Family-friendly vacation rentals in Aegean Sea

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Top-rated family-friendly rentals in Aegean Sea

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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

G$89,782 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.

Feb 21 – 28

G$109,834 GYD 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

G$145,743 GYD 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

G$100,899 GYD per night

Guest favorite

Cave in Thira

4.98 out of 5 average rating, 250 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 14 – 21

G$29,170 GYD per night

Guest favorite

Cycladic home in Pyrgos Kallistis

4.91 out of 5 average rating, 179 reviews

House with three terraces overlooking Aegean Sea

Casa Galazia is our beautiful secluded vacation home with a superb view to the Aegean Sea and the mountain of Profitis Ilias. The house offers a spacious living room with a well equipped kitchen, a spectacular bathroom carved out in a rock and on the first floor a bedroom with double bed giving direct access to a lovely balcony. It is nestled against the picturesque village of Pyrgos, home to more than forty churches, winding little alleyways and the remains of a Venetian castle.

Nov 11 – 18

G$17,245 GYD 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

G$109,355 GYD per night

Guest favorite

Cycladic home in Imerovigli

4.94 out of 5 average rating, 225 reviews

Chess House-Traditional Home (Renovated '23)

My place is a traditional Santorini home! Built on the Caldera (Cliff), into the rock, where families of the people of the sea would live, always looking out to the Aegean where their loved ones made their living.. You’ll love my place because of the impeccable view, the peace and quiet, the traditional home experience which is so rare these days.. My place is good for one or two couples or families with or without kids. Reserved parking for guests is included.

Oct 5 – 12

G$139,817 GYD per night

Superhost

Apartment in Thira

4.89 out of 5 average rating, 106 reviews

Superior Suite with Outdoor Hot Tub & Caldera View

Superior Suite is located in the complex of Exclusive Plan Suites in Firostefani Santorini and it is an Adults only accommodation.The breathtaking view of sparkling waters of the Aegean sea and the azur sky of Cyclades Islands is ideal for relaxing holidays in luxury. The suite also faces the amazing Caldera View offering the finest panoramic sunset view. Located close enough to the center but far enough from the crowdy places of the island.

Nov 21 – 28

G$62,782 GYD per night

Guest favorite

Cycladic home in Oia

4.83 out of 5 average rating, 228 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.

Aug 28 – Sep 4

G$217,493 GYD 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

G$84,507 GYD 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

G$147,985 GYD per night