Family-friendly vacation rentals in Santorini caldera

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Top-rated family-friendly rentals in Santorini caldera

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Guest favorite

Cycladic home in Pyrgos Kallistis

4.99 out of 5 average rating, 215 reviews

Olyra Traditional Cave Houses

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

Mar 24 – 31

G$27,689 GYD per night

Guest favorite

Cycladic home in Oia

4.95 out of 5 average rating, 292 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$89,960 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.

Mar 29 – Apr 5

G$101,098 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 14 – 21

G$29,227 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.

Oct 17 – 24

G$21,894 GYD per night

Guest favorite

Cycladic home in Imerovigli

4.94 out of 5 average rating, 223 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.

Mar 20 – 27

G$138,445 GYD per night

Guest favorite

Apartment in Kamari

4.97 out of 5 average rating, 182 reviews

Ifijenia's beach house

The house is situated in the best part of Kamari beach . A semi-private road leads you there . You can have a sunbath in the private terrace while enjoying the view of the sea. Allthough secluded , the village ,the beach, a bakery and a mini market are accessible within a 3min walk .We provide daily cleaning service and beach towels, change bath towels every day and sheets every two days.In the kitchen there is an espresso machine, espresso caps.

Oct 17 – 24

G$26,377 GYD per night

Superhost

Apartment in Thira

4.88 out of 5 average rating, 102 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.

Aug 6 – 13

G$115,477 GYD per night

Guest favorite

Cave in Oia

4.96 out of 5 average rating, 109 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$84,674 GYD per night

Guest favorite

Cycladic home in Megalochori

4.96 out of 5 average rating, 216 reviews

Villa Ruby

Villa Ruby is located in the traditional village of Megalochori in Santorini. A new villa built in the traditional architecture of the island. This accomodation is situated 3 kilometers from the Port, 7 kilometers from the Airport, 6 kilometers from the cosmopolitan center of the island and 4 kilometers from the islands' amazing beaches.

Mar 28 – Apr 4

G$19,338 GYD per night

Guest favorite

Cycladic home in Oia, Santorini

4.93 out of 5 average rating, 203 reviews

Apanema Suite by Otium Villas & Suites

A Wanderlust Suite located in the quiet Perivolas district of Oia village. Apanema suite offers total privacy to its guests with unobstructed views of the caldera, Custom built heated hot tub. 24/7 concierge services, daily housekeeping. Fresh towels daily. Optional breakfast available with extra charge.

Apr 2 – 9

G$61,782 GYD per night

Superhost

Villa in Οία

4.88 out of 5 average rating, 414 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.

Nov 26 – Dec 3

G$62,906 GYD per night