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Holiday rentals in Sikinos

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Top-rated holiday rentals in Sikinos

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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, 372 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 minimalist living area features a curved sofa adorned with decorative cushions. A round, concrete coffee table hosts fresh fruits. Soft, neutral tones are complemented by the gentle illumination from wall fixtures, while an archway leads to a softly-lit bathroom in the distance.
Flat in Oia
4.96 out of 5 average rating, 178 reviews

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

Top guest favourite
An outdoor space features two lounge chairs facing an infinity pool that overlooks the sea. Lush greenery surrounds the area, while a clear sky adds brightness to the scene. The pool reflects the serene blue of the water, creating a tranquil atmosphere.
Villa in Pyrgos Kallistis
4.99 out of 5 average rating, 116 reviews

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

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, 105 reviews

Folegandros-Cliffhouse

A historic Venetian house with sea view right in the heart of the Castro. The 800 year old house is located in the main village of the island “Chora “ and it is part of the Venetian Castle – called the Castro, located right on the edge of a high cliff, offering a breath-taking view of the Aegean from it’s two magic sea view verandas. An ideal place to stay as it is the heart of the Village – centrally located – and simultaneously a quite place to stay – as no cars can enter the Castro Area.

Guest favourite
The private veranda features a hand-paved stone floor, offering unobstructed views of the sea and caldera. Two deck chairs invite relaxation under the bright sky, alongside a small dining table with wooden chairs. The serene atmosphere highlights the natural beauty of the surroundings.
Cave in Oia
4.97 out of 5 average rating, 296 reviews

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

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, 216 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 Boutique Residences, and the Ferry Port at approximately 23 km.

Top guest favourite
The studio features a spacious sleeping area, highlighted by wooden beams and warm lighting. A comfortable bed is adorned with soft pillows and a light blanket. Arched cutouts create a sense of openness, while a sleek TV and decorative elements enhance the modern design.
Cycladic home in Naxos
4.98 out of 5 average rating, 133 reviews

Deluxe King Studio up to 4, Stoa

Built around the Cycladic arches called Camares, almost at the entrance of the Castle the studio is located in a well-known neighborhood that combines both the privacy and the vibrant life of restaurants wine bars and every kind of store. The studio features a king size bed, a sofa bed for 2, a kitchenette and a private bathroom as well as a private terrace overlooking the sea and the busy streets. The harbor, the beach and two public parking lots are also very close to the apartment.

Top guest favourite
A view of the Aegean Sea at sunset, with warm golden reflections on the water. A ferry boat moves across the calm sea, while distant rocky islets are silhouetted against the colorful sky, creating a serene coastal landscape.
Flat in Paros
4.99 out of 5 average rating, 123 reviews

Colours of the Aegean

Μπροστά από ένα βράχο !!!... στη μέση του Αιγαίου, παρέα με το απέραντο γαλάζιο και τα μαγικά Κυκλαδίτικα ηλιοβασιλέματα, στη θέση Αγία Ειρήνη στο αριστερό ακρωτήρι του λιμανιού της Πάρου σας περιμένει μια κατοικία, λουσμένη από το φως του μοναδικού αυτού Αρχιπελάγους. Looking out on to the “Black Rock”, set in the deep blue of the Aegean Sea and enjoying breathtaking Cycladic sunsets, a roomy house awaits you. It is located in Agia Irini , bathing in the sun of this unique island.

Guest favourite
An outdoor area features a private Jacuzzi surrounded by low seating and oversized cushions, positioned for scenic views of the caldera. The white structure blends harmoniously with the natural landscape, complemented by a shade sail that provides protection from the elements.
Cycladic home in Imerovigli
4.93 out of 5 average rating, 321 reviews

Pura Vida Cave House

When we acquired the Pura Vida Cave House it was a deserted Gem.. We immediately fell in love with the spot, on the top of a 300 meter cliff - nothing to block your sight but the end of the horizon. We put together a team to reconstruct it entirely, keeping the initial design of the house and blending it with modern touches and technology. The result is a Cycladic beauty, built into the rock, white as can be, to host a couple or a small family, in a fun and elegant environment!

Top guest favourite
An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.
Dome in Fira
4.93 out of 5 average rating, 264 reviews

FIRA WHITE RESIDENCE DELUXE VILLA

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

Guest favourite
An inviting private balcony features a cozy table and chairs, overlooking calm waters and moored boats. A jetted hot tub is positioned against the balcony edge, providing a relaxing view of the sunset across the horizon.
Flat in Agia Anna
4.88 out of 5 average rating, 128 reviews

Full Sea View, HotTub | Enosis Apartments Poseidon

Welcome to Flat Poseidon, part of Enosis Apartments, ideally located just steps away from the long sandy beach of Agia Anna. This bright studio offers a private balcony with a hot tub and a stunning panoramic sea view. Enjoy breathtaking sunsets, the refreshing Aegean breeze, and the island sunshine — all from the comfort of your own space. Designed in traditional Cycladic style, Flat Poseidon invites you to relax and feel the true spirit of Naxos.

Top guest favourite
A charming balcony is framed by blue railings, featuring a small round table and two wicker chairs. Potted plants adorn the space, adding a touch of greenery. A sign reading 'Memories of Naxos' is displayed on the ledge beneath the balcony.
Cycladic home in Naxos
4.99 out of 5 average rating, 194 reviews

Amathos

Amathos is an apartment in the heart Naxos town. It is super central, inside the old castle and just two minutes from the port of Naxos. It is suitable for up to two people. It is located in the first floor, inside the white alleys of Naxos town. It has a queen double bed, a bathroom and a balcony outside. We can't wait to meet you and show you the greek hospitality!

Popular amenities for Sikinos holiday rentals

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