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Cycladic house holiday rentals in Pyrgos Kallistis

Find and book unique cycladic home rentals on Airbnb

Quick stats about cycladic house rentals in Pyrgos Kallistis

  • Total holiday rentals

    Explore 6,020 holiday rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 195,900 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,120 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 1,600 rentals that welcome pets

  • Holiday rentals with a pool

    1,440 properties feature pools

  • Rentals with dedicated workspaces

    1,890 properties have a dedicated workspace

  • Wifi availability

    5,760 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

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 heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Imerovigli
4.99 out of 5 average rating, 164 reviews

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.

Guest favourite
An inviting private pool reflects soft evening light, surrounded by a stone patio. A dining area with modern outdoor furniture is visible nearby, creating a peaceful setting. The backdrop features distant hills and the serene sea, emphasizing the tranquil atmosphere of the villa.
Cycladic home in Pyrgos Kallistis
4.94 out of 5 average rating, 221 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 breathtaking view showcases the serene caldera waters, dotted with islands under a clear blue sky. Iconic blue dome churches are visible among traditional white architecture, while the private plunge pool offers a tranquil spot for relaxation. Gentle waves can be seen in the distance.
Cycladic home in Oia
4.97 out of 5 average rating, 303 reviews

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!

Top guest favourite
The image captures an open door leading to a balcony overlooking the water. The calm surface reveals a scenic view of mountains in the distance. Sunlight illuminates the space, creating a bright atmosphere. The surrounding area features a white railing and a rugged stone path.
Cycladic home in Milos
5 out of 5 average rating, 111 reviews

Milos By The Sea - Eco House

"Milos By The Sea" is a brand new, traditional solar powerhouse, 100% eco-friendly, located in a fishing village only 600 meters from Plathiena beach. It is an Eco friendly house as it is completely powered by solar energy. The picturesque settlement called "Areti", provides an exquisite view, since it is surrounded by the beauty of nature. Waking up to the sound of the waves is a unique experience for our guests who need to enjoy absolute tranquility during their vacation.

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, 164 reviews

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.

Guest favourite
A private alcove is visible, featuring a small, inviting soaking pool surrounded by smooth, white walls. A colorful fruit arrangement rests on the edge of the pool, while a large window allows natural light to illuminate the space.
Dome in Pyrgos Kallistis
4.93 out of 5 average rating, 174 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.

Top guest favourite
A serene indoor pool is surrounded by four arched windows, permitting plenty of natural light. The smooth, turquoise water creates a tranquil ambiance, while a few steps lead up to a raised platform. The iconic blue domes of Oia can be seen through the windows.
Guest suite in Oia
4.98 out of 5 average rating, 226 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, and the Ferry Port at approximately 23 km.

Guest favourite
A private pool with clear blue water is featured, surrounded by minimalistic white walls. In the background, panoramic views of the Aegean Sea and hilly landscape can be seen, with a decorative bowl containing lemons positioned on the ledge.
Guest suite in Pyrgos Kallistis
4.88 out of 5 average rating, 188 reviews

Top-Down View 1 (Sunset View Suite)

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 outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.
Cycladic home in Megalochori
4.94 out of 5 average rating, 171 reviews

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

Superhost
Cycladic home in Santorini
4.83 out of 5 average rating, 109 reviews

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

Top guest favourite
An inviting cave interior is showcased, featuring a large warmed swimming pool illuminated in a calming blue hue. The smooth, curved walls reflect a soft glow from strategically placed lights, enhancing the unique architectural design. Natural stone accents add character to the space.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 287 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
Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.
Villa in Oia
5 out of 5 average rating, 152 reviews

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Popular amenities for cycladic home rentals in Pyrgos Kallistis

When is the best time to visit Pyrgos Kallistis?

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Avg. price$298 SGD$290 SGD$242 SGD$203 SGD$212 SGD$254 SGD$318 SGD$349 SGD$253 SGD$211 SGD$231 SGD$268 SGD
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