Holiday rentals with breakfast in Pyrgos Kallistis

Labyrinth Traditional Houses (Theseus)

Escape to the tranquility of the Labyrinth traditional house, nestled in the serene Pyrgos village. Immerse yourself in a fully renovated 18th-century retreat, a world away from the bustling crowds of Fira and Oia. Indulge in a complimentary breakfast and savor a traditional dinner prepared by our personal chef, all while admiring the breathtaking Santorini sunset. With concierge service, and timeless elegance, your unforgettable stay awaits. Book now and experience Santorini's enchanting beauty

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

Olyra Traditional Cave Houses

Experience the essence of Santorini, where time stands still. Olyra is more than just a place to stay; it is a 200-year-old historic bakery, thoughtfully reimagined as a sanctuary of elegance within the medieval village of Pyrgos. Awaken in cave-hewn rooms and surrender to the magic of the sunset from our private rooftop, with the entire Aegean unfolding at your feet. Here, Dimitra’s warm hospitality and the village’s tranquil soul create the very experience others only ever find in pictures

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.

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 features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to 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 about 23 km.

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Honeymoon Suite with Caldera View and Hot Tub

Honeymoon Suite belongs to Symphony suites which is a complex located in village Pyrgos and only 10 minutes driving distance away from the center, Fira. This particular suite is ideal for couples who want to visit Santorini and have moments of relaxation with a view to the volcano and the sea. -Free Breakfast is included -A tax is imposed by the city and collected at the property. 2€ per accommodation, per night -Children age under 12 years old are not allowed.

MyBoZer Twins Odyssey Heated private pool

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

Agroktima Farm Cottage

Situated at the foot of Mount Parnon, Agroktima guesthouse is surrounded by a lush green garden and consists of ten farm houses, samples of the Tsakonian architecture. Unprocessed stone, wood and iron have been harmoniously put together, creating a unique setting. The traditional furnishings, the wooden ceilings, the handmade needlework, the country-style fireplace and the stone-paved courtyard add to the houses a rustic charm.

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.