Family-friendly holiday houses in Oia

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Top-rated family-friendly rentals in Oia

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Guest favourite

Cycladic home in Oia

4.95 out of 5 average rating, 290 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

21 – 28 Feb

$4,787 AUD total

Guest favourite

Cave in Santorini

4.99 out of 5 average rating, 252 reviews

Hector Luxury Cave

Hector Luxury Cave, carved into the unique caldera cliff for more than 250 years was totally renovated during 2016. It is located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs The Hector Luxury Cave is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

20 – 27 Oct

$6,757 AUD total

Guest favourite

Cycladic home in Oía

4.95 out of 5 average rating, 199 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

15 – 22 Apr

$3,783 AUD total

Guest favourite

Home in Oia

4.92 out of 5 average rating, 473 reviews

Divine View Collection

Our new Private cave house is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place.

29 July – 5 Aug

$3,908 AUD total

Guest favourite

Cycladic home in Oia

4.83 out of 5 average rating, 225 reviews

Big Blue villa with Hot Tub and Sea View in Oia

Discover unparalleled luxury at our villa in Oia, Santorini. With breathtaking views of the caldera and impeccable design, our spacious accommodations offer a perfect blend of comfort and elegance. Enjoy a private hot tub, attentive hospitality from our dedicated staff, and the convenience of being located in the heart of Oia. Experience the epitome of relaxation and indulgence in this stunning retreat.

22 – 29 Nov

$4,857 AUD total

Guest favourite

Cycladic home in Oia

4.98 out of 5 average rating, 303 reviews

The Boat Builders House -Oia Center

Built in the late 1800's this is the home of Markos the wooden boat builder. Years ago, the house served as his workshop where he built fishing boats inside what is now the living room, and it later became his family home. He is the only remaining boat builder on the island, who began his craft at the age of 11, down in the port of Armeni just below Oia, and continues to work on the island today.

30 Oct – 6 Nov

$1,884 AUD total

Guest favourite

Cave in Oia

4.96 out of 5 average rating, 107 reviews

Angle Cave House with Jacuzzi and Sunset View

An amazing suite, that respects the traditional architecture of Santorini, with a breathtaking view of Caldera and the famous sunset of Oia. Literally hanging over the cliffs of Oia overviewing Ammoudi Bay, which lies within walking distance. The accommodation is a spectacular location, however there are few steps to get there, nothing too demanding for someone who is an abled walker.

23 – 30 Oct

$5,016 AUD total

Guest favourite

Apartment in Oia

4.91 out of 5 average rating, 355 reviews

ARGITHEA APARTMENT

My place is close to public transport and the city center. My place is good for couples, solo adventurers, business travelers, and families (with kids). There is a bedroom with a double bed ,a living room with 2 single beds ,a fully equipped kitchen ,a shower room and veranda with perfect view to the sea ,the caldera ,the volcano and the traditional village of OIA .

20 – 27 Dec

$1,605 AUD total

Superhost

Cave in Oia

4.91 out of 5 average rating, 273 reviews

Skala Cave-by Thireon

Live the ultimate Santorini dream in the heart of world-famous Oia, imbued with the spirit of chic luxury. Perched high atop the caldera cliffs, the infinite views of the glittering sea and sky will take your breath away. A fully serviced property managed by Thireon Houses

17 – 24 Aug

$9,904 AUD total

Guest favourite

Cave in Santorini

4.94 out of 5 average rating, 179 reviews

Lava Cave suite 1BR/Private Plunge Pool+Panoramic View

Live the myth by staying in a cave that used to be a sailor's domicile back in 1875. Today after a full restoration, it has been turned into a jewel, keeping its traditional cave-curved Aegean island style with its pearl white walls.

23 – 30 Nov

$4,879 AUD total

Guest favourite

Cycladic home in Oia

4.96 out of 5 average rating, 337 reviews

Pano Meria Studio One in Oia

This house was built around 1400, renovated in 1990, and is located in the earliest inhabited part of the village of Oia. Situated adjacent to the Venetian ‘castle’ it boasts a spectacular view of the caldera and the village of Oia.

30 July – 6 Aug

$4,267 AUD total

Guest favourite

Villa in Imerovigli

4.99 out of 5 average rating, 175 reviews

ENTIRE PRIVATE ANTRUM VILLA with Sunset View+Pool

Your one of a kind experience staying at the edge of the world overlooking the Santorini Sunset and Volcano while enjoying your favourite drink in the heated pool. Truly unique and unforgettable experience.

10 – 17 Oct

$7,456 AUD total