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Villa vacation rentals in Oia

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Top-rated villa rentals in Oia

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Top guest favorite

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.

Villa in Imerovigli

4.99 out of 5 average rating, 147 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.

Villa in Pyrgos Kallistis

4.98 out of 5 average rating, 121 reviews

Martynou View Villas

Martynou View villas 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 from the best beaches of the island. This is an ideal choice for couples. The property offers a spacious living room with kitchen, bathroom,double bed,air condition,coffee machine,TV,fridge,Wi-fi, soundtrack,private parking and a lovely balcony with private heated jacuzzi and stunning sea view!

An outdoor terrace is shown, featuring a dining table surrounded by light-colored chairs. A private jacuzzi is visible on one side, with panoramic views of the sunset over the sea and distant hills. The space is complemented by sheer drapes and a warm glow from the setting sun.

Villa in Firostefani

4.85 out of 5 average rating, 131 reviews

Sunset View Villa Santorini - Outdoor Jacuzzi

Exclusive Luxury Villa with breath-taking PANORAMIC views of the sea, Caldera & Sunset. Upstairs - One of the largest private jacuzzi terraces in Santorini with pergola & kitchen/bar, stunning views and Alfresco dining and lounging. Downstairs - 3 double Bedrooms, 2 bathrooms, lounge/dining room, Modern kitchen, outdoor dining table in the tranquil courtyard. Laundry with washer and drier. Daily clean, linen, towels & toiletries. Personal Manager & concierge services.

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

4.89 out of 5 average rating, 132 reviews

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.

Top guest favorite

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, 174 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

A crystal-clear plunge pool glistens under the sun, surrounded by whitewashed stone walls. Decorative planters add splashes of green, while pink flowers provide a soft contrast. The image captures a backdrop of traditional Santorinian architecture against a bright blue sky.

Villa in Fira Santorini

4.95 out of 5 average rating, 183 reviews

The Painters House

The Painters House is a lovingly restored traditional villa right in the heart of the old town of Fira. Just a few minutes walk from the famous Caldera and the main square, the villa offers luxurious accommodation for adults over 18 in a quiet location whilst providing easy access to the many restaurants and famous nightlife of the capital. Check-in 16:00-22:00, neither check-in after 22:00 nor self check-in possible.

An outdoor terrace features two comfortable lounge chairs facing the expansive Aegean Sea. The calm waters reflect clear blue skies, while views of nearby islands enhance the serene atmosphere. A railing provides safety while allowing unobstructed sightlines of the breathtaking scenery.

Villa in Imerovigli

4.93 out of 5 average rating, 172 reviews

Calderas Hug 2 Suites(Sea View& Prive Hot Tub)

Calderas Hug & Sea View 2 is a villa with two suites perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our properties, are beautifully settled in the volcanic surface of Caldera cliff, following the traditional Cycladic white-washed architectural principals, providing our Guests a sense of serenity and a plethora of luxury amenities.

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

4.89 out of 5 average rating, 135 reviews

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.

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

4.95 out of 5 average rating, 133 reviews

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.

Top guest favorite

Two wooden lounge chairs are positioned on a concrete terrace, offering unobstructed views of the caldera. Two lanterns with flickering candles provide ambient lighting as the sun sets over the water, creating a serene space for relaxation.

5 out of 5 average rating, 147 reviews

Loukia House

Loukia House is a traditional Cycladic cave house carved inside the Oia cliff. The beautiful arched ceilings stretch along the indoor and outdoor space. Its unique location offers panoramic views of the whole island and the caldera. A relaxing terrace gives a sense of privacy in the most sought-after spot in Santorini.

Vacation rentals for every style

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Popular amenities for Oia villa rentals

Free parking on premises

Air conditioning

Private villa rentals

An open-plan living area is presented, featuring a modern kitchen with sleek cabinetry and a cozy seating arrangement. Large windows offer a view of the ocean, while light-colored walls and wooden accents create a bright and airy atmosphere.

Villa in Imerovigli

4.91 out of 5 average rating, 23 reviews

Deluxe Villa with Private Pool

Two glasses of red wine are positioned on the edge of a jacuzzi, accompanied by a platter of assorted snacks. The background features a serene sunset illuminating the sky, with a lush landscape visible in the distance.

4.93 out of 5 average rating, 27 reviews

Serene Escape - Peaceful Jacuzzi Villa

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

4.99 out of 5 average rating, 69 reviews

Blue Diamond Suite with Hot Tub *Aegean Diamonds*

A modern pool area is set against a stunning backdrop of mountains and the sea. The clear water glistens in the sunlight, surrounded by white lounge chairs and elegantly arranged potted plants, contributing to the serene atmosphere.

Villa in Pyrgos Kallistis

4.93 out of 5 average rating, 68 reviews

Brand new villa with swimming pool

A private jacuzzi is set on a spacious terrace, offering expansive views of the Aegean Sea and surrounding islands. Sun loungers are positioned nearby, and the bright blue water of the jacuzzi contrasts against the white architecture and clear sky.

5 out of 5 average rating, 6 reviews

Aegean Magic, sea view with Jacuzzi & plunge pool

An outdoor area is featured with a private swimming pool and a sunlit patio. Lounge chairs are positioned beside the pool, while a dining table is set nearby. The clean white walls reflect ambient lighting, creating a serene and inviting space for relaxation.

Villa in Vothonas

5 out of 5 average rating, 49 reviews

Alme villas private residence with pool

A terrace offers stunning views of the surrounding caldera, featuring minimalist seating and rustic decor. The iconic blue dome of a nearby structure contrasts against the soft hues of the building, while gentle sunlight enhances the serene coastal landscape.

4.9 out of 5 average rating, 83 reviews

Deluxe villa the Dream

An inviting private swimming pool is situated on the terrace, with the tranquil Aegean Sea in the background. The sky is adorned with hues of orange and purple as the sun sets, while surrounding greenery and modern seating areas enhance the serene atmosphere.

Villa in Finikia

4.89 out of 5 average rating, 71 reviews

Astrea Suites: Villa Finikia- Aegean Sea View

Luxury villa rentals

Top guest favorite

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

4.96 out of 5 average rating, 28 reviews

Philosophia Luxury Villa

A modern villa exterior is presented, featuring smooth white walls and a gentle arch above the entrance. A small seating area with blue cushions is visible, enhancing the tranquil setting. The path leads to the entrance, flanked by a few decorative stones and greenery.

Villa in Kamari

5 out of 5 average rating, 7 reviews

Eolia Kamari Villa

An outdoor relaxation area features two spacious lounge chairs positioned beside a shimmering swimming pool. The stone wall of the villa contrasts with the soft glow from interior lights. Large glass doors offer a glimpse into the modern interior, emphasizing the blending of indoor and outdoor spaces.

5 out of 5 average rating, 16 reviews

Villa Trace-2 BR/Heated private pool, Sea 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.

4.94 out of 5 average rating, 67 reviews

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

Top guest favorite

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

5 out of 5 average rating, 26 reviews

George Farm Land villa with private swimming pool

An outdoor terrace features a heated Jacuzzi surrounded by light-colored decking and two sun loungers. Potted plants add greenery to the area, while the Aegean Sea and a passing cruise ship are visible in the background.

4.91 out of 5 average rating, 54 reviews

Ananda Infinity

Two lounge chairs are positioned beside a private infinity pool, offering an unobstructed view of the ocean at sunset. The sky transitions in soft shades of orange and pink, while the tranquil waters reflect the warm hues. Lush greenery is present nearby.

4.98 out of 5 average rating, 43 reviews

Saint Apostles 3-bedroom villa with private pool

An outdoor terrace features a large swimming pool with an infinity edge, overlooking the expansive sea. Two lounge chairs with plush cushions are positioned nearby, offering a place for relaxation. The surrounding landscape includes distant cliffs and serene waters under a clear blue sky.

Villa in Akrotiri

4.88 out of 5 average rating, 26 reviews

Grand Villa 2, Private Infinity Pool. Arota Villas

Villa rentals with a pool

An outdoor area features an inviting private pool surrounded by several loungers. The landscape includes a clear view of the Aegean Sea in the background, framed by a bright blue sky. Light-colored stone walls and minimal landscaping contribute to a serene environment.

Villa in Exo Gialos Karteradou

4.92 out of 5 average rating, 79 reviews

VILLA WAVES 2 SANTORINI

A vast outdoor swimming pool is surrounded by a spacious patio, featuring stone walls and lush greenery. Sun loungers and shades are placed alongside the pool, inviting relaxation. The clear blue sky overhead complements the turquoise water, creating a serene and inviting atmosphere.

Villa in Santorini

4.54 out of 5 average rating, 54 reviews

Mantilida Villa The Canava

Villa in Vothonas

5 out of 5 average rating, 34 reviews

Santo Bloom "giio" Deluxe Villa with Private Pool

Top guest favorite

An outdoor terrace is showcased with a private pool lit in soft blue light, contrasting against the twilight sky. Comfortable loungers are positioned near the pool, and a small dining table is set against a clean, minimalist backdrop.

Villa in Santorini

4.96 out of 5 average rating, 28 reviews

Filoxenia Luxury Villas | 2 Bedroom | private pool

A serene swimming pool is captured from above, featuring clear blue water. A person is swimming gracefully, while lounge chairs are positioned nearby, accompanied by a small table with refreshments, enhancing the tranquil environment.

Villa in Vothonas

4.95 out of 5 average rating, 39 reviews

Romantic Villa With Sea View Car Included

A clear swimming pool is surrounded by palm trees and lounge chairs, offering a relaxing outdoor space. The white villa in the background is complemented by blooming plants and a mountainous landscape under a bright blue sky.

Villa in Kamari

4.84 out of 5 average rating, 165 reviews

Studio Santorini Twin/Double

An outdoor lounge area features dark-colored seating alongside a sparkling pool. Sunbeds are arranged beside the pool, accompanied by a shaded area provided by a large umbrella. A table displays a selection of fresh fruits and drinks, with the ocean visible in the background.

Villa in Exo Gialos Karteradou

4.99 out of 5 average rating, 69 reviews

Villa Concha Con Perla Santorini

An outdoor area is showcased, featuring a private pool surrounded by green grass. Two lounge chairs are positioned nearby. Nearby, two stylish chairs offer additional seating. The bright white walls of the villa contrast with the blue sky, creating a serene and inviting atmosphere.

Villa in Santorini

5 out of 5 average rating, 59 reviews

Kyklos villas - private heated pool Villa

Quick stats about villa rentals in Oia

Total rentals
70 properties
Nightly prices starting at
R2,994 ZAR before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
30 properties have a pool

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