Villa holiday rentals in Oia

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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 $290 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,800 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

    20 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, Wifi and Pool across Oia rentals

  • 4.8 Average rating

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

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 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
4.99 out of 5 average rating, 146 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.C) is included. *This does NOT apply for special offers and not guaranteed for last minute reservations (depends upon agent's availability).

Top Guest favourite
A spacious terrace is highlighted with a white bench facing the calming Aegean Sea. The horizon features a gentle sunset, casting warm hues of orange and pink across the sky. Silhouetted mountains can be seen in the distance, enhancing the serene atmosphere.
Villa in Santorini
4.99 out of 5 average rating, 107 reviews

Anemi Villa - Sunset and Sea Views

A place to let the rest the world slips away. The ideal intimate escape! Anemi Villas is a beautiful example of the traditional Cave and Sea Captain Houses of Santorini, carved in the rocks of the magnificent caldera with panoramic views of the Aegean Sea, the Caldera Views and the famous Sunset of Santorini, It gives you the feeling of walking into a living postcard! Offering exceptional concierge service, Anemi Villas can turn your Holidays into an unforgettable life time experience!

Guest favourite
Villa in Pyrgos Kallistis
4.97 out of 5 average rating, 147 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!

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
4.96 out of 5 average rating, 198 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
4.95 out of 5 average rating, 112 reviews

Villa Makrilis | Spacious Villa for Groups Jacuzzi

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.

Guest favourite
Villa in Oia
4.97 out of 5 average rating, 201 reviews

Luxury Villa | Outdoor Hot Tub | Sea & Sunset View

Vista d’Oro Luxury Villa offers a peaceful stay in Oia, just 500 meters from the village’s famous main pathway, around a 10-minute walk through a footpath or a 2-minute drive. Ideally located within walking distance of Ammoudi Bay and Katharos Beach, the villa lets you enjoy the best of Oia while retreating to a quiet setting. From your private terrace, you can take in Santorini’s iconic sunset away from the busy crowds.

Guest favourite
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
4.96 out of 5 average rating, 158 reviews

Serra | Caldera View Suite, Private Pool & Hot Tub

Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable 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, 189 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
A serene outdoor space is highlighted, featuring sun loungers positioned by a swimming pool. The horizon glows with hues of orange and yellow as the sun sets, while a hanging chair gently sways nearby. Natural stone elements frame the view, adding texture to the scene.
Villa in Fira
4.98 out of 5 average rating, 225 reviews

Saints Apostles Villa with private pool

Saints Apostles is located in a quite area 1,5 klm from Fira town (20 minutes by walking or 2 minutes by car). Is fully luxury furnished , unlimited sea view to the east side of the island (on the beach side) and to the sunrise. The house is divided in 2 villa apartments with each apartment been private with its one swimming pool and all the amenities we describe.

Guest favourite
Villa in Oia
4.94 out of 5 average rating, 163 reviews

Luxury Villa with Hot Tub in the heart of Oia

Villa Rosaviglia is a contemporary and peaceful oasis, perfectly designed to experience the beauty of spectacular Santorini. Ideally located in the very center of Oia Village, it offers easy access with no stairs—allowing for a smooth and comfortable stay just steps from everything.

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, 211 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.

Superhost
A private terrace featuring white outdoor furniture offers views of the Aegean Sea and the surrounding cliffside village. The building's stone façade displays a blend of light cream and terracotta hues, while the bright blue doors provide a striking contrast against the backdrop of a clear sky.
Villa in Oia
4.84 out of 5 average rating, 285 reviews

VILLA OIA 1880

Villa Oia 1880 consists of three luxuriously appointed bedrooms and 3 shower rooms , a kitchen with every conceivable appliance and a private terrace area offering unparalleled views of the Caldera. It is located just a minutes walk from Oia center .

Popular amenities for Oia villa rentals

When is the best time to visit Oia?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$765 NZD$659 NZD$589 NZD$572 NZD$666 NZD$786 NZD$789 NZD$704 NZD$687 NZD$557 NZD$552 NZD$764 NZD
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