1Santorini
Airbnb A Cycladic villa in the heart of the island, this Santorini Airbnb is a few minutes' walk from the capital Fira's unique view of the Caldera. Its stunning sea views are just part of its appeal: its clean, minimalist style and warm, neutral hues complete the experience of being in the Greek islands.
It's ideal for a couple, with a queen-sized bed in the bedroom, but if there are more of you, there are sofa beds, too. For restful days or evenings under the stars, the Jacuzzi on the terrace is the perfect place to relax and take in the epic view.
Sleeps: Five
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2Santorini
Airbnb Another villa in Pyrgos, this Santorini Airbnb also has free parking so you can rent a car and enjoy the freedom of exploring the island (especially the surrounding vineyards) at your own pace. We love the green doors and windows set against the pure white exterior.
Inside, there's a spa-sized heated pool and stylish spaces for six of you to rest and socialise. The mezzanine is a great spot to relax with a book when you need some time out of the sun and the outdoor dining space was made for alfresco Mediterranean feasts. If you're looking for a cave-like stay, this is a rental worth checking out.
Sleeps: Six
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3Santorini
Airbnb With its cute red door and incredible clifftop setting in the centre of Oia (the town famous for those Santorini sunsets), this Airbnb is one of the most sought-after self-catering spots on the island. It's part of a complex of cave houses that used to serve as a bakery.
Stylishly renovated by a family of architects, the Airbnb is in a central location, giving you easy access to the shops and restaurants of Oia. There are two bedrooms and warm interiors but, for us, this Cycladic house is all about the impressive views.
Sleeps: Four
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4Mykonos
Airbnb This nine-bedroom Cycladic house is located in wind-sheltered Agia Sofia, yet it is close enough to the buzz of Mykonos Town to give you the best of both worlds. It's ideal for a group of friends or family, with accommodation spread out over two detached houses. Outside, a vast terrace with various lounge and dining areas make the most of the sunshine and brilliant views.
The interior is as photogenic as the outside of the villa, recently refurbished to an excellent standard, with white furnishings and traditional touches throughout. There's also a circular swimming pool, a BBQ and a scenic outdoor shower to ensure you have plenty to entertain you at the villa.
Sleeps: 16
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5Mykonos
Airbnb Famed for its windmills, Mykonos is a great place to check into an unusual Airbnb, like this one with amazing sunset and Little Venice views. The elevated house is an attraction in itself and you'll find tourists stopping to take photos of the quirky place to stay.
Its traditional Greek interior offers an authentic place to retreat after days out exploring the island. There's a full kitchen for cooking up Greek feasts and seating that complements the round shape of the property.
Sleeps: Four
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6Mykonos
Airbnb A rental built for two, this Airbnb in Mykonos Town is great for couples looking to chill out in their own space while enjoying close proximity to this pretty town. The whitewashed Cycladic house has everything you need for a romantic escape: the heavenly sea views, a large yet cosy bedroom and chic open-place kitchen and living space.
Outside, there's a hot tub flanked by loungers and beanbag chairs for long, lazy afternoons in the shade. We love the intimate, romantic feel of this boutique Airbnb.
Sleeps: Two
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7Mykonos
Airbnb This seriously stylish villa nestled in the south of Mykonos is close to the beaches of Paranga and Platis Gialos. An interior lover's dream, the Cycladic house is one of a handful in the estate, with features that are typical to the island: the white stone, arched architecture, fireplaces and cemented bathrooms.
There are three levels to the villa, which shares a pool with another property. The decor is natural and locally sourced for a more eco-friendly stay. And a few of its luxuries include daily cleaning, parking and a Nespresso machine.
Sleeps: Nine
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8Naxos
Airbnb There's a contemporary feel to this Cycladic Airbnb on the island of Naxos. Located in Agios Prokopios and surrounded by mountains, a lake and villages, the villa has all the whitewashed walls, natural stone and bold geometric style you'd expect.
With three bedrooms, it's ideal for families or friends and is close to the beach of Agios Prokopios, one of the best on the island, characterised by thick sand and clear water. When you're not sunning yourself at the beach, there's a pool with sun loungers, an outdoor kitchen, large terraces and a garden with fig trees to keep you entertained.
Sleeps: Eight
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9Paros
Airbnb Staying in this seriously stylish Airbnb in Paros pretty much precludes the need to stray too far. Chilling out on the luxe terrace with its own lounge area and private jacuzzi, you might well feel like you're at an exclusive bar or members' club. The sense is heightened when you take in the whitewashed and bohemian details of the interior.
That said, this Paros Airbnb also very closely located to Naousa, one of the most beautiful villages in Greece. All in all, it's the perfect pad for a stylish beach break with a small group of friends or pair of couples. Daily light housekeeping is a great complimentary bonus.
Sleeps: Four
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10Paros
Airbnb Previous guests rave about this Paros Airbnb and its beautiful location on the water next and a six-minute walk into the charming fishing village of Naousa, where you can lose yourself among whitewashed buildings, small streets and seafood spots.
This luxe Airbnb features three en-suite bedrooms (no room disagreements required), a open-plan kitchen living space, and a self-contained section in the basement, which features an additional bedroom, bathroom and kitchen. You'll barely want to spend time inside though – not with that knockout balcony overlooking the Aegean and rooftop terrace with its own whirlpool tub.
Sleeps: Eight
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11Paros
Airbnb If a Paros Airbnb for two is on your wish list, don't book before checking out this dreamy spot in Krotiri, which is 10 minutes from the main port and capital, Parikia. Beautiful beaches are also nearby – just a 15-minute walk away.
Small but stylishly formed in classic Greek shades of white and blue, this is the ideal spot for a couple – especially a pair who enjoy long, languid days gazing out to sea from the sun-dappled balcony. Or cooking up a simple al fresco dinner in the cute kitchen with local ingredients.
Sleeps: Two
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12Milos
Aribnb Located in a small but beautiful bay in Milos, this apartment offers excellent sea views and the water just steps away – in fact, it almost feels as if you're staying in the sea itself. Milos is an excellent Cycladic island if you're looking to escape to a little-known isle and experience a very Greek escape. It's know for its beaches too, so you'll be in your element if that's what you're here for.
You can swim, watch the sunsets and walk around the tiny fishing village of Agios Konstantinos, comprising just 12 small beachfront houses. Two large verandas provide a great place for alfresco meals or sipping wine while you watch the sun go down.
Sleeps: Four
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13Tinos
Airbnb Head for the calming island of Tinos (by ferry from Mykonos or Athens) and check into this gorgeous Airbnb overlooking the deep blue Aegean. The four-bedroom house is the epitome of laidback summer living, with its incredible unobstructed views, sun-kissed terraces and elegant outdoor dining space.
The design of the house shows off the tradition and craftsmanship of Tinos and it's located in the south-west of the island - a superb spot for watching the sunset. The Airbnb is split in two, making it a great choice for groups of couples or a family looking for separate living spaces.
Sleeps: Eight
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14Santorini
Airbnb This Santorini Airbnb offers an authentic sense of the area; it's a traditional local 'cave house' furnished in a classic yet modern style to make it feel like a Greek home from home. With a single bed and sofa beds alongside the double, it can accommodate up to four, but is really best suited to a couple.
It's located in a particularly picturesque Santorini village, Oia, which charms with traditional architecture, shops and restaurants. Back at your Airbnb, views of the Santorini caldera beckon and are best viewed from the large private terrace complete with sun loungers.
Sleeps: Four
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15Antiparos
Airbnb If you can't find the right Paros Airbnb, consider its smaller, quieter neighbour, Antiparos. Its scenic sea caves and single main street lined with shops make this tiny Greek island worth more than a day trip.
Soak it all up from this centrally located one-bed in Antiparos, which overlooks the sea and, come golden hour, the most beautiful sunsets. Inside, things are finished in a simple seaside style, but it's the spacious terrace, complete with full table and hanging chair, that you'll spend most time on.
Sleeps: Three
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