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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, 186 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
A private terrace is featured under a shaded pergola, showcasing a dining area with a round table and four wicker chairs. A view of the sea is visible beyond the surrounding landscape, enhancing the outdoor dining experience.
Flat in Oia
4.96 out of 5 average rating, 226 reviews

Casa Itaca Honey Moon apartment

Luxury Italian-owned first floor apartment in a classic Santorini cave house. The apartment is new and includes a fully-equipped kitchen, a private Jacuzzi, a king-size bed,a single sofá bed,and a terrace from which you can enjoy the beautiful view of the island and Santorini’s breathtaking sunset.The apartment is located in Finikià,a peaceful village just 15 minutes walk away from Oia and the island's frenzy.If you are looking for a relaxing holiday, my apartment is just what you need.

Top guest favourite
A terrace view showcases white-washed buildings against a backdrop of the Caldera and Aegean Sea. A blue door leads to the outside, while a glass plate of oranges and lemons is placed on a table, inviting moments of relaxation.
Flat in Oia
4.98 out of 5 average rating, 164 reviews

Traditional Classic Villa with Caldera View

This Traditional Villa can accomodate up to four guests and comes with a king size bed in the sleeping room and two single beds in the living room. Free Wi- Fi and a kitchenette. This Villla has a terrace where you can relax and enjoy the breathtaking view to the so cold Caldera and the Aegean Blue waters.The Villa is situated In the heart of majestic Oia and at a walking distance from all shops restaurants and bars as well as from the famous pedestrian of Oia with Boutique shops.

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.

Top guest favourite
A private balcony features a round table and two white chairs, inviting relaxation. A book is placed on the table beside a black mug. The view includes green foliage and the sea in the distance, framed by traditional white walls.
Flat in Fira
4.96 out of 5 average rating, 263 reviews

My Little 1(Cycladic Studio with Sea-Castle View)

My Little 1 is located in the center of the beautiful and traditional village of Akrotiri! It is one of the two studios of an outstanding, fully renovated cycladic house from the past century that can cover all the needs of the guest! Is a ground floor studio!At its private balcony you can relax and enjoy the view of the Venetian castle and the outstanding sea view! The studio has a small but fully equipped kitchen, a lovely built bed to enjoy your sleep and a large bathroom !

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

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.
Flat in Fira
4.98 out of 5 average rating, 206 reviews

Saints Apostles Villa with private pool

Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

Guest favourite
A whitewashed exterior is illuminated by soft lighting in the evening. Stone stairs lead to a multi-level space with an outdoor dining area featuring a parasol and decorative plants. A heated jacuzzi is visible, integrating nature and design harmoniously.
Flat in Mesaria
4.93 out of 5 average rating, 193 reviews

Radiant Santorini Standard

The beautifully decorated Standard Suite with a zen vibe has two bedrooms with a cozy double bed in the first , a build-in double bed in the second and an extra sofa bed, fully equipped kitchen and bathroom. Guests also enjoy premier modern amenities such as high speed Internet and flat screen TV. Outdoor heated jacuzzi also provided.

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, 320 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.

Guest favourite
A private veranda is shown, featuring a round marble table surrounded by four white chairs. The setting offers unobstructed views of the Aegean Sea and distant cliffs under a clear blue sky, with soft clouds enhancing the serene atmosphere.
Flat in Oia
4.85 out of 5 average rating, 446 reviews

VILLA KALLISTI-VOLCANO VIEW

VILLA KALLISTI is located at the Caldera cliff of OIA, facing the Sea ,the Volcano ,the Caldera and the traditional village of OIA .Veranda is private with umbrella ,table and chairs .There is also a private kitchen and private shower room .

Top guest favourite
The open-plan living area features a spacious bed on an elevated platform, with part of the volcanic rock exposed on the wall. Two red windows frame views of the sea, while a small wooden table and a potted plant add to the cozy ambiance.
Flat in Ormos Ammoudiou
4.96 out of 5 average rating, 337 reviews

Nicoletta Ammoudi Suite B

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?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$213 SGD$172 SGD$186 SGD$199 SGD$223 SGD$254 SGD$269 SGD$282 SGD$275 SGD$220 SGD$176 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 $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,880 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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