Book Family Friendly Rentals in Monastiri

We selected the 49 homes worth renting in this location

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Home spotlights in Monastiri

Storybook Ending

Storybook Ending

  • 8 guests

  • 3 bedrooms

Perivolas, Oia

We defy you not to be impressed by this beautifully-appointed villa overlooking the deep blues of the Aegean and the picturesque village of Oia, just 500m from your doorstep. Kitted out with several terraces and a bubbling jacuzzi plunge pool, when it comes to relaxation and tranquility, you couldn't wish for a more idyllic set up.

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.

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.

The Oia Caves

The Oia Caves

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Nestled in the hillside in the coastal town of Oia – this white-washed cave-style studio apartment would suit a couple looking to explore the island. The interiors are minimal and offer panoramic views of the Caldera and Aegean Sea – relaxation is guaranteed.


We selected the top 3% holiday homes in Monastiri Family Friendly Rentals

Explore the 49 most perfect homes in our collection

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Most popular homes in Monastiri

Volcano View

Volcano View

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Caldera Bliss

Caldera Bliss

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

The Radiant Muse

The Radiant Muse

  • 7 guests

  • 4 bedrooms

Perivolas, Oia

Don't It Make My Brown Eyes Blue

Don't It Make My Brown Eyes Blue

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Whispering Moon

Whispering Moon

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Aegean White

Aegean White

  • 6 guests

  • 3 bedrooms

Perivolas, Oia

The Oia Oasis

The Oia Oasis

  • 6 guests

  • 3 bedrooms

Perivolas, Oia

Power of the Earth

Power of the Earth

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

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Discover the ultimate collection of luxury Family Friendly Rentals in Monastiri, Oia, Santorini, Greece. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Monastiri Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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