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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, 401 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 jacuzzi is set against a backdrop of expansive sea views. Lounge chairs and a small table are positioned beside the jacuzzi, providing a space to relax. The clear blue sky enhances the tranquil atmosphere of the outdoor area.
Cycladic home in Fira
4.99 out of 5 average rating, 105 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.

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, 150 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.

Guest favourite
A heated mini pool is situated within a cave-style space, illuminated by soft light from surrounding fixtures. An archway frames a view of the sea, with calming turquoise water reflecting the gentle lighting, creating a relaxing environment.
Cycladic home in Fira
4.99 out of 5 average rating, 109 reviews

Revelis Canava

Revelis Canava is a beautiful cave style villa situated right in the center of Fira but still away from the crowed spots. In a spacious and cozy environment you will be able to relax and enjoy the island of Santorini. The terrace, with the lounge area and the heated mini pool, is the ideal spot to watch the spectacular view that the Caldera offers, fantastic sunset colors and relaxing scenery. The second bedroom which is a cave bed as well as the pool are ideal for children.

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, 229 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, 54 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
Cave in Fira
4.89 out of 5 average rating, 221 reviews

Mirabo Junior Suite with Caldera View

Mirabo Villa’s Junior Suite (maisonette style) in Firostefani is ideal for couples seeking privacy and relaxation, with a private balcony offering stunning sunset and volcano views. Ground floor: living room, large bathroom with shower, and a small corner with mini fridge, coffee machine, and kettle. Upper floor: double bedroom, small bathroom, and private balcony. Shared outdoor plunge pool available (not heated, up to 2 guests).

Top Guest favourite
An infinity pool with crystal-clear water reflects the serene sky, framed by a curved architectural feature. The pool seamlessly blends into the view of the caldera and volcanic islands, providing a tranquil setting for relaxation.
Cycladic home in Akrotiri
5 out of 5 average rating, 224 reviews

Anemos suite -Private infinity pool & patio

Anemos suite is located in Akrotiri overlooking the caldera and the volcanic islands . It is a suite with Private, Infinity heated Cave style plunge pool with Jet system and private patio. There is a king size bed that can accommodate two person. Daily breakfast is included and served in your suite . There is a cleaning service included. Inform us about your arrival details in advance , we can arrange a taxi/transfer for you.

Guest favourite
Place to stay in Imerovigli
4.95 out of 5 average rating, 147 reviews

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

Welcome to the world of Esmi Suites in Imerovigli , Santorini. If you are truly indulgent getaway where you can unwind and rejuvenate in style , Esmi Suites is the epitome of relaxation and bliss . Nestled in the picturesque village of Imerovigli , perched on the volcanic cliffs overlooking the Aegean Sea . Our Suites offer unique and unforgettable experience for discerning travelers seeking a slice of paradise.

Top Guest favourite
Cycladic home in Oia
5 out of 5 average rating, 43 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!

Top 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, 296 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

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Sikinos

Guest favourite
A serene outdoor terrace features a wooden dining table set against a backdrop of the sparkling blue sea and nearby boats. Soft sunlight bathes the area, illuminating the white walls and thatched overhead covering, creating a calm and inviting space for relaxation.
Cycladic home in Alopronia
4.93 out of 5 average rating, 27 reviews

Traditional Cycladic House

Guest favourite
A spacious outdoor terrace is presented with a rustic wooden table and two chairs. A built-in bench, adorned with colorful striped cushions, offers additional seating. The smooth surfaces and clean lines of the white walls create an inviting atmosphere for relaxation.
Home in Sikinos
4.95 out of 5 average rating, 21 reviews

Sikinos traditional house in Kastro

Top Guest favourite
A private terrace features wooden railings and stone seating, overlooking the expansive sea and rugged cliffside landscape. The distance reveals a striking white structure atop the mountain, while the sky is filled with soft clouds and bright sunlight.
Cycladic home in Folegandros
4.99 out of 5 average rating, 75 reviews

Alosanthos Private Residence

Guest favourite
An outdoor terrace features sun loungers arranged beside a small pool, framed by natural stone walls and lush greenery. A shaded area is provided by an overhanging roof, and decorative plants add a touch of color. The inviting space is designed for relaxation.
Cycladic home in Karavostasis
4.98 out of 5 average rating, 41 reviews

Maistros - Mikros Vorias Folegandros

Guest favourite
A serene outdoor seating area is visible through a window, featuring two wooden chairs positioned toward the expansive sea view. The landscape is characterized by gentle hills leading down to the ocean, with distant islands visible on the horizon.
Cycladic home in Folegandros
4.91 out of 5 average rating, 32 reviews

Pétra (MYLOI Folegandros Studios)

A traditional whitewashed structure is showcased, featuring a spacious outdoor terrace supported by white wooden beams. The clear blue sky provides a bright backdrop, highlighting the simplicity of Cycladic architecture. Various plants are visible along the edges, contributing to the serene atmosphere.
Cycladic home in Fira
4.83 out of 5 average rating, 12 reviews

Sigalas house, Sikinos island

Guest favourite
An inviting heated cave swimming pool features smooth white walls and bright blue water, with a metallic ladder providing access. Natural light filters through the archway above, creating a serene atmosphere within the private space.
Cycladic home in Oia
4.89 out of 5 average rating, 63 reviews

Exclusive Villa with Outdoor Heated Pool

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

Heliopetra Punta Ios - Katikia Kallitsi

Frequently Asked Questions

  • What are the best places to stay in Sikinos?

    Stay in the charming Chora area, known for traditional architecture and narrow streets, or near the port for easy access to seaside views. Neighborhoods around the village squares are often recommended for their quiet atmosphere and proximity to local amenities.

  • What are the best things to do in Sikinos with kids?

    Kids often enjoy swimming at sandy beaches, exploring castle ruins, and hiking gentle paths with scenic views. Family-friendly workshops featuring local crafts and attending community cultural events are also frequently suggested.

  • What are some of the best things to do in Sikinos?

    Explore the historic hilltop village, visit ancient ruins, and relax on quiet beaches surrounded by clear waters. Hiking paths, local wineries, and the chance to join seasonal festivals are frequently suggested activities.

  • How is the weather in Sikinos?

    Sikinos usually has warm, dry summer days and mild winters, typical of Aegean island climates. Breezy evenings are common, so a light jacket can be useful for sunset walks or outdoor dining.

  • When is the best time to visit Sikinos?

    Late spring through early fall is often recommended for pleasant temperatures and lively cultural gatherings in Sikinos. Quiet periods in other months appeal to those seeking a more tranquil experience amid the island’s scenery.

  • What are the best places to visit in Sikinos?

    The Church of Panagia Pantanassa, the ancient Episkopi Monument, and the picturesque Chora village are frequently suggested for visitors interested in history or local culture. Beaches around the island also invite relaxing by the water.

  • What are some hiking trails in Sikinos?

    Hiking trails in Sikinos connect historic villages, terraced hillsides, and coastal viewpoints. Paths leading to Episkopi Monument or chapels around the island are often recommended for scenic walks.

  • What are some family activities we can do in Sikinos?

    Families can enjoy swimming at quiet beaches, hiking trail routes through scenic landscapes, and sampling local foods at village tavernas. Join cultural events or visit the historical monuments for engaging learning experiences together.

  • What are some of the best day trip ideas from Sikinos?

    Day trips from Sikinos often include exploring nearby islands with distinct Cycladic architecture or visiting traditional markets in surrounding towns. Coastal boat excursions and visits to local vineyards are popular ways to experience the region.

  • Are there any pet friendly accommodations available in Sikinos?

    Some accommodations in Sikinos may welcome guests traveling with pets, though availability can vary. It is helpful to check individual listing details or reach out to hosts directly to learn more about pet policies.

  • What are some local tips for visiting Sikinos?

    Wear comfortable shoes for navigating hilly villages, and bring a sun hat for open island trails. Locals suggest trying seasonal produce and joining cultural festivities for a deeper understanding of Sikinos traditions.

  • What is Sikinos known for?

    Sikinos is known for its tranquil atmosphere, historic villages, and ancient monuments. The island has scenic beaches, locally rooted traditions, and a strong agricultural heritage reflected in its cuisine and festivals.

  • What are the best hidden gems to explore in Sikinos?

    Explore secluded beaches along Sikinos’s coastline, discover small chapels tucked into the hills, and wander lesser-known trails connecting terraced fields. Local workshops and vineyards around the villages are also often recommended for an authentic experience.

  • What are the best foods to try in Sikinos?

    Sikinos has locally rooted flavors such as grilled fish, hearty stews, and fresh salads made with island-grown produce. Cheese pies, olive oil, and seasonal sweets are frequently suggested for those wanting a taste of regional cuisine.

  • What should I bring for a trip to Sikinos?

    Bring comfortable walking shoes for village steps and trails, a light jacket for cooler evenings, and a sun hat or sunscreen for protection. Swimwear and a reusable water bottle are also frequently recommended for outdoor activities.

  • What is the nightlife in Sikinos like?

    Nightlife in Sikinos is relaxed, with locally run tavernas and bars welcoming guests around village squares or near the waterfront. Summer evenings may feature music gatherings and neighborhood festivities, creating a friendly, sociable atmosphere.

  • What are the most popular events or festivals in Sikinos?

    Sikinos has traditional festivals in summer, where music, dance, and local foods are enjoyed by both residents and visitors. Religious celebrations and cultural gatherings often draw people to village squares around mid and late summer.

  • Are there family friendly vacation rentals in Sikinos?

    Many vacation rentals in Sikinos are family friendly, particularly those in Chora and around the port. Homes often have features suitable for groups and easy access to local amenities, beach areas, and village squares.

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