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Vacation rentals in Sikinos

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Top-rated vacation rentals in Sikinos

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

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Guest favorite
Place to stay in Merovígli
4.96 out of 5 average rating, 158 reviews

Esmi Suites 2 Private Outdoor Jacuzzi Sunset View

Both of our Suites are designed with a harmonious blend of traditional and modern architecture boasting queen size beds and fully equipped bathrooms. Immerse your self in warm bubbling waters while taking in panoramic views of the azure sea , the dramatic caldera cliffs and the breathtaking Santorini Sunset.The cozy and cycladic designed suites are thoughtfully appointed with modern amenities and traditional touches creating a harmonious blend of romance and luxury. Sunny verandas with plunge pool jacuzzi promise romantic and tranquil moments above breathtaking views of Caldera a while the open air aera is ideal for memorable moments in the Aegean breeze.

Superhost
Cycladic home in Koumpara
5.0 out of 5 average rating, 3 reviews

Ios Sea view apartment with pool 2B

Kick back and relax in this stylish space in Ios that has beautiful, panoramic sea, sunset view and a small swimming pool (sun heated only) It is only 5 minutes walking to Koubara beach or the famous Pathos club A 60 sq meters apt built in 2026 that has 1 Queen bed, 1 single bed, living room with sofa bed, kitchenette with espresso machine / sandwich maker Large Patio with pool (operates May to October) Shared Parking available within the complex of 4 suites Port , Ios town, shops are 3 km away

Top guest favorite
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, 79 reviews

Alosanthos Private Residence

Inside the medieval Kastro | The Alosanthos residence is built in the heart of the medieval settlement of the Chora, both at the center of the Folegandros Kastro (lit. castle) and uniquely situated on its steepest section With breathtaking views, the private residence Alosanthos is located in the heart of the Castle, the medieval settlement of Chora. It enjoys the privilege of a quiet neighborhood, while the picturesque center is within walking distance. Ideal for couples and families.

Top guest favorite
A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.
Cave in Red Beach
4.95 out of 5 average rating, 209 reviews

Cueva del Pescador

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Guest favorite
A spacious bedroom features a double bed with neutral bedding, accented by striped pillows. Wall decorations include woven sun-shaped pieces. Soft lighting is provided by pendant lamps on either side of the bed. An ensuite bathroom is visible through an open doorway.
Cycladic home in Chora
5.0 out of 5 average rating, 21 reviews

Cycladic Sand The House

Located in the heart of Ios Town, in a central yet quiet, picturesque alley, this house stands out for its atmospheric design and elegant Cycladic aesthetics. Its white arches, courtyard overlooking the blue-and-white bell tower, natural materials, and modern touches create a unique accommodation experience. Perfect for couples, families and groups of people who love authenticity. The ultimate tranquility combined with the unique energy of Ios offer you moments of true vacation bliss.

Superhost
A tranquil patio area features a wooden bench adorned with light blue and white cushions. A small table rests nearby, accompanied by a white cup, overlooking the expansive blue ocean and clear blue sky.
Cycladic home in Agios Georgios
4.7 out of 5 average rating, 43 reviews

La Casita- Folegandros, Greece

Situated on the most beautiful island in Greece- Folegandros. Within the small island directly on Agios Georgios beach lies La Casita one of the numbered places directly on the ocean. Quiet, secluded, and implausibly serene. La Casita has two beds with a bathroom, it has a kitchenette. Outside it has its own patio with a spectacular view of the ocean. 100% Solar Power. We sell out in summer please don’t message to negotiate pricing. GREY/BEACH HOUSE BOOKED SEPARATELY SEE BELOW

Top guest favorite
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 Municipality of Folegandros
4.95 out of 5 average rating, 114 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 favorite
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
4.99 out of 5 average rating, 234 reviews

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 favorite
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 Santorini
4.92 out of 5 average rating, 314 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.

Superhost
A shaded outdoor lounge area is highlighted by a wooden pergola, providing a view of the sea and coastline. Two loungers face a tranquil pool, while a red sofa with cushions offers additional seating. Surrounding stone walls enhance the secluded atmosphere.
Home in Naxos
4.81 out of 5 average rating, 183 reviews

Villa Katerina

Villa Katerina is a double floor house 62sq.At the first floor there is one living room with kitchen and two single beds .at the second floor there is one bedroom and one big bathroom.There is one big yard 100sq two balconies.The house has amazing sea view from all the floors .It can accommodate up to 4 persons.Also we have barque and hammock.The distance from the sea is 200 meters and the beaches is Placa beach Orkos beach and Mikrivigla Beach

Top guest favorite
A wooden gate opens towards a serene beach scene, with turquoise waters stretching into the distance. The sandy shore is visible, framed by a gently sloping hillside. A clay figurine can be seen atop a wall, adding a subtle artistic touch to the view.
Cycladic home
4.97 out of 5 average rating, 91 reviews

Xenia's Beach House, Vathi, Sifnos

A traditional 55m2 cycladic house that is right on the beach, at the beach of Athos Sifnos. It is suitable to accommodate up to 6 people and is fully equipped to make your stay relaxing and comfortable. Its biggest advantage is the direct access to the beach and the unlimited view from its two bedrooms and the yard. It is ideal for worry-free vacations for families with children as well as for couples seeking peace.

Top guest favorite
Cycladic home in Oia
5.0 out of 5 average rating, 56 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!

Popular amenities for Sikinos vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Sikinos

Guest favorite
A spacious living room features a light-toned stone wall complemented by a modern sectional sofa and a round coffee table. A flat-screen TV is mounted on a simple wall shelf containing decorative items and books. Natural light enters through windows, enhancing the serene ambiance.
Cycladic home in Mylopotas
4.94 out of 5 average rating, 52 reviews

Sea and Sun l

Guest favorite
A sunset view is captured over rolling hills, with vibrant rays illuminating the sky. A glass of drink rests on a tray in the foreground, accompanied by a candle. The composition showcases the natural beauty of the surrounding landscape.
Cycladic home in Municipality of Folegandros
4.91 out of 5 average rating, 58 reviews

Folegandros Tiny House

Guest favorite
A modern kitchen is presented with wooden cabinetry and a sleek black refrigerator. Natural light is let in through a window, highlighting the countertop space. A dining table is set for two with glassware and utensils, enhancing the functional atmosphere.
Cycladic home in Mantoudíou - Límnis - Agías Ánnas
4.97 out of 5 average rating, 33 reviews

Perigiali Family Apartment in Folegandros

Guest favorite
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 Nisí Síkinos
4.96 out of 5 average rating, 24 reviews

Sikinos traditional house in Kastro

A sunbed overlooks a coastal view, featuring calm waters and a scenic shoreline. White buildings dot the landscape, framed by gentle hills under a clear sky. A traditional clay pot is positioned beside the sunbed, adding to the terrace's welcoming feel.
Apartment in Alopronoia
4.92 out of 5 average rating, 25 reviews

SIKINOS, THE BEST VIEW AT THE 'PEARL OF CYCLADES'

Guest favorite
A view of whitewashed buildings nestled against the rocky landscape, highlighting the traditional architecture of Sikinos. The foreground displays textured stone formations, while the serene blue waters reflect the nearby boats anchored at the shore.
Cycladic home in Alopronoia
5.0 out of 5 average rating, 27 reviews

Beautiful seaside Private Villa

Guest favorite
Home in Karavostasis
5.0 out of 5 average rating, 6 reviews

Folegandros Villas Beachfront Double Room

A clear blue sea is seen in the foreground, with a small boat docked by the shore. The mountains rise in the background, dotted with white buildings that create a scenic coastal landscape under a bright blue sky.
Cycladic home in Alopronoia
4.78 out of 5 average rating, 41 reviews

Skoulou's House

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.