This holiday villa is a perfect location for any couple in search of a private retreat on the unique island of Santorini with its villages, beaches, tavernas and seascapes brought to life in the most vivid colours. Pineaple residence is a unique spot, blending the magical ingredients of this incredible island for a holiday that is unforgettable and the essence of dreams.
Refurbished throughout to the highest standards, a major highlight of this elegant villa is the exterior plunge pool with whirlpool feature and the large veranda which together overlook the caldera cliff, the sea and the charming nearby village. Santorini’s sunsets are renowned throughout the world for their beauty and enchantment.
Situated overlooking the stunning cliffs of Oia, Pineaple is a fully-equipped and totally exclusive holiday residence with an amazing view of the horizon and coastline.
The property is completely independent and self-contained. It offers a fully-equipped kitchen, bathroom with shower, dining area, a built-in king size bed with COCO-MAT® mattress and a sitting area with two sofas that can convert into beds and accommodate extra guests. There is also the concierge service just a telephone call away.
Most of all, the rear of the house features a long and extensive private terrace which overlooks the caldera basin. Equipped with its own private plunge pool with heated whirlpool feature, this amazing combination gives for a magical and unique property for anyone looking to make their stay on Santorini extra-special.
The Santorini airport and the new port of Santorini (Athinios) are 24km away from Oia and, depending on the traffic, it can take you 20 to 30 minutes to reach the village. From the port and airport you may also use the public buses which will bring you to Fira, the capital of the island. From there you will be changing bus towards Oia. Once in this bus, you will get off at the terminal station of Oia.
If you choose to rent your own vehicle kindly note that there are three free public parking areas, two private paying ones as well as available parking spots around the pedestrian area of the village.
The distance of these parking areas from the Residence vary from 5’ to 15’ on foot, depending on the parking area
License number ΕΟΤ / ΜΗ.Τ.Ε:1167Κ91001196601
| from | to | daily price | minimum stay |
|---|---|---|---|
| 21 Mar 2026 | 17 Apr 2026 | €650 | 2 nights |
| 18 Apr 2026 | 21 Apr 2026 | €700 | 3 nights |
| 22 Apr 2026 | 30 Apr 2026 | €650 | 2 nights |
| 01 May 2026 | 03 May 2026 | €800 | 3 nights |
| 04 May 2026 | 28 May 2026 | €680 | 2 nights |
| 29 May 2026 | 04 Jun 2026 | €850 | 2 nights |
| 05 Jun 2026 | 08 Jun 2026 | €900 | 3 nights |
| 09 Jun 2026 | 01 Jul 2026 | €850 | 2 nights |
| 02 Jul 2026 | 30 Sep 2026 | €1200 | 3 nights |
| 01 Oct 2026 | 31 Oct 2026 | €880 | 2 nights |
| 01 Nov 2026 | 15 Nov 2026 | €680 | 2 nights |
Schedule a call with our team!
A dedicated advisor will contact you to provide all the necessary details and information about this home and how to plan your tailor-made holiday.
Begin by selecting a property from our villa collection. You may book online or speak directly with one of our travel advisors for expert guidance and tailored recommendations. Once your chosen property is confirmed as available, you will receive the booking details and terms for approval.
Your reservation is secured upon receipt of a deposit. From that moment, our dedicated concierge team takes over, arranging all requested services and personal touches to ensure your stay is exceptional from start to finish.
To secure your booking, a deposit is required within 3 business days of signing your contract.
The remaining balance is due no later than two months before the start of your rental period, giving you flexibility and peace of mind as you plan your stay.
Prior to your arrival, a security deposit will be requested to cover any potential damage during your stay. The exact amount will be detailed in your rental contract, and your advisor can provide this information at any time before booking.
In the unlikely event that repairs or replacements are required, the deposit will be applied based on evidence provided by the property owner. Rest assured, no amount will be withheld without a thorough inspection and full transparency.
Any cancellation given more than 60 days before your arrival, the deposit of 35% is non-refundable in case of any cancellation.
Cancellation given less than 60 days before your arrival if cancellation occurs after the payment of the full amount (8 weeks prior to arrival), or due to a no-show or early departure: 100% of the renting price will be charged.


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