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Cycladic house rentals in Pyrgos Kallistis

Find and book unique cycladic house rentals on Airbnb

Quick stats about cycladic house rentals in Pyrgos Kallistis

  • Total holiday rentals

    Explore 6,190 holiday rentals in Pyrgos Kallistis

  • Nightly prices starting at

    Pyrgos Kallistis holiday rentals start at $53 NZD per night before taxes and fees

  • Verified guest reviews

    Over 204,090 verified reviews to help you choose

  • Family-friendly holiday rentals

    3,180 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,600 rentals that welcome pets

  • Holiday rentals with a pool

    1,540 properties feature pools

  • Rentals with dedicated workspaces

    1,980 properties have a dedicated workspace

  • Wi-Fi availability

    6,000 of Pyrgos Kallistis holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Pyrgos Kallistis rentals

  • 4.9 Average rating

    Pyrgos Kallistis stays are highly rated by guests—averaging 4.9 out of 5!

  • Nearby attractions

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

Top-rated cycladic house rentals in Pyrgos Kallistis

Guests agree: These cycladic house rentals are highly rated for location, cleanliness and more.

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Top Guest favourite
A private swimming pool is surrounded by natural stone walls, reflecting a serene water surface. Nearby, a shaded outdoor seating area is furnished with chairs and a table, providing a comfortable space for relaxation. Soft lighting enhances the tranquil ambiance of the setting.
Apartment in Plintri

seaview suite/private pool/Mykonos/amallinisuites

39 m² luxurious suite+ 45 m² patio with private pool, outdoor Jacuzzi for 3, and panoramic sea view. Includes queen bed with anatomic mattress, goose-feather sofa (sleeps 1 more), full kitchen, 55” Smart SAMSUNG TV with free Netflix, and Bluetooth Hi-Fi SONY sound system . Large furnished terrace with outdoor dining and Cycladic flair. Enjoy full privacy, 5-star comfort, and concierge support. Ideal for couples or small families seeking a stylish, private and extraordinary unique Mykonos escape.

LocationValueKitchen

4.99 out of 5 average rating, 148 reviews
Guest favourite
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

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

FamilyValueNearby

4.95 out of 5 average rating, 416 reviews
Guest favourite
Cycladic home in Oia

Apanema Cavehouse by Otium Villas Santorini

Luxury Cave Villa in Oia | Private Jacuzzi | Caldera Views Experience a refined luxury retreat designed for space and serenity. Perched high on the Oia cliffs, this authentic cavehouse offers an airy, elevated perspective of the Caldera and Aegean Sea. Highlights: Ultimate Privacy: Unobstructed views from your private veranda. Leisure: Custom heated Jacuzzi & stylish lounge area. The Space: King-size master bedroom, spacious living area, and kitchenette. Historic charm meets modern calm.

ValueLocationWalkability

4.92 out of 5 average rating, 243 reviews
Top Guest favourite
A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.
Villa in Merovígli

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

ValueLocationBathroom

4.99 out of 5 average rating, 176 reviews
Guest favourite
An inviting private Jacuzzi is surrounded by smooth white walls, creating a tranquil atmosphere. Sunlight reflects off the water, while a tall cactus adds a touch of greenery. Stone seating offers a comfortable space for relaxation, completing this serene outdoor setting.
Cycladic home in Pyrgos Kallistis

Deluxe Two Bedroom Villa with private Jacuzzi

As seen in the Michelin Guide Embrace Authentic Elegance in Timeless Pyrgos: A Luxury Haven of Tradition, Slow Living, and Heritage Discover a resplendent abode in the heart of Pyrgos village, where the allure of tradition meets modern luxury. Immerse yourself in slow living amidst the captivating heritage, embracing the art of savoring each moment. Experience authentic elegance in our haven of tranquility, where the past whispers its secrets and the present promises cherished memories.

ValueLocationBathroom

4.96 out of 5 average rating, 102 reviews
Guest favourite
A Greek Fisherman's House is depicted, featuring a white exterior with a red-tiled roof and three sets of blue windows, facing the beach. The surrounding area includes lush greenery, and additional buildings can be seen in the background against a clear blue sky.
Tiny home in Gytheio

Authentic Greek Fisherman's House 1 - Summer Love

This house has a full fridge and a private balcony, no guests pass through your balcony. Please also check "Love House" and "Love Nest" Houses for availability. House is on the beach. This place is good for couples, solo adventurers, LGBTQ+ firiendly, business travelers and pet firendly. You will wake, eat, live, sleep, dream on the beach! Place is unique, it is like living on a Yacht with the luxury of a house. Now it is divided in three separate houses, sharing the same beach.

ValueFamilySleep quality

4.92 out of 5 average rating, 143 reviews
Top Guest favourite
A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.
Villa in Vourvoulos

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

LocationFamilyQuiet

4.92 out of 5 average rating, 178 reviews
Top 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

Delilah Villa with outdoor swimming pool

Delilah Villa can accommodate 5 people, has 2 bedrooms with a double bed, and a sofa in the living room. It has a special decoration and a large bathroom with a shower. Its terrace is very large with great views, a private pool, a seating area and sun loungers. Right in front of the villa there is a private parking lot. Quiet neighborhood with privacy and great views. It is also close to Pyrgos Square, just 200 meters away, where the market, restaurants and cafes are located.

LocationValueAmenities

4.94 out of 5 average rating, 231 reviews
Guest favourite
A person is seated on a terrace overlooking a vibrant sunset. The view includes distant hills and the sea, while a rustic table holds a variety of fresh fruits. A glass holds a drink, reflecting the warm colors of the sunset.
Dome in Pyrgos Kallistis

Calliope's Villa with jacuzzi

Calliope's villa, featuring a jacuzzi and stunning sea views, is located in the charming village of Pyrgos, just 100 meters from the main square, where you'll find restaurants and supermarkets. Santorini's city center (Fira) is only a 10-minute drive away (5 kilometers). This fully equipped, two-story house is ideal for families and groups of friends, offering 3 bedrooms, 2 living rooms, 2 bathrooms, 2 kitchens, a relaxing jacuzzi and a magical view from the upper floor.

LocationValueIndoor spaces

4.92 out of 5 average rating, 191 reviews
Guest favourite
Villa in Plaka

Sunset Mansion

Where history meets modern design… Welcome to our “Sunset Mansion”. This is a fully renovated luxurious contemporary house of the 1840s, previously owned by nobles of the traditional settlement of Plaka. High ceilings, very ample spaces,, a veranda offering a unique sunset view and a design which combines simplicity and luxury are some of the key aspects characterizing this special house. We can welcome up to eight guests, each one featuring its own private bathroom.

LocationValueGetting around

4.93 out of 5 average rating, 144 reviews
Top Guest favourite
A private terrace features a refreshing plunge pool surrounded by whitewashed walls and wooden lounge chairs. Plush pillows are arranged on a nearby seating area, while the iconic blue domes of Oia are visible against the clear sky, overlooking the expansive sea.
Guest suite in Oia

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 additionally features a private outdoor plunge pool. The view from its terrace is stunning, featuring 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 approximately 23 km.

ValueLocationCheck-in

4.98 out of 5 average rating, 241 reviews
Top Guest favourite
Guest suite in Pyrgos Kallistis

Luxury Suite| Private Infinity Pool & Volcano View

Enjoy complimentary breakfast delivered to your suite every morning. Relax by your private infinity pool, exclusively reserved for your stay, while admiring breathtaking panoramic views of the volcano, the Aegean Sea and Santorini. Due to the open caldera hillside setting ,the pool area may be visible from some surrounding outdoor areas due to the open caldera setting. Perfect for couples seeking tranquility, comfort and unforgettable sunsets.

LocationValueCleanliness

4.89 out of 5 average rating, 206 reviews

Popular amenities for Pyrgos Kallistis cycladic house rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-Friendly cycladic house rentals

Top Guest favourite
A wooden table is set outdoors, featuring a glass pitcher filled with water and several glasses. A small dessert on a decorative tray is also displayed. Two white chairs complement the arrangement, surrounded by natural stone flooring and greenery.
Home in Spetses

Theros Guesthouse Spetses

ValueFamilyComfort

4.97 out of 5 average rating, 179 reviews
Top Guest favourite
The image displays a coastal property situated alongside tranquil waters. The building features a combination of blue and white hues, with multiple levels visible against a rocky hillside. Clear blue skies reflect on the water's surface, contributing to a serene coastal ambiance.
Cycladic home in Cherronisos

Dream Sea Moschou #1

LocationFamilyView

4.99 out of 5 average rating, 100 reviews
Top Guest favourite
A dining set with a glass table and two chairs is positioned on a patio, offering a view of the bay and surrounding hills. Sailboats can be seen in the calm water, while white-washed buildings line the waterfront.
Cycladic home in Sifnos

Thodoris Home,Kamares

LocationFamilyLong stay

4.94 out of 5 average rating, 150 reviews
Top Guest favourite
An outdoor patio area features several red lounge chairs arranged around a circular stone wall. A clear blue sky and distant sea views create a tranquil backdrop. The ground is finished with smooth concrete, enhancing the spaciousness of the setting.
Cycladic home in Milos

Calimeren

FamilyLocationAir conditioning

4.99 out of 5 average rating, 143 reviews
Top Guest favourite
A private terrace overlooks the caldera, featuring a round table and two wooden lounge chairs. The minimalist white surface contrasts with the blue sea and sky, enhancing the serene view of distant islands and a passing boat.
Cycladic home in Oia

Unique Architecture, the Sculptor's by Cycladica

FamilyLocationCheck-in

4.97 out of 5 average rating, 473 reviews
Top Guest favourite
A panoramic view captures the deep blue sea contrasting with the rugged cliff, dotted with white buildings and blue-domed roofs. A cruise ship glides smoothly across the water, while the picturesque landscape of the caldera extends toward the horizon.
Home in Oia

VILLA MATILDE-VOLCANO VIEW

ValueFamilyQuiet

4.93 out of 5 average rating, 419 reviews
Top Guest favourite
Two white loungers are positioned on a terrace, facing the Aegean Sea. A small table with a glass of white wine and a plate of fresh fruit sits nearby. A bright blue straw hat rests on one of the loungers, enhancing the coastal leisure atmosphere.
Cycladic home in Mandrakia

Traditional House by the sea

FamilyLocationBreakfast

4.98 out of 5 average rating, 130 reviews
Guest favourite
A sunny outdoor seating area features a round wooden table surrounded by folding chairs. Potted plants adorn the space, showcasing vibrant flowers. A sunhat and a book rest on the table, while a glass of red beverage adds a refreshing touch.
Cycladic home in Hydra

The Earth House ~ A Comfortable Island Cave Apt!

FamilyLocationHospitality

4.79 out of 5 average rating, 264 reviews

Cycladic house rentals with a patio

Guest favourite
Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

LocationParkingIndoor spaces

4.94 out of 5 average rating, 16 reviews
Top Guest favourite
An inviting infinity pool reflects the stunning blue of the Aegean Sea, with a scenic view of distant islands. A stylish hanging chair is suspended nearby, surrounded by potted flowers. The serene atmosphere is enhanced by the smooth stone and minimalistic design of the surrounding area.
Cycladic home in Psarroy

Villa Camelia 1 - Psarou - Private Pool & Jacuzzi

LocationFamilySleep quality

5.0 out of 5 average rating, 42 reviews
Top Guest favourite
A spacious terrace features stylish wooden sunbeds, offering uninterrupted views of the Aegean Sea. The rustic stone pillars and overhead wooden trellis enhance the outdoor setting, creating an inviting space for relaxation or gatherings.
Cycladic home in Artemón

Blue Calm Luxury Villa in Sifnos

FamilyLocationGetting around

4.98 out of 5 average rating, 61 reviews
Guest favourite
A serene view of the sea reflects sunlight under a clear blue sky. An infinity pool appears to blend into the horizon, creating a seamless connection with the water. Mountains are faintly visible in the background, enhancing the tranquil atmosphere.
Villa in Aegina

Villa Melandrina

FamilyLocationComfort

5.0 out of 5 average rating, 16 reviews
Top Guest favourite
A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.
Home in Merovígli

Aethria Villa in Imerovigli

ValueLocationIndoor spaces

4.95 out of 5 average rating, 39 reviews
Top Guest favourite
An outdoor balcony offers direct views of the serene sea and nearby hills. A small round table is set with two glasses and a bottle, accompanied by a sunhat and a green chair. The calming blue water complements the tranquil atmosphere.
Cycladic home in Katapola

Amorthea Sea View Apartments Sunrise Room

LocationCleanlinessBathroom

4.99 out of 5 average rating, 67 reviews
Guest favourite
The entrance to Katina's Atelier features a pair of elegant double doors with diamond-patterned glass. Lush orange flowers cascade from above, adding a vibrant touch to the white wall. A small decorative tree is placed beside the entry, enhancing the welcoming ambiance.
Cycladic home in Paros

Katina's Atelier

LocationFamilyCleanliness

5.0 out of 5 average rating, 22 reviews
Guest favourite
The white structure of the house is prominently set against a backdrop of vibrant blue water and clear skies. Olive trees and natural landscaping surround the property, creating a serene connection to nature and offering stunning views of the sea and distant landmasses.
Home in Nisi

Private Beach House Greece

FamilyLocationAccuracy

4.97 out of 5 average rating, 39 reviews

Cycladic house rentals with a washing machine and dryer

Top Guest favourite
The private terrace features a heated pool with crystal-clear water, overlooking a panoramic ocean view. Nearby, sun chairs are positioned to enjoy the scenery. Whitewashed walls and natural stone elements enhance the serene ambiance of the outdoor space.
Dome in Oia

Deluxe Villa with outdoor Jetted Tub & Sea View

ValueLocationHot tub

4.91 out of 5 average rating, 151 reviews
Guest favourite
An outdoor hot tub, filled with clear water, is positioned against a backdrop of the Aegean Sea and the picturesque Mykonos coastline at sunset. Soft hues of pink and orange fill the sky, reflecting on the water, enhancing the serene atmosphere.
Cycladic home in Mykonos

The Lovers Seaview Suite with Outdoor Hot Tub

ValueFamilyCondition

4.95 out of 5 average rating, 158 reviews
Guest favourite
A light-filled living area features large open windows providing views of the ocean. A minimalist sofa offers ample seating, complemented by natural wooden accents in the ceiling. A simple wooden desk with a chair is situated against the wall, enhancing the modern design.
Apartment in Fira

Airth Suite (jacuzzi and sunset view)

LocationFamilyHiking

4.95 out of 5 average rating, 114 reviews
Guest favourite
A serene view of a calm sea under a clear blue sky is captured. The water appears still, reflecting the sky’s hues. Rocky shores define the landscape, while gentle waves lap against the stones, creating a peaceful coastal ambiance.
Home in Naxos

Seaside House At The Town Of Naxos

ValueFamilySleep quality

4.75 out of 5 average rating, 107 reviews
Top Guest favourite
A private outdoor veranda is presented, featuring a hanging chair and a small dining table surrounded by lush greenery. The modern design is highlighted by subtle lighting that enhances the ambiance, while a decorative wall adds privacy.
Apartment in Pera Triovasalos

Margaret's Unique Apartment

LocationFamilyGetting around

4.99 out of 5 average rating, 104 reviews
Top Guest favourite
A spacious living area features a large blue sectional sofa adorned with yellow cushions, accompanied by a wooden coffee table. A handmade stone fireplace is visible in the corner, and warm light fixtures hang from the ceiling. A television and decor elements enhance the welcoming atmosphere.
Apartment in Naxos

Best Friends & Fam apt,Town of Naxos,by NaxosVibe

FamilyLocationLayout

4.99 out of 5 average rating, 113 reviews
Guest favourite
A charming outdoor courtyard is featured, hosting a large table surrounded by chairs with pink accents. The area is filled with decorative plants and a backdrop of white walls and blue doors. Sunlight is gently filtered through a large canopy overhead.
Cycladic home in Foinikiá

Villa Florina

ValueFamilyBarbecue

4.9 out of 5 average rating, 262 reviews
Top Guest favourite
Cycladic home in Paros

Sunset Studio Paros

LocationValueView

4.98 out of 5 average rating, 293 reviews

When is the best time to visit Pyrgos Kallistis?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$411 NZD$400 NZD$333 NZD$307 NZD$319 NZD$365 NZD$439 NZD$481 NZD$349 NZD$291 NZD$319 NZD$370 NZD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

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