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Rent Astypalea Homes with Swimming Pools

We selected the 332 homes worth renting in this location

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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

Aegean White

Aegean White

  • 6 guests

  • 3 bedrooms

Perivolas, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

If you're looking for a truly unique place to stay in Santorini, then it doesn't get much better than this stunning home. The former factory once produced wine, but has since been reborn as a beautiful collection of three adjoining apartments, perfect for groups who favour both style and space.

Cliffs & Trees

Cliffs & Trees

  • 12 guests

  • 5 bedrooms

Mikri Vigla, Naxos

Views of the Aegean Sea draw the eye from almost every angle at this beautiful boho home. The outside space is dreamy, with terraces for dining and drinking in the views, and a private outdoor pool.

Lyrical Symphony

Lyrical Symphony

  • 6 guests

  • 3 bedrooms

Naxos, Greece

Perfect for family holidays, this pet-friendly villa places Plaka Beach a 100-metre stroll away. While hiring a car is advisory if you wish to explore Chora – it's 7 kilometres away – we wouldn't blame you if you'd rather stay closer to home.

We selected the top 3% holiday homes in Astypalea Homes with Swimming Pools

Explore the 332 most perfect homes in our collection

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Most popular homes in Astypalea

Harmonious View

Harmonious View

  • 4 guests

  • 2 bedrooms

Nisyros, Nisiros

Soothe My Soul

Soothe My Soul

  • 4 guests

  • 2 bedrooms

Santorini, Greece

The Blue Muses

The Blue Muses

  • 8 guests

  • 4 bedrooms

Naxos, Greece

Storybook Ending

Storybook Ending

  • 8 guests

  • 3 bedrooms

Perivolas, Oia

Gaia's Rest

Gaia's Rest

  • 12 guests

  • 5 bedrooms

Vlichada, Santorini

Cycladic Palace

Cycladic Palace

  • 12 guests

  • 6 bedrooms

Naxos, Greece

Skala Skies

Skala Skies

  • 9 guests

  • 5 bedrooms

Skala, Patmos

On The Water's Edge

On The Water's Edge

  • 10 guests

  • 4 bedrooms

Akrotiri, Santorini

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Check upcoming rates & availability for Astypalea Homes with Swimming Pools

Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Astypalea, Kalymnos, Greece. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Astypalea Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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