
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.

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.
ValueFamilyNearby

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!
LocationFamilyCheckout

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
LocationFamilyPool

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!
ValueFamilyAmenities

Yposkafo Suites - Villa - Santorini Firostefani
Villa "Yposkafo" beautifully blends tradition, elegance, and comfort, offering an unforgettable stay in one of the island’s most stunning locations. Perched on the Caldera, it is just steps from the iconic "Three Bells of Fira" and only a 7-8 minute walk from the town. Boasts a luxurious mini pool, indoor jacuzzi, a king-size bed, a queen size bed, 4 sofa/beds, and a spacious private terrace with sweeping views of the Aegean Sea, the famous Santorini sunset, and the volcano.
LocationValueWifi

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.
LocationValueLaundry

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.
LocationFamilySleep quality

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.
LocationValueAir conditioning

RadiantSantorini Junior Cave Suite With Jacuzzi
Junior suite is a traditional top-hill cavehouse with a double built-in bed and two built in sofa beds which combines luxury and high level privacy. With contemporary local interior design, soft lighting and great attention to detail, the Junior Suite provides the warmth, cleanliness and extra space for a perfect holiday experience. An outdoor heated jakuzzi and a stand-alone terrace will add relaxation to your summer dream.
ValueLocationBeach

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
LocationFamilyWifi

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!
ValueLocationKitchen

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

Villa Makrilis | Spacious Villa for Groups Jacuzzi
ValueLocationEV charging

Sublime Villa with sea view
LocationValueHot tub

Michelangelo Beach Villa with Sea View
ValueLocationSleep quality

Sky blue beach villa, private pool & sunset view
FamilyValueNearby

Soundscape - cave suite panoramic sea views
ValueFamilySleep quality

MyBoZer Cave Villa
LocationValueCleanliness

Saints Apostles Villa with private pool
FamilyValueGrill

Pano Meria Venetian Style Studio II
ValueLocationGetting around
Cycladic house rentals with a patio

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

Thiro Exclusive Villa in Pyrgos
LocationWalkabilityParking

Euphemus Cave House
FamilyLocationCleanliness

Seafront Escape I Sonus Mare 2
ValueLocationView

Elena Deluxe Studio (Sunny & cozy, near Caldera)
LocationAmenitiesView

Nostos Apartments Kamari | Calypso
ValueLocationQuiet

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
ValueLocationOutdoor spaces

Aethria Cave Apartment
NearbyAccuracyWalkability
Cycladic house rentals with a washer and dryer

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

Castelli Porta - Unique castle stay with sea view
LocationValueCleanliness

The Sunset Windmill
FamilyLocationIndoor spaces

Blue Dome Suite by Otium Villas Santorini
FamilyLocationOutdoor spaces

Felicity Villas Santorini - Victoria
LocationValueBeach

Genesis Suite with Caldera View and Hot Tub
FamilyValueGetting around

Captain's Economy Studio with sea view in oia
ValueLocationComfort

Exclusive Villa with Outdoor Heated Pool
FamilyValueAmenities
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
- Villa rentals Santorini Caldera
- Rentals with a hot tub Santorini Caldera
- Rentals with a patio 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
- Mikri Vigla Beach
- Perívolos
- Temple of Demeter
- 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





