Cave vacation rentals in Cyclades

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Top-rated cave rentals in Cyclades

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Cycladic home in Pyrgos Kallistis

4.98 out of 5 average rating, 245 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

A tranquil beach scene features clear turquoise waters gently lapping against the sandy shore. In the distance, two shipwrecks are partially visible beneath the water, surrounded by rocky landscapes that rise above the beach. The sun illuminates the natural beauty of the coastal area.

Cycladic home in Arni

4.88 out of 5 average rating, 213 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.

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An aerial view showcases a private terrace featuring a plunge pool surrounded by pale stucco walls. The terrace is adorned with potted greenery. The stunning blue sea extends beyond the edge of the terrace, and the rugged cliffs can be seen in the background.

Cave in Oia

4.95 out of 5 average rating, 171 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.

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A small white building is positioned atop a rocky islet, surrounded by clear blue waters. The terrain features varying shades of green and brown leading up to the structure, while distant hills are visible in the background under a bright blue sky.

Guesthouse in Fotimari

4.88 out of 5 average rating, 105 reviews

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

A shaded outdoor seating area is framed by a white archway, featuring a wooden bench adorned with colorful cushions. A small wooden table is positioned nearby, with the sea and lush greenery visible in the background under a clear sky.

Cycladic home in Fira

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!

Guest favorite

A charming entrance features a vibrant blue door framed by a traditional blue balcony with decorative ironwork. The wall is adorned with textured beige plaster and lively red flowers cascading from a nearby pot, bringing a touch of nature to the rustic setting.

Cycladic home in Pyrgos Kallistis

4.92 out of 5 average rating, 191 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.

Superhost

A private outdoor area features a small plunge pool surrounded by smooth, terracotta walls. A table with two chairs offers a perfect spot for relaxation, while expansive views of the sea and distant cliffs create a serene backdrop under a bright sky.

Cycladic home in Oia

4.82 out of 5 average rating, 240 reviews

Annouso House with Hot Tub and Caldera View in Oia

Embrace the allure of Annouso villa, where white stone, vibrant flowers, blue wood, and yellow terracotta converge to create a luxurious retreat. Our charming lodge boasts Santorini's most iconic views from its adorable balcony. Perfect for large friend groups or families seeking camaraderie and privacy. Experience the warmth of a cozy, home-like atmosphere wherever you roam. Annouso villa: your sanctuary amidst Santorini's splendor.

Guest favorite

Cave in South Aegean

4.91 out of 5 average rating, 340 reviews

Soundscape - cave suite panoramic sea views

Within walking distance (only 7min walk) from Fira, the capital of the island, for shopping, museums and nightlife, Firostefani village is very peaceful and away from the crowds . There are plenty of things to explore on the island like museums, archaelogical sites, activities, beaches or just relax and enjoying the picturesque sea views plus that I am here to make sure you have everything you need and make you feel like home :)

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A panoramic view showcases the deep blue Aegean Sea against a clear sky. The coastline features unique rock formations, while white-washed buildings with blue accents dot the hillside, creating a serene landscape. A sailboat is visible in the distance, adding to the tranquil ambiance.

Cave in Oia

4.94 out of 5 average rating, 149 reviews

Mystic suite with outdoor jacuzzi and caldera view

With the success of Kaleidoscope Cave Houses, Kaleidoscope Oia Suites soon followed. The Mystic Suite with hot tub and caldera view, carved into the unique caldera cliffs is a fully renovated suite which is located in Oia's center and very close to the famous BLUE DOMES of Oia with breathtaking views over the caldera, the volcano and the Aegean Sea. The other listing is the Blue Dome suite with private rooftop and jacuzzi.

Top guest favorite

Cave in Oia

4.99 out of 5 average rating, 139 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