Book Luxury Monthly Rentals in Santorini

We selected the 170 homes worth renting in this location

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Home spotlights in Santorini

Sweet Treat

Sweet Treat

  • 10 guests

  • 4 bedrooms

Emporio, Santorini

Formerly a bakery, this handsome stone building is now home to a villa that provides a slightly offbeat place to stay in Santorini. Inside, there are two separate apartments — one on each storey — that both feel typically Mediterranean in spirit, particularly the white walls, flowing fabrics and wooden furnishings.

The Grape-Stomper

The Grape-Stomper

  • 16 guests

  • 8 bedrooms

Pyrgos Kallistis, Santorini

Situated underneath the Venetian-era Pyrgos Castle in Santorini, it's hard to imagine this beautiful setting being the site of a factory, but rather remarkably, this home has an industrial history. In a former life, the building was used solely for the production of wine and tsipouro.

Moonstone & Olive

Moonstone & Olive

  • 6 guests

  • 2 bedrooms

Monastiri, Oia

Occupying an enviable spot on Santorini’s northwestern tip, this apartment guarantees an unforgettable family holiday. The home features a private terrace with a covered area for dining, a hot tub and sweeping views of the Caldera and Aegean Sea.

Pistachio Windmill

Pistachio Windmill

  • 5 guests

  • 2 bedrooms

Santorini, Greece

If you're looking for a unique stay in Santorini, away from the hustle and bustle of tourist spots, look no further than this sumptuous pad on the island's peaceful northeast coast. Designed in the style of a traditional Santorini windmill, the elegant timber ores of this three-storey home look proudly out to the Aegean Sea.


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

Explore the 170 most perfect homes in our collection

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Most popular homes in Santorini

Sunset Suite

Sunset Suite

  • 2 guests

  • 1 bedrooms

Santorini, Greece

The Cycladic Rose

The Cycladic Rose

  • 10 guests

  • 5 bedrooms

Santorini, Greece

Wake Me Up

Wake Me Up

  • 5 guests

  • 3 bedrooms

Vothonas, Santorini

Swimming in the Clouds

Swimming in the Clouds

  • 4 guests

  • 2 bedrooms

Santorini, Greece

Portrait of Aphrodite

Portrait of Aphrodite

  • 6 guests

  • 3 bedrooms

Vourvoulos, Santorini

Ode to Grace

Ode to Grace

  • 8 guests

  • 4 bedrooms

Megalochori, Santorini

Thera Winds Blowing

Thera Winds Blowing

  • 4 guests

  • 2 bedrooms

Vourvoulos, Santorini

A Greek Wonder

A Greek Wonder

  • 6 guests

  • 3 bedrooms

Santorini, Greece

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in 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 Santorini 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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