Pet-friendly vacation rentals in Oia

Cycladic home in Santorini

A spacious rooftop terrace features a heated Jacuzzi surrounded by sunbeds. The stunning view showcases the Caldera and Aegean Sea at sunset, with colorful skies and the scenic cliffs of Fira in the background.

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

4.99 out of 5 average rating, 146 reviews

4.96 out of 5 average rating, 387 reviews

Cave in Oia

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.

4.9 out of 5 average rating, 183 reviews

A charming kitchen area features a simple wooden table with a fruit bowl and a glass of wine. A green countertop and exposed light fixtures contribute to the cozy design. A doorway leads to a patio with ocean views, framed by open shutters.

Cave in Red Beach

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!

An outdoor terrace features a private hot tub surrounded by neutral tiles. A small round wooden table and two chairs are positioned nearby, offering a space to relax. The background showcases soft, earthy tones of neighboring buildings against a cloudy sky.

4.84 out of 5 average rating, 280 reviews

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!

4.92 out of 5 average rating, 314 reviews

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 in Santorini

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.

4.91 out of 5 average rating, 111 reviews

An expansive terrace features several sun loungers positioned for views of the sparkling blue sea and distant cliffs. A small dining table with chairs sits under the shade of an umbrella, with the iconic blue dome and a pink bell tower of Oia prominently visible.

Cave in Oia

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.

A couple is seated on a comfortable chair, enjoying a sunset view over the calm sea. The vibrant colors of the sky blend into soft oranges and yellows as the sun descends. A decorative shell sits on the balcony, enhancing the serene setting.

4.82 out of 5 average rating, 154 reviews

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.

A terrace overlooks the Aegean Sea, featuring a heated jacuzzi alongside elegant seating. The sun sets on the horizon, casting a warm glow over the space. Nearby guests are seen enjoying the scenic view, enhancing the inviting atmosphere of the location.

4.85 out of 5 average rating, 163 reviews

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.

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.

4.98 out of 5 average rating, 118 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.

4.97 out of 5 average rating, 205 reviews

Villa in Oia

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.

Cycladic home in Pyrgos Kallistis

An illuminated cave pool is surrounded by smooth curves of stone walls, highlighting the modern design. The warm water reflects soft blue tones, creating a serene ambiance in the space. An indirect light source enhances the unique features of the pool area.

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.

4.96 out of 5 average rating, 313 reviews

4.98 out of 5 average rating, 245 reviews

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 in Oia

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!

Popular amenities for Oia pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.88 out of 5 average rating, 177 reviews

Home in Oia

Sky blue beach villa, private pool & sunset view

4.87 out of 5 average rating, 246 reviews

A spacious studio is presented, featuring a well-made bed adorned with decorative pillows. A dining area includes a red table and chairs, while a cozy seating area with a sofa provides extra relaxation. Light streams through multiple windows, enhancing the inviting atmosphere.

Home

Little Olive Tree Studio

4.86 out of 5 average rating, 233 reviews

An outdoor area features a small, tranquil jacuzzi, surrounded by smooth white walls and steps leading up. Sunbeds are positioned nearby, offering a view of the open sea and the island of Anafi in the distance under a clear blue sky.

Home in Exo Gonia

Kynthia Traditional Semi Cave House Exo Gonia

4.89 out of 5 average rating, 209 reviews

A cozy master bedroom features a spacious bed adorned with high-quality linen. Soft bedside lamps provide gentle lighting on either side. A bottle of wine sits elegantly on the bed, accompanied by two wine glasses, creating a welcoming ambiance for relaxation.

Home in Santorini

Amantes Amentes - Beach House Santorini

5.0 out of 5 average rating, 49 reviews

The image captures a scenic view of the Aegean Sea, revealing the expansive blue waters and distant islands. A stone structure with a rounded dome is positioned in the foreground, while the rugged cliffs of Santorini rise in the background.

Home in Oia

Oia VineyART Home 1

4.95 out of 5 average rating, 39 reviews

A private outdoor hot tub is positioned on a terrace with sweeping views of the caldera and the sea. Two lounge chairs are arranged nearby, creating a serene space for relaxation. The clear blue water of the hot tub contrasts with the bright sky.

Home in Merovígli

Aethria Villa in Imerovigli

4.91 out of 5 average rating, 35 reviews

A private jacuzzi is showcased on a spacious balcony, with two glasses of wine placed on a wooden tray nearby. The sunset casts a warm hue over the sky, providing a tranquil backdrop, while the water in the jacuzzi reflects the inviting colors of dusk.

Home in Pyrgos Kallistis

Maison Kallisti • Heated Jacuzzi & Panoramic View

5.0 out of 5 average rating, 39 reviews

A traditional cave house exterior is presented with a light-colored facade. A wooden lounge chair is positioned beside a small table, with pots of plants adding to the charm. Coastal views and an expansive sky can be glimpsed in the background.

Home in Agrilia

Sunlight Cave Agrilia

Pet-friendly home rentals with a pool

4.9 out of 5 average rating, 105 reviews

The image showcases a cave-style heated pool with serene blue water. Soft lighting highlights the smooth white walls and ceiling, creating a calm ambiance. A wooden bench is positioned nearby, and a glass door leads to additional living spaces, enhancing the inviting atmosphere.

Dome in Episkopi Gonias

Aleria Luxury Cave Santorini - private heated pool

Cycladic home in Pyrgos Kallistis

An inviting swimming pool is surrounded by a smooth white patio, featuring a unique, modern design that integrates geometric shapes and soft landscaping. Clear turquoise water sparkles in the sunlight, creating a serene atmosphere for relaxation. Sun loungers are positioned nearby for comfort.

Sunset View Villa, Swimming Pool & Heated Jacuzzi

5.0 out of 5 average rating, 149 reviews

4.77 out of 5 average rating, 115 reviews

A serene outdoor space features two lounge chairs positioned beside a private pool. The scene is enhanced by a stunning sunset over the ocean, casting warm hues across the sky. A wrought-iron railing provides an elegant border to the breathtaking view.

Villa in Fira

Villa Dakoronia•Stunning caldera view Private Pool

Cycladic home in Santorini

A private villa is showcased at twilight, featuring a spacious pool with a serene blue hue. The building, constructed with local stone, displays whitewashed walls and softly lit window frames. Nearby, lush gardens and a distant mountain silhouette complete the tranquil scene.

La Maison Villa with Large Private Pool

4.94 out of 5 average rating, 107 reviews

4.88 out of 5 average rating, 144 reviews

A private swimming pool is framed by sun loungers, offering a serene space for relaxation. A stone terrace features a shaded dining area, with stunning views of the sunset over the calm sea, creating a peaceful atmosphere.

Villa in Panagia Kalou

Abelomilos Luxury by The Sea

Villa in Pyrgos Kallistis

White Orchid Villa | Private Pool | Sunset View

4.94 out of 5 average rating, 108 reviews

4.92 out of 5 average rating, 368 reviews

Tiny home in Mesaria

Villa LuxL Distillery Studio

Cycladic home in Megalochori

A private pool is surrounded by white walls, showcasing vibrant bougainvillea in bloom. Comfortable seating lines one side of the pool, with colorful cushions adding a touch of design. The clear blue sky reflects in the water, enhancing the outdoor atmosphere.

Sand and stone Santorini Megalochori

4.9 out of 5 average rating, 103 reviews

Private, pet-friendly home rentals

A balcony offers stunning views of the Caldera, featuring a small table with colorful plates set for two. The bright sun reflects on the calm blue waters, creating a serene atmosphere. White walls and a dark door frame complement the inviting outdoor space.

4.85 out of 5 average rating, 123 reviews

Aerie House in Oia

Cycladic home in Merovígli

The rooftop terrace offers breathtaking views of the Caldera, featuring a luxurious private Jacuzzi. An outdoor dining table is set against the backdrop of the sunset, while comfortable sunbeds provide a perfect spot to relax and enjoy the scenery.

Pura Vida Villa

4.94 out of 5 average rating, 279 reviews

4.92 out of 5 average rating, 172 reviews

An outdoor seating area is presented under a vibrant display of blooming bougainvillea. A wooden table with two chairs invites relaxation, while a hammock is positioned alongside. Light blue shutters frame the entrance, complementing the tranquil atmosphere of the space.

Cycladic home in Kamari

Kamari Traditional House | Kamares No.3

4.95 out of 5 average rating, 123 reviews

An inviting balcony features a jacuzzi set against the backdrop of a twilight sky. Two glasses of red wine are positioned on the ledge, and lounge seating is arranged nearby. Soft lighting enhances the tranquil ambiance, while panoramic views extend towards the horizon.

Villa in Megalochori

Blanca Luxury Villa

Cycladic home in Megalochori

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

Antonio Caves

4.93 out of 5 average rating, 178 reviews

4.95 out of 5 average rating, 175 reviews

The image displays a serene evening view of a whitewashed building with a private outdoor area, featuring a small table and chairs. The historic church with a blue dome and bell tower is visible in the background, illuminated against the twilight sky.

Dome in Pyrgos Kallistis

Traditional Dome Suite | Jacuzzi | Panoramic view

Cycladic home in Pyrgos Kallistis

A traditional Cycladic house is presented, featuring whitewashed walls and a blue-domed church in the background. The exterior includes a series of steps leading to an inviting seating area, while charming doorways with light blue frames add to the serene atmosphere.

Liasto traditional cycladic house.

4.95 out of 5 average rating, 151 reviews