
Cycladic house vacation rentals in Santorini
Find and book unique cycladic house rentals on Airbnb
Top-rated cycladic house rentals in Santorini
Guests agree: these cycladic house rentals are highly rated for location, cleanliness, and more.

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.

Historic cave house, the old bakery by Cycladica
The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Pura Vida 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!

Santorini blue, caldera views, private pool
Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

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.

Calliope's Villa with jacuzzi
Calliope's villa, featuring a jacuzzi and stunning sea views, is located in the charming village of Pyrgos, just 100 meters from the main square, where you'll find restaurants and supermarkets. Santorini's city center (Fira) is only a 10-minute drive away (5 kilometers). This fully equipped, two-story house is ideal for families and groups of friends, offering 3 bedrooms, 2 living rooms, 2 bathrooms, 2 kitchens, a relaxing jacuzzi and a magical view from the upper floor.

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.

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 :)

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.

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.

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.

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

So close to caldera cliff ,Sea view studio No3

Anemi Lovers House - Sunset and Sea View

Rakomelo Cave

Olyra Traditional Cave Houses 2

Raki Cave - stunning cave with private pool

Kynthia Traditional Semi Cave House Exo Gonia

Heaven

Barocco Bello Villa
Cycladic house rentals with a patio

Lunar Sea Suite-1BR/Hot-Tub/Sea View

Thiro Exclusive Villa in Pyrgos

Spilia Cave Nicole Santorini

Apelia Santorini Holiday Villa with Pool and View

Euphemus Cave House

Beyond Crowds Seafront Escape | Sonus Mare 2

Elena Deluxe Studio (Sea view)

Nostos Apartments Kamari | Calypso
Cycladic house rentals with a washer and dryer

"Sand" sea view luxury villa with pool by beach !

Castelli Porta - Unique castle stay with sea view

The Sunset Windmill

Felicity Villas Santorini - Victoria

Captain's Economy Studio with sea view in oia

Exclusive Villa with Outdoor Heated Pool

Airth Suite (jacuzzi and sunset view)

Bluewhite villa with heated private pool
Destinations to explore
- Cythera Vacation rentals
- Athens Vacation rentals
- Pyrgos Kallistis Vacation rentals
- Saronic Islands Vacation rentals
- Mykonos Vacation rentals
- Evvoías Vacation rentals
- Regional Unit of Islands Vacation rentals
- Rhodes Vacation rentals
- East Attica Regional Unit Vacation rentals
- Chalkidiki Vacation rentals
- Thira Vacation rentals
- Kentrikoú Toméa Athinón Vacation rentals
- Serviced apartment rentals Santorini
- Beachfront rentals Santorini
- Earth house rentals Santorini
- Rentals with beach access Santorini
- Rentals with pools Santorini
- Waterfront rentals Santorini
- Aparthotel rentals Santorini
- Hotel rooms Santorini
- Boutique hotels Santorini
- House rentals Santorini
- Guesthouse rentals Santorini
- Rentals with an EV charger Santorini
- Rentals with a washer and dryer Santorini
- Rentals with breakfast Santorini
- Condo rentals Santorini
- Cave rentals Santorini
- Rentals with a fireplace Santorini
- Apartment rentals Santorini
- Pet-friendly rentals Santorini
- Private suite rentals Santorini
- Villa rentals Santorini
- Rentals with outdoor seating Santorini
- Family-friendly rentals Santorini
- Rentals with a hot tub Santorini
- Bed and breakfasts Santorini
- Fitness-friendly rentals Santorini
- Rentals with a patio Santorini
- Mansion rentals Santorini
- Smoking-friendly rentals Santorini
- Luxury rentals Santorini
- Cycladic house rentals Greece




