Villa holiday rentals in Pyrgos Kallistis

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.

The Maisonette - View Historic Hydra in Comfort!

Recently renovated in keeping with historical traditions, our 2 bedroom, 3 bed apt is perfect for vacation travel, adventures, and short trips to the Island. The apartment building is set in a private location - within walking distance to the port, taverns, and supermarkets. Enjoy exquisite mountain, village, and sea views from the balconies and terrace! A great place to stay and explore the Island, or just chill in the sun and relax. Welcome To Hydra, We look forward to hosting your stay!

Valeria's Apartment

Private, high-ceilinged farmhouse apartment with bedroom and bathroom. Special kitchen corner, preparation of breakfast & cold dishes. 2 balconies (40m2 in total), with a panoramic view of the port in front and the sea of ​​Sarakiniko behind (the lunar landscape is only 15 minutes away on foot). Distances: 4 minutes from the port and 7 from the airport by car, Plaka: 5km, Pollonia: 7km, Fyriplaka-Tsigrado in 15 minutes. Recently landscaped garden, natural environment with privacy & tranquility

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.

AGIA IRINI villas

9 traditional, independent villas offering full privacy, ranging from 80m² to 120m². Each villa has spacious living room with built-in sofas & fireplace, large kitchen, comfortable dining area, 2 or 3 bedrooms, 1 or 2 bathrooms and big verandas. Please note we expect bookings to be weekend to weekend . If you wish different dates, please inform us with a message through Airbnb , to see if is possible to make an exception (sometimes in low season can work)

Arismari Villas Orkos Naxos

Villa Arismari is located on a serene hillside, surrounded by natural boulders, overlooking the beautiful coast of Orkos. We have a breathtaking panoramic view of the Aegean Sea and our neighboring island of Paros. We are situated between the main beach and smaller bays of Orkos. While enjoying the view that Villa Arismari offers prepare to take your most incredible selfies . Villa Arismari is a beautifully designed villa of Cycladic minimal architecture.

Villa Konstantina

Villa Konstantina is a modern era mansion in a dynamic Italian line but also a discreet aristocratic finesse. It can accommodate up to 14-16 people. The view of Nafplio, the sea, the huge garden and the pool is outstanding! Villa Konstantina is a modern era mansion in a dynamic Italian line but also discreet aristocratic finesse. It can accommodate up to 14-16 people. The view of Nafplio, the sea, the huge garden and the pool is amazing!

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.

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

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.