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Cycladic house holiday rentals in Pyrgos Kallistis

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Top-rated cycladic home rentals in Pyrgos Kallistis

Guests agree: these cycladic home rentals are highly rated for location, cleanliness and more.

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Top guest favourite
A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.
Cycladic home in Oia
4.95 out of 5 average rating, 374 reviews

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

Guest favourite
Cave in Oia
4.97 out of 5 average rating, 296 reviews

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.

Top guest favourite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia
4.98 out of 5 average rating, 218 reviews

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.

Guest favourite
A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 207 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

Guest favourite
A person is seated on a terrace overlooking a vibrant sunset. The view includes distant hills and the sea, while a rustic table holds a variety of fresh fruits. A glass holds a drink, reflecting the warm colors of the sunset.
Dome in Pyrgos Kallistis
4.92 out of 5 average rating, 167 reviews

Calliope's Villa with jacuzzi

Calliope's villa, featuring a jacuzzi and stunning sea views, is located in the charming village of Pyrgos, just 100 meters from the main square, where you'll find restaurants and supermarkets. Santorini's city center (Fira) is only a 10-minute drive away (5 kilometers). This fully equipped, two-story house is ideal for families and groups of friends, offering 3 bedrooms, 2 living rooms, 2 bathrooms, 2 kitchens, a relaxing jacuzzi and a magical view from the upper floor.

Guest favourite
A private pool is shown, with crystal-clear water reflecting the sky. A wooden table holds a platter of fresh fruit, including watermelon, grapes, and banana slices, alongside two glasses. Scenic views of the surrounding hills and coastline are visible in the background.
Guest suite in Pyrgos Kallistis
4.88 out of 5 average rating, 188 reviews

View from Above 1

The luxury Santorini villa will be your private paradise for the summer!Located in Pyrgos Kaliistis, right in the middle of the island, it offers panoramic views and the chance to be wherever you want to in no time! It is perfect for 2 adults! The villa features 1 cozy bedrooms, 1bathrooms, a fully-equipped kitchen with all modern appliances, LED TV. The outdoor areas feature a private pool (with dimension 2 * 1.5 meters a fantastic sea views and 2 sun chairs

Guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 216 reviews

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.

Guest favourite
A sunlit living area showcases a cozy seating arrangement with natural light flooding through open shutters. A neutral color palette is complemented by decorative wall art and a unique lamp. An inviting outdoor space is visible through the doorway, enhancing the connection to the outside.
Cycladic home in Santorini
4.9 out of 5 average rating, 221 reviews

Helianthus Honeymoon Cave Home

Our Prestige House is ideal for a memorable holiday experience in Oia. In its 50 square meters, the suite encompasses authentic Theran architecture with a modern twist . The heated outdoor Jacuzzi (it will be closed for the period of November 15th till March 15th) offers you the opportunity to dip in the water and enjoy the laid-back atmosphere and the stunning views to the deep blue sea , the volcano and the caldera!

Top guest favourite
A private outdoor jacuzzi is featured, surrounded by white-washed walls and a clear blue sky. Two blue-domed structures rise in the background, providing a scenic view. The bubbling water of the jacuzzi creates a relaxing atmosphere, complemented by soft lounge seating nearby.
Cycladic home in Oia
4.99 out of 5 average rating, 156 reviews

Santo blue horizon -blue domes-outdoor jacuzzi

The villa is located in the heart of Oia in an excellent position and has stunning views. The three domes just in front of villa with panoramic view, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The hotel is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Top guest favourite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 285 reviews

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.

Top guest favourite
A wooden sign displaying the name 'Olyra Traditional Cave Houses' is mounted on a whitewashed wall, complemented by a rustic gate. Vibrant pink flowers enhance the entrance, adding a touch of natural color to the setting.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 149 reviews

Olyra Traditional Cave Houses 2

The traditional residences Olyra Traditional Houses, are in the heart of the medievial settlement of Pyrgos, very close to the imposing Kasteli (castle). A three minute walk in the stone laid pavements and side strees is enough to go from Olyra to the central parking of the village as well as the central square.

Guest favourite
An outdoor terrace is presented with a dining table surrounded by chairs, where greenery enhances the space. The walls, adorned with blue window frames, contrast with the white architecture. A staircase leads to an upper level, while a stone pathway provides access to various areas.
Cycladic home in Pyrgos Kallistis
4.83 out of 5 average rating, 123 reviews

Villa Fekibis, jacuzzi, sea view

Traditional troglodyte villa situated at the top of Pyrgos's medieval village, recently renovated and furnished with designer taste. You can arrive by car till the free parking places close to the central place of Pyrgos. From there, you will reach the Villa Fekibis by walking around 5min.

Popular amenities for cycladic home rentals in Pyrgos Kallistis

When is the best time to visit Pyrgos Kallistis?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price₹17,173₹16,004₹14,386₹14,296₹14,925₹17,892₹22,388₹24,545₹17,802₹13,217₹13,576₹14,745
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Quick stats about cycladic house rentals in Pyrgos Kallistis

  • Total holiday rentals

    Explore 6,220 holiday rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis holiday rentals start at ₹1,798 per night before taxes and fees

  • Verified guest reviews

    Over 198,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,450 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,710 rentals that welcome pets

  • Holiday rentals with a pool

    1,370 properties feature pools

  • Rentals with dedicated workspaces

    2,040 properties have a dedicated workspace

  • Wifi availability

    5,970 of Pyrgos Kallistis holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pyrgos Kallistis rentals

  • 4.9 Average rating

    Pyrgos Kallistis stays are highly rated by guests – averaging 4.9 out of 5!

  • Nearby attractions

    Pyrgos Kallistis’s top spots include Temple of Demeter, Naousa and The Dunes Course

Destinations to explore