Vacation rentals in Sikinos

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Top-rated vacation rentals in Sikinos

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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 homes in Oia
4.95 out of 5 average rating, 408 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 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 Imerovigli
4.99 out of 5 average rating, 173 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.

Guest favourite
A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.
Guest suite in Pyrgos Kallistis
4.96 out of 5 average rating, 200 reviews

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

Top guest favourite
A private jacuzzi is situated under a wooden pergola, allowing for relaxation while enjoying unobstructed views of the sea. Nearby, a dining area features a wooden table and chairs, surrounded by greenery and outdoor decor. Gentle waves and the coastline are visible in the background.
Home in Plaka
4.84 out of 5 average rating, 122 reviews

Zoe Junior Apartment

Villa Caterina is one house 50 m2 with spectacular view. It can accommodate 4 to 6 people. Entering by its private entrance to the enormous terrace of the villa that you enjoy your lunch/dinner by watching sunsets and sunrises. It is fully equipped has a spacious living room / sitting area that also has 2 single beds, a new kitchen with all appliances feels like home. There is also Master bedroom and a bathroom. It can be given with a guest room that can accommodate a 2 people.

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 homes in Fira
4.99 out of 5 average rating, 110 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 tranquil outdoor jacuzzi is visible, with a view of iconic blue-domed structures nearby. The sun casts a warm glow, reflecting on the water. The serene ambiance is enhanced by the surrounding landscape, suggesting a peaceful retreat in a picturesque setting.
Cycladic homes in Oia
4.99 out of 5 average rating, 177 reviews

Santo Blue Horizon Villa | Jacuzzi | Caldera View

This unique villa is located in the heart of Oia in an excellent position and has stunning views. The famous Three Domes just in front of villa with panoramic view overlooking the santorinian caldera and the aegean sea, have magnetized visitors and photographers from all over the world, making it, the most popular spot in Santorini. The villa is in perfect harmony with the natural surroundings of the area and follows the principles of traditional Cycladic architecture.

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, 234 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
A private terrace offers a view of the shimmering Aegean Sea, framed by the surrounding caldera cliffs. A plunge pool in inviting turquoise reflects the clear sky. Two elegant flutes stand beside a bowl of fresh fruit, inviting relaxation and enjoyment.
Cave in Oia
4.99 out of 5 average rating, 170 reviews

Cave Villa With Heated Plunge Pool & Caldera View

A traditional cave villa with modern touches that can accomodate up to four people with spacious veranda and breathtaking caldera views. Lathouri Cave Villa is perched on the famous caldera cliffside overlooking the Aegean sea and the two volcanic islands Palia and Nea Kameni. The traditional cycladic architecture along with the unique scenery makes it the perfect choice for those who want to enjoy a relaxing vacation in the lap of luxury.

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 homes in Akrotiri
5 out of 5 average rating, 234 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, 154 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
A private terrace features wooden lounge chairs surrounding a hot tub, offering expansive views of the Aegean Sea and the volcanic islands at sunset. The tranquil atmosphere is enhanced by soft, pastel skies reflecting over the water.
Villa in Fira
4.98 out of 5 average rating, 188 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.

Guest favourite
A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.
Villa in Akrotiri
4.96 out of 5 average rating, 157 reviews

Serra | Caldera View suite with Private Pool & Tub

Our newly-built suites are providing a modern and luxury setting with the best view of the entire Caldera of Santorini (the cliffs, the volcano, Oia, Fira, etc.) where our guests will be pampered and feel like home thanks to the famous Greek hospitality. You can explore an unparalleled travel experience you would not miss for the world.

Popular amenities for Sikinos vacation rentals

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.