Holiday rentals with outdoor seating in Oia

Santorini Sky | Panoramic Villa *NEW*

SPECIAL 2025 RATES. BOOK NOW! As seen in Vanity Fair, Conde Nast Traveller and Architectural Digest, this amazing villa will take your breath away. With panoramic windows in every room, a large private terrace with infinity pool, and a separate heated jacuzzi, you can enjoy incredible sea views from sunrise to spectacular sunset. This is paradise! Includes complimentary access to our Sky Lounge, with breakfast pantry items and snacks throughout the day. Contact us today with any questions!

Historic cave house, the old bakery by Cycladica

The old bakery of the village awaits just two minutes from Oia's central square, with a private entrance right on top of the stairs that lead to Armeni bay. Carved in the mountain with respect to the unique local architecture and in harmony with the sun-filled, wild volcanic beauty, the newly restored cave house recounts stories of tradition, heritage and style. The red pumice stones, antique marble floors and handcrafted wooden furniture, create the feeling of an authentic warm hospitality.

Cave Suite - Oinos Luxury Suites

Located in the picturesque village of Finikia, Oinos Luxury Suites offers this historical family wine Cavern that has been renovated into a beautiful, modern Cave Suite. Featuring a king size bed & 2 sofa beds, the suite can comfortably sleep 3 adults or 2 adults with 2 children. Other features include the private terrace with Jacuzzi for private use along with sunbeds and sea views. Individually controlled A/C, Nespresso Coffee machine, Smart TV, WiFi & large bathroom with rain shower.

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.

Sunset Cave House by Spitia Santorini

Embrace the quintessential Santorini experience at the Sunset Cave House, a magical retreat carved into the volcanic rock of Oia's caldera cliff. This traditional yet luxuriously appointed accommodation offers unparalleled panoramic views of the Aegean Sea and the world-famous Oia sunset from your private outdoor plunge pool. Accommodating up to 3 guests, it promises an intimate and unforgettable stay where every moment is bathed in the island's unique light.

Bluedome Suite by Otium Villas & Suites

This is a newly renovated cavehouse that dates back to the 1890's. Situated in one of the most famous neighbourhood's in Oia "Monastiraki" next to the famous St Spyridon Bluedomes. It has been renovated keeping traditional cycladic cavehouse architecture at the forefront of the design while utilising modern building materials. This suite is ideal for couples and families. Its' minimal designed spaces inspire relaxation and comfort for the modern traveller.

3 Caves suite with Hot-Tub and Caldera View in Oia

Discover tranquility in the heart of Oia at 3 Caves Villa. This luxurious suite seamlessly blends traditional cave-home charm with modern comforts. With a private terrace boasting a bubbling hot tub and panoramic views of the sea, volcano, and caldera, relaxation is inevitable. Explore Oia's treasures within easy reach, then retreat to your cozy bedroom and sleek bathroom for a restful night. Welcome to your unforgettable Santorini escape.

Iota Monocave by Thireon

Welcome to Iota Monocave, where the glittering sea meets the endless sky atop Oia's breathtaking volcanic cliffs your own private spot for viewing the volcano. The house has been recently renovated and features modern decor, as well as an indoor hot tub - ! Although there are a few steps to climb to reach this caldera home, it is well worth it for the privacy and seclusion it offers, away from the crowds. Managed by Thireon Houses.

ARGITHEA APARTMENT

My place is close to public transport and the city center. My place is good for couples, solo adventurers, business travelers, and families (with kids). There is a bedroom with a double bed ,a living room with 2 single beds ,a fully equipped kitchen ,a shower room and veranda with perfect view to the sea ,the caldera ,the volcano and the traditional village of OIA .