Pet-friendly holiday rentals in Oia

Three bedroom Villa with two Caldera View Jacuzzi

This luxury villa has the best location and feature specious terraces with famous view of Caldera and Aegean sea .Roof top terrace have heated Jacuzzi and comfortable sun-lounges.There is outdoor furniture next to Jacuzzi where you can enjoy breakfast and dinner with unforgettable view . Daily breakfast and cleaning make your stay comfortable .Each bedroom have private bathroom . In a walking distance you will find restaurants,bars, museums and supermarkets.Food delivery available.Free wi-fi

Fisherman's Cave House by Spitia Santorini

Discover an authentic Santorini experience at Fisherman's Cave House, a meticulously restored traditional cave offering a truly unique stay. Perched directly on the caldera cliff in the heart of Oia, the Cave House provides breathtaking panoramic views of the Aegean Sea, the iconic Caldera, and the world-renowned Santorini sunset from its private outdoor plunge pool. Accommodating up to 5 guests, it blends traditional Cycladic charm with modern luxury, creating an unforgettable island escape.

Cueva de Olas

Enjoy two luxurious, newly-remodeled cave dwellings only two meters from the sea: Cueva de olas and Cueva del pescador! These gorgeous spaces are perfect for discerning honeymooners, couples, or anyone who wants to take a break from the real world -- and from the typical tourist traffic of Santorini. Cueva de olas was originally the residence of a local fisherman; Cueva del pescador was his boat-house. Traditional decor and outstanding hospitably complete this perfect, unique rentals!

Fira White Residence Deluxe Villa

A fully-equipped villa with an attic. With its wide veranda [40m²] and the irresistible combination of stone - exterior and modern - interior, it accomplishes the perfect mix & match of the local traditional architectural style with the most modern touches. It is made up of two bedrooms, the first one [14m²] being carved in the heart of a Santorinean rock, with a concrete bed, commodes and a TV set, and the second bedroom [12m²] featuring a black iron bed with commodes.

The "It" Cave at the Blue Dome

This villa is the “it” property of Santorini, positioned in the quintessential location of Oia’s postcard views-at Oia’s famous blue dome. Nestled just beside the blue dome, floating at the top of the soaring cliffs, overlooking the endless blue sky and sparkling seas, Santorini dreams come to life in this renovated traditional cave house in literally the most sought after location in the very heart of world-famous Oia. Managed by Thireon Houses.

Anima Residence By K&K (outdoor jacuzzi)

Anima Residence is a traditional fisherman's house with local architecture and an impeccable view.Enjoy the direct sunset & caldera view from your private balcony with outdoor hot tub.This is a totally private villa that can comfortably accommodate up to 6 guests. It has 3 bedrooms, 1 bathroom and a fully equipped kitchenette. Anima Residence is just above Ammoudi beach and in the centre of Oia where you can find numerous shops and restaurants.

Sunset villa in Oia

Poseidon Mansion is nestled on the famous cliffs of Oia in Santorini, gazing the beauty of the infinity Aegean Sea and worldwide famous caldera. The mansion is an authentic luxurious house with almost insignificant changes from the original construction. The house and the primary furniture were restored with respect and attention to serve with their own charm your needs to accomplish an authentic and traditional accommodation in Santorini.

Kalyva - 2 Bedroom Cycladic House in Oia Santorini

A Cycladic house located in the most picturesque & restful neighborhoods in Oia (not caldera), where you can get memorable views of the neighbor island of Ios and the glorious shades of Aegean blue waters. You need less than a minute to promenade along the worldwide famous marble-paved Caldera, Sunset blvd . The house is right off the main street of Oia which makes it very accesible as you can pull up with a car right below the house.

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

Vista d’Oro Luxury Villa offers a peaceful stay in Oia, just 500 meters from the village’s famous main pathway, around a 10-minute walk through a footpath or a 2-minute drive. Ideally located within walking distance of Ammoudi Bay and Katharos Beach, the villa lets you enjoy the best of Oia while retreating to a quiet setting. From your private terrace, you can take in Santorini’s iconic sunset away from the busy crowds.

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!

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.

MyBoZer Twins Iliad Heated Private Pool All Year

Our brand new My Bozer twin summer villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada & 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!