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Cycladic house holiday rentals in Oia

Find and book unique cycladic home rentals on Airbnb

Top-rated cycladic home rentals in Oia

Guests agree: these cycladic home rentals are highly rated for location, cleanliness and more.

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Guest favourite
Cycladic home in Oia
4.95 out of 5 average rating, 337 reviews

Helianthus Honeymoon Hideaway House

Our Honeymoon House with Caldera View offers the perfect romantic escape in Santorini, with the graceful addition of a heated outdoor Jacuzzi (will be closed between 15/11-15/3) providing the ultimate sense of relaxation overlooking the majestic caldera and the infinite Aegean blue. In an ample space of 40m2 divided into two levels, it provides everything a couple may desire. It has been built in perfect alignment with the distinct Cycladic architecture and boasts unparalleled, absolute privacy

Guest favourite
An outdoor area features a private plunge pool with a built-in Jacuzzi, surrounded by stone accents and lush greenery. A shaded patio with wooden details provides space for relaxation. The whitewashed walls blend seamlessly with the natural landscape, creating a serene and inviting environment.
Earthen home in Emporio
4.96 out of 5 average rating, 111 reviews

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

Top guest favourite
A private heated pool is visible on a terrace overlooking the expansive blue sea, with distant islands on the horizon. Vibrant blue domes of nearby churches can be seen in the foreground, alongside a planter with pink flowers. Sunlight brightens the entire scene.
Cycladic home in Oia
4.95 out of 5 average rating, 393 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
The entrance of the house is illuminated at dusk, showcasing a welcoming white exterior and a set of stairs leading to the upper level. A cozy outdoor seating area is visible near the entrance, surrounded by a tranquil landscape.
Cycladic home in Fira
4.98 out of 5 average rating, 240 reviews

I-Sol

I-Sol is an isolated house in the center of the traditional village of Akrotiri! It has a two level outdoor! At the first level where is the entrance of the house you can relax on the dinning couch watching the caldera view! At the second level you will enjoy the sun and a 270 degrees view including the volcano relaxing at many choices such us the jacuzzi or the big sun beds or a couch or Acapulco style lounge chairs. Inside the house is a fully equipped kitchen , bathroom and two bedrooms!

Top guest favourite
A bright indoor cave pool is surrounded by white walls and arched windows. Sunlight filters through the openings, reflecting on the water's surface. The pool area offers a view of the iconic blue domes and outdoor seating, creating a serene and inviting space.
Guest suite in Oia
4.99 out of 5 average rating, 220 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 favourite
A private outdoor jacuzzi is featured, surrounded by white-washed walls and a clear blue sky. Two blue-domed structures rise in the background, providing a scenic view. The bubbling water of the jacuzzi creates a relaxing atmosphere, complemented by soft lounge seating nearby.
Cycladic home in Oia
4.99 out of 5 average rating, 164 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 view from the terrace features a custom-built hot tub with clear water, surrounded by whitewashed walls. In the background, a traditional blue-domed church tower stands prominently against a serene sea and sky, capturing the charm of the Oia landscape.
Cycladic home in Oia
4.96 out of 5 average rating, 247 reviews

Blue Dome Suite by Otium Villas Santorini

Luxury Cave Suite in Oia | Private Heated Jacuzzi | Sea & Caldera Views Wake up in a stylish cave suite carved from Santorini’s volcanic cliffs, just steps from Oia’s most iconic blue-domed churches and world-famous sunset spots. Designed for couples or small families who value modern comfort, traditional Cycladic charm, and panoramic views, Bluedome Suite at Otium Villas delivers a tranquil, unforgettable Santorini experience.

Guest favourite
An infinity pool gently merges with the shimmering caldera below, framed by an elegant archway. The water reflects a tranquil blue, inviting relaxation while offering sweeping views of the volcanic landscape that surrounds.
Cycladic home in Akrotiri
5 out of 5 average rating, 218 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
A spacious entrance leads to a private jacuzzi with glass walls, providing a clear view of the Aegean Sea beyond. A cozy seating area is visible on the balcony, enhancing the relaxing atmosphere of the suite.
Cave in Oia
4.94 out of 5 average rating, 162 reviews

Mystic suite with outdoor jacuzzi and caldera view

With the success of Kaleidoscope Cave Houses, Kaleidoscope Oia Suites soon followed. The Mystic Suite with hot tub and caldera view, carved into the unique caldera cliffs is a fully renovated suite which is located in Oia's center and very close to the famous BLUE DOMES of Oia with breathtaking views over the caldera, the volcano and the Aegean Sea. The other listing is the Blue Dome suite with private rooftop and jacuzzi.

Top guest favourite
Cycladic home in Oia
4.99 out of 5 average rating, 198 reviews

By the Mill, Caldera, Oia

100 sq meters of traditional cave house - 3 bedrooms and 3 bathrooms, spread over 3 levels of 100 square meters of private terraces and private plunge pool. At Oia's heart - incredible volcano, caldera & sunset views all year round. Easy access, and remarkable privacy, as well as daily housekeeping and plunge pool maintenance.... By the Mill is your dream Santorini home!

Top guest favourite
The spacious living area features arched ceilings with natural light filtering through multiple windows. A queen size bed is positioned near a textured wall, while a comfortable sofa is paired with a wooden coffee table displaying fresh fruit. Decorative mirrors and plants add subtle details.
Villa in Oia
5 out of 5 average rating, 152 reviews

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Top guest favourite
Cycladic home in Oia
4.96 out of 5 average rating, 237 reviews

Quiet White Studio

Quiet White Studio is a small but cosy studio in the village of Oia, hanging on the cliff of the caldera. It is located about 85 steps below Oia's main walking path, practically 4 minutes on foot from Oia's center. The studio is good for couples and solo adventurers.

Popular amenities for cycladic home rentals in Oia

When is the best time to visit Oia?

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Avg. price$381 SGD$392 SGD$333 SGD$296 SGD$378 SGD$450 SGD$433 SGD$442 SGD$415 SGD$309 SGD$239 SGD$373 SGD
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Quick stats about cycladic house rentals in Oia

  • Total holiday rentals

    Explore 150 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $77 SGD per night before taxes and fees

  • Verified guest reviews

    Over 13,830 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    150 of Oia holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Oia rentals

  • 4.9 Average rating

    Oia stays are highly rated by guests – averaging 4.9 out of 5!

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