
Cycladic house vacation rentals in Santorini Caldera
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Top-rated cycladic house rentals in Santorini Caldera
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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
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Ventus Paradiso Villa, Outdoor Heated Plunge Pool
Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.
LocationValueHiking

Barocco Bello Villa
Welcome to Barocco Bello Villa The house is built inside a cave at Firostefani which means the "Crown of Fira". This area is one of the highest points on the Caldera giving it a unobstructed and magnificent view of the sea, the volcano and most of Santorini. The main city center Fira is a ten-minute walk along one of the most scenic roads of the island. Although a traditional house it contains the most modern amenities , and the interior design of the villa has a pop Baroque flavor
LocationValueHospitality

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.
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Santo Blue Horizon Villa | Jacuzzi | Caldera View
This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.
FamilyValueHospitality

Bluedome Cavehouse by Otium Villas Santorini
Luxury Cavehouse in Oia | Caldera Views | Heated Jacuzzi | Sleeps up to 6 Wake up to breathtaking caldera and Aegean Sea views from the private terrace of Bluedome Cavehouse, a spacious luxury cave villa in the heart of Oia, Santorini. Blending authentic Cycladic architecture with modern comfort and design, this beautifully renovated cavehouse offers an unforgettable retreat for couples, families, and small groups seeking romance, privacy, and panoramic sunsets.
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MyBoZer Cave Villa
MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.
FamilyValueOutdoor spaces

Anemos suite -Private infinity pool & patio
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.
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Villa Makrilis | Spacious Villa for Groups Jacuzzi
This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.
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Antonio Caves
Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village
ValueFamilyWalkability

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!
ValueFamilyDecor

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.
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Popular amenities for Santorini Caldera cycladic house rentals
Family-friendly cycladic house rentals

Sublime Villa with sea view
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Loukia House
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RadiantSantorini Junior Cave Suite With Jacuzzi
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Saints Apostles Villa with private pool
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Sol
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Divine View Collection
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Pura Vida Cave House
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Pano Meria Venetian Style Studio II
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Cycladic house rentals with a patio

Lunar Sea Suite-1BR/Hot-Tub/Sea View
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Thiro Exclusive Villa in Pyrgos
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Euphemus Cave House
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Aethria Villa in Imerovigli
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Seafront Escape I Sonus Mare 2
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Elena Deluxe Studio (Sunny & cozy, near Caldera)
LocationComfortQuiet

Nostos Apartments Kamari | Calypso
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Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
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Cycladic house rentals with a washer and dryer

Captain’s studio twin beds with sea view in Oia
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"Sand" sea view luxury villa with pool by beach !
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Castelli Porta - Unique castle stay with sea view
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The Sunset Windmill
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Samsara - Santorini Luxury Retreat
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Felicity Villas Santorini - Victoria
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Genesis Suite with Caldera View and Hot Tub
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Exclusive Villa with Outdoor Heated Pool
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Destinations to explore
- Luxury rentals Santorini Caldera
- Cave rentals Santorini Caldera
- Apartment rentals Santorini Caldera
- Pet-friendly rentals Santorini Caldera
- House rentals Santorini Caldera
- Hotel rooms Santorini Caldera
- Rentals with a hot tub Santorini Caldera
- Villa rentals Santorini Caldera
- Rentals with pools Santorini Caldera
- Family-friendly rentals Santorini Caldera
- Rentals with beach access Santorini Caldera
- Rentals with breakfast Santorini Caldera
- Cycladic house rentals Greece
- Schoinoussa
- Anafi
- Agios Georgios Beach
- Aghia Anna beach
- Plaka beach
- Golden Beach, Paros
- Nisí Síkinos
- Perívolos
- Mikri Vigla Beach
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Ancient Thera
- Museum Of Prehistoric Thira
- Santo Wines
- Akrotiri
- Three Bells Of Fira
- Aghios Prokopios beach
- Santorini Wine Museum
- Venetsanos Winery





