Book Luxury Monthly Rentals in Oia

We selected the 62 homes worth renting in this location

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Home spotlights in Oia

The Captain's Villa

The Captain's Villa

  • 8 guests

  • 4 bedrooms

Monastiri, Oia

An old sea captain’s house, this mansion of a villa sits in the postcard-perfect town of Oia. This is perhaps Santorini’s most photogenic town, where the classic blue-domed buildings cascade down the hillside towards the sea.

Eyes of Oia

Eyes of Oia

  • 4 guests

  • 1 bedrooms

Monastiri, Oia

With its stunning views over the southern Aegean Sea, this petite yet perfectly scenic home is just the ticket for those looking to explore dreamy Oia and the island of Santorini’s many picturesque sights. Inside, typical Cycladic architecture makes a beautiful welcome with whitewashed walls and curved ceilings, while its contemporary decor offers all the comforts you could need.

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.

The Oia Oasis

The Oia Oasis

  • 6 guests

  • 3 bedrooms

Perivolas, Oia

This breathtaking home overlooks the caldera of Oia. Recently renovated, it boasts three restful bedrooms, two lavish bathrooms, a tranquil living area, a homely kitchen and two Jacuzzis.


We selected the top 3% holiday homes in Oia Monthly Rentals

Explore the 62 most perfect homes in our collection

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Most popular homes in Oia

Mill in the Sky

Mill in the Sky

  • 4 guests

  • 2 bedrooms

Perivolas, Oia

Santorini Close-Ups

Santorini Close-Ups

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

Whispering Moon

Whispering Moon

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Aegean Haven

Aegean Haven

  • 2 guests

  • 1 bedrooms

Monastiri, Oia

Sanctuary of Solitude

Sanctuary of Solitude

  • 6 guests

  • 3 bedrooms

Monastiri, Oia

The Beautiful Blue

The Beautiful Blue

  • 4 guests

  • 2 bedrooms

Monastiri, Oia

Aegean Soul

Aegean Soul

  • 8 guests

  • 4 bedrooms

Perivolas, Oia

Santorini Serenity

Santorini Serenity

  • 10 guests

  • 5 bedrooms

Monastiri, Oia

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Oia, Santorini, Greece, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Oia Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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