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Apartment holiday rentals in Oia

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Top-rated apartment rentals in Oia

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Guest favourite
A minimalist living area features a curved sofa adorned with decorative cushions. A round, concrete coffee table hosts fresh fruits. Soft, neutral tones are complemented by the gentle illumination from wall fixtures, while an archway leads to a softly-lit bathroom in the distance.
Flat in Oia
4.95 out of 5 average rating, 189 reviews

Vasilios Cave House by SV

Our villa is walking distance from Oia’s centre and right next to the famous sunset spot. You can enjoy dinner followed by beautiful walks across Caldera watching the sunset and the romantic, picturesque surroundings.Find plenty of activities right at your doorstep! From kayaking, to taking a walking photo Safari along the cliffs and enjoying unique sunset dinners.Take pleasure in discovering the secrets of Oia as a local and feel the effect of the volcanic activity, all near your accommodation

Top guest favourite
An outdoor terrace features a stone structure with a wooden roof, providing shade over a wicker dining table. Sun loungers are positioned near a seasonal swimming pool. The horizon displays soft pastel hues of a sunrise over the sea.
Flat in Fira
4.98 out of 5 average rating, 187 reviews

Saints Apostles Luxury Villa with private pool

Saints Apostles is a villa divided in two apartments (This listing is for the first floor apartment and the ground floor listing is called "Saints Apostles ") It is located 1,6 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , with unlimited sea view to the east side of the island (on the beach side) and the sunrise. Each apartment is private with 2 bedrooms, a kitchen and a living rooms and its own seasonal swimming pool and outside area.

Superhost
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.
Flat in Oia
4.88 out of 5 average rating, 112 reviews

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.

Guest favourite
A private balcony features a hot tub surrounded by light-colored surfaces, offering panoramic views of the sea and nearby island. A small table is accompanied by two white chairs, enhancing the outdoor seating area under a slatted pergola that provides partial shade.
Flat in Pyrgos Kallistis
4.92 out of 5 average rating, 133 reviews

Deluxe Villa~Heated Plunge Pool& Panoramic Seaview

Picture yourself relaxing in the white-washed UNESCO-listed town of Pyrgos - Santorini’s highest point - where you can watch the sun set behind a volcano with a glass of wine in hand after enjoying some sizzling saganaki, fresh seafood and salad at a nearby local restaurant. Our especially designed villa, in a village that has not changed through times, will definitely meet your demands as you can enjoy the private balcony complete with a hot tub and panoramic island views.

Top guest favourite
A sunlit terrace is presented, featuring a dining table with wooden chairs, surrounded by vibrant red flowers against a white wall. The blue sea and sky provide a calming backdrop, enhancing the outdoor dining experience with a view of the Caldera.
Flat in Oia
4.98 out of 5 average rating, 201 reviews

Traditional Family Villa with Caldera View

Our Villa, situated just in the heart of Oia, offers a breathtaking view to the Caldera and the Aegean Blue waters. In a walking distance you can enjoy your shoppings as well as all famous restaurants and bars in the area. The villa can comfortably accomodate up to 5 guests, in two spacious bedrooms with double queen size beds each and a sofa bed in the living room area. Air-conditioned with kitchenette and free wi-fi. The balcony offers a dreamy view to the sea.

Guest favourite
A private terrace is presented, featuring a round table with two white chairs. Scenic views of the sea and distant cliffs are visible in the background, accompanied by a bottle of wine resting softly on the table under a bright blue sky.
Flat in Santorini
4.97 out of 5 average rating, 179 reviews

The Hector Caldera Nest

The Hector Caldera Nest is a luxury 18 square meters studio with a private 20 square meters terrace located in the center of the old part of Oia village with breath-taking views over the Caldera cliffs! The Hector Caldera Nest is one of the three family owned Cave listings in Oia Village! The three different listings one on top of the other: The Hector Cave House The Hector Luxury Cave The Hector Caldera Nest ΕΣΛ/Licence number: 1167K91000977901

Superhost
A spacious living area features a built-in sofa adorned with two decorative pillows. An adjacent sleeping area is partially visible, showcasing a double built-in bed with neutral bedding. Soft ambient lighting is provided by wall-mounted fixtures, emphasizing the smooth white walls and arched doorways.
Flat in Mesaria
4.93 out of 5 average rating, 206 reviews

RadiantSantorini Junior Cave Suite With Jacuzzi

Junior suite is a traditional top-hill cavehouse with a double built-in bed and two built in sofa beds which combines luxury and high level privacy. With contemporary local interior design, soft lighting and great attention to detail, the Junior Suite provides the warmth, cleanliness and extra space for a perfect holiday experience. An outdoor heated jakuzzi and a stand-alone terrace will add relaxation to your summer dream.

Guest favourite
An outdoor terrace features a round table set for a meal, surrounded by woven chairs. A glimpse of the fully-equipped kitchen is visible through an arched doorway. Sunlight brightens the space, highlighting details of the rustic walls and the potted plant by the window.
Flat in Oia
4.99 out of 5 average rating, 247 reviews

Casa Itaca Luxury Winery Cave apartment

Luxury ground-floor apartment in a traditional Santorini cave house. Newly renovated, it features a fully equipped kitchen, private jacuzzi, king-size bed, twin bed, and a large terrace with beautiful sea and village views. Located in peaceful Finikià, just 15 minutes’ walk from Oia, away from the crowds. Perfect for a relaxing Santorini holiday.

Guest favourite
Flat in Oia
4.95 out of 5 average rating, 99 reviews

VITAMIN STUDIO

VITAMIN STUDIO has a loft with a double bed , a living room ,with a small private fully equipped kitchen , a private shower room and a private balcony with perfect view to the sea , the caldera , the volcano and the traditional village of Oia . It is only 5 minutes walking distance far from shops , restaurants and market of Oia

Top guest favourite
A private balcony offers two wooden lounge chairs positioned beside a low wooden table, with a drink placed on top. A spacious white wall contrasts with the clear blue sky and distant sea views, creating a serene outdoor space.
Flat in Imerovigli
4.99 out of 5 average rating, 349 reviews

Bianco Diverso Suites

The villa with 2 bedrooms are the ideal choice for families and friends who wish to share a luxury villa for their holidays in Santorini. At two separate bedrooms , a spacious living room with one sofa-bed, one bathroom, a private patio and balcony on the upper level you will live the ultimate holiday experience in Santorini.

Top guest favourite
A private balcony overlooks the caldera, featuring a round table with a bowl of fresh fruits and glasses of water. Two wooden chairs are positioned beside the table, providing a comfortable space to admire the scenic views of the coastline and sea under a clear sky.
Flat in Oia
4.97 out of 5 average rating, 321 reviews

Pano Meria Studio 3

This is a studio for 2 guests It has a small kitchen and sitting area. There is a private balcony viewing the caldera. Situated in a quiet spot a few minutes walk from the main pathway and part of the Pano Meria group of studios and cave houses.

Top guest favourite
A serene outdoor setting features a cozy lounging area beside a private hot tub, with a scenic view of the sea and landscape at sunset. A stylish sunhat and a refreshing drink rest nearby, inviting relaxation in a tranquil environment.
Flat in Ormos Ammoudiou
4.96 out of 5 average rating, 394 reviews

Nicoletta Ammoudi Suite A

We invite you to experience the atmospheric Ammoudi bay. The sound and smell of the sea, the view of the majestic and colourful volcanic rock, and the picturesque seafood tavernas, add up to the vibrancy of this unique location!

Popular amenities for Oia apartment rentals

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$214 SGD$173 SGD$187 SGD$200 SGD$224 SGD$255 SGD$270 SGD$283 SGD$275 SGD$220 SGD$177 SGD$207 SGD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Quick stats about flat rentals in Oia

  • Total holiday rentals

    Explore 100 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    100 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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