Cycladic house vacation rentals in Cyclades

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Top-rated cycladic house rentals in Cyclades

Guests agree: these cycladic house rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Cycladic home in Kastro

4.94 out of 5 average rating, 114 reviews

Majestic Cycladic House w/ amazing panoramic views

Casa Apeiron is a historic 14th century Cycladic house featuring dazzling panoramic views of the picturesque 7 martyrs chapel and the Aegean Archipellago. The house has been fully renovated for your comfort, providing all modern conveniences for an unforgettable stay. Located right in the heart of the tranquil village of Kastro, a few steps away from the village's main square, it provides easy access to all key locations, unlimited views and an unforgettable taste of the island’s vibrant life.

Guest favorite

Cycladic home in Oía

4.96 out of 5 average rating, 246 reviews

Helianthus Honeymoon House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Guest favorite

Guest suite in Oía

4.98 out of 5 average rating, 175 reviews

Suite with Outdoor 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 suite additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring the caldera and 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.

Guest favorite

Cycladic home in Megalochori

4.98 out of 5 average rating, 123 reviews

Ambeli Sunset Villa/private heated pool

Ambeli sunset villa's unique allocation provides the famous sunset view at the caldera avoiding the overcrowding of the famous cities of Santorini. Trying to provide 5 stars services for our guests, we serve breakfast daily privately inside the villa (included in the rate) as well as the daily cleaning service Additionally, as no facilities are public, Guests are experiencing the use of the pool in maximum privacy while the view from the terrace promises romantic and memorable sunsets.

Guest favorite

Cycladic home in Imerovigli

4.96 out of 5 average rating, 226 reviews

Sea Horizon

The time has come for me to make my own paradise available to you. Sea Horizon is the new ideal getaway for romantic holidays. Unique seaview, breathtaking sunrises! Reflecting the traditional Cycladic architecture, the villa provides the utmost in privacy and comfort. Feel like home and relax in the private swimming pool! Welcome basket with fruits and wine! We love making our guests happy! Celebrate your special occasion with us and enjoy a complimentary cake!

Guest favorite

Cycladic home in Akrotiri

5 out of 5 average rating, 178 reviews

Akrorama - Anemos , private pool

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Guest favorite

Cave in Oia

4.94 out of 5 average rating, 134 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.

Guest favorite

Rental unit in Oia

4.98 out of 5 average rating, 144 reviews

Angel Studio 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.

Guest favorite

Cycladic home in Pyrgos Kallistis

4.96 out of 5 average rating, 251 reviews

Santorini Mayia Cave House with Private Cave Pool

Discover the real Santorini, beyond the crowded touristic routes. Mayia Cave House is a renovated 19th century traditional cycladic cave house in the quiet medieval village of Pyrgos. Offers all modern amenities, a spectacular private large warmed cave pool, a private hot tub in the terrace and incredible views over Santorini, including the famous sunset.

Guest favorite

Cave in Oía

4.95 out of 5 average rating, 152 reviews

Satori Caves by Thireon

Welcome to Satori-where the glittering sea meets the endless sky at the top of Oia’s breathtaking volcanic cliffs. The house i has an amazing terrace with hot tub for your own private volcano viewing spot! , there are very few steps to climb to reach this caldera home rewarding you with PRIVACY and away of the crowds. Managed by Thireon Houses