Family-friendly vacation rentals in Oia

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Top-rated family-friendly rentals in Oia

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Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 291 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

Jan 21 – 28

G$89,544 GYD per night

Guest favorite

Cycladic home in Oia

4.97 out of 5 average rating, 257 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Jan 20 – 27

G$109,543 GYD per night

Guest favorite

Cave in Thira

4.98 out of 5 average rating, 249 reviews

Cave house mARTrona Oia-Finikia-Santorini

Combining privacy and comfort, Cave house mARTrona will amaze you as it is a renovated cave house in an idyllic location just minutes away from the unique Oia of Santorini. It is located in the traditional settlement of Finikia in Oia, on the north side of Santorini, near the Caldera of Oia and its magnificent sunset. A cosy cave house equipped with all the modern facilities, it provides a soothing and comforting feeling. The art is based completely on natural materials of the island.

Oct 13 – 20

G$29,093 GYD per night

Guest favorite

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

Apr 6 – 13

G$157,880 GYD per night

Guest favorite

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.

Mar 19 – 26

G$73,797 GYD per night

Guest favorite

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.

Feb 9 – 16

G$60,737 GYD per night

Guest favorite

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.

Nov 15 – 22

G$94,423 GYD per night

Guest favorite

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.

Oct 15 – 22

G$39,209 GYD per night

Guest favorite

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.

Oct 23 – 30

G$97,042 GYD per night

Guest favorite

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

Oct 25 – Nov 1

G$134,922 GYD per night

Superhost

Villa in Οία

4.88 out of 5 average rating, 413 reviews

SEACREST VILLA-VOLCANO VIEW

SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.

Feb 23 – Mar 2

G$62,615 GYD per night

Guest favorite

Cave in Santorini

4.94 out of 5 average rating, 180 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.

Nov 23 – 30

G$95,175 GYD per night