Holiday houses in Pyrgos Kallistis

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Top-rated holiday rentals in Pyrgos Kallistis

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Top Guest favourite

Cycladic home in Pyrgos Kallistis

4.98 out of 5 average rating, 255 reviews

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

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Cycladic home in Milos

4.98 out of 5 average rating, 147 reviews

The Cove | Beach House (Lower)

Step right onto the sand in this stylish yet authentic beach house, crafted by our family's mariner ancestors in the late 19th century. Nestled by a sandy beach, less than 10 steps from the water, it rests in perfect harmony with nature and provides an ideal spot to unwind and relish seaside living. Eco-friendly and freshly renovated in 2022. What sets us apart is our commitment to annual maintenance, ensuring a perpetually refreshed haven. Explore the timeless allure of coastal living with us!

Top Guest favourite

Villa in Pyrgos Kallistis

4.99 out of 5 average rating, 116 reviews

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!

Top Guest favourite

Guest suite in Oia

4.98 out of 5 average rating, 198 reviews

Suite with 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. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit Boutique Residences, and the Ferry Port at approximately 23 km.

Guest favourite

Villa in Pyrgos Kallistis

4.97 out of 5 average rating, 119 reviews

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!

Top Guest favourite

Apartment in Oia

4.98 out of 5 average rating, 225 reviews

BLUE ART CAVES - Stellar Sun Suite with Hot-tub

This elegant suite is perched on the cliffs of the caldera in Oia. It combines traditional Cycladic architecture with a minimal decorative style, making it the perfect choice for those who want to relax. The suite features a private outdoor cave hot tub, offering privacy along with stunning views of the caldera and volcano. Breakfast is included in the price. The room is equipped with air conditioning, free Wi-Fi, coffee and tea-making facilities, bath amenities, and a smart TV.

Guest favourite

Cycladic home in Pyrgos Kallistis

4.9 out of 5 average rating, 237 reviews

Amorous Villa with outdoor heated plunge pool

Μια πανέμορφη βίλα για 7 άτομα, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης έξω από την βίλα. Μόλις 250μ. Από την κεντρική πλατεία του Πύργου, 5χλμ. Από τα Φηρά, 7χλμ. Από το διεθνές αεροδρόμιο της Σαντορίνης. Δύο Ευρύχωρα υπνοδωμάτια, μεγάλο καθιστικό, δύο μπάνια με ντους, ατμόλουτρο για 6 άτομα, king size κρεβάτια, ιδιωτική βεράντα με καθιστικό, τραπεζαρία και ιδιωτική θερμαινόμενη plunge πισίνα με θέα στη θάλασσα.

Top Guest favourite

Apartment in Pyrgos Kallistis

4.93 out of 5 average rating, 118 reviews

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.

Top Guest favourite

Apartment in Pyrgos Kallistis

5 out of 5 average rating, 199 reviews

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.

Guest favourite

Cycladic home in Megalochori

4.98 out of 5 average rating, 140 reviews

Ambeli Sunset/private heated pool & breakfast

Ambeli Sunset Villa's unique allocation provides the famous sunset view of the caldera avoiding the overcrowding of the well-known cities of Santorini. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests. Depending on the chosen room type that fits you, guests will experience the use of the heated pool or the hot tub in maximum privacy as no facilities are public.

Top Guest favourite

Place to stay in Imerovigli

4.95 out of 5 average rating, 108 reviews

Esmi Suites Santorini 2

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

Top Guest favourite

Cycladic home in Pyrgos Kallistis

4.96 out of 5 average rating, 270 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.