Family-friendly vacation rentals in Pyrgos Kallistis

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Top-rated family-friendly rentals in Pyrgos Kallistis

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Top guest favorite
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 favorite
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 favorite
A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.
Cycladic home in Oia
4.95 out of 5 average rating, 368 reviews

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Guest favorite
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 favorite
Aerial view of the Acropolis, showcasing the ancient ruins atop a rocky hill. The surrounding area features a blend of white-washed houses with terracotta roofs, nestled among green trees and olive groves, reflecting the historic charm of the Plaka neighborhood.
Home in Plaka
4.93 out of 5 average rating, 449 reviews

In the shadow of Acropolis-Breathtaking view

Το σπίτι βρίσκεται κυριολεκτικά στη σκιά της Ακρόπολης και ακριβώς κάτω από τον Ιερό βράχο. Τα Αναφιώτικα είναι μια από τις παλιότερες γειτονιές της Αθήνας και κρατά ακόμα το χρώμα και τον χαρακτήρα που είχε από παλιά. Είναι περιοχή αμιγούς κατοικίας. Στην ταράτσα του όποιος καθίσει έχει την ευκαιρία να δει την Αθήνα από το ψηλότερο δυνατό σημείο και να αισθανθεί την θετική ενέργεια του μέρους το οποίο όχι τυχαία επέλεξαν οι αρχαίοι Έλληνες για να φτιάξουν ένα από τα επτά θαύματα του κόσμου!

Top guest favorite
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 favorite
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.

Guest favorite
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, 130 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.

Guest favorite
A window frames a distant view of the Acropolis, highlighting the Parthenon atop a rocky hill. In the foreground, a cozy seating area features a dark-colored sofa, complemented by a plant and bowls of fresh fruit on a table.
Condo in Monastiraki
4.96 out of 5 average rating, 132 reviews

Flat with Acropolis view in Athens heart

A rare flat offers a 270-degree unobstructed close-up view of the awe-inspiring Acropolis of Athens, the complete and magnificent Parthenon, a panoramic view of the entire city of Athens from Philopappos Hill, the Philopappos Monument, the best-preserved and earliest Temple of Hephaestus, the Agia Marina Church, and the National Observatory of Athens. The apartment enjoys abundant sunlight from 9:30 a.m. to 5:30 p.m., making the rooms feel very warm even in winter.

Guest favorite
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.

Top guest favorite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic home in Pyrgos Kallistis
4.96 out of 5 average rating, 283 reviews

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.

Top guest favorite
A serene outdoor space features a swimming pool surrounded by sun loungers and offers expansive views of the island and sea. The landscape includes distant hills and buildings, all under a clear sky, creating a peaceful atmosphere.
Apartment in Pyrgos Kallistis
4.97 out of 5 average rating, 108 reviews

AROMA CAVAS APARTMENT WITH STONE AND PERFECT VIEW

The stone-built apartments are located in Pyrgos-Santorini, with a spectacular view of Santorini. The apartments have a bedroom with a double bed, a living room with a sofa bed, a bathroom and a courtyard with views of the island. Within 5 minutes there are taverns, mini market, bus stop.

Popular amenities for Pyrgos Kallistis family-friendly rentals

Quick stats about vacation rentals that are family-friendly in Pyrgos Kallistis

  • Total rentals

    16K properties

  • Total number of reviews

    339K reviews

  • Pet-friendly rentals

    4.7K properties allow pets

  • Rentals with a pool

    5.8K properties have a pool

  • Rentals with dedicated workspaces

    5.6K properties have a dedicated workspace

  • Wifi availability

    16K properties include access to wifi

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