Cycladic house rentals in Pyrgos Kallistis

4.99 out of 5 average rating, 148 reviews

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.

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.

4.95 out of 5 average rating, 416 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

4.92 out of 5 average rating, 243 reviews

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.

4.99 out of 5 average rating, 177 reviews

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.

4.92 out of 5 average rating, 143 reviews

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.

4.92 out of 5 average rating, 178 reviews

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.

Cycladic home in Pyrgos Kallistis

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.

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.

4.94 out of 5 average rating, 232 reviews

4.92 out of 5 average rating, 191 reviews

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.

4.99 out of 5 average rating, 236 reviews

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

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, and the Ferry Port at approximately 23 km.

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.

4.89 out of 5 average rating, 206 reviews

Superhost

An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.

Cycladic home in Santorini

Bluewhite villa with heated private pool

Situated in the traditional village of Pyrgos Kallistis, the heart of Santorini island, my place offers a stunning panoramic view of sunrise and the Aegean Sea. The 130m² Villa features luxury, privacy, easy access and comfort in Cycladic style combined with modern design and decoration. Our new infinity pool is a must! Please note that the pool is functional only for the spring and summer season March 15- October 31st

4.83 out of 5 average rating, 117 reviews

Cycladic home in Pyrgos Kallistis

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.

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.

4.96 out of 5 average rating, 313 reviews

Popular amenities for Pyrgos Kallistis cycladic house rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Family-Friendly cycladic house rentals

Cycladic home in Cherronisos

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.

Dream Sea Moschou #1

4.99 out of 5 average rating, 100 reviews

4.97 out of 5 average rating, 179 reviews

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

4.93 out of 5 average rating, 419 reviews

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

4.99 out of 5 average rating, 143 reviews

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

4.94 out of 5 average rating, 150 reviews

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

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.

4.97 out of 5 average rating, 473 reviews

Unique Architecture, the Sculptor's by Cycladica

5.0 out of 5 average rating, 164 reviews

Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.

Villa in Oia

Loukia House

Cycladic home in Mandrakia

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.

Traditional House by the sea

4.98 out of 5 average rating, 130 reviews

Cycladic house rentals with a patio

4.94 out of 5 average rating, 16 reviews

Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

5.0 out of 5 average rating, 42 reviews

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

4.98 out of 5 average rating, 62 reviews

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

5.0 out of 5 average rating, 16 reviews

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

4.95 out of 5 average rating, 39 reviews

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

Cycladic home in Katapola

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.

Amorthea Sea View Apartments Sunrise Room

4.99 out of 5 average rating, 67 reviews

5.0 out of 5 average rating, 22 reviews

Cycladic home in Paros

Katina's Atelier

Superhost

A modern bungalow is showcased, featuring a spacious patio with wooden beams and comfortable outdoor seating. Surrounding elements include native vegetation and large rock formations, integrating the structure with its natural environment. The clean lines and light-colored facade enhance the tranquil atmosphere.

Bungalow in Kalafati

Saint Anna Bungalow Mykonos by Aura Homes

4.92 out of 5 average rating, 25 reviews

Cycladic house rentals with a washing machine and dryer

A tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.

4.99 out of 5 average rating, 180 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

4.91 out of 5 average rating, 151 reviews

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

4.95 out of 5 average rating, 158 reviews

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

4.95 out of 5 average rating, 115 reviews

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)

4.75 out of 5 average rating, 108 reviews

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

Apartment in Pera Triovasalos

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.

Margaret's Unique Apartment

4.99 out of 5 average rating, 104 reviews

4.98 out of 5 average rating, 293 reviews

Cycladic home in Paros

Sunset Studio Paros