Book Luxury Villas in Monastiri

We selected the 576 homes worth renting in this location

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Home spotlights in Monastiri

Eye to the Sea

Eye to the Sea

  • 5 guests

  • 2 bedrooms

Monastiri, Oia

This villa carved from the volcanic rock of historic Oia provides guests with a range of luxurious amenities set within a wholly unique design. The home focuses around the stunning terrace that includes an outdoor lounge and hot tub with panoramic views of the caldera, and the cocooned interior’s minimalist yet modern design provides a cosy sense of comfort.

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

This unique, stylish home, which incorporates a traditional Greek mill, is a beautiful place to enjoy a relaxing and memorable Santorini stay. Boasting magnificent views of the sea, the white-washed villages, and the Santorini caldera, this little gem will seduce you from the moment you set foot on its doorstep.

Boho Retreat

Boho Retreat

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

This lovely family home is located on the northwestern tip of Santorini. Some parts of the house (such as the kitchen) are a little dated but we think it also adds to its charm.

Santorini Escape

Santorini Escape

  • 2 guests

  • 1 bedrooms

Perivolas, Oia

This compact villa offers open-plan studio-style space which is best suited to a couple, although the two sofa beds in the living area could be used for children. The wow factor here is the spectacular view across the Aegean Sea to the caldera, which can be enjoyed from the private hot tub, balcony and living area.


We selected the top 3% holiday homes in Monastiri Villas

Explore the 576 most perfect homes in our collection

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Most popular homes in Monastiri

A Bit of Blue Skies

A Bit of Blue Skies

  • 7 guests

  • 3 bedrooms

Monastiri, Oia

Sweeping Azure

Sweeping Azure

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

All In White

All In White

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Volcano View

Volcano View

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

The Infinite Sky

The Infinite Sky

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Let's Chill in the Cave

Let's Chill in the Cave

  • 7 guests

  • 3 bedrooms

Perivolas, Oia

The Coastal Igloo

The Coastal Igloo

  • 5 guests

  • 3 bedrooms

Perivolas, Oia

Eyes of Oia

Eyes of Oia

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

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Secure a luxury stay in one of the remarkable Villas in our Monastiri, Oia, Santorini, Greece collection. Our quality and consistency is unmatched, with only the top 3% of homes making it onto our site. Our meticulous home experts test everything from shower pressure to a home's feel and atmosphere, so there really is no need to worry about a thing. Your chosen home is also guaranteed to be fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and linens all included. Acquire the help of our friendly experts, on standby 24/7 and always eager to assist you in your hunt for the finest luxury Villa in the entirety of Monastiri.

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