Entire home
Private Pool - Carefree Cottage by SeaBreeze Vacation
Holiday home in Holmes Beach with private pool and kitchen
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Reviews
10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 6140.3 sq m
Popular amenities
Explore the area

- Place, Manatee Public Beach
- Place, Bean Point Beach
- Place, Anna Maria Beach
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
Rooms & beds
3 bedrooms (sleeps 6)
Primary Bedroom
1 King Bed
Primary Bedroom 2
1 King Bed
Primary Bedroom 3
1 King Bed
3 bathrooms
Ensuite 2
Bathtub or shower · Toilet
Ensuite 3
Toilet · Shower only
Primary Ensuite
Toilet · Shower only
Spaces
Deck or patio
Porch or lanai
Kitchen
Separate dining area
Dining area
About this property
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.
This property comfortably accommodates a group of 6.
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.
VRC23-000029
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.
This property comfortably accommodates a group of 6.
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.
VRC23-000029
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
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House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Events are allowed with the written consent of SBV
Pets
No pets allowed
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
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 Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Holmes Beach, FL
What's nearby
- Bradenton Beach - 4 min walk - 0.4 km
- Holmes Beach Beaches - 9 min walk - 0.8 km
- Manatee Public Beach - 16 min walk - 1.4 km
- Bean Point Beach - 8 min drive - 4.5 km
- Anna Maria Beach - 9 min drive - 5.1 km
Getting around
Restaurants
- The Ugly Grouper - 5 min walk
- Anna Maria Island Beach Cafe - 17 min walk
- Dunkin' - 4 min drive
- Skinny's Place - 19 min walk
- Hurricane Hanks - 4 min walk
Frequently asked questions
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.
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.
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