Rent Luxury Self-Catering Apartments in Astypalea

We selected the 476 homes worth renting in this location

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Home spotlights in Astypalea

Eternal Blue

Eternal Blue

  • 2 guests

  • 1 bedrooms

Santorini, Greece

Sitting on the eastern edge of Santorini, this secluded whitewashed villa is treated to immersive views of the Aegean, the nearby Pori beach, and hills speckled with white houses. And you can savour it all from your private infinity pool.

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

If you're looking for a truly unique place to stay in Santorini, then it doesn't get much better than this stunning home. The former factory once produced wine, but has since been reborn as a beautiful collection of three adjoining apartments, perfect for groups who favour both style and space.

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.

The Phoenician Princess

The Phoenician Princess

  • 2 guests

  • 1 bedrooms

Astypalea, Kalymnos

The little island of Astypalea is something of an undiscovered gem in the Aegean Sea. This villa is just outside Astypalea Town (or Chora) with a beautiful view of the white houses layered up the hillside and crowned with an ancient castle (200 metres away).


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

Explore the 476 most perfect homes in our collection

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Most popular homes in Astypalea

Blue & Twine

Blue & Twine

  • 9 guests

  • 4 bedrooms

Naxos, Greece

Cerulean View

Cerulean View

  • 8 guests

  • 4 bedrooms

Kalymnos, Greece

Cave Chic

Cave Chic

  • 10 guests

  • 5 bedrooms

Imerovigli, Santorini

Kiln & Stone

Kiln & Stone

  • 6 guests

  • 3 bedrooms

Santorini, Greece

Blue of the Moon

Blue of the Moon

  • 4 guests

  • 2 bedrooms

Kastraki, Naxos

Azure Flecks

Azure Flecks

  • 4 guests

  • 2 bedrooms

Livadia, Kalymnos

Eternal Bliss

Eternal Bliss

  • 3 guests

  • 2 bedrooms

Vourvoulos, Santorini

Thera Winds Blowing

Thera Winds Blowing

  • 4 guests

  • 2 bedrooms

Vourvoulos, Santorini

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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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