Vacation rentals in Pyrgos Kallistis

Olyra Traditional Cave Houses

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. Our houses are created in the same place where the bakery of the village was two centuries ago, with great respect and attachment to Santorinis¨ architecture. The decoration is character

Santorini Sky | The Lodge *Most Unique*

SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

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.

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!

Faros Villa Guest House

Experience a truly unique stay in our Cycladic sea house, where history meets comfort. Nestled on a hillside, this remarkable retreat features a bed constructed within the ancient stone walls. Sleep surrounded by the echoes of the past, as the soothing sounds of the sea lull you into a peaceful slumber. Wake up to breathtaking views from every angle, as the sun casts its golden glow on the shimmering waters. Breathtaking sea views surround you, inviting tranquility and serenity.

Deluxe Villa~Heated Plunge Pool& Panoramic Seaview

Picture yourself relaxing in the white-washed UNESCO-listed town of Pyrgos - Santorini’s highest point - where you can watch the sun set behind a volcano with a glass of wine in hand after enjoying some sizzling saganaki, fresh seafood and salad at a nearby local restaurant. Our especially designed villa, in a village that has not changed through times, will definitely meet your demands as you can enjoy the private balcony complete with a hot tub and panoramic island views.

Star Infinity Suite with private heated Jacuzzi.

Star Santorini Infinity Suites is brand new complex of 3 suites each one with private heated jacuzzi and one shared swimming pool. An exclusive location provides a marvelous seashore&mountain landscape. This Suite is with two bedrooms (one bedroom is loft style bedroom). Two bathrooms,one living area with kitchenette,two balconies,one private jacuzzi and one shared swimming pool.Greek breakfast (only from local fresh products) is served every morning.

Liasto traditional cycladic house.

Liasto is a traditional Cycladic house located in the heart of the picturesque village of Pyrgos, Kallistis. Its narrow labyrinthine streets gives the essence of old times and offers unique walks among wine bars, restaurants, artists shops and galleries. It is only 5km away from the airport and the port. There is a bus stop , a place to rent a vehicle, a gas station, free parking, mini markets, an ATM and a pharmacy located nearby.

Almi Guesthouse: a tiny gem, literally on the sea

Welcome to Almi Guesthouse, a tiny jem, literally on the sea. The guesthouse consists of a single open space with a traditional dome ceiling and a bathroom, a total of 18sqm. Outside there is a paved little yard which leads to the edge of the rocks. The building was reconstructed in 2019 and it is located on the underside of the road that connects the Bridge with the gates of the Castle, near Kourkoula, a natural pool.

Demeter Cave House – Luxury Adults-Only Cave House

Perfect for honeymoons, anniversaries, or a romantic escape. Demeter Cave House is Santorini’s award-winning couples’ hideaway where Cycladic tradition meets calm, contemporary design. Set in Pyrgos, a peaceful village with a great local vibe, you’re moments from sunset bars and tavernas yet tucked away in your own private cave house with a jacuzzi and sky all to yourself. Authentic. Private. Perfectly placed.

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.

AROMA CAVAS APARMENT WITH PANORAMIC VIEW

The stone-built apartments are located in Pyrgos-Santorini, with a spectacular view of Santorini. The apartments have a bedroom with a double bed, a living room with a sofa bed, a bathroom and a courtyard with views of the island. Within 5 minutes there are taverns, mini market, bus stop.