
Cycladic house holiday rentals in Pyrgos Kallistis
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Top-rated cycladic home rentals in Pyrgos Kallistis
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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

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.

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.

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.

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.

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.

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.

Vista Dall Alto | Infinity Pool & Volcano View
Enjoy complimentary breakfast delivered to your suite every morning while taking in panoramic views of the Aegean Sea and volcano. The suite features 1 comfortable bedroom, 1 modern bathroom, a fully equipped kitchen and all modern amenities. Daily breakfast delivery and housekeeping included. Relax by your private infinity pool and enjoy panoramic views of the volcano, the Aegean Sea and Santorini island. Perfect for couples seeking privacy and unforgettable views.

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

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.

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.

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
Family-friendly cycladic home rentals

Majestic Cycladic House w/ amazing panoramic views

By the Mill, Caldera, Oia

Flou House

Loukia House

Sunset Mansion

Bluedome Cavehouse by Otium Villas Santorini

Saints Apostles Villa with private pool

Unique Architecture, the Sculptor's by Cycladica
Cycladic home rentals with a patio

Villa Botanica - Home with Sea Views & Olive Grove

Thiro Exclusive Villa in Pyrgos

Villa Camelia 1 - Psarou - Private Pool & Jacuzzi

Saint Anna Bungalow Mykonos by Aura Homes

Katina's Atelier

The Edge -House 1

Blue Calm Luxury Villa in Sifnos

Villa Ekphrasis With Sea View
Cycladic home rentals with a washing machine and dryer

The Detailor- Private Luxury Villa - 4 BR/4 BA

Syros house with terrace and amazing view

VLIA Mykonos Phos | Sea View Jacuzzi Residence

The Lovers Seaview Suite with Outdoor Hot Tub

Exclusive Villa with Outdoor Heated Pool

Airth Suite (jacuzzi and sunset view)

The big Mill - house above the sea.

Villa Florina
When is the best time to visit Pyrgos Kallistis?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £176 | £171 | £143 | £120 | £125 | £150 | £188 | £206 | £149 | £125 | £137 | £159 |
| Avg. temp | 12°C | 12°C | 14°C | 17°C | 22°C | 27°C | 30°C | 30°C | 26°C | 22°C | 17°C | 14°C |
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 £15 per night before taxes and fees

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

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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
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