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!

4.86 out of 5 average rating, 139 reviews

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

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.

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, 129 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.

4.99 out of 5 average rating, 205 reviews

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.

Villa in Imerovigli

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.

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, 151 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.

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.

4.89 out of 5 average rating, 473 reviews

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.

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.

4.87 out of 5 average rating, 209 reviews

Top Caldera view villa with Hot Tub in Oia

This spacious little villa is located at the highest point of the village with stunning and unlimited views to the famous caldera and the volcano. The king size bed and the hot tub at the balcony will give unique moments of relaxation and enjoyment

4.94 out of 5 average rating, 103 reviews

A bright living area features a spacious sectional sofa adorned with colorful cushions. A circular coffee table is positioned in front, and views of the sea are visible through large windows, allowing natural light to illuminate the room. A sleek kitchen area is visible in the background.

Villa in Karterádos

Villa-Makrilis

located in karterados village . 115 square meter villa with 2 rooms and two bathroms private yard with hot tub jacuzzi. 1 mile away from the capital of Santorini Fira town. Bus station is 300 meter away from Villa.

Popular amenities for Oia villa rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.91 out of 5 average rating, 23 reviews

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

Deluxe Villa with Private Pool

Luxe

A tranquil pool area features a cozy love-seat with soft cushions, facing a stunning view of the coast at sunset. Lush greenery frames the scene, while a shaded terrace offers a comfortable spot for relaxation. The inviting pool reflects the sky's warm colors.

Villa in Santorini

5 out of 5 average rating, 28 reviews

Eolia Senior Villa

4.96 out of 5 average rating, 72 reviews

An aerial view captures the Superior Villa's elegant design, with a spacious pool and surrounding patio. The landscape features gentle hills in the background, while the interior layout of the villa is open and inviting, surrounded by natural stone and greenery.

Villa in Santorni

Ardor-Superior Villa with private pool

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.

4.93 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

4.9 out of 5 average rating, 10 reviews

A private outdoor area features a pool with clear water, surrounded by a patio fitted with lounge seating. An arched entryway leads into the villa interior. Two wooden chairs and a small table are positioned near the entrance, enhancing the inviting outdoor space.

Villa in Mesaria

Living Moments Villa Amersa

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, 58 reviews

Ananda Infinity

Luxury villa rentals

4.91 out of 5 average rating, 54 reviews

An outdoor area featuring a private pool surrounded by natural stone, a wooden dining table with several chairs, and a shaded lounge with thatched roofs. Lush greenery provides privacy, while a sun shower adds convenience for pool guests. The space offers a serene ambiance for relaxation.

Villa in Emporio

Rock Villas Complex| Castle View | Pool & Hot Tub

A private pool area is surrounded by stone walls, featuring comfortable lounge seating and a shaded umbrella. A small table holds two drinks alongside a fresh fruit arrangement. The turquoise water of the pool reflects the clear blue sky above.

5 out of 5 average rating, 35 reviews

Modern Dome Homes - The Beige

4.84 out of 5 average rating, 19 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 SeaView 4B Villa-Private pool, Breakfast incl.

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

4.99 out of 5 average rating, 73 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 Villa & Jacuzzi

4.75 out of 5 average rating, 4 reviews

The outdoor area features a private swimming pool surrounded by sun loungers, offering panoramic views of the Aegean Sea and the caldera. The modern design is complemented by a spacious sun terrace, enhancing the tranquil atmosphere. Clear blue skies complete the picturesque setting.

Villa in Akrotiri

Sea view loft with private hot tub and pool

4.89 out of 5 average rating, 27 reviews

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

Grand Villa 2, Private Infinity Pool. Arota Villas

Villa in Pyrgos Kallistis

A sparkling infinity pool reflects the landscape, featuring a stylish ice bucket with a bottle of champagne and two elegant glasses nearby. A decorative plate holds a variety of fresh fruits, providing a vibrant centerpiece against the serene backdrop of the Aegean Sea.

4.94 out of 5 average rating, 102 reviews

White Orchid Villa | Private Pool | Sunset View

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

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

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

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

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.