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Villa holiday rentals in Oia

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Top-rated villa rentals in Oia

Guests agree: These villas are highly rated for location, cleanliness and more.

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Top Guest favourite
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 favourite
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 favourite
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 favourite
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 favourite
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 favourite
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.

Guest favourite
A serene outdoor space features a small pool illuminated in soft blue, surrounded by white cave-style walls. A comfortable seating area with cushions is visible, alongside a decorative lantern casting a warm glow, creating an inviting atmosphere for relaxation.
Villa in Karterádos
4.97 out of 5 average rating, 174 reviews

MyBoZer Cave Villa

MyBozer Cave Villa is a traditional cave style house located in traditional village of Karterados. This cave style luxury villa offers high end amenities and facilities in indoor area and outdoor area . Near the villa only 5 minutes by foot you can find the local bus stop ,also near by you can find everything you need like restaurants,super market,coffee shops ,patisserie,the police station and the general hospital of Santorini.

Guest favourite
Villa in Karterádos
4.94 out of 5 average rating, 103 reviews

Makrilis private relax villa

This spacious 110 sqm private villa in Karterados is ideal for families, friends, or couples seeking comfort and privacy in Santorini. It features two bedrooms, including a master bedroom, a fully equipped kitchen, large outdoor terraces, a private jacuzzi, and Aegean Sea views. Located in a quiet area with easy access to Fira, the villa offers a perfect balance of space, relaxation, and value for a comfortable island stay.

Top Guest favourite
A private terrace features wooden lounge chairs surrounding a hot tub, offering expansive views of the Aegean Sea and the volcanic islands at sunset. The tranquil atmosphere is enhanced by soft, pastel skies reflecting over the water.
Villa in Fira
4.98 out of 5 average rating, 162 reviews

Calderas Hug 1 (Panoramic Sea View& Prive Hot Tub)

Calderas Hug 1 is a suite perfectly situated in the famous Caldera, offering an astonishing direct sea view to the infinity azure of the Aegean sea! Our property, is 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.

Top Guest favourite
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 favourite
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 favourite
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. price$657 NZD$414 NZD$510 NZD$584 NZD$617 NZD$679 NZD$765 NZD$682 NZD$665 NZD$540 NZD$535 NZD$740 NZD
Avg. temp12°C12°C14°C17°C22°C27°C30°C30°C26°C22°C17°C14°C

Quick stats about villa rentals in Oia

  • Total holiday rentals

    Explore 70 holiday rentals in Oia

  • Nightly prices starting at

    Oia holiday rentals start at $182 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,460 verified reviews to help you choose

  • Family-friendly holiday rentals

    40 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    70 of Oia holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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