
Holiday rentals in Sikinos
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Top-rated holiday 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.

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.

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.

Andromaches Villa with private pool
Μια πανέμορφη βίλα με παραδοσιακή και μοντέρνα αρχιτεκτονική, στο κέντρο του παραδοσιακού χωριού Πύργος Καλλιστής, με απόλυτη ιδιωτικότητα και ιδιωτικό χώρο στάθμευσης ακριβώς έξω από την βίλα. Μόλις 250μ από την κεντρική πλατεία του χωριού Πύργος, 5χλμ από τα Φηρά, 7χλμ από το διεθνές αεροδρόμιο της Σαντορίνης αεροδρόμιο και 5χλμ. από το λιμάνι. Ευρύχωρο υπνοδωμάτιο, καθιστικό, μπάνιο με ντους, wc, king size κρεβάτι, ιδιωτική βεράντα με καθιστικό και ιδιωτική πισίνα, με θέα στη θάλασσα.

Santorini blue, caldera views, private pool
Traditional Santorini cave house with famous blue dome churches, postcard perfect caldera views in the heart of Oia. next to main path.. Private plunge heated pool with panoramic views. Next to Island blue, Serenity &Eternity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities Other villas : Island blue, Eternity,Serenity,Captains blue, Secret garden, Sailing &Sky blue Flexible on pandemic related cancellations!

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.

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.

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).

Serra | Caldera View Suite, Private Pool & Hot Tub
Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.

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!

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.

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.)
Popular amenities for Sikinos holiday rentals
Other great holiday rentals in Sikinos

Traditional Seafront Family House

The big Mill - house above the sea.

Alosanthos Private Residence

Maistros - Mikros Vorias Folegandros

Ios Sea view apartment with pool 2B

Venue Villas-Afrodite

Aegean Balcony Studio | Sunrise Sea View

La Casita- Folegandros, Greece
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.
Destinations to explore
- Schoinoussa
- Anafi
- Plaka beach
- Agios Georgios Beach
- Aghia Anna beach
- Pollonia Beach
- Golden Beach, Paros
- Kimolos
- Nisí Síkinos
- Santa Maria
- Perívolos
- Mikri Vigla Beach
- Sarakíniko
- Temple of Demeter
- Hawaii Beach
- Kleftiko
- Alyko Beach
- Kolympethres Beach
- Temple of Apollon, Portara
- Amoudi Bay
- Ancient Thera
- Castle of Sifnos
- Apollonas Kouros
- Panagia Ekatontapyliani





