Family-friendly vacation rentals in Aegean Islands

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Top-rated family-friendly rentals in Aegean Islands

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Guest favorite

Cycladic home in Milos

4.94 out of 5 average rating, 247 reviews

The Cove | Beach House (Upper)

Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Oct 6 – 13

ﺩ.ﺇ1,112 per night

Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 293 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 28 – Feb 4

ﺩ.ﺇ1,581 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.

Feb 21 – 28

ﺩ.ﺇ1,934 per night

Guest favorite

Home in Oia

4.95 out of 5 average rating, 276 reviews

GeorgOIA HOUSE-VOLCANO VIEW

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). This House has 2 bedrooms with double beds ,a third bedroom with 2 single beds ,2 private shower rooms , a fully equipped kitchen ,a living room with a sofa bed and a big private veranda with perfect view to the sea ,the caldera ,the volcano and the traditional village of OIA. There is also a big Jacuzzi faces the Volcano and caldera cliff .

Feb 19 – 26

ﺩ.ﺇ2,566 per night

Guest favorite

Villa in Imerovigli, Santorini, Thira, Cyclades

4.98 out of 5 average rating, 106 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Apr 1 – 8

ﺩ.ﺇ1,777 per night

Guest favorite

Cave in Santorini

4.99 out of 5 average rating, 254 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

Oct 31 – Nov 7

ﺩ.ﺇ1,925 per night

Guest favorite

Cave in Oia

4.96 out of 5 average rating, 110 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.

Apr 8 – 15

ﺩ.ﺇ1,488 per night

Guest favorite

Cycladic home in Oia

4.85 out of 5 average rating, 224 reviews

Bluedome Cavehouse by Otium Villas & Suites

This is a traditional cave house that has been newly renovated, situated on the cliffs of Oia. The house is amongst the most privileged, having a stunning view over the caldera, a breathtaking scenery that most have enjoyed only through postcards or advertising imagery. Only a few steps from the main road, right in the heart of Oia. Optional breakfast available with extra charge.

Jan 30 – Feb 6

ﺩ.ﺇ2,606 per night

Guest favorite

Earthen home in Mikonos

4.96 out of 5 average rating, 117 reviews

Villa Kele - Mykonos AG Villas

The seductive,brand new house is a luxurious heaven for tranquil repose, The Myconian's architecture house consists of 2 bedrooms with double beds, 2.5 bathrooms, living room with 1 sofa-bed, satellite TV, free WI FI Internet - dining room, fully equipped kitchen, terrace with wooden table, outdoor jacuzzi , garden and private parking area.

May 16 – 23

ﺩ.ﺇ869 per night

Guest favorite

Cave in Oia

4.92 out of 5 average rating, 241 reviews

Pano Meria Cave House One in Oia

A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.

Nov 23 – 30

ﺩ.ﺇ2,555 per night

Guest favorite

Cave in Santorini

4.94 out of 5 average rating, 182 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

ﺩ.ﺇ1,680 per night

Guest favorite

Villa in Imerovigli

4.99 out of 5 average rating, 176 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.

Oct 9 – 16

ﺩ.ﺇ2,568 per night