
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.
LocationValueBeach

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!
FamilyValueGetting around

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
ValueFamilyHospitality

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!
ValueFamilySleep quality

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.
LocationFamilyLaundry

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.
FamilyValueBeach

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.
ValueLocationOutdoor spaces

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
FamilyValueOutdoor spaces

Bluewhite villa with heated private pool
Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st
FamilyValueHospitality

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 .
LocationValueAir conditioning

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.
ValueFamilyCleanliness

Radiant Santorini Standard
The beautifully decorated Standard Suite with a zen vibe has two bedrooms with a cozy double bed in the first , a build-in double bed in the second and an extra sofa bed, fully equipped kitchen and bathroom. Guests also enjoy premier modern amenities such as high speed Internet and flat screen TV. Outdoor heated jacuzzi also provided.
LocationFamilyComfort
Popular amenities for Santorini Caldera cycladic house rentals
Family-friendly cycladic house rentals

Villa Makrilis | Spacious Villa for Groups Jacuzzi
FamilyLocationHospitality

Sublime Villa with sea view
ValueLocationSleep quality

Soundscape - cave suite panoramic sea views
ValueLocationWifi

Loukia House
FamilyLocationAmenities

MyBoZer Cave Villa
LocationFamilyParking

Saints Apostles Villa with private pool
LocationFamilyGetting around

Pura Vida Cave House
ValueFamilySleep quality

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

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

Thiro Exclusive Villa in Pyrgos
LocationCheck-inLayout

Euphemus Cave House
FamilyLocationView

Seafront Escape I Sonus Mare 2
FamilyValueLaundry

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

Nostos Apartments Kamari | Calypso
ValueLocationHospitality

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub
FamilyValueNearby

Aethria Cave Apartment
Sleep qualityWalkabilityAccuracy
Cycladic house rentals with a washer and dryer

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

Castelli Loggia - Unique castle stay with sea view
LocationFamilyBiking

Samsara - Santorini Luxury Retreat
LocationValueGetting around

Felicity Villas Santorini - Victoria
LocationValueCleanliness

Genesis Suite with Caldera View and Hot Tub
FamilyValueGetting around

Captain's Economy Studio with sea view in oia
ValueLocationKitchen

Exclusive Villa with Outdoor Heated Pool
ValueLocationCheckout

Villa Florina
FamilyLocationCheckout
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





