Oia family rentals

We found 2,167 family rentals — enter your dates for availability

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August 2025

September 2025

Find the best place to stay - Oia

SantoriniParadise: PARADISE cave house, indoor winery & outdoor hot tub, Caldera

Sleeps 4 · 2 bedrooms · 1 bathroom

SantoriniParadise: BLUE & WHITE cave house, authentic experience, Caldera view

Sleeps 4 · 2 bedrooms · 2 bathrooms

Serene nights with Grand Canava well protected from winds.

Unique 1868 Winery Canava - Caldera View, Private Pool, Hot tub, Sunbathing deck

Sleeps 12 · 6 bedrooms · 5 bathrooms

Top rated rentals - Oia

Premier Host

The view!

A spectacular view from a chic little apartment. Perfect for a couple or small family. The steps to and from the apartment are somewhat steep and busy with tourists, but the destination is worth the journey. Sadib the porter was a godsend for our bags and Nicholas was the consummate host.

Keep C.

Stayed July 2025

Premier Host

Santorini style

Wonderful home in quiet area, close to lovely village and main town of Oia. Very friendly helpful host. Loved it all

Sally C.

Stayed Aug 2023

Premier Host

Awsome

The location and facilities were amazing. We loved our stay xx

David L.

Stayed Sept 2017

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