Villa holiday rentals in Pyrgos Kallistis

A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.

4.99 out of 5 average rating, 144 reviews

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

An outdoor dining area is visible, featuring a large table set for several guests. The stone architecture blends seamlessly with a spacious terrace, while light-colored wooden beams highlight the entrance to the indoor space. The setting offers a view of the surrounding rooftops and fading sunset.

4.83 out of 5 average rating, 285 reviews

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!

4.96 out of 5 average rating, 119 reviews

Naxea Villas I

A state-of-the-art 3-bedroom villa, sited on the scenic hill of Orkos, with a private pool, a stunning sea view and a breathtaking sunset view that stays with you forever. Thanks to their prime location, Naxea Villas wondrously combine the calmness of the Aegean with the refreshing power of the island's mountainous scenery, offering a magical destination for families, couples, groups and digital nomads, and an opportunity to experience Naxos at the epitome of comfort, luxury, and authenticity.

The swimming pool reflects the clear blue sky, surrounded by a well-maintained stone patio. Several sun loungers are arranged on one side, while lush greenery outlines the area, creating a serene setting for relaxation.

5 out of 5 average rating, 170 reviews

Villa Marina - Luxury villa with pool and sea-view

This superb luxury villa with unlimited sea-view is located at Neos Voutzas, a quiet place close to the sea. Ideal for families or small groups from 12 up to 16 persons. It is very close to Nea Makri, Rafina and Marathon, quite populated places in summer time, very attractive for swimming, good food and night life. The villa has a nice garden with a 50- square-meter swimming pool, a BBQ, a pizza oven. 30 minutes from the airport or Athens. Ideal also for remote work, 200 Mbps internet.

4.97 out of 5 average rating, 145 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!

An outdoor terrace features two comfortable lounge chairs facing the expansive Aegean Sea. The calm waters reflect clear blue skies, while views of nearby islands enhance the serene atmosphere. A railing provides safety while allowing unobstructed sightlines of the breathtaking scenery.

4.94 out of 5 average rating, 209 reviews

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

Calderas Hug & Sea View 2 is a villa with two suites perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our properties, are 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.

4.94 out of 5 average rating, 107 reviews

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.

4.99 out of 5 average rating, 185 reviews

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.

Superhost

A serene scene features two glasses positioned at the edge of a private pool, reflecting the vibrant hues of a sunset. Silhouettes of trees frame the view, enhancing the tranquil ambiance of the villa.

4.79 out of 5 average rating, 129 reviews

Queen Albus Villa with Private Pool, Sunset View

Queen Albus is part of a luxury complex, the Albus Villas, located in the highest village of Santorini, Pyrgos village. The architect has taken care of all details and we are proud to present a totally private accommodation offering luxurious relaxation and breathtaking views to Akrotiri’s Caldera, Aspronisi island and a magic Santorinian sunset.

An outdoor dining area is set under covered wooden beams, featuring a large table surrounded by wooden chairs. A private swimming pool reflects the sunset, with lounge chairs positioned nearby. The space is complemented by natural stone accents and casual beach accessories.

5 out of 5 average rating, 169 reviews

Otherview Villa

My place is close to wonderful views, beach, family activities, nightlife and restaurants and dining venues. Reasons why you will like my room: comfortable bed, kitchen, comfortable environment, high ceilings and views. My room is suitable for couples, activities for one person, business travelers, families (with children) and pets.

A serene outdoor space is highlighted by a small tree and minimalist landscaping, surrounded by stucco walls. A clear blue pool reflects the sky, with expansive views of the coastline and hills in the background, creating a tranquil atmosphere.

4.92 out of 5 average rating, 104 reviews

White Dune Villa by Mykonos Dunes

This is a chic and comfortable house with a shared pool, that can accommodate up to six persons. Located right above Panormos and Agios Sostis beaches, it boasts magnificent sea views and evokes the serenity of island life combined with the cosmopolitan flair of Mykonos!

A tranquil view of the azure sea is captured, bordered by rolling hills and lush greenery. The private pool reflects the sky's colors, while the terrace offers an unobstructed vantage point of the scenic coastline and distant mountains.