Pet-friendly vacation rentals in Oia

4.95 out of 5 average rating, 254 reviews

A picturesque view from a window showcases a private plunge pool with clear blue water. An umbrella provides shade, while expansive views of the caldera and cliffs create a serene backdrop under a clear sky.

Cave in Oia

The Volcano Cave House by Spitia Santorini

Experience traditional Santorini elegance at The Volcano Cave House, a meticulously restored dwelling in the heart of Oia. This authentic cave house provides a serene and luxurious escape, boasting a private outdoor plunge pool with breathtaking views of the volcano and the majestic caldera. Accommodating up to 5 guests, it's the perfect sanctuary for those seeking to immerse themselves in the island's unique charm, offering an unparalleled blend of historical authenticity and modern comfort.

4.92 out of 5 average rating, 180 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.

4.83 out of 5 average rating, 273 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, 171 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 homes in Kamari

Kamari Traditional House | Kamares No.3

Traditional accommodation in Kamari-Santorini fully renovated in 2019 and surrounded by an old grand bougainvillea. The location is just 2 minutes’ walk from the center of Kamari and 500 meters (5 minutes) from the famous black beach Kamari. Guests can find everything near, from restaurants, snacks, coffees and bars. The area is traditional style mostly among locals. Our house is ideal for families with children and couples. Clean, simple and functional made with love for you.

4.92 out of 5 average rating, 313 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.

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.

4.98 out of 5 average rating, 190 reviews

A modern villa is presented with a distinctive white dome roof, surrounded by greenery and blue sea views. A shaded patio features sun loungers beside a small swimming pool, providing a relaxing outdoor space. The bright blue doors complement the serene landscape.

Dome in Oia

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

4.97 out of 5 average rating, 203 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.

4.99 out of 5 average rating, 210 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!

Cycladic homes 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, 308 reviews

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.

4.92 out of 5 average rating, 115 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.

4.92 out of 5 average rating, 356 reviews

Cave in Oia

Skala Cave-by Thireon

Live the ultimate Santorini dream in the heart of world-famous Oia, imbued with the spirit of chic luxury. Perched high atop the caldera cliffs, the infinite views of the glittering sea and sky will take your breath away. Managed by Thireon Houses

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, 175 reviews

Sky blue beach villa, private pool & sunset view

4.87 out of 5 average rating, 243 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, 230 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, 208 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

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.

5.0 out of 5 average rating, 49 reviews

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

A spacious terrace features comfortable lounge chairs positioned for relaxation with panoramic views of the sea. A small table holds a bottle of wine and two glasses, while decorative planters add a touch of greenery to the serene setting.

5.0 out of 5 average rating, 24 reviews

Zoe Aegeas Villa Panorama

4.91 out of 5 average rating, 32 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

Pet-friendly home rentals with a pool

4.98 out of 5 average rating, 102 reviews

A tranquil swimming pool is framed by stylish sun loungers and umbrellas, each providing shade. The villa's exterior features soft neutral tones and large windows, reflecting a modern aesthetic. Lush greenery complements the scene, enhancing the serene outdoor atmosphere.

Villa in Santorini

Home of Lilies

4.89 out of 5 average rating, 104 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 homes 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, 106 reviews

Cycladic homes 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, 147 reviews

4.88 out of 5 average rating, 143 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

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

Villa in Pyrgos Kallistis

White Orchid Villa | Private Pool | Sunset View

4.94 out of 5 average rating, 108 reviews

Cycladic homes in Mesaria

An open living space features a wooden dining table surrounded by dark chairs, leading into a cozy seating area with a large sofa. The kitchen is partially visible with light wood cabinetry and modern appliances, illuminated by soft, natural light from the arched windows.

Villa LuxL Winery Villa

4.97 out of 5 average rating, 193 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 homes 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

4.98 out of 5 average rating, 393 reviews

Historic Boatbuilder's House - Sunset Terrace Oia

4.92 out of 5 average rating, 165 reviews

A hot tub is shown in the foreground, with bubbles gently rising to the surface. Two glasses and a bottle of sparkling drink are placed on the edge, while wicker chairs are visible in the background, framed by scenic views of the hillside and village.

Villa in Exo Gonia

Blue Soul Luxury Villa

Cycladic homes 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, 148 reviews

Cycladic homes in Santorini

Rizos House

4.98 out of 5 average rating, 211 reviews

4.99 out of 5 average rating, 81 reviews

A spacious terrace overlooks the caldera, offering panoramic views of the sea and distant islands. A large table is set with comfortable seating, surrounded by decorative plants and stones. The sky is bright, reflecting on the tranquil waters below.

Cave in Oia

Elias Cave 270o Caldera View Oia Traditional