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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 spacious outdoor sleeping area is positioned against a stunning coastal backdrop. The scene features a simple, modern setup with large cushions resting on a concrete platform, providing a direct view of the horizon and the expansive sea.
Villa in Pyrgos Kallistis
5 out of 5 average rating, 103 reviews

Santorini Sky | The Lodge *Most Unique*

SPECIAL 2026 RATES! Heaven has a new address! This sensational villa, blends rustic design with modern comfort and luxury. From the private infinity jacuzzi, to marble counters, pillow-top king-size bed, and satellite TV – Every detail has been considered to make The Lodge is as stunning inside as the views are outside. And at the top of the ‘stairway to heaven’ lies the Sky Bedroom which will absolutely take your breath away – the most spectacular private rooftop terrace on the whole island.

Guest favorite
An outdoor space features a private jacuzzi beside a stone-tiled terrace. A wooden dining set with two chairs and a round table is placed near a hanging chair. The expansive view of the sea stretches beyond, framed by a clear blue sky.
Villa in Imerovigli
4.85 out of 5 average rating, 102 reviews

Luxury Efis Home - Villa 2 - Sea View & Private Jacuzzi

NEW Efis Home - Villa 2 - Sea View & Prive Jacuzzi (60 sq.m.) is a beautiful property that acommodates up to 4pax! The Villa has in total 1 Double Bed, Safety box, 1 Sofa-bed, 1 camb bed,1 beautiful Cave-Bathroom with Shower, 1 Living Room with Dining Table and Chairs, a Flat Screen TV, a mini Fridge and a Coffee machine. At the balcony, there is a deck with outside furniture & 1 Private Jacuzzi, where you can relax & enjoy the majestic view from the sun beds, as well as your meals and drinks.

Guest favorite
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.
Villa in Pyrgos Kallistis
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!

Top guest favorite
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
4.98 out of 5 average rating, 132 reviews

Spectacular Private Mansion- Car Rental included *

Mansion Kyani is a secluded hillside villa in Santorini's prettiest village. It features three self-contained suites spread over two spacious floors, ensuring distinct private living areas for your group. Enjoy the sunny terrace with panoramic views, an expansive courtyard with a private pool, garden & many lounging spots. -A manual 5seater Car Rental (Cat.B) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

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, 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.

Top guest favorite
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, 142 reviews

Levantis Suite - Private Hot Tub & Sea View

Levantis Suite (57 sq.m.) at La Estrella Luxury Suites embodies refined Cycladic elegance, perched in serene Vourvoulos just 600 m from Imerovigli. Offering uninterrupted Aegean Sea views, it features a heated private jacuzzi on the balcony, exquisite décor, premium amenities, daily housekeeping, and private parking. Ideally located near a mini market (400 m) and charming local tavernas (350 m), the suite is only 1.3 km from the Caldera, set in a peaceful and quiet area of Santorini.

Guest favorite
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
4.9 out of 5 average rating, 132 reviews

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.

Top guest favorite
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, 183 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.

Guest favorite
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, 142 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.
Villa in Oia
5 out of 5 average rating, 152 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.

Guest favorite
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
4.87 out of 5 average rating, 209 reviews

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.

Top guest favorite
A heated jacuzzi features glowing blue water, framed by a wooden deck. Nearby, an outdoor dining area with a table and chairs is positioned under a shaded pergola. The expansive view includes the tranquil sea and distant hills, illuminated by the evening sky.
Villa in Akrotiri
4.94 out of 5 average rating, 122 reviews

Premium Two Bedroom Villa with Jacuzzi & Sea View

The Premium Villa exudes a vintage charm with its unique architectural features and traditional design elements. The whitewashed walls and rustic tones create a warm and inviting atmosphere, while the vintage furnishings add to the overall character and authenticity of the space.

Popular amenities for Oia villa rentals

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$82,996 GYDG$52,265 GYDG$64,390 GYDG$73,798 GYDG$77,979 GYDG$85,714 GYDG$96,585 GYDG$86,132 GYDG$84,042 GYDG$68,153 GYDG$67,526 GYDG$93,449 GYD
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Quick stats about villa rentals in Oia

  • Total vacation rentals

    Explore 70 vacation rentals in Oia

  • Nightly prices starting at

    Oia vacation rentals start at G$22,996 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,460 verified reviews to help you choose

  • Family-friendly vacation rentals

    40 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Oia vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Oia rentals

  • 4.8 Average rating

    Oia stays are highly rated by guests—averaging 4.8 out of 5!

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