
Vacation rentals in Sikinos
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Top-rated vacation rentals in Sikinos
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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.
4.96 out of 5 average rating, 161 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
4.95 out of 5 average rating, 415 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.
4.99 out of 5 average rating, 176 reviews
Cueva de Olas
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!
4.91 out of 5 average rating, 182 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!
4.97 out of 5 average rating, 154 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.
4.85 out of 5 average rating, 157 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.
4.99 out of 5 average rating, 236 reviews
Honeymoon Suite with Caldera View and Hot Tub
Honeymoon Suite belongs to Symphony suites which is a complex located in village Pyrgos and only 10 minutes driving distance away from the center, Fira. This particular suite is ideal for couples who want to visit Santorini and have moments of relaxation with a view to the volcano and the sea. -Free Breakfast is included -A tax is imposed by the city and collected at the property. 2€ per accommodation, per night -Children age under 12 years old are not allowed.
4.95 out of 5 average rating, 102 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.
4.96 out of 5 average rating, 299 reviews
Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)
Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.
4.99 out of 5 average rating, 200 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!
5.0 out of 5 average rating, 58 reviews
Maistros (MYLOI Folegandros Studios)
A peaceful house with a wonderful sea view, located between three old windmills at the edge of a cliff (During periods of strong winds on the island, there may be brief interruptions to electricity or Wi-Fi. These are usually resolved very quickly so you can continue enjoying your stay without worry.)
5.0 out of 5 average rating, 94 reviewsPopular amenities for Sikinos vacation rentals
Other great vacation rentals in Sikinos

Maistros - Mikros Vorias Folegandros
4.98 out of 5 average rating, 46 reviews
Aegean Balcony Studio | Sunrise Sea View
4.99 out of 5 average rating, 88 reviews
Alosanthos Private Residence
4.99 out of 5 average rating, 80 reviews
La Casita- Folegandros, Greece
4.7 out of 5 average rating, 43 reviews
Our Little Boathouse ...in Sifnos
5.0 out of 5 average rating, 52 reviews
Perigiali Family Apartment in Folegandros
4.97 out of 5 average rating, 33 reviews
Venue Villas-Afrodite
5.0 out of 5 average rating, 10 reviews
Psarona Hospitality Big
5.0 out of 5 average rating, 76 reviewsFrequently 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.
Destinations to explore
- Schoinoussa
- Anafi
- Plaka beach
- Aghia Anna beach
- Agios Georgios Beach
- Pollonia Beach
- Golden Beach, Paros
- Kimolos
- Nisí Síkinos
- Santa Maria
- Mikri Vigla Beach
- Perívolos
- Temple of Demeter
- Sarakíniko
- Hawaii Beach
- Alyko Beach
- Kleftiko
- Castle of Sifnos
- Kolympethres Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Museum Of Prehistoric Thira
- Panagia Ekatontapyliani
- Ancient Thera





