Rent Astypalea Homes with Swimming Pools

We selected the best homes worth renting in this location

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Home spotlights

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.

Honey & Thyme

Honey & Thyme

  • 4 guests

  • 2 bedrooms

Astypalea, Kalymnos

This whitewashed hideaway sets the tone for a laid-back stay on the dreamy island of Astypalea. Featuring two jacuzzi pools alongside mesmerising Aegean views and soothing interiors, every detail evokes the magic of island living.

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.

Cerulean View

Cerulean View

  • 8 guests

  • 4 bedrooms

Kalymnos, Greece

When it comes to Greek villas, it doesn't get more classic than this blue and white dream on the unspoiled island of Kalymnos. Steps from the Aegean Sea and equipped with a tranquil swimming pool, the four-bedroom villa offers unbeatable peace and beauty.


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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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