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!

Bliss Mansion with Swimming Pool & Sunset view

Newly constructed for your every need, The Bliss Mansion in Pyrgos located in the heart of an historically preserved traditional neighborhood, perched high overlooking Santorini's dramatic landscape and world famous Santorini sunset. This property is secluded from the tourist crowds, yet a few minutes from the most popular Santorini beaches, historical sites, restaurants and bars. The Bliss Mansion can host up to 8 guests, offers a big swimming pool and a luxurious in cave hot tub.

Folia Cave house

Traditional troglodyte house at ‘the top’ of Pyrgos's medieval village, renovated and furnished in a cool bohemian style with amazing panoramic views. Every detail has been thought through. Prime location, a hidden gem in the village. Steps away from restaurants, bistros, local shops, cobbled streets and blue and white domed churches. The house is spacious, stylish and unique. A luxury jacuzzi is situated in the walled courtyard allowing you complete privacy and a sense of calm.

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.

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.

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. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

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 lively village with a great local vibe, you’re moments from sunset bars and tavernas without the intensity of Fira or Oia - yet still tucked away in your own private cave house, with a jacuzzi and huge terrace. Authentic. Private. Perfectly placed.

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.