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

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

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.

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 Boutique Residences, and the Ferry Port at approximately 23 km.

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!

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 :)

Akrorama Anemos - Private Pool & Caldera View
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.

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 .

LA PETITE SUITE in OIA - VOLCANO VIEW
From its private balcony you can enjoy magnificent views of Oia picturesque village ,Volcano ,unique deep blue color of Aegean Sea and Sky. The cave, where La Petite Suite is now situated, was restored by local architects who respected the Cycladic characteristics. This Suite blends perfectly with the local landscape. The outdoor Jacuzzi is the ideal place to spend your time during your stay at La Petite Suite .

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!

Terra e Lavoro Suite with Hot Tub & Sea View
The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

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.

NEW La Estrella - Levantis Suite & Private Jacuzzi
La Estrella - Levantis Suite (55 sq.m.) is beautiful situated in Vourvoulos village, just 600m away from the famous Imerovigli town, offering a direct stunning sea view to the Aegean. The property combines the famous traditional Cycladic white-washed architecture with the modern mindset, being able to provide our guests all the luxurious amenities.
Popular amenities for cycladic home rentals in Santorini caldera
Family-friendly cycladic home rentals

Anatoli Beach House

So close to caldera cliff ,Sea view studio No3

Anemi Lovers House - Sunset and Sea View

MyBoZer Twins Odyssey Heated private pool

Olyra Traditional Cave Houses 2

Calderimi studio for 2 in Fira.

Seaside house with mediterranean garden + sunbeds

Illusion Cave Suite (sea view central cave)
Cycladic home rentals with a patio

Lunar Sea Suite with Hot-tub and caldera view

Aeron Suite Villa w. Queen Bed Sea & Mountain View

Apelia Santorini Holiday Villa with Pool and View

Euphemus Cave House

L ´Apothiki

Beyond Crowds Seafront Escape | Sonus Mare 2

Nostos Apartments Kamari | Calypso

Harmony suites Stone house for 5 guests Red Beach
Cycladic home rentals with a washing machine and dryer

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

The Sunset Windmill

Samsara - Santorini Luxury Retreat

Felicity Villas Santorini - Victoria

Genesis Suite with Caldera View and Hot Tub

Captain's Economy Studio with sea view in oia

Villa Florina

Stone house - amazing view
Destinations to explore
- Cythera Holiday rentals
- Athens Holiday rentals
- Santorini Holiday rentals
- Pyrgos Kallistis Holiday rentals
- Mykonos Holiday rentals
- Saronic Islands Holiday rentals
- Regional Unit of Islands Holiday rentals
- Evvoías Holiday rentals
- Rhodes Holiday rentals
- Chalkidiki Holiday rentals
- East Attica Regional Unit Holiday rentals
- Thira Holiday rentals
- House rentals Santorini caldera
- Cave rentals Santorini caldera
- Luxury rentals Santorini caldera
- Hotel rentals Santorini caldera
- Rentals with pools Santorini caldera
- Rentals with outdoor seating Santorini caldera
- Rentals with a washing machine and dryer Santorini caldera
- Family-friendly rentals Santorini caldera
- Rentals with breakfast Santorini caldera
- Smoking-friendly rentals Santorini caldera
- Flat rentals Santorini caldera
- Rentals with a fireplace Santorini caldera
- Rentals with a patio Santorini caldera
- Rentals with beach access Santorini caldera
- Pet-friendly rentals Santorini caldera
- Rentals with a hot tub Santorini caldera
- Villa rentals Santorini caldera
- Cycladic house rentals Greece
- Agios Georgios Beach
- Aghia Anna beach
- Aghios Prokopios beach
- Magganari Beach
- Schoinoussa
- Anafi
- Plaka beach
- Logaras
- Grotta Beach
- Golden Beach, Paros
- Maragkas Beach
- Temple of Demeter
- Mikri Vigla Beach
- Anafi Port
- Nisí Síkinos
- Manalis
- Pyrgaki Beach
- Hatzidakis Winery / Οινοποιείο Χατζηδάκη
- Venetsanos Winery
- Argyros
- Παραλία Μυλοπότας
- Domaine Sigalas