Luxury Long Stay Rentals in Astypalea

We selected the 492 homes worth renting in this location

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Home spotlights in Astypalea

Crystal Vistas & Castle Views

Crystal Vistas & Castle Views

  • 4 guests

  • 2 bedrooms

Astypalea, Kalymnos

An island washed in the colours of the Grecian flag, Astypalea is a quiet holiday destination that’s ideal for a peaceful break – and you’ll be perfectly placed for exploring all of it from this stunning villa. This home truly has it all – dreamy interiors, luxurious amenities, and an absolutely breathtaking view of Astypalea Castle – we reckon it’s one of the best on the island.

Kiln & Stone

Kiln & Stone

  • 6 guests

  • 3 bedrooms

Santorini, Greece

When winding up the path to this home, you'll be struck by its traditional beauty. Reminiscent of ancient Greece, the original lime kiln was built by the owner's family over two hundred years ago.

Blue of the Moon

Blue of the Moon

  • 4 guests

  • 2 bedrooms

Kastraki, Naxos

One in a series of three private homes, this whitewashed abode is just 1 kilometre from Kastraki beach. There isn’t a swimming pool here, but it does have a balcony and a terrace with a barbecue – perfect for alfresco dining.

Greek Isles

Greek Isles

  • 10 guests

  • 5 bedrooms

Kos, Greece

This luxurious villa is located near the beach of Tigaki and offers stunning views of the sea. It has 4 bedrooms, 3 bathrooms, a private pool, a gym, and a laundry room.


We selected the top 3% holiday homes in Astypalea Long Stay Rentals

Explore the 492 most perfect homes in our collection

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Most popular homes in Astypalea

The Blue Muses

The Blue Muses

  • 8 guests

  • 4 bedrooms

Naxos, Greece

The Cycladic Harmony

The Cycladic Harmony

  • 6 guests

  • 3 bedrooms

Santorini, Greece

Sanctuary Of Stone

Sanctuary Of Stone

  • 6 guests

  • 3 bedrooms

Astypalea, Kalymnos

Olive Opal

Olive Opal

  • 4 guests

  • 2 bedrooms

Astypalea, Kalymnos

The Flower of Oia

The Flower of Oia

  • 4 guests

  • 2 bedrooms

Finikia, Santorini

Sunset Suite

Sunset Suite

  • 2 guests

  • 1 bedrooms

Santorini, Greece

Sugar Sweet

Sugar Sweet

  • 2 guests

  • 1 bedrooms

Naxos, Greece

Cedar & Sand

Cedar & Sand

  • 6 guests

  • 2 bedrooms

Naxos, Greece

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Check upcoming rates & availability for Astypalea Long Stay Rentals


Frequently asked questions

Explore our collection of luxury Extended Stay Rentals available for you to rent in Astypalea, Kalymnos, Greece. Each and every home you'll find has been through a meticulous, multi-stage vetting process to ensure quality our guests can always count on. The Long Stay Rentals in our Astypalea, Kalymnos, Greece collection come fully furnished with well-equipped kitchens, all linens, and essential bathroom toiletries included. And if you need any assistance, our friendly team of experts is always on hand to help plan your perfect stay.

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