Cave holiday rentals in Cyclades

4.98 out of 5 average rating, 248 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

Superhost

4.88 out of 5 average rating, 214 reviews

The Stone House mountain retreat: open all year.

Take a step back in time and stay in this unique, beautiful old stone house, set on a steep mountain slope, surrounded by woods and terraces, ideal for walkers and nature lover's. A glorious sandy beach with two shipwrecks is a twenty five min. drive away. In the winter the Stone House has a wood burning fire making it an accommodation which is suitable for holidays in all seasons, especially walking holidays, each season having it's own special charm. Four marked walks start from Arni itself.

4.95 out of 5 average rating, 172 reviews

The Cave House by Spitia Santorini

Immerse yourself in the captivating charm of Santorini at The Cave House, a beautifully restored traditional cave located in the serene yet central part of Oia. This unique property offers a true Cycladic experience, blending authentic architecture with modern comforts. With a private outdoor plunge pool and breathtaking views of the caldera and the Aegean Sea, this tranquil haven, accommodating up to 2 guests, is the perfect retreat for a romantic escape or an unforgettable island adventure.

4.88 out of 5 average rating, 106 reviews

Guest house

VILLA HESTIA

40 sqm design guesthouse (living room and bedroom) with a swimming pool (exclusively shared with the owner when on site) within a property of 6000 sqm surrounded by oak trees. Located on the southern slope of a hill a few meters away from the main villa ( occupied by the owner ) with an outstanding view and natural garden. The harbour, the main village and the beaches are only 4 kms away. Ideal for nature and peace lovers with lots of spots for relax holidays away from the chaos of cities.

Superhost

4.82 out of 5 average rating, 228 reviews

Cave en Pori

If you want to have a taste of a traditional Cycladic house then this is the house for you!! It is part of Cybele Holistic Space and is settled in the quiet east part of the island, the cave with its view to the sea and its cycladic architecture ,brings you closer to the sense of original Santorinian house! for visitors who seek some holiday away from the tourist crowds. Plus the red volcanic Pori beach (one of the most quiet in Santorini ) is just one minute on foot from the studio!

4.92 out of 5 average rating, 192 reviews

House with three terraces overlooking Aegean Sea

ThreeTerraces 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.

4.99 out of 5 average rating, 236 reviews

Anemi Karma- Private Villa with Sunset Views !

Anemi Karma House, our new part of our collection, is a Traditional Cycladic Cave House, located at the best spot in Santorini, to watch the breathtaking Sunset Views at the comfort and privacy of your balcony! Enjoy and revive, at our Anemi Karma House , upgrading your Holidays to an experience,as Dimitris, the Host, is very famous for his great Greek Hospitality offering high end tailor made services! We are looking forward to welcome you to our paradise!

4.93 out of 5 average rating, 135 reviews

Guest suite

Suite with Indoor Plunge Pool & Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. This spacious suite has a private indoor plunge pool, as well as a terrace right between the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

4.94 out of 5 average rating, 105 reviews

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

4.99 out of 5 average rating, 140 reviews

Lioyerma Cave Villa & Hot Tub

Lioyerma Cave is a new-built traditional cave house in the edge of Caldera with a private Hot Tub and Balcony. It has the best views of the Caldera Sea and the Famous Oia's Sunset and it's 5-10 minutes walk from all the restaurants and the shops of Oia's town. It can accomodates 2 adults(big double bed) or 2 adults with a kid(on a folded bed). Breakfast included in the price. Free parking space

Superhost

4.92 out of 5 average rating, 145 reviews

Angle Cave House outdoor Heated Tub 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.