Cycladic house vacation rentals in Santorini caldera

Find and book unique cycladic house rentals on Airbnb

Top-rated cycladic house rentals in Santorini caldera

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

0 of 0 items showing

1 of 3 pages

Guest favorite

A bright outdoor terrace offers stunning views of the calm blue sea. Whitewashed walls with vibrant blue accents surround a small seating area. The sun-drenched space is equipped with a table and chairs, creating an ideal spot for relaxation. The surrounding scenery emphasizes a serene coastal environment.

Cycladic home in Oia

4.95 out of 5 average rating, 346 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

Top guest favorite

An outdoor terrace offers a jacuzzi and comfortable seating, perfect for relaxation. Expansive views of the caldera and surrounding landscape are visible, showcasing the natural beauty of Santorini. The clean, modern layout encourages outdoor enjoyment while highlighting the tranquil setting.

Cycladic home in Fira

4.98 out of 5 average rating, 208 reviews

Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Guest favorite

A view from a shaded archway displays the iconic blue dome of a nearby church, framed by whitewashed traditional architecture. A sunlit terrace features inviting seating with blue cushions and offers glimpses of the caldera and surrounding landscape.

Guest suite in Oia

4.98 out of 5 average rating, 189 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.

Top guest favorite

A pathway leads down from the villa, bordered by lush greenery. The view reveals a clear blue sky and the expansive sea in the distance. The smooth surface of the yard provides an open and inviting space.

Cycladic home in Pyrgos Kallistis

4.95 out of 5 average rating, 185 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Guest favorite

An outdoor area features a private Jacuzzi surrounded by low seating and oversized cushions, positioned for scenic views of the caldera. The white structure blends harmoniously with the natural landscape, complemented by a shade sail that provides protection from the elements.

Cycladic home in Imerovigli

4.93 out of 5 average rating, 312 reviews

Pure Life Cave House

When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

Guest favorite

A set of double doors leads to a small outdoor terrace with a round table and two chairs. The vibrant blue dome of a nearby church is visible in the background, framed by the door's open design. Natural light fills the space.

Cycladic home in Oia

4.96 out of 5 average rating, 222 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

Cycladic home in Megalochori

4.98 out of 5 average rating, 129 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 seamlessly merges with the horizon, offering views of the caldera and volcanic islands. A soft curve of the arch frames the serene water, reflecting the clear blue sky and distant mountains.

Cycladic home in Akrotiri

5 out of 5 average rating, 184 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

The image showcases Oia's iconic blue dome churches set against the caldera backdrop. Whitewashed homes cascade down the cliffside, leading to calm Aegean waters. The rugged landscape of Santorini contrasts with the vibrant hues of the buildings, creating a serene coastal view.

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.

Superhost

An outdoor Jacuzzi is visible, featuring clear turquoise water reflecting the sunlight. The backdrop showcases the white-washed buildings of Oia, enhancing the serene setting. Glass railings provide unobstructed views, while a vibrant blue sky complements the tranquil atmosphere.

Apartment in Oia

4.88 out of 5 average rating, 226 reviews

LA PETITE SUITE in OIA - VOLCANO VIEW

From its private balcony you can enjoy magnificent views of Oia picturesque village ,Volcano ,unique deep blue color of Aegean Sea and Sky. The cave, where La Petite Suite is now situated, was restored by local architects who respected the Cycladic characteristics. This Suite blends perfectly with the local landscape. The outdoor Jacuzzi is the ideal place to spend your time during your stay at La Petite Suite .

Top guest favorite

An outdoor terrace is softly illuminated at night, featuring comfortable seating arrangements with plush white cushions. A jacuzzi is positioned nearby, surrounded by minimalistic steps. Subtle lighting and lanterns create a serene ambiance, complemented by a panoramic view of the twinkling lights across the landscape.

Cycladic home in Exo Gonia

4.98 out of 5 average rating, 104 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.

Top guest favorite

A spacious terrace is set for outdoor dining, featuring a wooden table with plates arranged neatly. Soft lighting enhances the serene atmosphere, while a fading sunset casts warm hues across the sky. The door to an interior space is visible, adding context to the area.

Cycladic home in Pyrgos Kallistis

4.96 out of 5 average rating, 259 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.