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Astypalea Coastal Homes

We selected the 486 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Astypalea

Sandy Shell Cottage

Sandy Shell Cottage

  • 5 guests

  • 3 bedrooms

Livadia, Kalymnos

Positioned on the seafront, you'll be just one minute away from the sandy shores of Livadi Beach. Picture it now – you're sitting with a cold drink in hand, listening to the waves of the Aegean Sea lapping forwards and backwards.

Hazy Horizons

Hazy Horizons

  • 6 guests

  • 2 bedrooms

Astypalea, Kalymnos

Soak up stunning views of the Aegean from this gorgeous Grecian villa, based in the heart of Astypalea and close to the old windmills that this region is famed for. We love this home's traditional design, with grand archways and built-in furniture.

Angel of the Sky

Angel of the Sky

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

This apartment is located in the picturesque village of Oia, the most famous village in Santorini. With its traditional narrow streets, blue-domed churches and sun-drenched verandas, Oia offers a serene and beautiful setting for a relaxing retreat.

Moonstone & Olive

Moonstone & Olive

  • 6 guests

  • 2 bedrooms

Monastiri, Oia

Occupying an enviable spot on Santorini’s northwestern tip, this apartment guarantees an unforgettable family holiday. The home features a private terrace with a covered area for dining, a hot tub and sweeping views of the Caldera and Aegean Sea.

We selected the top 3% holiday homes in Astypalea Coastal Homes

Explore the 486 most perfect homes in our collection

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Most popular homes in Astypalea

Sweet Treat

Sweet Treat

  • 10 guests

  • 4 bedrooms

Emporio, Santorini

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

A View of the Castle

A View of the Castle

  • 4 guests

  • 2 bedrooms

Livadia, Kalymnos

Crystal Chimes

Crystal Chimes

  • 4 guests

  • 2 bedrooms

Astypalea, Kalymnos

Harmony Villa

Harmony Villa

  • 12 guests

  • 6 bedrooms

Turgutreis, Bodrum

Swimming in the Clouds

Swimming in the Clouds

  • 4 guests

  • 2 bedrooms

Santorini, Greece

The Cycladic Harmony

The Cycladic Harmony

  • 6 guests

  • 3 bedrooms

Santorini, Greece

Cave In

Cave In

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

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Frequently asked questions

Discover a selection of the best coastal homes in Astypalea, Kalymnos, Greece. Plum Guide’s homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book your next getaway today and enjoy a short or extended stay in the best coastal homes in Astypalea, Kalymnos, Greece. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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