Holiday houses in Pyrgos Kallistis

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Top-rated holiday rentals in Pyrgos Kallistis

Guests agree: these stays are highly rated for location, cleanliness and more.

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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 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
4.93 out of 5 average rating, 105 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 private outdoor plunge pool is accompanied by a series of whitewashed walls and steps leading upward. The scene features a bright blue dome visible in the background, framed by clear skies, with a ceramic pot placed nearby.
Guest suite in Oia
4.97 out of 5 average rating, 178 reviews

Suite with Outdoor Plunge Pool & 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. This suite features a private outdoor plunge pool. Its interior is a unique space with a double bed and a living room. It has stunning view to the caldera and the two iconic blue domes of Oia. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at about 23 km.

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 dining area is featured under a shaded pergola, with a wooden table surrounded by four light wooden chairs. The tranquil waterfront setting offers views of calm blue waters and nearby white structures, providing a serene backdrop for meals.
Cycladic home in Milos
4.98 out of 5 average rating, 118 reviews

Achinos By The Sea Milos

Did you spent your time working on stressing situations away from your family and friends? Do you feel like you need time away from the everyday routine? “Achinos By the Sea” is the place for you and your fellowship! Spend your vacation at this traditional Sirma (boat-house) and get in line with the sound of the sea and the waves. Let the pure north Aegean wind take away all your consideration!Take advantage of our Greek hospitality and let your self travel like the summer breeze!

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.

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

Top Guest favourite
An outdoor area features a private jacuzzi under a wooden pergola, surrounded by lush greenery and decorative elements. Soft curtains drape elegantly, while a lounging space with a swing chair is visible in the background, creating a serene retreat.
Cycladic home in Naousa
4.99 out of 5 average rating, 134 reviews

Aegis Royale Villa Private Property

Experience luxury and convenience at Aegis Royale Villa in Naoussa. This brand new accommodation offers a super king size bed, fully equipped kitchen, bathroom, satellite TV, free WiFi, and a private garden with an outdoor jacuzzi. Enjoy outdoor dining with a BBQ and relax in the lounging area. Just steps away from the bustling tourist area, bus station, and taxi stand. Indulge in comfort and create unforgettable memories at Aegis Royale Villa.

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.

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.

Popular amenities for Pyrgos Kallistis holiday rentals

When is the best time to visit Pyrgos Kallistis?

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Avg. price$184 AUD$175 AUD$176 AUD$196 AUD$203 AUD$239 AUD$293 AUD$321 AUD$241 AUD$184 AUD$164 AUD$169 AUD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Frequently Asked Questions

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

    Experience the best of Pyrgos Kallistis with our windmill rentals, starting at about $90 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 loft rentals in Pyrgos Kallistis have wifi?

    Absolutely! We offer over 70 loft rentals with wifi in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

  • Do farmstay rentals in Pyrgos Kallistis have air conditioning?

    Absolutely! We offer over 60 farmstay rentals with air conditioning in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

  • Do cottage rentals in Pyrgos Kallistis have free parking?

    Absolutely! We offer over 420 cottage rentals with free parking in Pyrgos Kallistis. Enjoy a tailored experience with all the comforts you desire.

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

    Enhance your stay in our Loft Rentals with the most popular amenities: over 50 homes with a kitchen, over 70 homes with wifi, over 30 homes with free parking, over 70 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do cave rentals in Pyrgos Kallistis have a kitchen?

    Absolutely! We offer over 120 cave 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 35,790 holiday rentals in Pyrgos Kallistis

  • Verified guest reviews

    Over 889,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    16,170 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 8,730 rentals that welcome pets

  • Holiday rentals with a pool

    9,510 properties feature pools

  • Rentals with dedicated workspaces

    10,330 properties have a dedicated workspace

  • Wi-Fi availability

    34,410 of Pyrgos Kallistis holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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