Villa holiday rentals in Oia

Villa in Pyrgos Kallistis

A private heated mini pool is visible, reflecting the vibrant colors of the sunset. The surrounding area reveals a panoramic view of the village and coastline, with distant land formations softly illuminated in the fading light.

4.93 out of 5 average rating, 105 reviews

Martynou View Suite

Martynou View Suite is a private property, located in Santorini Pyrgos village.Just a few steps away from restaurants cafe and more shops.Only 10 minutes driving distance from central Fira and the best beaches.This is an ideal choice for couples or small families.Suite offers private parking,a spacious living room with a kitchen, bathroom,double bed,air condition,coffee machine, 2 smart TV,fridge(offer bread jam honey butter),Wi-fi, and a private heated mini pool(jacuzzi)with stunning sea views!

4.98 out of 5 average rating, 132 reviews

A charming courtyard is displayed, featuring comfortable outdoor seating arrangements and a tranquil infinity pool in the background. The villa's exterior is constructed with local stone, illuminated softly by outdoor lighting, while the sky captures a gradient of blues and wispy clouds as twilight approaches.

Villa in Santorini

SPECTACULAR SANTORINI VILLA-CAR RENTAL INCLUDED

Description: Mansion Kyani is a secluded Hillside villa in Santorini's prettiest village. It offers three self-contained apartments spread over two spacious floors, a sunny terrace providing great views, and a huge yard with private pool & copious lounging spots. -A manual 5seater Car Rental (Fiat Panda or similar) is offered complimentary for the duration of your stay. This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

A heated plunge pool is featured within a uniquely shaped archway, with clear blue water reflecting the sun. A stunning view over the ocean and distant islands is visible through the opening. Decorative cushions and a small table with refreshments enhance the inviting atmosphere.

4.99 out of 5 average rating, 157 reviews

Ventus Paradiso Villa, Outdoor Heated Plunge Pool

Our cave villa comes with sentimental value as it belonged to our grandmother. Dated back to 1920's brings a great heritage. The villa was totally renovated in 2015, transforming a traditional cave into a luxury residence following faithfully the unique cycladic architecture with exceptional modern esthetics. The villa consists of two bedrooms with ensuite bathrooms, a dining area and a small kitchenette. It features a heated plunge pool and an upper terrace with panoramic view over Caldera.

4.9 out of 5 average rating, 138 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

Blue Soul Luxury Villa is a sanctuary of elegance in the heart of Exo Gonia. Nestled on the hillside towards Pyrgos, it offers breathtaking views of the Aegean Sea, the village, and the rolling landscapes. Its highlight - a four seat hot tub - invites you to unwind in pure bliss. Thoughtfully designed with curated décor and a seamless blend of comfort and style, the villa promises a unique and tranquil escape, where every detail enhances your Santorini experience.

The outdoor area features a private swimming pool with crystal-clear water, surrounded by sunbeds and lush landscaping. A shaded lounging area with an airy canopy provides a serene view of the surrounding vineyards, while the warm sunset creates a tranquil ambiance.

4.97 out of 5 average rating, 183 reviews

Ambeli Luxury Villa|Private Pool |HotTub&Breakfast

Ambeli Villa is situated in the region of Megalochori, with a total living space of 530sq.m. A newly anti-seismic constructed building covering all the official guidelines to maximize the security of our guests offers four gracious bedrooms and 4 bathrooms, which can accommodate up to 9 guests. The swimming pool and the outdoor heated Jacuzzi will offer you a sense of relaxation and wellness. "Homemade breakfast" and daily housekeeping are included at the price

4.9 out of 5 average rating, 131 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

Abelomilos Luxurie by The Sea is a brand new, luxurious villa consisted of two elegantly decorated bedrooms, fully equipped kitchen, two bathrooms, and a tastefully decorated living room. It also has a private swimming pool where guests can relax overlooking the stunning view over the emerald waters of the Aegean Sea. It is an ideal choice for people with high aesthetics and those who want to enjoy their holidays in an environment of Quiet.

4.89 out of 5 average rating, 142 reviews

A private Jacuzzi tub is positioned on a balcony, with a stunning view of the Aegean Sea and a sunset reflecting on the water. Soft clouds are visible in the sky, and a rolled towel is neatly placed beside the tub.

Villa in Vourvoulos

NEW La Estrella - Levantis Suite & Private Jacuzzi

La Estrella - Levantis Suite (55 sq.m.) is beautiful situated in Vourvoulos village, just 600m away from the famous Imerovigli town, offering a direct stunning sea view to the Aegean. The property combines the famous traditional Cycladic white-washed architecture with the modern mindset, being able to provide our guests all the luxurious amenities.

4.95 out of 5 average rating, 142 reviews

A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.

Villa in Akrotiri

Serra Exclusive Suites

Our newly-built suites are providing a modern and luxury setting with the best view of the entire Caldera of Santorini (the cliffs, the volcano, Oia, Fira, etc.) where our guests will be pampered and feel like home thanks to the famous Greek hospitality. You can explore an unparalleled travel experience you would not miss for the world.

An outdoor seating area features wooden lounge chairs positioned to face the ocean, capturing a sunset view. A dining table is visible in the background. Lanterns are placed on the ground, and trees provide a natural frame against the colorful sky.

4.99 out of 5 average rating, 205 reviews

Villa Aronia

This immaculate, 80 m^2 and fully equipped Villa invites comfort and tranquility. Highlights include breathtaking view, secluded beach, only 20 meters away, spacious garden setting for relaxing and entertaining and private parking. Perfect for anyone, this home is ideally positioned to enjoy all year round in Santorini.

Villa in Paralia Perivolos

The outdoor area features a private hydromassage tub and sun loungers arranged on a spacious terrace. The villa’s modern structure is complemented by subtle lighting, enhancing the clean lines and white walls. Shade is provided by a pergola, creating a relaxing environment.

4.97 out of 5 average rating, 113 reviews

"DAFNES VILLAS 2" PRIVATE HYDRO-MASSAGE

Dafnes Villa 2 is located 100 metres away from Perivolos black beach, the most famous and popular beach of the island where you can find lots of beach bars, restaurants and shops. You can either relax at the private outdoor hydromassage tub or just go to the beach and enjoy the Aegean sea.

4.87 out of 5 average rating, 209 reviews

A private terrace features a shimmering pool with views of the sea and the caldera. Whitewashed buildings in Oia line the cliffside under a clear blue sky, creating a serene backdrop for relaxation.

Villa in Oia

Top Caldera view villa with Hot Tub in Oia

This charming, spacious villa sits at the highest point of the village, offering stunning, unobstructed views of the famous Caldera and the volcano. With a king-size bed and a private balcony featuring a hot tub, it promises unforgettable moments of relaxation and pure enjoyment.

4.89 out of 5 average rating, 475 reviews

A private outdoor Jacuzzi is situated on a terrace, surrounded by whitewashed walls and overlooking the serene sea. The sparkling water reflects sunlight, creating a tranquil atmosphere. The sloping hillside provides additional views of the coastline and distant boats.

Villa in Oia

SEACREST VILLA-VOLCANO VIEW

SEACREST VILLA has a bedroom with double bed, a living room with 2 single beds, a private fully equipped kitchen, a private shower room and 2 private verandas with perfect view to the Sea ,the Caldera ,the Volcano and the village of OIA.There is also a jacuzzi.

Popular amenities for Oia villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.85 out of 5 average rating, 20 reviews

An infinity pool stretches across the foreground, reflecting the deep blue sky and sea. A large sunbed floats in the pool, surrounded by minimalistic stone platforms. Two hanging chairs are positioned nearby, offering views of the serene landscape and horizon.

Villa in GR

A&V 4BDR Villa-Pool & Jacuzzi, Breakfast incl.

A serene outdoor pool area is highlighted, featuring loungers with gray cushions and a straw hat resting on one. A person is captured mid-air, diving toward the clear water. In the background, two black chairs are positioned near the pool, with an unobstructed view of the ocean.

4.96 out of 5 average rating, 27 reviews

105. Nopal | Luxury 2-Bedroom Villa with Pool

An airy living and dining area features light-colored furnishings that complement the minimalist design. Large windows with red frames allow natural light to flood the space, providing a clear view of the Aegean Sea beyond. A warm wooden table is positioned in the center.

4.93 out of 5 average rating, 46 reviews

Serendipity Cliffside Villa~Jacuzzi & Caldera View

An open-air terrace showcases outdoor seating arrangements and a hot tub, with panoramic views of the sea at sunset. The light-colored surfaces reflect the soft hues of the sky, while greenery adds a touch of nature to the space.

4.93 out of 5 average rating, 69 reviews

3 bed villa, @ Fira center Sea view,outdoor hottub

A serene swimming pool is framed by a smooth, curved archway. The water reflects the surrounding white walls, enhancing the tranquil atmosphere. Soft lighting creates a peaceful ambiance, and a hint of lush greenery is visible in the background under a night sky.

4.98 out of 5 average rating, 92 reviews

Lotus Cave Villa With Heated Plunge Pool

4.99 out of 5 average rating, 77 reviews

A private terrace features a jacuzzi surrounded by natural stone walls and sunlight streaming through a slatted roof. Lush greenery peeks from above, creating a serene outdoor setting, while steps lead to an entrance shaded by the structure.

Villa in Monolithos

Blue Diamond Suite with Hot Tub *Aegean Diamonds*

4.99 out of 5 average rating, 74 reviews

A modern living space features a large window offering a clear view of the sea, allowing abundant natural light to fill the room. A wooden dining table with four chairs is positioned alongside a comfortable sofa adorned with soft cushions. Minimalist decor enhances the serene atmosphere.

Villa in Kamari

Kamara Sea View Superior Suite

5 out of 5 average rating, 28 reviews

A modern villa features a tranquil pool area with sun loungers arranged beside the water. The white building showcases a minimalist architectural design, complemented by a shaded wooden pergola and stone accents. Clear blue skies provide a serene backdrop.

Villa in Karterádos

George Farm Land villa with private swimming pool

Luxury villa rentals

4.92 out of 5 average rating, 25 reviews

The villa is shown at twilight, revealing its elegant architecture. A private pool reflects the evening sky, with lounge chairs positioned beside it. Soft lighting highlights the outdoor spaces, and palm plants frame the entrance, creating a welcoming ambiance.

Villa in Mesaria

Aleria Santorini Villa

4.97 out of 5 average rating, 34 reviews

A modern villa features a private pool surrounded by sun loungers and lush landscaping. The outdoor area includes a shaded seating space under a pergola, with warm lighting illuminating the pathway. The tranquil ambiance is enhanced by the evening sky.

Villa in Megalochori

Philosophia Luxury Villa

4.96 out of 5 average rating, 48 reviews

The exterior view of the villa at dusk features soft blue lighting illuminating the white facade. A private swimming pool is visible, surrounded by a stone border. Spacious terraces and outdoor seating areas are included, creating a welcoming ambiance for relaxation.

Villa in Megalochori

Alchemy Villa - 3 Bedrooms, 3 Baths & Prive Pool

4.87 out of 5 average rating, 23 reviews

The exterior of the villa is showcased at dusk, featuring multiple balconies and an inviting outdoor area with jacuzzis. Soft lighting illuminates the structure, and the surrounding landscape adds to the sense of tranquility. A scenic view of the distant town is visible in the background.

Villa in Megalochori

Villa Katerina Collection-5 Villas in Ground Floor

A bright dining area features a wooden table set for four, complemented by blue chairs. Large glass doors open to reveal a private pool area with lounge chairs and an umbrella, framed by the arched architecture and views of the sea.

5 out of 5 average rating, 38 reviews

Modern Dome Homes - The Blue

Villa in Exo Gialos Karteradou

A serene outdoor space features a deep blue pool surrounded by lounge chairs with umbrellas. The pool is bordered by white stones, and a panoramic view of the ocean and sky can be seen in the background.

4.99 out of 5 average rating, 74 reviews

Villa Concha Con Perla Santorini

5 out of 5 average rating, 14 reviews

An inviting outdoor area features a sparkling pool surrounded by minimalistic seating and lounge chairs. The stone walls blend with the natural landscape, while a clear sky adds to the serene atmosphere. A few trees provide subtle greenery in the background.

Villa in Koloumpos

Villa Beltramo Santorini private pool villa

4.96 out of 5 average rating, 23 reviews

A private swimming pool is surrounded by lush greenery, providing a sense of seclusion. Two lounge chairs are positioned nearby, emphasizing relaxation. The view extends over the Aegean Sea, showcasing tranquil blue waters under a clear sky.

Villa in Oia

Oia's View Cavehouse VI with private pool

Villa rentals with a pool

Villa in Exo Gialos Karteradou

An inviting outdoor area features a well-lit swimming pool, its turquoise water shimmering under the night sky. Lounge chairs are arranged nearby, and lanterns provide soft illumination. The stone villa stands in the background, with large glass doors opening to the serene space.

4.93 out of 5 average rating, 85 reviews

VILLA WAVES 2 SANTORINI

4.95 out of 5 average rating, 44 reviews

The villa is illuminated against a night sky, highlighting a private pool surrounded by sun beds. Within the outdoor space, a mix of lounge seating and greenery creates a tranquil atmosphere, while the building's modern architecture is accentuated by soft lighting.

Villa in Karterádos

Kyklos villas - private heated pool Villa

5 out of 5 average rating, 34 reviews

A modern terrace features a private pool illuminated softly, reflecting the evening sky. Comfortable lounge chairs are positioned alongside the pool, inviting relaxation. The surrounding area offers views of the village and horizon, contributing to a serene ambiance.

Villa in Vothonas

Santo Bloom "giio" Deluxe Villa with Private Pool

An evening view of a private terrace showcases a sleek pool with illuminated water in a calming blue hue. Comfortable seating is arranged nearby, and a small dining area is positioned in the background. The sky transitions into deep hues as twilight sets in.

4.98 out of 5 average rating, 59 reviews

Filoxenia Luxury Villas | 2 Bedroom | private pool

4.95 out of 5 average rating, 40 reviews

An inviting outdoor swimming pool is visible, featuring clear blue water and a sun lounger positioned beside it. Steps lead into the pool, suggesting an accessible entry point for guests. Sunlight creates a sparkling effect on the water's surface.

Villa in Vothonas

Romantic Villa With Sea View Car Included

An outdoor area is illuminated by soft lights, featuring a private pool bordered by greenery. Sunbeds are arranged beside the pool, with a shaded seating area nearby. A doorway leads into the villa, blending indoor and outdoor experiences.

4.79 out of 5 average rating, 47 reviews

Present Perfect Villa - private pool

4.88 out of 5 average rating, 8 reviews

Villa in Mesaria

Villa Anca with pool by Arivia Villas