Villa vacation rentals in Pyrgos Kallistis

Naxea Villas I

A state-of-the-art 3-bedroom villa, sited on the scenic hill of Orkos, with a private pool, a stunning sea view and a breathtaking sunset view that stays with you forever. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity.

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

The Detailor Peak - private luxury villa 3BR/3BA

A unique villa with tranquil views. Inspired by the humble complexity of the Cycladic islands, the 3 en-suite bedroom villa has unobstructed views towards the Aegean sea. The villa has a shaded outdoor living/dining area that can be used throughout the day. This open space encourages socializing in the true spirit of laid-back summer living. A The villa also has a shaded Jacuzzi lounge area . The design and the material pallete is inspired from the island’s tradition and local craftsmanship.

Martynou View Villas

Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

Amazing view

Όμορφο και άνετο σπίτι με ξύλο και πέτρα που σας ταξιδέυει στην τοπική παράδοση. Διαθέτει δύο κρεβατοκάμαρες με ξύλινο πάτωμα που κοιμίζουν 3 και 4 άτομα αντίστοιχα . Η πρόσβαση σε κουζίνα και μπάνιο γίνεται από την βεράντα όπως φαίνεται στις φωτογραφίες.Έχει κοινή αυλή με το εκκλησάκι που βρίσκεται δίπλα όπου μπορούν να παίζουν τα παιδιά της γειτονίας με ασφάλεια. Έχει πρόσβαση σε αυτήν αυτοκίνητο εώς την πόρτα του σπιτιού για Parking μικρής διαρκείας, απαγορεύται όμως το 24ωρο.

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

White Orchid Villa | Private Pool | Sunset View

Nestled in the charming village of Pyrgos Kallistis, the heart of Santorini, White Orchid Villa offers breathtaking panoramic views of the Caldera, Fira, Oia, and the Aegean Sea. Blending Cycladic architecture with modern design, the villa promises luxury, privacy, and comfort. With warm Greek hospitality and exceptional amenities, your stay at White Orchid Villa will be truly unforgettable.

Gerakada Exclusive-Seaview Villa with Private Pool

This stunning stone-built villa offers a private pool for ultimate relaxation and is conveniently located near local beaches, restaurants, and amenities such as supermarkets, bars, and taverns. Zaga beach and Agia Triada are located on 6min away! Guests can enjoy free WiFi and parking. It's an exceptional choice for a memorable and relaxing vacation.

Villa Mirabilis

Villa Mirabilis is a serene, design-forward villa carved into the hillside of Ios, offering peace, privacy, and unforgettable sunset views over the bay. This 90m² semi-subterranean home features 2 ensuite bedrooms, a private pool, and a terrace for dining and relaxing. Just minutes from Chora — unwind in nature, and end each day with the sky on fire.