Vacation 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

Value · Location · Solo travel

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Value · Family · View

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

Value · Location · Comfort

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.

Value · Location · Outdoor spaces

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.

Location · Family · Check-in

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.

Value · Location · Hot tub

Royal Penthouse • Sleeps 4• 8 min from Airport

A truly unique royal-style penthouse just 8 min from Athens Airport. Like a private museum, it features antiques, oversized 200×220 beds, a large private terrace, and access to the rooftop for panoramic views and plane spotting. Ideal for families, with plenty of space and character you won’t find anywhere else in the area. Glass doors flood the space with natural light and frame the open sky — a one-of-a-kind stay that blends classic charm with rare city views.

Family · Value · Air conditioning

Dream House in the Venetian Castle

This dream-house is located just above the entrance of Naxos Venetian Castle. This medieval chateau has been transformed with modern luxury touches in order to provide the ideal vacation setting. The hot tub, the premium mattresses and the sunbeds overlooking the Aegean Sea, are a treat that you don't want to miss. Located in an ideal spot for exploring both the town and the island, you'll find it easy to navigate local attractions and hidden gems.

Location · Value · Heating

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

Family · Value · Laundry

Cottage house in olive grove

Cottage house in 10 acres olive tree grove, carefully decorated with upcycling wooden furniture customized from us. The house is located in a small settlement called Patima. It is 2 Km from Examilia Village, 6Km from the modern town of Corinthos and 4Km from ancient Corinthos. The center of Corinthos and the beach (kalamia) which have coffee shops, bars and restaurants are both 10 minutes by car from the house. All people are welcome.

Location · Family · Air conditioning

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

Family · Location · Outdoor spaces

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.

Value · Family · Heating