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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 $153 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, Wifi 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.

FamilyValueCheckout

4.91 out of 5 average rating, 642 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

ValueFamilyAir conditioning

4.95 out of 5 average rating, 358 reviews
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 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

ValueLocationCheckout

4.95 out of 5 average rating, 413 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.

ValueFamilyOutdoor spaces

4.99 out of 5 average rating, 175 reviews
Top Guest favourite
A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.
Guest suite in Oia

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.

FamilyLocationDecor

4.99 out of 5 average rating, 232 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

FamilyLocationAir conditioning

4.98 out of 5 average rating, 190 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

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.

FamilyValueCheckout

4.96 out of 5 average rating, 256 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

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.

ValueLocationCheckout

5.0 out of 5 average rating, 238 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

LocationValuePool

4.91 out of 5 average rating, 150 reviews
Top Guest favourite
Cycladic home in Oia

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!

LocationFamilyOutdoor spaces

4.99 out of 5 average rating, 210 reviews
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

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.

ValueLocationSleep quality

4.96 out of 5 average rating, 308 reviews
Guest favourite
A terrace with a dining table is featured, accompanied by two metal chairs. Light-colored cushions are positioned on a nearby lounge area. The view overlooks the calm blue waters of the caldera and distant cliffs, under a clear sky.
Cave in Oia

Pano Meria Cave House One in Oia

A unique cave house built into the face of the cliff overlooking the majestic caldera. Private plunge pool and terrace where you can spend the entire day admiring the views. The epitome of slow living in Oia. Fits up to three people and we can add a fold up bed.

FamilyValueHot tub

4.93 out of 5 average rating, 322 reviews

Popular amenities for Oia cycladic house rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-Friendly cycladic house rentals

Top Guest favourite
Cycladic home in Oia

Quiet White Studio

ValueLocationWi-Fi

4.96 out of 5 average rating, 252 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

LocationValueLaundry

4.88 out of 5 average rating, 267 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

ValueLocationAir conditioning

4.98 out of 5 average rating, 228 reviews
Top Guest favourite
A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.
Cycladic home in Santorini

La Maison Villa with Large Private Pool

LocationFamilyBeach

4.94 out of 5 average rating, 106 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

FamilyValueCheckout

4.93 out of 5 average rating, 394 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

FamilyLocationAccess

4.99 out of 5 average rating, 254 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

LocationFamilySleep quality

4.89 out of 5 average rating, 181 reviews
Top Guest favourite
An outdoor terrace offers a jacuzzi and comfortable seating, perfect for relaxation. Expansive views of the caldera and surrounding landscape are visible, showcasing the natural beauty of Santorini. The clean, modern layout encourages outdoor enjoyment while highlighting the tranquil setting.
Cycladic home in Santorini

Sol

FamilyValueQuiet

4.98 out of 5 average rating, 254 reviews

Cycladic house rentals with a patio

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

LocationValueBreakfast

4.96 out of 5 average rating, 67 reviews
Top Guest favourite
Cave in Oia

Volcanic Sensation Cave

FamilyValueKitchen

4.98 out of 5 average rating, 45 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

FamilyValueComfort

4.95 out of 5 average rating, 39 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

LocationValueSleep quality

4.93 out of 5 average rating, 94 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

ValueFamilyGetting around

4.82 out of 5 average rating, 95 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

LocationValueOutdoor spaces

4.92 out of 5 average rating, 78 reviews
Guest favourite
Home in Pyrgos Kallistis

Thiro Exclusive Villa in Pyrgos

LocationComfortOutdoor spaces

4.94 out of 5 average rating, 16 reviews
Superhost
The studio features a queen size bed, a cozy armchair, and a small wooden table. Closets with hanging space and a kitchenette equipped with a microwave and refrigerator are also visible. Soft lighting enhances the bright, airy atmosphere of the space.
Dome in Santorini

Elena Deluxe Studio (Sunny & cozy, near Caldera)

LocationParkingView

4.89 out of 5 average rating, 44 reviews

Cycladic house rentals with a washing machine and dryer

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

LocationFamilyBreakfast

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

ValueFamilyComfort

4.83 out of 5 average rating, 116 reviews
Top 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

ValueFamilyCondition

4.9 out of 5 average rating, 262 reviews
Guest favourite
An inviting heated cave swimming pool features smooth white walls and bright blue water, with a metallic ladder providing access. Natural light filters through the archway above, creating a serene atmosphere within the private space.
Cycladic home in Oia

Exclusive Villa with Outdoor Heated Pool

LocationFamilyPool

4.89 out of 5 average rating, 63 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

LocationFamilyLayout

4.91 out of 5 average rating, 81 reviews
Superhost
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

ValueFamilyAccuracy

4.83 out of 5 average rating, 40 reviews
Superhost
A panoramic view showcases the caldera of Santorini, complemented by a serene blue sea. A white-washed church stands nearby, framed by the iconic architecture of Oia. Gentle clouds float in a clear sky, enhancing the tranquil atmosphere of the landscape.
Apartment in Santorini

Captain's Economy Studio with sea view in oia

ValueLocationLaundry

4.71 out of 5 average rating, 159 reviews
Guest favourite
An inviting pool area features a gently curving pool surrounded by stone tiles. Sun loungers are placed alongside the water, and lush greenery is visible in the background. The evening sky and illuminated landscaping create a tranquil atmosphere suitable for relaxation.
Dome in Kamari

Felicity Villas Santorini - Victoria

FamilyValueSleep quality

4.88 out of 5 average rating, 17 reviews

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$506 NZD$521 NZD$443 NZD$395 NZD$512 NZD$519 NZD$575 NZD$587 NZD$551 NZD$411 NZD$317 NZD$495 NZD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

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