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.

Head of the Household

Head of the Household

  • 8 guests

  • 4 bedrooms

Santorini, Greece

Such is the beautiful landscape in abundance and the hilly terrain from which to appreciate it, it seems a waste to go to the Greek islands and not stay somewhere with a decent view. This villa on the highest point of Santorini's capital is, therefore, an excellent choice.

Sunset Suite

Sunset Suite

  • 2 guests

  • 1 bedrooms

Santorini, Greece

This luxurious suite is the perfect place to relax and enjoy your holiday in Santorini. The suite is beautifully decorated with elegant furnishings, traditional artwork, and warm lighting, creating an ambiance of intimacy and comfort.

Skala Skies

Skala Skies

  • 9 guests

  • 5 bedrooms

Skala, Patmos

When you have a sea view at your disposal, the best homes make the most of it and that's certainly true of this villa overlooking the Ionian coastline. Located above the bay of Skala, this stone villa offers everything you could dream of and then some more.


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

Enchanted Vista

Enchanted Vista

  • 2 guests

  • 1 bedrooms

Santorini, Greece

Cliffside Serenity

Cliffside Serenity

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

The Phoenician Princess

The Phoenician Princess

  • 2 guests

  • 1 bedrooms

Astypalea, Kalymnos

Honey & Thyme

Honey & Thyme

  • 4 guests

  • 2 bedrooms

Astypalea, Kalymnos

Natural Life

Natural Life

  • 2 guests

  • 1 bedrooms

Mesaria, Santorini

Angel of the Sky

Angel of the Sky

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

Cliffs & Trees

Cliffs & Trees

  • 12 guests

  • 5 bedrooms

Mikri Vigla, Naxos

Eternal Bliss

Eternal Bliss

  • 3 guests

  • 2 bedrooms

Vourvoulos, Santorini

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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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