Carefree Cay

Carefree Cay by Anna Maria Island Accommodations

217 Sycamore Avenue, Anna Maria, FL, 34216
VR16-000412

Welcome to Carefree Cay, a spacious vacation home nestled in the desirable north end of Anna Maria Island. This three bedroom, two and a half bath retreat offers a private pool, in-ground spa, and lush outdoor living, perfect for families or groups seeking relaxation and fun. Located just a short walk from pristine Gulf beaches, boutique shops, waterfront dining, and a trolley stop, Carefree Cay provides the ideal setting for an unforgettable island escape filled with sunshine, water adventures, and island charm.

Highlights
-3-minutes / 2 Blocks to Anna Maria Beach 
-3 Bedroom / 2.5 Bathrooms
-2 Kings, 2 twin beds
-Private heated pool, in-ground spa
-Outdoor living space
-BBQ grill
-2 living areas
-Shuffleboard
-2 Blocks to Pine Avenue shops and waterfront restaurants
-Parking for 3 vehicles

Inside, the home offers a laid-back island atmosphere accented by tropical decor, vibrant colors, and natural light. The main living room features plush seating and a large TV, ideal for enjoying family movies or relaxing after a day on the water. The additional second living area downstairs boasts a beautiful beach mural, cozy sofas, a game table perfect for board games, and a shuffleboard, creating a perfect space for fun or quiet relaxation. The fully stocked kitchen includes essential appliances and a breakfast bar for casual dining.

Retreat to the primary bedroom, located on the second floor, with a king bed, a large TV, and a spa-like ensuite bathroom with a walk-in shower and luxurious soaking tub. The second bedroom also features a king bed and ample closet space, while the third bedroom has two twin beds, ideal for kids or additional guests. The hall bathroom, with a fun color scheme, offers a shower/tub combo and stylish fixtures. A washer and dryer are conveniently located nearby for freshening up your clothes.

Room Details
-Primary Bedroom (2nd floor): King bed, ensuite with walk-in shower and soaking tub 
-Second Bedroom (2nd floor): King bed
-Third Bedroom (2nd floor): Two twin beds

Enjoy relaxing outside in your tropical backyard oasis. Dip in the private pool or unwind in the in-ground spa, surrounded by lush landscaping and plenty of loungers. The outdoor dining area and BBQ grill make meals in paradise easy and fun. Just two blocks from the beach and local shopping or dining on Pine Avenue, this home offers endless ways to enjoy the island’s natural beauty and vibrant community.

Book Carefree Cay today for a relaxing, water-accessible, family-friendly vacation. With its spacious outdoor spaces, water views, and close proximity to beaches, shops, and world-class dining, this home offers everything you need for a memorable Anna Maria Island experience. Reserve your dates now and start living your best island life!

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Please note: The garage is not available for guest use.

There are no pets allowed in this home.

3 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

This home is managed by AMI Accommodations, an Anna Maria Island property management company.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please see our AMI Accommodations Rental Policies for full details.

Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.