Cycladic house vacation rentals in Aegean

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Top-rated cycladic house rentals in Aegean

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Guest favorite

An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.

Earthen home in Emporio

4.96 out of 5 average rating, 106 reviews

Canava Villas II - Private Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Guest favorite

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

Cycladic home in Oia

4.95 out of 5 average rating, 354 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

Guest favorite

A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.

Guest suite in Oia

4.98 out of 5 average rating, 197 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

A view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.

Cycladic home in Oia

4.96 out of 5 average rating, 229 reviews

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

Guest favorite

An inviting private balcony features a cozy table and chairs, overlooking calm waters and moored boats. A jetted hot tub is positioned against the balcony edge, providing a relaxing view of the sunset across the horizon.

Apartment in Agia Anna

4.88 out of 5 average rating, 112 reviews

Full Sea View, HotTub | Enosis Apartments Poseidon

Welcome to Flat Poseidon, part of Enosis Apartments, ideally located just steps away from the long sandy beach of Agia Anna. This bright studio offers a private balcony with a hot tub and a stunning panoramic sea view. Enjoy breathtaking sunsets, the refreshing Aegean breeze, and the island sunshine — all from the comfort of your own space. Designed in traditional Cycladic style, Flat Poseidon invites you to relax and feel the true spirit of Naxos.

Guest favorite

A figure stands at the edge of an infinity pool, silhouetted against a vibrant sunset over the caldera. The calm water reflects the warm colors of the sky, creating a serene atmosphere that enhances the natural beauty of the surrounding landscape.

Cycladic home in Megalochori

4.98 out of 5 average rating, 135 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Top guest favorite

An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.

Cycladic home in Akrotiri

5 out of 5 average rating, 193 reviews

Akrorama Anemos - Private Pool & Caldera View

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

A sunlit living area showcases a cozy seating arrangement with natural light flooding through open shutters. A neutral color palette is complemented by decorative wall art and a unique lamp. An inviting outdoor space is visible through the doorway, enhancing the connection to the outside.

Cycladic home in Santorini

4.9 out of 5 average rating, 205 reviews

Helianthus Honeymoon Cave Home

Our Prestige House is ideal for a memorable holiday experience in Oia. In its 50 square meters, the suite encompasses authentic Theran architecture with a modern twist . The heated outdoor Jacuzzi (it will be closed for the period of November 15th till March 15th) offers you the opportunity to dip in the water and enjoy the laid-back atmosphere and the stunning views to the deep blue sea , the volcano and the caldera!

Guest favorite

A charming courtyard is surrounded by whitewashed buildings with blue accents. A staircase leads to a balcony on the second level, while various architectural elements create a distinct and inviting atmosphere. Lush greenery and a glimpse of a turquoise dome contribute to the serene setting.

Apartment in Antiparos

4.93 out of 5 average rating, 109 reviews

Antiparos House in the Kastro

It was built by the Venetians in the 15th century as a part of a complex of 24 houses joined into a square defensive form that surrounded and protected the main tower that used to be there. This complex of houses is called 'Kastro' meaning castle. The house retains all charm from the past and offers the ideal holiday house. This cozy house is located in the heart of the village of Antiparos.

Top guest favorite

A private terrace features potted plants against a backdrop of the caldera and sea. A plunge pool is visible, with steps leading away toward the water. In the distance, a wooden boat floats peacefully on the calm blue water.

Cycladic home in Oia

4.99 out of 5 average rating, 180 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Top guest favorite

A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.

Cycladic home in Exo Gonia

4.98 out of 5 average rating, 110 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

Guest favorite

A sunlit terrace overlooks the sparkling sea, featuring a hot tub and a red dining table surrounded by black chairs. Sun loungers are positioned along the edge, with the volcanic cliffs and distant islands visible in the background.

Cave in Oia

4.95 out of 5 average rating, 177 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