Pet-friendly vacation rentals in Oia

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Top-rated pet-friendly home rentals in Oia

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Top guest favorite

A private terrace features a spacious infinity pool alongside a separate heated plunge pool. Comfortable lounge chairs are positioned by the pool, and a shaded dining area is visible under a modern pergola. Clear views of the sea and distant landscapes are offered.

Villa

4.99 out of 5 average rating, 114 reviews

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!

Guest favorite

A clear view of the sea is framed by two arched windows, displaying the tranquil water and sun loungers on a stone patio. The interior features light-colored walls and wooden shutters, enhancing the open and airy feel of the space.

Cave

4.95 out of 5 average rating, 154 reviews

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!

Guest favorite

An outdoor seating area is highlighted by a coffee table surrounded by soft, white lounge chairs. A private jacuzzi can be seen in the background, with a stunning view of the blue ocean and distant islands. A pergola provides shade, enhancing the relaxing atmosphere.

Dome

4.92 out of 5 average rating, 233 reviews

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.

Top guest favorite

A private balcony features lounge seating and planters filled with greenery, overlooking the iconic white buildings of Santorini. A serene sunset casts warm hues over the horizon, reflecting softly on the water, creating a calm and inviting ambiance.

Cycladic home

4.99 out of 5 average rating, 243 reviews

Anemi Karma- Private Villa with Sunset Views !

Anemi Karma House, our new part of our collection, is a Traditional Cycladic Cave House, located at the best spot in Santorini, to watch the breathtaking Sunset Views at the comfort and privacy of your balcony! Enjoy and revive, at our Anemi Karma House , upgrading your Holidays to an experience,as Dimitris, the Host, is very famous for his great Greek Hospitality offering high end tailor made services! We are looking forward to welcome you to our paradise!

Top guest favorite

A private plunge pool is showcased beneath a bright blue sky, with expansive views of the shimmering sea and distant islands. Lush greenery and a cactus are visible near the pool, adding natural elements to the serene outdoor space.

Cave

4.95 out of 5 average rating, 375 reviews

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.

Top guest favorite

A spacious living area features a comfortable gray sectional sofa complemented by a wooden coffee table. Natural light enters through multiple windows, which can be opened for fresh air. A wall-mounted television is positioned for viewing, and the stone-tiled floor adds character.

Home

4.97 out of 5 average rating, 171 reviews

Arismari Villa, Oia

Arismari Villa is located in the village of Oia (Ia), in a quiet location just 500 meters away from its main pathway (approx. 10 min. walk through a pathway or 2 min. drive). Ammoudi Bay, as well as Katharos beach are at a walking distance. From your private terrace you will be able to enjoy the famous sunset away from all the crowds. The villa consists of one bedroom, one private bathroom, a living room with a kitchen and two private terraces.

Top guest favorite

A spacious living area features a large wooden table surrounded by white chairs, complemented by a long blue sofa adorned with decorative pillows. Soft lighting is provided by a modern pendant light, illuminating the neutral color scheme and arched ceiling.

Cycladic home

4.98 out of 5 average rating, 105 reviews

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.

Superhost

A private terrace features modern seating arrangements with a low table, surrounded by soothing coastal views. Sunlight creates gentle shadows across the space, highlighting the white walls and the contours of the surrounding landscape. A potted plant adds a touch of greenery.

Cave

4.8 out of 5 average rating, 110 reviews

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.

Top guest favorite

A private terrace features potted plants against a backdrop of the caldera and sea. A plunge pool is visible, with steps leading away toward the water. In the distance, a wooden boat floats peacefully on the calm blue water.

Cycladic home

4.99 out of 5 average rating, 179 reviews

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!

Top guest favorite

A spacious balcony features an externally heated jacuzzi, illuminated by subtle lighting. The moon casts a gentle glow over the serene sea and distant coastline, while a muted landscape is visible in the background, creating a tranquil nighttime atmosphere.

Cycladic home

4.98 out of 5 average rating, 110 reviews

Terra e Lavoro Suite with Hot Tub & Sea View

The exceptional space of Terra e Lavoro in Santorini was ideally designed to offer a personalized experience of enjoyment to those seeking a luxurious retreat on their vacation. The Terra e Lavoro luxurious apartment in Exo Gonia is a modern Villa in Santorini with traditional architecture, ready to welcome its guests and lead them to unique moments of relaxation.

Top guest favorite

A serene exterior of a twin villa is depicted at night, highlighting the soft glow of warm lighting from the windows. A swimming pool can be seen, reflecting the calm ambiance, surrounded by lush greenery and a landscaped area.

Dome

4.98 out of 5 average rating, 205 reviews

MyBoZer Twins Iliad Private pool

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!

Guest favorite

An outdoor terrace overlooks the calm sea, featuring an inviting jacuzzi surrounded by seating and potted greenery. The view reveals the blue water and dramatic cliffs of Santorini, with white-washed buildings visible on the hillside.

Home

4.91 out of 5 average rating, 103 reviews

Archon Villa by K&K (outdoor jacuzzi)

ARCHON VILLA by K&K lies on a beautiful spot in Oia's caldera, with a breath taking view to the volcano and Santorini's fierce beauty. It features 2 bedrooms, 2 bathrooms, a living room, a kitchen, a terrace and an outdoor jacuzzi. Enjoy all the island has to offer from this stunning house.