Astypalea Coastal Homes

We selected the 486 homes worth renting in this location

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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.

Fresh from the Sea

Fresh from the Sea

  • 8 guests

  • 4 bedrooms

Mikri Vigla, Naxos

Sweeping sea views, a private pool and easy access to the island’s beautiful beaches – this home welcomes you to enjoy it all from its privileged spot in Orkos. You will need a car to get around here, but it’s just a short drive to Plaka and Mikri Vigla, while Naxos town is also within easy driving distance.

Myriad of Stars

Myriad of Stars

  • 4 guests

  • 2 bedrooms

Santorini, Greece

Boasting breathtaking views of the eastern Aegean Sea, with the islands of Naxos, Amorgos and Anafi visible from the comfort of your own bed, this villa offers the very best of Santorini. Located in the village of Imerovigli, you’ll have an array of sleek bars, fine-dining restaurants and sunset viewing spots within close proximity, but if nature’s more your thing, check out the Ekklisia Theoskepasti hiking trail that leads past the ruined, 13th-century Skaros Venetian Fortress.


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

The Radiant Muse

The Radiant Muse

  • 7 guests

  • 4 bedrooms

Perivolas, Oia

Sun Shores

Sun Shores

  • 6 guests

  • 3 bedrooms

Santorini, Greece

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

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

Charming Caldera Retreat

Charming Caldera Retreat

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Eternal Bliss

Eternal Bliss

  • 3 guests

  • 2 bedrooms

Vourvoulos, Santorini

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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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