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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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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

Guest favorite
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, 64 reviews

Exclusive Villa with Outdoor Heated Pool

The villa is exquisitely located in the scenic village of Oia!! The interior fine art design of this superb cave two bedroom Pool Villa includes the ultimate value of space, flirting with the lights and shadows of ancient Greece. Dive into your own large heated outdoor cave swimming pool with hydro-massage and excite your senses. Walk into your balcony for enjoying the breathtaking views of Caldera, Aegean sea and unparalleled Santorini direct sunset. Discover the uniqueness of Santorini, Oia!!!

Top guest favorite
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
4.99 out of 5 average rating, 176 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 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
Villa in Pyrgos Kallistis
4.97 out of 5 average rating, 152 reviews

Martynou View Villas

Martynou View villas is a private property,located in Santorini Pyrgos village. Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

Top guest favorite
A modern studio layout features a spacious bed draped with flowing curtains. Soft lighting highlights the area, creating a warm ambiance. A small dining table and chairs are positioned beside a well-equipped kitchen, with a comfortable seating area featuring neutral tones in the foreground.
Cycladic home in Ano Meria
4.99 out of 5 average rating, 88 reviews

Aegean Balcony Studio | Sunrise Sea View

Welcome to Aegean Balcony Studio, a newly built retreat overlooking Folegandros and the surrounding Aegean islands. In the mornings, the sun rises right in front of your private terrace, creating a truly unforgettable start to the day. The studio combines contemporary design with authentic Cycladic architecture and features a fully equipped kitchen, modern bathroom and spacious sofa-bed, comfortably accommodating up to three guests. Free Wi-Fi and private parking are available.

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 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, 235 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.

Top guest favorite
A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.
Place to stay in Vothonas
4.96 out of 5 average rating, 298 reviews

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

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, 57 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 favorite
Two sun loungers are positioned by the edge of an infinity pool, overlooking a tranquil harbor at sunset. The warm colors of the sky reflect on the water, and distant hills provide a scenic backdrop.
Villa in Ios
5.0 out of 5 average rating, 50 reviews

Villa Mirabilis

Villa Mirabilis is a serene, design-forward villa carved into the hillside of Ios, offering peace, privacy, and unforgettable sunset views over the bay. This 90m² home features 2 ensuite bedrooms, a private pool, and a terrace for dining and relaxing. Just minutes from Chora — unwind in nature, and end each day with the sky on fire.

Popular amenities for Sikinos vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great vacation rentals in Sikinos

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 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

Guest favorite
A charming white-washed guesthouse stands in a vibrant village square. The exterior features green shutters, with a few trees providing shade. A stone-paved walkway leads to the entrance, while the clear blue sky looms above, enhancing the peaceful ambiance of the surroundings.
Cycladic home in Nisí Síkinos
5.0 out of 5 average rating, 5 reviews

Katoi

A serene sunset is captured over the horizon, illuminating the sky with soft hues of orange and pink. The sun sets gently over a tranquil sea, with terraced hills visible in the foreground, creating a harmonious natural landscape.
Home in Nisí Síkinos
4.88 out of 5 average rating, 26 reviews

Sikinos Summer house Amazing view Aegean balcony

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.