Availability details can be found on the Anna Maria Vacations website.

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Property Description

Calypso Cottage by Anna Maria Vacations
Home in Holmes Beach, Florida
VRC16-000622

Your island vacation starts at Calypso Cottage, a Mediterranean-inspired escape just a short stroll from Holmes Beachs white sandy beaches on Anna Maria Island! This three-bedroom, three-bath home offers a private pool with a spa, a ping pong table, and tropical outdoor spaces perfect for fun and relaxation. Located in a desirable, vibrant neighborhood near shops and waterfront eateries, Calypso Cottage combines island charm with modern comforts, making it your perfect beachfront getaway.

Highlights
5-minute Walk to Holmes Beach
3 Bedroom / 3 Bath
2 Kings, 2 Twin Beds
Private pool and heated spa
Ping pong table
Dog friendly
Washer and Dryer
Close to shops, restaurants, and local attractions for easy exploration
2 Parking spaces

Step outdoors into your lush backyard paradise, surrounded by tropical trees. Relax on sun loungers or Adirondacks, take a dip in the private pool or spa, or enjoy outdoor meals at the patio table. The outdoor space is perfect for fun, relaxation, and entertainment. Explore nearby shops, waterfront restaurants, or cruise the island on foot, bike, trolley, or golf cart, all just minutes from your door.

Inside, the home features an inviting open concept living area with a warm color palette, large windows, and tropical decor that brings the island vibe indoors. The fully equipped kitchen offers modern stainless-steel appliances, ample counter space, and everything needed to prepare island-inspired meals. The spacious dining table and tropical views create a perfect setting for family dinners or game nights, while the cozy sofas invite relaxing evenings after a day at the beach.

The primary bedroom offers a plush king-sized bed, a TV, a walk-in closet, and an ensuite bathroom with a walk-in shower and a luxurious tub, your private haven for unwinding. The second bedroom features a king bed, ample space for your vacation gear, and an ensuite bathroom with a walk-in shower. The third bedroom, ideal for kids or extra guests, has two twin beds and a TV. The hall bathroom includes a walk-in shower, and a laundry area with a washer and dryer adds convenience to your stay.

Room Details
Primary Bedroom: King bed, ensuite bathroom
Second Bedroom: King bed, ensuite bathroom
Third Bedroom: Two Twin beds

Right in the heart of Holmes Beach, just around the corner from local favorites like The Feast, Vinnys Italian Kitchen, and the islands free trolley stop. This vacation rental provides an in-unit washer and dryer as well as two parking spaces, including one garage space.

Book Calypso Cottage today and experience a relaxing, fun-filled Anna Maria Island vacation! With its private pool, tropical outdoor spaces, proximity to the beach, and vibrant neighborhood, this home offers everything needed for a memorable seaside retreat!


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This property participates in our Professional Linen Program. In Anna Maria Vacation's continuous effort to bring only the best quality experience to our guests, we are proud to offer a professional linen service at this property to better enhance your enjoyment while staying here. This luxury amenity provides you with high quality linens; including bedding, bath towels, wash cloths, and beach towels that are in place and ready for your use upon your arrival. These high-quality linens are washed in a commercial setting using the latest and best technology.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Vacations 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.