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, 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

Guest favourite
The serene coastline features clear turquoise waters gently lapping against rocky shorelines and sandy patches. A few white buildings are nestled along the waterfront, providing a harmonious blend with the natural landscape. The backdrop includes rugged hills and distant islands under a clear blue sky.
Cycladic home in Milos
4.94 out of 5 average rating, 301 reviews

The Cove | Beach House (Upper)

Escape to serenity with the soothing sounds of waves and the elegant ballet of boats, a legacy crafted by our family's mariner ancestors in the late 19th century. Nestled less than 10 steps from the water, the house rests in perfect harmony with nature and provides an ideal spot to unwind and relax. 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.
Serviced 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
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, 207 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.

Top 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, 124 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.

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.
Serviced 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.Greek breakfast (only from local fresh products) is served every morning.

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.

Guest favourite
A view of clear blue waters and rocky shoreline is captured. A patio area with modern chairs and a wooden table overlooks the sea, while natural stone walls and tiled roofing reflect the coastal environment. Lush green hills are visible in the background.
Tiny home in Lakonia
4.96 out of 5 average rating, 140 reviews

Almi Guesthouse: a tiny gem, literally on the sea

Welcome to Almi Guesthouse, a tiny jem, literally on the sea. The guesthouse consists of a single open space with a traditional dome ceiling and a bathroom, a total of 18sqm. Outside there is a paved little yard which leads to the edge of the rocks. The building was reconstructed in 2019 and it is located on the underside of the road that connects the Bridge with the gates of the Castle, near Kourkoula, a natural pool.

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 peaceful village with a great local vibe, you’re moments from sunset bars and tavernas yet tucked away in your own private cave house with a jacuzzi and sky all to yourself. Authentic. Private. Perfectly placed.

Top guest favourite
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, 285 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 favourite
An outdoor area features a tranquil swimming pool with a calm surface reflecting the colors of the sunset. Lounge chairs are arranged around the pool, offering scenic views of the landscape and distant hills. Soft pastel hues of dusk create a serene atmosphere.
Flat in Santorini
4.95 out of 5 average rating, 225 reviews

AROMA CAVAS APARMENT WITH PANORAMIC 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 holiday rentals

When is the best time to visit Pyrgos Kallistis?

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Avg. price$158 SGD$151 SGD$152 SGD$169 SGD$175 SGD$206 SGD$253 SGD$277 SGD$207 SGD$158 SGD$142 SGD$146 SGD
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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    33,090 of Pyrgos Kallistis holiday rentals include wifi 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