Cycladic house vacation rentals in Pyrgos Kallistis

Yalos luxury 3 bedroom villa sunset view Tagoo

No words or pictures can describe the feeling of this amazing house..The location and the view are simply unimaginable and the spaces and decoration are carefully designed to make guests feel as relaxed as possible. Mykonos Town, just 7min away on foot, ideal for an afternoon stroll in its amazing alleys, offers endless possibilities for shopping, dining and party at any of the famous galleries, restaurants and bars! Looking for the perfect place to enjoy Mykonos at its best? Well, you found it!

Family · Location · Access

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

Value · Location · Cleanliness

Deluxe Two Bedroom Villa with private Jacuzzi

As seen in the Michelin Guide Embrace Authentic Elegance in Timeless Pyrgos: A Luxury Haven of Tradition, Slow Living, and Heritage Discover a resplendent abode in the heart of Pyrgos village, where the allure of tradition meets modern luxury. Immerse yourself in slow living amidst the captivating heritage, embracing the art of savoring each moment. Experience authentic elegance in our haven of tranquility, where the past whispers its secrets and the present promises cherished memories.

Location · Family · Checkout

Authentic Greek Fisherman's House 1 - Summer Love

This house has a full fridge and a private balcony, no guests pass through your balcony. Please also check "Love House" and "Love Nest" Houses for availability. House is on the beach. This place is good for couples, solo adventurers, LGBTQ+ firiendly, business travelers and pet firendly. You will wake, eat, live, sleep, dream on the beach! Place is unique, it is like living on a Yacht with the luxury of a house. Now it is divided in three separate houses, sharing the same beach.

Family · Location · Condition

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Family · Value · Sleep quality

Delilah Villa with outdoor swimming pool

Delilah Villa can accommodate 5 people, has 2 bedrooms with a double bed, and a sofa in the living room. It has a special decoration and a large bathroom with a shower. Its terrace is very large with great views, a private pool, a seating area and sun loungers. Right in front of the villa there is a private parking lot. Quiet neighborhood with privacy and great views. It is also close to Pyrgos Square, just 200 meters away, where the market, restaurants and cafes are located.

Location · Family · Cleanliness

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.

Location · Family · Bathroom

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

Value · Location · Comfort

Luxury Suite| Private Infinity Pool & Volcano View

Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.

Location · Value · Bathroom

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

Value · Family · Amenities

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

Value · Family · Cleanliness

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.

Location · Family · Outdoor spaces