Holiday rentals 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, 261 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.
Cycladic home in Pyrgos Kallistis
5 out of 5 average rating, 100 reviews

Santorini Sky | The Lodge *NEW*

Heaven has a new address! In this sensational villa, rustic design is blended 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 – this is easily the most spectacular private rooftop terrace on the whole island.

Top guest favourite
A private heated mini pool is visible, reflecting the vibrant colors of the sunset. The surrounding area reveals a panoramic view of the village and coastline, with distant land formations softly illuminated in the fading light.
Villa in Pyrgos Kallistis
4.95 out of 5 average rating, 102 reviews

Martynou View Suite

Martynou View Suite 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 the best beaches.This is an ideal choice for couples or small families.Suite offers private parking,a spacious living room with a kitchen, bathroom,double bed,air condition,coffee machine, 2 smart TV,fridge(offer bread jam honey butter),Wi-fi, and a private heated mini pool(jacuzzi)with stunning sea views!

Top guest favourite
A balcony is presented with a small wooden table and two folding chairs, surrounded by potted plants. In the background, the illuminated Acropolis stands against a twilight sky, enhancing the dining experience outdoors.
Flat in Kynosargous
4.99 out of 5 average rating, 105 reviews

Skyline Oasis - Acropolis View

Experience Athens in unparalleled luxury from a spacious apartment, where every room is a window to history! Marvel at the Acropolis from an expansive living area, featuring dual sofa lounges, dining spaces, and a balcony that invites the cityscape. Perfect for professionals, a vast workspace boasts high-speed internet and inspiring panoramic views. Indulge in a modern kitchen, 2 bathrooms, and a sunny bedroom with a queen bed. Embrace the blend of comfort and history in this Athenian retreat!

Guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia
4.99 out of 5 average rating, 205 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.

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, 132 reviews

Demeter Cave House - Luxury Adults Only Cave House

Perfect for honeymoons, anniversaries, or a romantic escape, Demeter Cave House is Santorini’s top-rated and award-winning romantic hideaway. Tucked into the heart of Pyrgos village, this one-of-a-kind cave house blends traditional Cycladic architecture with luxurious modern comforts—including your own private hot tub. Our guests say "the most magical stay we’ve ever had" and "a perfect location for exploring Santorini " Prices include all local taxes including the Greek tourist tax.

Guest favourite
A private infinity pool is situated on the terrace, offering unobstructed views of the sea and surrounding hills. The pool water reflects the sky, while lush greenery and rocks frame the area, creating a serene environment.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 203 reviews

Delilah Villa with outdoor swimming pool

H Delilah Villa μπορεί να φιλοξενήσει 5 άτομα, έχει 2 κρεβατοκάμαρες με διπλό κρεβάτι, και ένα καναπέ στο σαλόνι. Έχει ιδιαίτερη διακόσμηση και ένα μεγάλο μπάνιο με ντουζιέρα. Η βεράντα του είναι πολύ μεγάλη με υπέροχη θέα, ιδιωτική πισίνα, καθιστικό και ξαπλώστρες. Ακριβώς μπροστά στη βίλλα υπάρχει ιδιωτικό πάρκινγκ . Ήσυχη γειτονιά με ιδιωτικότητα και υπέροχη θέα. Είναι επίσης πολύ κοντά στη πλατεία του Πύργου , μόλις 200 μέτρα, στην οποία βρίσκονται η αγορά , τα εστιατόρια και τα καφέ.

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 spacious bed is positioned against natural stone walls, featuring soft white linens and striped pillows. Wooden beams create a rustic ambience above, and two lamps provide gentle lighting on either side of the bed.
Home in Megalo Livadi
5 out of 5 average rating, 120 reviews

Faros Villa Guest House

Experience a truly unique stay in our Cycladic sea house, where history meets comfort. Nestled on a hillside, this remarkable retreat features a bed constructed within the ancient stone walls. Sleep surrounded by the echoes of the past, as the soothing sounds of the sea lull you into a peaceful slumber. Wake up to breathtaking views from every angle, as the sun casts its golden glow on the shimmering waters. Breathtaking sea views surround you, inviting tranquility and serenity.

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.
Flat in Pyrgos Kallistis
4.92 out of 5 average rating, 129 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 open living space is presented, featuring white walls and light-colored flooring. A dining area is visible, adorned with natural elements like wooden stools and woven decor. Large windows allow for ample natural light and views of the surrounding landscape, enhancing the serene ambiance.
Flat in Pyrgos Kallistis
5 out of 5 average rating, 153 reviews

Star Infinity Suite with Private heated Jacuzzi

The 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. The complex is constructed in an excuisite Cycladic style and covered with a minimalistic luxury. Natural stone and organic elements create a nobel cosiness. All the furniture and decor is made in authentic Greek style with exclusive and unique elements.

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
4.95 out of 5 average rating, 132 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.

Popular amenities for Pyrgos Kallistis holiday rentals

Quick stats about holiday rentals in Pyrgos Kallistis

  • Total rentals

    36K properties

  • Total number of reviews

    8.9L reviews

  • Family-friendly rentals

    16K properties are a good fit for families

  • Pet-friendly rentals

    8.7K properties allow pets

  • Rentals with a pool

    9.5K properties have a pool

  • Rentals with dedicated workspaces

    10K properties have a dedicated workspace

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