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18 Ridiculously Priced Airbnb Santorini Villas That Are Worth Staying - Updated 2019

18 Ridiculously Priced Airbnb Santorini Villas That Are Worth Staying - Updated 2019

Santorini is known to be a picture perfect village, famous for its white washed houses overlooking the splendid view of the caldera, pretty bell towers standing tall and majestic on the cliffs and, most importantly, its romantic multi-coloured sunsets. While these come at a pretty hefty price at first glance, if you are travelling with a large group of friends, or simply decide to indulge a little, here’s a list of 18 ridiculously priced Airbnb Santorini villas that are actually worth staying in top locations like Fira, Oia, Thira, Pygros, and Imerovigli.

Note: Check out the actual costs at the end of each recommendation. And don’t miss out on our latest addition (#16) which comes at a ridiculously reasonable price!

Blackrock Villa Arktokiri Santorini (in Thira) (from 1442 USD onwards)

1442 USD/night | 5 bedrooms (8 beds) | 12 guests *92 USD for each night after 10 guests

Located on the South-Western tip of Santorini, the Blackrock Villa is surrounded by some of the most breathtaking oceanic views in the world and is spread over 3 large floors. It comprises of several living rooms, a dining area, a reception area, providing you several choices of secluded indoor hangouts. You’ll have access to some of the most breathtaking oceanic views in the world, with 4 decked terraces where you can relax, sunbathe and savour the tranquil blue expanse of the Aegean and its astonishing evening sunsets. With an outdoor heated pool and a barbeque area, you can even host a pool party.

A private chef and waiter will be made available upon request, and they can also arrange for the collection and delivery of groceries, onsite massages, and laundry services. VIP services like limousine services, hiring of private yacht, jets, helicopters can also be arranged.

Actual cost: 135.50 USD/pax if there are 12 guests

Blackrock Villa Arktokiri

Price: from 1442 USD onwards

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Michaela Villa (in Thira) (from 1268 USD onwards)

1268 USD/night | 5 bedrooms (6 beds) | 10 guests *87 USD for each night after 8 guests

At a hefty price of approximately 1268 USD per night, Michaela Villa is lavishly decorated with elegant furnishing and wooden ceilings. You’ll have access to stunning views of the volcano and the caldera, throughout almost all sides of the villa. The dining area features a beautiful chandelier, and the living room comes with a fireplace. The living area is equipped with a high definition satellite TV and home theatre for you to experience the luxurious elements of a cinema at the comfort of your home.

There’s also a spa room with indoor heated Jacuzzi, a private infinity pool, a private courtyard beautified with flowers and a shaded lounge area under a pergola and sunbeds which feel especially atmospheric at night when it’s candle lighted. At the back of the house, there’s a BBQ area where you can host your own BBQ party under the twinkling stars without any restrictions.

Actual cost: 144.20 USD/pax if there are 10 guests

Michaela Villa

Price: from 1268 USD onwards

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Periscope Villa (from 1553 USD onwards)

1553 USD/night | 5 bedrooms (6 beds) | 10 guests *172 USD for each night after 8 guests

Located in Imerovigil, the Periscope Villa is designed by a renowned Greek architect and has all the modern comforts and amenities even the most demanding traveler would require. Its interior is luxuriously designed in wooden furnishings and has an extensive library of books to awe at. The TV room comes with a home theatre system and lounger TV for you to comfortably enjoy a movie. Its bedrooms are fitted with a large dressing room, a luxury hydromassage shower enclosure, and comes with a balcony and sea views.

The Periscope Villa has large exterior grounds, with a large courtyard on the front featuring fantastic panoramas of the sea and sunset. There is a pool with sunbeds and a shaded pergola, an outdoor giant chess on the pool area and a basketball court, maximising your entertainment options.

Actual cost: 189.70 USD/pax for 10 guests

Periscope Villa

Price: from 1553 USD onwards

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Luxury Villa (in Pygros) (from 1079 USD onwards)

1079 USD/night | 5 bedrooms (7 beds) | 13 guests *34 USD for each night after 6 guests

Located in the quiet and peaceful neighborhood of Pyrgos, this luxury villa is designed to give you one of the most unforgettable stays of a lifetime. It spreads over 3 levels, and has breathtaking views of the Aegean Sea and the Pyrgos Kallistis medieval castle. Its interior is elegantly decked in warm, earthy colours and embodies modern, sophisticated and minimalist all at once. There’s a nice ambience overall, offering a sense of home.

The infinity pool and spacious verandas come with large lounge areas and sets the perfect backdrop for romantic evenings. You’ll be in a prime position with the vast sea view from the top and bathed in natural light. Not only do you get to enjoy the beautiful deep blue sea, you get an equal share of greenery as well. There’s a lush green garden with olive trees and picturesque vineyards, where you can rejuvenate under shades of the massage kiosk.

The villa is also well equipped with a library, balconies, a living area with a fireplace, a BBQ canopy, home cinema experience, and even a fitness area with Turkish marble hammam and gym! This is really luxury at its best.

Actual cost: 179.80 USD/pax for 8 guests or 101.30 USD/pax for 13 guests

Luxury Villa in Pygros

Price: from 1079 USD onwards

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Dome House Villa (in Megalochori) (from 1268 USD onwards)

1268 USD/night | 6 bedrooms (7 beds) | 13 guests

Dome House Villa is situated halfway between Fira and the southern beaches (Vlychada, Perivolos and Perissa). It is both tranquil and convenient, being located near several restaurants, shops and bakeries. The Dome House Villa is privileged to have both lush and deep sea views. It is in a prime location with unobstructed views of the volcanoes and islands beyond.

The Dome House Villa’s interior is designed using a small colour palette, while its exterior is simply beautiful beyond words. It interestingly creates most of its own electricity using solar power. Its furniture are mostly custom made, based on an excellent mash up of ancient Greek and modern designs. It has a perfect balance of blue and green, with the house surrounded by vineyards against a backdrop of the deep blue Aegean. At night, you’ll be able to stargaze and watch the glistening lights of Fira, Oia and Akrotiki from the cliff’s edge. If you’re lucky, you can catch the meteor showers that occur in July/August.

There’s a 3000 sq meter (32000 sq feet) garden full of Mediterranean herbs, bushes, and a pond with water lilies buzzed by dragonflies. Stone walls form the patio, which is a perfect seat for Santorini’s famed sunsets. You can also book the local lady from the village to cook traditional Greek meals using the garden’s herbs.

Actual cost: 97.50 USD/pax for 13 guests

Dome House Villa

Price: from 1268 USD onwards

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Luxury Villa with Breathtaking Views (in Oia) (from 920 USD onwards)

920 USD/night | 2 bedrooms (3 beds) | 4 guests

This modern luxury villa is beautifully designed, with the majestic white walls of the house set against an endless expanse of marine blue, and black volcanic colours. The bedrooms are decked in soft, neutral colours. It’s equipped with a state-of-the-art kitchen and an indoor fireplace that intensifies the romantic ambience.

There’s a breathtaking view of the whole island from your terrace, where you can breathe in the fresh Mediterranean air, feel the warmth of the sun on your skin and cold marbles on your bare feet. You’ll be able to watch tourists and donkeys trot along the narrow streets of Oia. During sunset, you’ll be privileged to enjoy the famed Santorini sunset, unobstructed from your private balcony, while you watch tourists crowd outside your door to catch the sunset.

There will be daily cleaning service included, and the hosts will help you book and arrange almost anything.

Actual cost: 230 USD/pax for 4 guests

Luxury Villa with Breathtaking Views

Price: from 920 USD onwards

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Royal Villa (in Imerovigli) (from 1323 USD onwards)

1323 USD/night | 2 bedrooms (2 beds) | 7 guests

A large villa perched on top of the caldera, equipped with two independent suites, large bathrooms, private heated plunge pools with million-dollar views, and a beautiful veranda with a lounging area. Nothing spells royalty quite like the Royal Villa. To live up to its name, its interior is decorated grandly, and features palace-like door and windows.

To maximize comfort, breakfast will be provided daily, and there’ll be luxurious basic amenities provided. You’re definitely in for a royal stay.

Actual cost: 189 USD/pax for 7 guests

Royal Villa

Price: from 1323 USD onwards

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Sunset Cave House (in Oia) (from 690 USD onwards)

690 USD/night | 1 bedroom (1 bed) | 3 guests

If you were combing this list for a cave house, your search ends here. Nestled on a cliff - a prime spot for catching the much-famed sunsets in Oia village - this restored house offers spectacular views of calderas, sunsets, and all things white and blue. And it comes with a plunge pool too. You may have to climb a few steps to get to this vacation rental located 150 meters (492 feet) above sea level, but the service and view makes it all worth the hard work. Porter service is available to haul your luggage and, during season, breakfast is delivered at your doorstep.

We’d say it’s worth the trouble if you wish to see the Santorini postcards come to life!

Actual cost: 230 USD/pax if there are 3 guests

The Sunset Cave

Price: from 690 USD onwards

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1. Villa Etheras with private heated pool and caldera views (from USD 1212)

This stunning villa sleeps four guests in two bedrooms, that is each furnished with a very comfortable bed. Do note that guests would be sharing one bathroom. The kitchen is fully equipped and the chef will prepare your breakfast. In fact, arrangements can be made for them to prepare other meals as well. Enjoy your day in the courtyard that comes complete with a private heated infinity pool. Off the courtyard is the living area. There, you will find air-conditioning and satellite TV. Other facilities available for your entertainment include a PS3 console, a DVD player, movies and Internet access. There are room darkening shades, pots and pans, dishes, and all the basic essentials you need. Overall, this is an elegant five star home in Santorini.

Actual cost: 317 USD/pax if there are four guests.

Villa Etheras, Private Heated Pool & Caldera Views
Thira, Greece
Entire villa 2 Beds 2 Bedrooms 2 Bathrooms

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2. Ultimately perfect sunset views without the crowds (from USD 545)

This Cycladic house accommodates up to eight guests. It comes with four bedrooms, five beds, and four bathrooms. The view over the island and Santorini is spectacular. Villa Filon in Pyrgos, Santorini, comes with cave style walls, a living area, dining area, and a fully equipped kitchen. The interior is spacious while on the outside, there is access to five terraces where you can enjoy the scenic views and cool breeze. Or perhaps, consider dipping into the jacuzzi, and enjoy a hydro massage. The car parking area is just 100m (109 yards) away up a short hill. Due to walls and terraces, the place is not recommended for small children. Bakeries, craft shops, and taverns are just a short stroll away from the premises. The area is not crowded and guests enjoy the quiet tranquility.

Actual cost 110.12 USD/pax with eight guests.

Villa Filon-Santorini, Spectacular Caldera Sunsets
Pirgos Kallistis, Greece
50 reviews
Entire villa 5 Beds 4 Bedrooms 4 Bathrooms
Top guest reviews
Amenities & Room:
Each bedroom has an ensuite (3 with baths 1 with a shower) and
The home itself is stunning - it's newly remodeled with top of the line amenities
The villa is even better that what it looks in the pics
Eos is too crowded for us
All rooms were air conditioned
The house was impeccably clean and beautifully furnished
The house was very spacious (we were 3 couples and had plenty of space) and ideally situated to enjoy the beautiful sunsets AND sunrises
every room in the villa is extremely clean
and I absolutely loved Sharron as a host and her lovely property
She was very helpful and provided great communication
She even walked us into town
Sharron was definitely a super host
Sharron was a gracious hostess and she gave us many recommendations that enhanced our Santorini experience including booking a reasonable and delightful catamaran tour for us
restaurants and places to grab a drink
It's located not far from the main cities but just far enough to avoid the crowds
It has a good supermarket and some nice restaurants
(Shout out to Botargo )
and it was fun walking through it's picturesque streets
Read more reviews

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The Ode Villa (in Thira) (from 542 USD onwards)

542 USD/night | 3 bedrooms (4 beds) | 8 guests *58USD for each night after 6 guests

One of the cheaper options out of the lot. Not that it’s any less luxurious, the Ode Villa is of an exquisite architectural design and constructed using top materials. Its interior is a combination of white with stone features, giving off a modern Greek ambience.

The Ode Villa is equipped with a pool and beautiful lounging area on the porch where you can watch the beautiful sunset making its transition through multiple colours. The porch is enclosed by cobblestone walls and glass barriers, overlooking the deep blue Aegean.

Actual cost: 82.25 USD/pax for 8 guests

The Ode Villa

Price: from 542 USD onwards

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Panoramic Villa with Sea View (in Pyrgos) (from 1294 USD onwards)

1294 USD/night | 2 bedrooms (2 beds) | 4 guests

Situated at the top of a steep slope in Pyrgos Kallistis, the Panoramic Seaview Villa has a 360 degree view of the Aegean sea and breathtaking sunsets. This villa was restored using only eco-friendly materials. It is now a magnificent sculpture with a private infinity pool, outdoor Jacuzzi and shaded lounge area under a pergola and sunbeds.

It has a mostly white interior with smooth curved edges and simple decorations. The grand entrance is made of glass and Santorinian volcano stones. You’ll be treated like royalty here, with a limo waiting upon your arrival and a brand new rental car for you to get around the island easily. You’ll be welcomed with a bottle of wine, and greeted with Greek breakfast every morning. There’s also daily housekeeping service inclusive in the cost.

Actual cost: 323.50 USD/pax for 4 people

Panoramic Villa with Sea View

Price: from 1294 USD onwards

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DR Residence Villa with Private Pool (in Fira) (from 672 USD onwards)

672 USD/night | 2 bedrooms (2 beds) | 7 guests

This luxurious residential villa is the perfect mash up of minimalist, stylish and luxury at its finest. The villa is housed in traditional Cycladic architecture, and has a touch of black elements, supposedly inspired by the black volcanic nature of Santorini.

Pamper yourself in one of its infinity pools or Jacuzzis where you have the entire horizon to view at. You can also take pleasure in the majestic Santorinian sunset as you indulge in some chilling cocktails by the pool. Massage services, car and bike rental are also available upon request. There will also be a doctor on call 24/7 and as if that isn’t luxurious enough, helicopter and Learjet services are available to make your stay an unforgettable one.

Actual cost: 96 USD/pax for 7 guests

DR Residence Villa

Price: from 672 USD onwards

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Two-Bedroom Villa (in Imerovigil) (from 814 USD onwards)

814 USD/night | 2 bedrooms (4 beds) | 4 guests

Located in the picturesque village of Imerovigil, this two-bedroom villa offers a refreshing luxurious retreat on an alternate side of the island, away from crowds and the busy vacation lifestyle. It is built high on a hill on the east side, facing the amazing sunrise and boasting panoramic views of the deep blue of the Aegean. At night, watch the lights from neighboring islands illuminate in the background, like bright glistening stars.

The villa is uniquely designed in matte gold, featuring interesting sliding wooden doors and sinks carved out from stones. Its bathrooms are equipped with luxury vanity amenities, heightening your luxurious stay. Take in the scenic view while relaxing in the private pool at the spacious secluded veranda. Within the villa’s compounds, there is a fine restaurant serving a delicious variety of Mediterranean and nouveau-traditional dishes, all made with fresh Santorinian produce. To make your stay an even more luxurious one, there is also a century-old ‘canvana’ in a cave, where you can enjoy a wide variety of Santorinian wine along with local finger food.

Actual cost: 203.50 USD/pax for 4 guests

Two-Bedroom Villa in Santorini

Price: from 814 USD onwards

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CV EXC Villa with Private Pool (in Akrotiri) (from 1668 USD onwards)

1668 USD/night | 2 bedrooms (2 beds) | 4 guests

This villa is built on the caldera of Akrotiri, a quiet seaside village with many taverns and a beautiful Goula (castle observatory) that deserves a visit. It has a sleek design, featuring the combination of stone and glass walls on its exterior while using wooden finishes on the inside.

You will be welcomed with a complimentary bottle of wine, and fruits and bottled water will be replenished daily. There’s a fully equipped kitchen and a spacious and thoughtfully designed living room. The bed sheets, sub-allergenic pillows and towels are 100% cotton fabrics and made with natural materials, ensuring your stay is as posh and comfortable as possible.

There is a large space facing the caldera, where weddings can be held, making the perfect backdrop for the romantic, unforgettable occasion. There’s also a private infinity pool where you can relax overlooking the stunning view and emerald waters of the Aegean Sea while enjoying a refreshing cocktail.

Actual cost: 417 USD/pax for 4 guests

CV EXC Villa with Private Pool

Price: from 1668 USD onwards

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The Zen Villa (from 748 USD onwards)

748 USD/night | 3 bedrooms (4 beds) | 8 guests

The Cycladic-style villa is fitted with white-washed walls, tiled floors and modern furnishings. It is equipped with a spacious, open plan kitchen and living area with a fireplace. The living room is beautifully decorated with white wallpapers and black furniture. There’s a slight touch of blue, adding a Greek feel to the whole outlook. It comes with bedrooms themed by different colours.

For leisure, there’s a private pool and a sun terrace with panoramic views over the Aegean sea, caldera and volcano. A glass sliding door opens to the balcony with splendid views, where there sits a dining table, allowing you to enjoy a meal while gazing at the beautiful view. The villa is also equipped with a library of books, a tiny play area for kids, and gym equipment for you to sweat it out in the comfort of your home.

The area is known for cycling, you can also rent bikes to cycle around the area and explore its beautiful surroundings.

Actual cost: 93.50 USD/pax for 8 guests

The Zen Villa

Price: from 748 USD onwards

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Canaves Oia Villa (from 5177 USD onwards)

5177 USD/night | 3 bedrooms (3 beds) | 7 guests

Nothing spells posh quite like the Canaves Oia Villa. With a hefty price tag of 5177 USD a night, this luxurious villa comprises of 3 bedrooms, vast living areas, a stylish separate living room, a fully equipped kitchen and an amazing terrace with an infinity pool and hot tub.

Its interior is decked in mainly white, and with modern and marbled flooring. It has white window frames and white furniture, with an added touch of black, giving off a very sophisticated outlook. You get picture perfect views of the deep Aegean sea and the caldera at almost every angle. The spacious shower areas are equipped with glass sliding doors and a bathtub. With grand furnishings to the most minor details, you’re bound to have a really luxurious stay.

Actual cost: 739 USD/pax for 7 guests

Canaves Oia Villa

Price: from 5177 USD onwards

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Santorini Paradise Retreat (in Oia) (from 1727 USD onwards)

1727 USD/night | 3 bedrooms (3 beds) | 5 guests

The Santorini Paradise Retreat offers you a luxurious romantic stay on the spectacular caldera in Oia. It is designed with the combination of minimal architecture with provincial beach house elements. It has a spectacular outdoor area with splendid views of the deep blue sea and romantic Santorinian sunsets. You can enjoy the majestic view while relaxing in the huge private pool or hammock on the porch.

To ensure luxury is maximized, the hosts allow 24-hour check in. The Santorini Paradise Retreat is located in a privileged and secluded location, ensuring you total privacy and peaceful surroundings.

Actual cost: 345.40 USD/pax for 5 guests

Santorini Paradise Retreat

Price: from 1727 USD onwards

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Cost VS Worth

Despite how pretty the villas are, the hefty sum may throw some off guard at first. But if you do the math and pool more people in to split the cost, it might actually be worth it after all. While these Airbnbs are definitely out of the question for those on a shoe-string budget, for large groups who are looking for a comfortable stay, or couples who don’t mind spending extravagantly for a roof over your head, these are 16 Airbnbs in Santorini to consider.

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Charlene likes to write, especially when its about her feelings and experiences. Travel has always been of her interest as she believes the world has so much more to offer her. She has travelled to...Read more

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