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

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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.

Sanctuary Of Stone

Sanctuary Of Stone

  • 6 guests

  • 3 bedrooms

Astypalea, Kalymnos

Just a stone's throw away from nearby Livadi beach, this villa has a gorgeous ashen palette and is the perfect size for a family holiday with children or a romantic getaway. After snuggling up in bed to watch a movie, step out onto the terrace to enjoy a glass of wine while watching the boats sail past.

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Boasting unfettered views of the Aegean Sea, this Cycladic-style house is ideal for anyone who’s looking for a restful stay on Santorini’s northwest coast. The home has a loft apartment, with its own living room, kitchenette, bedroom and bathroom – ideal for teenagers or those who like their privacy.

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

Discover the epitome of elegance at Villa Serenity, a stunning luxury villa located at the entrance of Oia Village in Santorini. With its prime location and breathtaking views, this villa offers a serene and unforgettable experience.


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

Harmony Villa

Harmony Villa

  • 12 guests

  • 6 bedrooms

Turgutreis, Bodrum

Charming Caldera Retreat

Charming Caldera Retreat

  • 2 guests

  • 1 bedrooms

Monastiri, 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

The Cycladic Harmony

The Cycladic Harmony

  • 6 guests

  • 3 bedrooms

Santorini, Greece

Swimming in the Clouds

Swimming in the Clouds

  • 4 guests

  • 2 bedrooms

Santorini, Greece

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, 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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