
Cycladic house rentals in Santorini Caldera
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Top-rated cycladic house rentals in Santorini Caldera
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Helianthus Honeymoon Hideaway 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
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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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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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Levantis Suite - Private Hot Tub & Sea View
Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.
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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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La Maison Villa with Large Private Pool
Welcome to La Maison Private Villa Santorini, a peaceful 190 m² Cycladic retreat for up to 10 guests, with a main house and attached studio. Enjoy complete privacy, a large pool with underwater jets, beautiful Aegean sunrises, partial sea and garden views, Starlink Wi-Fi, outdoor dining, BBQ, a private chapel and secure parking. Just 50 metres from the beach, the villa is close to Santorini’s highlights yet away from busy tourist areas, with warm, personal hospitality.
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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.
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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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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
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Divine View Sun Home
Unwind and relax with a glass of wineadmiring the breathtaking views of the famous Santorinian sunset from this house's private veranda . Awake refreshed and ready for a day to explore the island via this clean, sunny house with impressive views to the caldera , volcano of Santorini Aegean Sea & the island of Thirassia . Head out and wander through the famous paths of Fira and explore the nearby little shops & cafe .
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Saints Apostles Villa with private pool
Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.
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Popular amenities for Santorini Caldera cycladic house rentals
Family-Friendly cycladic house rentals

Soundscape - cave suite panoramic sea views
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Pano Meria Venetian Style Studio II
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Villa LuxL Distillery Studio
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Unique Architecture, the Sculptor's by Cycladica
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Yposkafo Suites - Villa - Santorini Firostefani
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By the Mill, Caldera, Oia
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Blue Mirage
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Villa Ruby
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Cycladic house rentals with a patio

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
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Aethria Villa in Imerovigli
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Thiro Exclusive Villa in Pyrgos
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Nostos Apartments Kamari | Calypso
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Superior Suite, Sea View and Heated Jacuzzi
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Lunar Sea Suite-1BR/Hot-Tub/Sea View
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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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Cycladic house rentals with a washing machine and dryer

Bluewhite villa with heated private pool
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Canava Villas II - Heated Pool - Santorini
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Apanema Suite by Otium Villas Santorini
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Deluxe Villa with outdoor Jetted Tub & Sea View
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Villa Florina
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Genesis Suite with Caldera View and Hot Tub
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Felicity Villas Santorini - Victoria
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The Sunset Windmill
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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
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Golden Beach, Paros
- Nisí Síkinos
- Mikri Vigla Beach
- Perívolos
- Temple of Demeter
- Hawaii Beach
- Alyko Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Ancient Thera
- Museum Of Prehistoric Thira
- Santo Wines
- Akrotiri
- Three Bells Of Fira
- Santorini Wine Museum
- Aghios Prokopios beach
- Venetsanos Winery





