Summary:

Welcome to Carefree Cottage, a charming Concierge Collection property in Holmes Beach on Anna Maria Island, just a two-minute stroll from the beautiful Gulf beaches. Relax by the resort-style swimming pool, unwind beneath the thatched-covered lanai, and enjoy the perfect blend of tropical charm, thoughtful amenities, and relaxing island living.



A few things that make Carefree Cottage special:

- Concierge Collection Property

- Holmes Beach on Anna Maria Island - Short 2 min walk to Gulf Beaches

- Resort-style swimming pool including an all natural mosquito spray system

- Thatched-covered lanai with outdoor seating, outdoor shower

- Gas grill (propane included)

- Professional Linen Services

- Complimentary WiFi

- Beach chairs, beach wagon, & beach umbrella

- Parking for 4 vehicles



Carefree Cottage is a colorful, tropical retreat in Holmes Beach where relaxation begins the moment you arrive. Set on a quiet street, it offers privacy while keeping you close to beaches and local attractions.



The open layout features a bright great room with a plush sectional and large HDTV, perfect for gathering. A stylish kitchen with navy cabinetry, granite countertops, and modern appliances makes dining and entertaining easy. Each of the three bedrooms includes a king-size bed, television, and private ensuite bathroom for added comfort. Thoughtful tropical décor and sleek finishes create a relaxing, upscale feel throughout. Outside, enjoy a resort-style pool, thatched lanai, and inviting spaces for lounging or dining. Just a short walk to the Gulf, this home is your perfect beachside getaway.



SeaBreeze Vacation’s Concierge Collection of homes offers a curated selection of upscale properties designed for travelers seeking comfort, style, and personalized service. Each home including Carefree Cottage is thoughtfully appointed with premium amenities and enhanced by concierge support to help guests plan unforgettable stays. From luxury interiors to seamless guest experiences, the collection delivers a refined and stress-free vacation.



Carefree Cottage is rated in the Elite tier of the SeaBreeze Property Rating System. This system ranks each home based on quality, design, furnishings, and guest-focused amenities. Elite properties provide a high level of luxury with stylish décor, upgraded furnishings, modern appliances, and beautiful outdoor spaces that often include heated pools or spas. Carefree Cottage offers an elevated vacation experience with impressive comfort and thoughtful attention to detail.



Property 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. 



This 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. These 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.



SeaBreeze Linen & Amenity Packs - 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



AMI offers a FREE trolley service every 20 minutes from 6 a.m. – 11 p.m. The trolley travels from the north end of Anna Maria Island to Coquina Beach.



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.