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Cycladic house rentals in Oia

Find and book unique cycladic house rentals on Airbnb

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 $159 NZD per night before taxes and fees

  • Verified guest reviews

    Over 14,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Oia holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Oia rentals

  • 4.9 Average rating

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

Top-rated cycladic house rentals in Oia

Guests agree: These cycladic house rentals are highly rated for location, cleanliness and more.

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Guest favourite
A bright and airy living space features a round dining table with four chairs and a decorative plate at the center. Large windows allow natural light to fill the room, revealing views of the sea and sky beyond. A cozy sofa and modern television complete the setting.
Home in Oia

Divine View Collection

The Divine View Collection House(2-5 persons): Our new Private cave house is located in the beautiful village of Oia. It is renovated in 2017 and decorated by our interior designers with great taste and elegance, relaxing colours and romantic details. It has a double bedroom with an king size, built , double bed, and a loft with a double wooden bed , a large comfortable living room with one built sofa bed and a table with four chairs . There is an LCD cable TV, Wifi, a fully equipped kitchenette and a modern bathroom with a built shower place. The veranda has two built sofas and a traditional metal table where the guests can enjoy their breakfast and drinks. It has a breathtaking view to the Caldera, the Volcano, the Aegean Sea and the villages of Ia and Akrotiri. Furthermore it has stunning views to the sunset and the island of Thirassia . It is ideal for Honeymoon couples, but can also accommodate a group of 5 friends.

4.91 out of 5 average rating, 646 reviews
Guest favourite
An outdoor terrace features a private heated Jacuzzi and sun loungers, framed by traditional Cycladic architecture. Soft, neutral tones are complemented by gentle lighting. A wooden ladder leans against the wall, leading to the upper level, while distant white buildings create a scenic backdrop.
Cycladic home in Oia

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

4.95 out of 5 average rating, 361 reviews
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 home in Oia

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, 416 reviews
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 Merovígli

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, 177 reviews
Top Guest favourite
A private jacuzzi overlooks the Aegean Sea, with panoramic views of the coastline and cliffs in the distance. Comfortable seating is positioned nearby on a sunlit terrace, creating a serene environment to enjoy the sunset and surrounding natural beauty.
Cycladic home in Santorini

Anemi Lovers House - Sunset and Sea View

A place to let the rest the world slips away. The ideal intimate escape! Anemi Villas is a beautiful example of the traditional Cave and Sea Captain Houses of Santorini, carved in the rocks of the magnificent caldera with panoramic views of the Aegean Sea, the Caldera Views and the famous Sunset of Santorini, It gives you the feeling of walking into a living postcard! Offering exceptional concierge service, Anemi Villas can turn your Holidays into an unforgettable life time experience!

4.99 out of 5 average rating, 257 reviews
Guest favourite
A tranquil private jacuzzi provides a relaxing space for guests, framed by vibrant pink flowers. In the background, the caldera and sunset create a serene landscape, highlighting the scenic views of the surrounding hills and sea.
Apartment in Oia

Deluxe Suite with External Jacuzzi,Caldera View

Deluxe Suite of 30 sqm-extrenal private jacuzzi. It has a double built-in bed, bathroom with shower and all the comforts ensure quality living conditions.Has view of the caldera,sunset and the volcano is a reference point for each guest.The 3 Luxury suites of La Casa De Caldera are on the same level.The yard of La Casa De Caldera is divided by dividers,into 3 pieces,each piece corresponding to each suite and every suite includes private sunbeds, private jacuzzi,private umbrella.

4.88 out of 5 average rating, 121 reviews
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 home in Oia

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.

4.99 out of 5 average rating, 180 reviews
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

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.

4.98 out of 5 average rating, 241 reviews
Top Guest favourite
A modern villa is presented with a distinctive white dome roof, surrounded by greenery and blue sea views. A shaded patio features sun loungers beside a small swimming pool, providing a relaxing outdoor space. The bright blue doors complement the serene landscape.
Dome in Oia

MyBoZer Twins Odyssey Heated private pool

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa Odyssey can host couples, families or group of friends, offering all necessary amenities that will guarantee a relaxed, private holidays in the most beautiful place on earth, Santorini island! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends

4.98 out of 5 average rating, 193 reviews
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

Bluedome 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.

4.96 out of 5 average rating, 259 reviews
Top Guest favourite
The private terrace features a heated pool with crystal-clear water, overlooking a panoramic ocean view. Nearby, sun chairs are positioned to enjoy the scenery. Whitewashed walls and natural stone elements enhance the serene ambiance of the outdoor space.
Dome in Oia

Deluxe Villa with outdoor Jetted Tub & Sea View

Villa Paride is the luxury honeymoon suite, with private balcony and breath taking caldera-volcano view! Can accommodate till 2 persons. Totally renovated on 2019, with king size bed, new fully equipped kitchen, new bathroom with shower. Balcony with breath taking ocean-caldera-volcano view! Terrace with sun chairs, outdoor private heated pool / jet tube, umbrellas. FREE fast WI-FI

4.91 out of 5 average rating, 151 reviews
Top Guest favourite
Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.
Villa in Oia

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.

5.0 out of 5 average rating, 164 reviews

Popular amenities for Oia cycladic house rentals

KitchenWi-FiPoolFree parking on premisesAir conditioning

Family-Friendly cycladic house rentals

Top Guest favourite
A small white table is set on a balcony with a blue tablecloth and two glasses, overlooking a calm sea. A bottle of wine sits on the table, with views of distant islands visible under a clear sky.
Apartment in Oia

Blue Mirage

4.95 out of 5 average rating, 297 reviews
Top Guest favourite
A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.
Villa in Fira

Saints Apostles Villa with private pool

4.98 out of 5 average rating, 229 reviews
Superhost
A serene terrace features comfortable seating beside a clear hydromassage pool. The smooth surface of the water reflects the soft colors of the sky, while gentle waves can be seen lapping at the shoreline in the distance.
Cycladic home in Oia

Michelangelo Beach Villa with Sea View

4.89 out of 5 average rating, 182 reviews
Top Guest favourite
A scenic view is framed by an open window, showcasing the deep blue sea and distant boats. On the windowsill, a bottle of wine rests beside two glasses and a travel guide, hinting at a relaxing atmosphere and exploration.
Hotel room in Oia

mu perfect house with caldera sunset view

4.88 out of 5 average rating, 268 reviews
Top 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

Anemos suite -Private infinity pool & patio

5.0 out of 5 average rating, 242 reviews
Top Guest favourite
The private terrace features a dining table and reclining chairs, set against a backdrop of a golden sunset over the caldera. The expansive sea view includes distant hills and whitewashed buildings, creating a serene atmosphere for relaxation.
Cave

Soundscape - cave suite panoramic sea views

4.93 out of 5 average rating, 398 reviews
Top Guest favourite
A serene outdoor terrace features a heated plunge pool, surrounded by comfortable loungers. The vibrant colors of the sunset illuminate the sky and reflect on the calm waters of the Aegean Sea, offering a tranquil atmosphere for relaxation.
Villa in Merovígli

Entire Private Antrum Villa with Jacuzzi sunset

4.99 out of 5 average rating, 262 reviews
Guest favourite
A private terrace features a shimmering pool with views of the sea and the caldera. Whitewashed buildings in Oia line the cliffside under a clear blue sky, creating a serene backdrop for relaxation.
Villa in Oia

Top Caldera view villa with Hot Tub in Oia

4.87 out of 5 average rating, 212 reviews

Cycladic house rentals with a patio

Top Guest favourite
Cave in Oia

Volcanic Sensation Cave

4.98 out of 5 average rating, 49 reviews
Top Guest favourite
A private terrace is presented with a cozy seating area, featuring plush cushions in neutral tones. A small table holds a bottle of wine and two glasses, alongside a pineapple. The backdrop showcases a tranquil sea view during sunset, with soft hues in the sky.
Cycladic home in Oia

Lunar Sea Suite-1BR/Hot-Tub/Sea View

4.96 out of 5 average rating, 69 reviews
Top Guest favourite
A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.
Home in Merovígli

Aethria Villa in Imerovigli

4.95 out of 5 average rating, 39 reviews
Superhost
Light and airy living space features blue double doors that open to stunning ocean views. A comfortable sofa is positioned next to a round table, complemented by natural wicker accents. Soft, neutral tones create a serene environment, enhanced by the sunlight entering from the windows.
Cycladic home in Panagia Kalou

Superior Suite, Sea View and Heated Jacuzzi

4.82 out of 5 average rating, 96 reviews
Guest favourite
Two wooden lounge chairs with navy cushions are positioned beside a clear, inviting hot tub. The surrounding area features a smooth concrete surface, bathed in natural sunlight, accentuating a serene outdoor setting.
Apartment in Santorini

Casa Bu 4 - 1Bedroom Apartment with Prive Hot-Tub

4.93 out of 5 average rating, 97 reviews
Guest favourite
Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

4.94 out of 5 average rating, 16 reviews
Guest favourite
A private Jacuzzi filled with clear water is featured in a sunlit outdoor space. Two stylish black chairs are positioned nearby, with a bottle of wine placed on the edge of the tub. The smooth white walls are complemented by large windows, allowing for light to enter.
Condo in Kamari

Nostos Apartments Kamari | Calypso

4.91 out of 5 average rating, 79 reviews
Guest favourite
Cycladic home in Vourvoulos

Seafront Escape I Sonus Mare 2

4.94 out of 5 average rating, 66 reviews

Cycladic house rentals with a washing machine and dryer

Top Guest favourite
An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.
Cycladic home in Pyrgos Kallistis

Santorini Mayia Cave House with Private Cave Pool

4.96 out of 5 average rating, 313 reviews
Guest favourite
A light-filled living area features large open windows providing views of the ocean. A minimalist sofa offers ample seating, complemented by natural wooden accents in the ceiling. A simple wooden desk with a chair is situated against the wall, enhancing the modern design.
Apartment in Fira

Airth Suite (jacuzzi and sunset view)

4.95 out of 5 average rating, 115 reviews
Guest favourite
An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.
Earthen home in Emporeio

Canava Villas II - Heated Pool - Santorini

4.97 out of 5 average rating, 116 reviews
Superhost
An infinity pool glistens in the sunlight, with a wooden pergola providing shade over a lounge area. The surrounding landscape is characterized by hills and a clear blue sky, enhancing the serene atmosphere of the villa.
Cycladic home in Santorini

Bluewhite villa with heated private pool

4.83 out of 5 average rating, 117 reviews
Guest favourite
A charming outdoor courtyard is featured, hosting a large table surrounded by chairs with pink accents. The area is filled with decorative plants and a backdrop of white walls and blue doors. Sunlight is gently filtered through a large canopy overhead.
Cycladic home in Foinikiá

Villa Florina

4.9 out of 5 average rating, 262 reviews
Guest favourite
An outdoor jetted tub is highlighted with clear blue water, overlooking the Aegean Sea. The vibrant blue sky complements the scenic backdrop of white buildings and a windmill in the distance, creating a peaceful and inviting atmosphere.
Windmill in Oia

The Sunset Windmill

4.91 out of 5 average rating, 81 reviews
Guest favourite
A private hot tub is set in a bright, airy space with views of the sea and sky. Soft waves can be seen in the distance. Sunlight fills the room, highlighting the clean lines of the architecture and the serene atmosphere.
Apartment in Pyrgos Kallistis

Genesis Suite with Caldera View and Hot Tub

4.83 out of 5 average rating, 40 reviews
Superhost
A spacious terrace features a shaded canopy, offering a stunning view of the serene Aegean Sea. White-washed buildings and distant islands are visible under a clear blue sky, creating a tranquil backdrop for relaxation.
Apartment in Oia

Captain’s studio twin beds with sea view in Oia

4.68 out of 5 average rating, 125 reviews

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$527 NZD$543 NZD$461 NZD$412 NZD$534 NZD$541 NZD$599 NZD$612 NZD$575 NZD$428 NZD$331 NZD$516 NZD
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