We provide them at an additional fee and will have them clean and waiting for you and your little one upon arrival. If you'd like to enjoy an evening with your honey, we have licensed babysitting services available on speed dial. As a fun way to access any area on Anna Maria Island, our golf cart rentals make for a real crowd pleaser! If you're in need of anything special, give us a call! We'll do our best to provide you anything and everything you may need.
Languages:
English
Premier Host
They consistently provide great experiences for their guests