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Holiday houses in Sikinos

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Top-rated holiday rentals in Sikinos

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

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Top 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
4.95 out of 5 average rating, 398 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

Top Guest favourite
A private terrace features a small jacuzzi with panoramic views of the sea. A sunbed with a cushion is positioned beside a small wooden table, inviting relaxation. Two simple chairs are placed nearby, enhancing the tranquil outdoor space against the clear blue sky.
Cycladic home in Imerovigli
5 out of 5 average rating, 138 reviews

Cave House with Private Heated Jacuzzi

Perched on the cliff-side nearly 400 meters above the sea. Ikia Kriton is tradition Cave House with Private Jacuzzi in Imerovigli village blessed with breathtaking views of Caldera and ideally placed to discover the whole island.Totally renovated in 2021 from an old town house,the elegant minimalist building fully embraced local architecture and traditional features whilst tastefully combining local handcrafted furniture with modern flourishes and offers abundant space to relax indoor-outdoor.

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 Imerovigli
4.99 out of 5 average rating, 166 reviews

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.

Top Guest favourite
A private infinity pool reflects clear blue skies, bordered by a spacious terrace. Sun loungers are arranged nearby, offering a view of the mountains and the sea. The landscape features lush greenery and terraced hills, creating a serene outdoor atmosphere.
Cycladic home in Pyrgos Kallistis
4.95 out of 5 average rating, 265 reviews

Andromaches Villa with private pool

Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Superhost
A bright living space is highlighted by open windows, allowing natural light and a sea view to enter. The room features a simple coffee table in the center and a colorful area rug on the tiled floor, with light curtains framing the window.
Home in Folegandros
4.84 out of 5 average rating, 148 reviews

The miller's house

The miller's house is a 20 minute walk far from Chora, the main village of Folegandros. Its location is really special as it is among the old, traditional windmills of the island in a secluded and private spot. What makes the residence ideal is the fact that it is built right on the cliff, overlooking the endless blue of the Aegean Sea! The house can accommodate from 1 to 3 persons in a large and comfortable space offering all the necessary amenities for short or longer stays.

Top Guest favourite
A serene outdoor terrace features a stone table set for two, accompanied by comfortable seating. Candles provide a soft glow at dusk, with a view of a cliffside village and the deep blue Aegean Sea in the background. The evening sky transitions to a twilight hue.
Castle in Folegandros
4.94 out of 5 average rating, 109 reviews

Folegandros-Cliffhouse

Where History Meets the Edge of the Aegean Perched on the dramatic cliffs of Castro, this unique 800-year-old Venetian house offers breathtaking Aegean views from two magical sea-view verandas. Part of the original Venetian Castle in Chora, it combines centuries of history with an extraordinary cliffside setting. Located in the heart of the village yet wonderfully peaceful, the car-free Castro offers a rare blend of authenticity, tranquility, and unforgettable island charm.

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
4.98 out of 5 average rating, 226 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 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.

Top Guest favourite
The historic manor house features pink stone walls, providing a rustic charm. Two blue-framed windows can be seen on the upper level, while a staircase leads to the entrance. Surrounding hills and a clear sky suggest a serene landscape.
Home in Kourounochori
5 out of 5 average rating, 53 reviews

Kambones 1615 Ηistoric Venetian home

Kambones 1615 is a lovingly restored historic home which has been in our family for centuries. Our Venetian ancestor Michel Sanudo married into our family in the year 1615, giving the house its current form, with the  balcony doors overlooking a valley with ancient olive groves . The old furniture has been restored and every beautiful feature has been preserved. The thick stone walls make it cool in summer and warm off season . We are certified by Ecotourism Greece .

Top Guest favourite
An open corridor features a sleek bar area with high stools and light-colored surfaces. Large windows align on one side, allowing views of the sea. Bright white walls and a modern aesthetic create a clean, airy atmosphere.
Cycladic home in Paros
4.95 out of 5 average rating, 41 reviews

The Beach Cave 50 steps from the beach

Just 5 minutes on foot from the port, this fully renovated apartment offers modern comfort in a prime location. Everything is brand new — from the kitchen and bathroom to the furniture and decor. Ideal for travelers coming or going by ferry, the space includes Wi-Fi, Washer-Dryer , A/C and a fully equipped kitchen. Shops, cafes, and transport are all nearby. Perfect for a short stay or a few relaxing days by the sea.

Top Guest favourite
Cycladic home in Oia
5 out of 5 average rating, 42 reviews

Ether luxury suite with amazing heated jacuzzi

Welcome to Èther suite, where the soul of Santorini meets the poetry of the Aegean sky. Tucked into the whitewashed cliffs of Oia, our dreamy suite invite you to drift into a world of calm, beauty, and light. Every corner is bathed in Cycladic elegance, curved lines, soft textures, and a sense of serenity that feels timeless. A perfect place for couples and honeymooners!

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, 292 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.

Superhost
A bright room features a twin-sized wooden daybed with blue bedding and neatly rolled towels. A small wooden table sits nearby, accompanied by a large lamp with a simple shade. A window with blue shutters allows natural light to illuminate the space, enhancing the serene atmosphere.
Cycladic home in Alopronia
5 out of 5 average rating, 4 reviews

Traditional Seafront Family House

Overlooking the Aegean Sea, this traditional Cycladic home offers a serene escape on the island of Sikinos. Just a 10-minute walk from local amenities and a 5-minute drive from the port, this sun-drenched retreat comfortably accommodates 2-4 guests. Enjoy breathtaking sea views from every corner and relax in the warmth of traditional architecture.

Popular amenities for Sikinos holiday rentals

  1. Airbnb
  2. Greece
  3. Sikinos