Holiday houses in Pyrgos Kallistis

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Top-rated holiday rentals in Pyrgos Kallistis

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Top Guest favourite
A sunlit terrace is featured, adorned with minimalist black loungers positioned for relaxation. The whitewashed walls create a bright contrast against the clear blue sky, while distant views of the sea can be seen at the horizon.
Cycladic home in Pyrgos Kallistis
4.98 out of 5 average rating, 265 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

Top Guest favourite
A spacious outdoor sleeping area is positioned against a stunning coastal backdrop. The scene features a simple, modern setup with large cushions resting on a concrete platform, providing a direct view of the horizon and the expansive sea.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 103 reviews

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.

Guest favourite
A clear view of the coastline features calm turquoise waters gently meeting rocky shores. White buildings are nestled along the water's edge, surrounded by patches of greenery. In the distance, a mountainous landscape complements the serene atmosphere.
Cycladic home in Milos
4.98 out of 5 average rating, 158 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
A spacious outdoor area presents a tranquil shower feature alongside sun loungers, highlighted by a stunning view of the Aegean Sea. The scene captures the soft hues of sunset reflecting on the water, with subtle landscaping visible in the foreground.
Apartment in Areti
4.99 out of 5 average rating, 370 reviews

Echoes Milos

Milos Echoes is a triumph of Greek architectural design and hospitality floating above the Aegean Sea. This intimate complex of six suites honors the Greek tradition of simplicity and is oriented only for adults. Echoes Suites' stunning location is perfect for sunset lovers. As the sun starts to slowly sink into the Aegean Sea our guests settle into comfortable private terraces that blend into the landscape and enjoy the enchanting spectacle. The universal Greek word “echo” is our inspiration.

Guest favourite
Villa in Pyrgos Kallistis
4.96 out of 5 average rating, 133 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
An outdoor courtyard features a luxurious jacuzzi surrounded by smooth concrete surfaces. Two lounge chairs are positioned nearby, with potted plants adding a touch of greenery. A short staircase leads to another level, while woven seating is arranged for relaxation.
Cycladic home in Pyrgos Kallistis
4.93 out of 5 average rating, 126 reviews

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.

Guest favourite
A private balcony features a hot tub surrounded by light-colored surfaces, offering panoramic views of the sea and nearby island. A small table is accompanied by two white chairs, enhancing the outdoor seating area under a slatted pergola that provides partial shade.
Apartment in Pyrgos Kallistis
4.92 out of 5 average rating, 132 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
An arched window frames a serene view of the mountains and sea. A private heated jacuzzi and two light-colored bean bags are positioned on the terrace, complemented by potted plants. The natural light enhances the minimalist design of the outdoor space.
Apartment in Pyrgos Kallistis
5 out of 5 average rating, 212 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. Breakfast (Greek natural products) is provided with extra cost of 15 euro per person per day.

Top Guest favourite
A balcony is presented with a vibrant purple railing, offering views of clear turquoise waters and distant boats. A round table showcases a selection of food and drinks, while two comfortable rattan chairs invite relaxation against the coastal backdrop.
Cycladic home in Klima
5 out of 5 average rating, 122 reviews

The Colourful Land Klima, Milos

You've likely heard of Klima if Milos island is on your bucket list. The colorful seaside village tops all must-see lists. A long strip of multi-colored traditional fishermen houses, known as “syrmatas” lie along Milos Bay. Come at golden hour and stay for a magnificent sunset over the bay. The colors of the sky complement the dynamic boathouses for a night you won't soon forget. An authentic experience and the most picturesque spot on the entire island.

Top Guest favourite
A private courtyard features a heated jacuzzi and a dining set with two chairs and a small table. The white walls and large windows create a bright, airy environment. A potted plant adds a touch of greenery against the minimalist backdrop.
Cave in Pyrgos Kallistis
5 out of 5 average rating, 133 reviews

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.

Top Guest favourite
A traditional Cycladic house is presented, featuring whitewashed walls and a blue-domed church in the background. The exterior includes a series of steps leading to an inviting seating area, while charming doorways with light blue frames add to the serene atmosphere.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 134 reviews

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.

Superhost
An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.
Cycladic home in Santorini
4.82 out of 5 average rating, 108 reviews

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

Popular amenities for Pyrgos Kallistis holiday rentals

When is the best time to visit Pyrgos Kallistis?

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Avg. price$173 AUD$165 AUD$166 AUD$184 AUD$191 AUD$225 AUD$276 AUD$302 AUD$226 AUD$195 AUD$190 AUD$200 AUD
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Frequently Asked Questions

  • How much does it cost to stay in boutique hotel rentals in Pyrgos Kallistis?

    Experience the best of Pyrgos Kallistis with our boutique hotel rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there Pyrgos Kallistis vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 9,510 vacation homes with pools in Pyrgos Kallistis, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there pet-friendly vacation rentals in Pyrgos Kallistis?

    Four-legged friends are welcome in Pyrgos Kallistis. Choose from more than 8,730 vacation rentals for guests traveling with pets.

  • Are there family-friendly vacation rentals in Pyrgos Kallistis?

    Pyrgos Kallistis has more than 16,170 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there vacation rentals with a dedicated workspace in Pyrgos Kallistis?

    Yes! Work meets play with ease at over 10,330 vacation rentals in Pyrgos Kallistis featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do cycladic house rentals in Pyrgos Kallistis have wifi?

    Absolutely! We offer over 5,970 cycladic house rentals with wifi in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

  • Do bungalow rentals in Pyrgos Kallistis have air conditioning?

    Absolutely! We offer over 100 bungalow rentals with air conditioning in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

  • Do loft rentals in Pyrgos Kallistis have free parking?

    Absolutely! We offer over 30 loft rentals with free parking in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Aparthotel Rentals in Pyrgos Kallistis?

    Enhance your stay in our Aparthotel Rentals with the most popular amenities: over 300 homes with free parking, over 420 homes with wifi, over 420 homes with air conditioning, over 230 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do boutique hotel rentals in Pyrgos Kallistis have a kitchen?

    Absolutely! We offer over 180 boutique hotel rentals with a kitchen in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Pyrgos Kallistis

  • Total holiday rentals

    Explore 34,410 holiday rentals in Pyrgos Kallistis

  • Verified guest reviews

    Over 881,300 verified reviews to help you choose

  • Family-friendly holiday rentals

    15,550 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 8,300 rentals that welcome pets

  • Holiday rentals with a pool

    9,230 properties feature pools

  • Rentals with dedicated workspaces

    9,890 properties have a dedicated workspace

  • Wi-Fi availability

    33,090 of Pyrgos Kallistis holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Pyrgos Kallistis rentals

  • 4.8 Average rating

    Pyrgos Kallistis stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Pyrgos Kallistis's top spots, include Temple of Demeter, Naousa, and The Dunes Course

Destinations to explore