Rent Luxury Self-Catering Apartments in Astypalea

We selected the 498 homes worth renting in this location

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Home spotlights in Astypalea

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

This unique, stylish home, which incorporates a traditional Greek mill, is a beautiful place to enjoy a relaxing and memorable Santorini stay. Boasting magnificent views of the sea, the white-washed villages, and the Santorini caldera, this little gem will seduce you from the moment you set foot on its doorstep.

Enchanted Vista

Enchanted Vista

  • 2 guests

  • 1 bedrooms

Santorini, Greece

Introducing Villa Serenity, a stunning retreat nestled within the picturesque grounds of Elysian Retreat in Finikia, Santorini. This exquisite villa offers a luxurious and serene accommodation experience, spanning an expansive 45 sqm of space, perfect for up to two guests.

A View of the Castle

A View of the Castle

  • 4 guests

  • 2 bedrooms

Livadia, Kalymnos

Found in Astypalaia, where history and heritage collide, this home pays homage to both. Minimalist with a whitewashed Cycladic exterior, the interior is matched to create a coastal atmosphere whilst holding to tradition.

Crystal Chimes

Crystal Chimes

  • 4 guests

  • 2 bedrooms

Astypalea, Kalymnos

This charming villa boasts an amazing view from the terrace of the surrounding vistas, we think it looks incredible at night time with the lights twinkling in the distance. Watch the sunset while relaxing in the hot tub, and treat yourself to a glass of bubbly.


We selected the top 3% holiday homes in Astypalea Self-Catering Apartments

Explore the 498 most perfect homes in our collection

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Most popular homes in Astypalea

Moonstone & Olive

Moonstone & Olive

  • 6 guests

  • 2 bedrooms

Monastiri, Oia

Honeymoon Avenue

Honeymoon Avenue

  • 2 guests

  • 1 bedrooms

Santorini, Greece

Kiln & Stone

Kiln & Stone

  • 6 guests

  • 3 bedrooms

Santorini, Greece

Lyrical Symphony

Lyrical Symphony

  • 6 guests

  • 3 bedrooms

Naxos, Greece

Myriad of Stars

Myriad of Stars

  • 4 guests

  • 2 bedrooms

Santorini, Greece

Azure Flecks

Azure Flecks

  • 4 guests

  • 2 bedrooms

Livadia, Kalymnos

Cliffs & Trees

Cliffs & Trees

  • 12 guests

  • 5 bedrooms

Mikri Vigla, Naxos

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

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Frequently asked questions

Book luxury Self-Catering Apartments in Astypalea, Kalymnos, Greece, and enjoy a memorable stay for all the right reasons. We leave no stone unturned in our pursuit of the most remarkable homes, vetting everything from shower pressure to design aesthetic. Every home in our collection of luxury Astypalea Self-Catering Rentals comes fully furnished with a well-equipped kitchen, all linens, and essential bathroom toiletries included. And should you need any help in finding the perfect home, our friendly experts are always on hand to help.

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