
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.
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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!
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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.
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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
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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.
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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, and the Ferry Port at approximately 23 km.
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Luxury Suite| Private Infinity Pool & Volcano View
Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.
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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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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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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
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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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Michelangelo Beach Villa with Sea View
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By the Mill, Caldera, Oia
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MyBoZer Twins Odyssey Heated private pool
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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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Pura Vida Cave House
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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)
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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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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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Bluewhite villa with heated private pool
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Destinations to explore
- Luxury rentals Santorini Caldera
- Cave rentals Santorini Caldera
- Apartment rentals Santorini Caldera
- House rentals Santorini Caldera
- Pet-friendly 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
- Aghia Anna beach
- Plaka beach
- Agios Georgios Beach
- Golden Beach, Paros
- Nisí Síkinos
- Perívolos
- Mikri Vigla Beach
- Hawaii Beach
- Alyko Beach
- Amoudi Bay
- Temple of Apollon, Portara
- Ancient Thera
- Museum Of Prehistoric Thira
- Santo Wines
- Akrotiri
- Aghios Prokopios beach
- Venetsanos Winery
- Santorini Wine Museum
- Three Bells Of Fira
- Temple of Demeter





