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.

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.

Cueva del Pescador

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!

Lovely House at Oia Village Center

The "Lovely House" is located in a premium location, featuring a unique decorative style with light boho elements and Cycladic architecture, as well as a private outdoor hot tub! Within short distance, you have direct access to the famous Caldera view, the Bus / Taxi Terminal, supermarkets, restaurants and local stores. As an extra complimentary (free of charge), guests may take advantage of the swimming pool facilities at "OIA SUNSET VILLAS" resort, located just 900 meters away!

Captain's blue, villa with private pool

Step into the past in historical captains villa with private pool near Maritime museum in quiet street near caldera path. A blend of antique style with modern facilities, spacious and comfortable with private pool, beautiful sunset sea views and large verandas & garden. New improvements:: A/C in second bedroom , 2 sofa beds in living room. new deck in garden! Our other villas: Island blue,Santorini blue,Eternity& Serenity,Secret Garden, Sailing & Sky blue ,Plateon in Athens.

Chess House - Santorini Traditional Home

My place is a traditional Santorini home! Built on the Caldera (Cliff), into the rock, where families of the people of the sea would live, always looking out to the Aegean where their loved ones made their living.. You’ll love my place because of the impeccable view, the peace and quiet, the traditional home experience which is so rare these days.. My place is good for one or two couples or families with or without kids. Reserved parking for guests is included.

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.

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.

MyBoZer Twins Odyssey Heated private pool

Our brand new My Bozer twin villas are located by the sea, right at the entrance of the famous Oia village. Villa Iliada and villa 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! You can either book one (up to 6 guests) or both villas (12 guests) if you wish to spend holidays with friends