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Hydra offers a captivating blend of timeless beauty, artistic heritage, and effortless island living. With its car-free ...
10/23/2026

Hydra offers a captivating blend of timeless beauty, artistic heritage, and effortless island living. With its car-free streets, whitewashed houses and shimmering Aegean waters, the island feels wonderfully untouched, inviting slow mornings in Hydra Town, long lunches by the harbour and swims from secluded rocky coves.⁠
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At the heart of the island lies Hydra Town, where stone-paved lanes wind between grand sea captains’ houses, galleries, boutiques and waterfront tavernas. Settle in for a leisurely lunch at Lulu’s Taverna, or make your way to Avlaki Beach, a beautiful, secluded swimming spot just beyond town. Art lovers can also discover Hydra’s creative side through Jeff Koons’ Apollo installation, which brings a striking contemporary perspective to the island’s ancient mythology.⁠
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With its combination of culture, natural beauty and an easygoing rhythm, Hydra is perfectly suited to a villa stay. Our villas offer beautiful bases from which to explore the island, while still giving you the space to retreat, relax and enjoy Hydra at your own pace.⁠
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Explore our villas on Hydra via the link in bio.

A 72-foot classic wooden ketch, Tortuga offers a different perspective on the Aeolian Islands.Available to guests stayin...
10/20/2026

A 72-foot classic wooden ketch, Tortuga offers a different perspective on the Aeolian Islands.

Available to guests staying at Antika in Panarea, she invites you to explore the archipelago by sea, discovering secluded coves, volcanic coastlines and crystalline waters along the way. A natural extension of life at the villa, a private sailing charter aboard Tortuga brings a sense of adventure to the pleasures of a Mediterranean escape.

Discover Antika and find out more at the link in our bio.

Spiti Albero, Paxos | New to our collectionDeceptively simple in its conception, but hugely impressive in its design, it...
10/17/2026

Spiti Albero, Paxos | New to our collection

Deceptively simple in its conception, but hugely impressive in its design, its décor and its convivial spirit, Spiti Albero rises on the wooded west coast of Paxos, some 100m above the sea. Hypnotic views range out in all directions, an irresistible 25-long infinity pool vies for attention, and imaginatively decorated, beautifully finished interiors merge seamlessly with abundant al fresco areas.

Enquire about Spiti Albero, at the link in bio.

https://www.thethinkingtraveller.com/greece/paxos/villas/spiti-albero

Some places simply tell a story. Others have lived one.From centuries-old palazzi and fortified masserie to former monas...
10/15/2026

Some places simply tell a story. Others have lived one.

From centuries-old palazzi and fortified masserie to former monasteries, aristocratic estates and stone houses shaped by generations of island life, our Historic Villas invite you to stay somewhere with a past.

These are villas where original stone, vaulted ceilings, family heirlooms and timeworn details are more than architectural features. They are traces of the lives that came before, carefully preserved for those who stay today.

Discover our collection of Historic Villas, and make your own chapter in their story.

1-2: Chiusalvia, Sicily
3-4: Palazzo Musmeci, Sicily
5-6: Villa Armerina, Sicily
7-8: Il Tabacchificio, Puglia
9-10: Calthea, Hydra, Greece

https://www.thethinkingtraveller.com/collections/historic-properties-palaces-castles-and-aristocratic-houses

1774, Paxos | New to our collectionTaking its name from its date of construction, 1774 combines traditional charm, abund...
10/14/2026

1774, Paxos | New to our collection

Taking its name from its date of construction, 1774 combines traditional charm, abundant leafy terraces, and fragrant gardens to create an enchanting atmosphere imbued with sensuous delights, not least at night, when the stars and the jasmine create the perfect backdrop for a moonlit dip in the pool. And when it’s time to explore, the restaurants, shops and bars of Gaios Town and its lovely beach are just a short walk away.

Discover more about this beautifully serene villa at the link in bio.

As winter settles over Italy, its villages glow with festive warmth. Christmas lights illuminate cobbled streets, firepl...
10/11/2026

As winter settles over Italy, its villages glow with festive warmth. Christmas lights illuminate cobbled streets, fireplaces crackle in historic villas, and the scent of roasted chestnuts and seasonal cooking fills the air.

From long lunches around a family table to Christmas mornings by the fire and New Year’s celebrations beneath the stars, winter offers a more intimate way to experience Italy.

Discover our Winter Villas collection at the link in bio.

10/06/2026

We’re thrilled to have been named Best Villa Rental Company in the World for the 11th time at Condé Nast Traveller’s Readers’ Choice Awards.

A heartfelt thank you to everyone who voted for us, and to our owners, partners and teams across the Mediterranean who make what we do possible.

For almost 25 years, we’ve believed that exceptional villas, thoughtful service and deep local knowledge can turn a holiday into a lifelong memory. This award is a wonderful recognition of that belief, and of the people who bring it to life every day.

From all of us at The Thinking Traveller: Grazie mille! Σας ευχαριστώ! Merci beaucoup! Thank you!

Moments to slow down, take a breath, and truly relax... 1 - Adina, Skopelos2 - Xasteria, Skopelos3 - Simone, Mykonos4 - ...
10/04/2026

Moments to slow down, take a breath, and truly relax...

1 - Adina, Skopelos
2 - Xasteria, Skopelos
3 - Simone, Mykonos
4 - Akrothea, Meganissi
7 - Rocca delle Tre Contrade, Sicily
9 - Mythos, Kefalonia

Life moves fast, time is precious, and sometimes it’s good to slow down, savour the moment, and properly celebrate what ...
09/30/2026

Life moves fast, time is precious, and sometimes it’s good to slow down, savour the moment, and properly celebrate what truly matters.

When these moments come along, there is no more perfect backdrop in which to raise a glass than our generously spacious, fully serviced villas. Whether it’s a milestone birthday, a special anniversary, a family reunion, a gathering of friends, or simply a getaway for the holidays, there is no more perfect backdrop to make your celebration unforgettable.

Discover our villas for extraordinary celebrations, at the link in bio.

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800 3rd Avenue
New York, NY
10022

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(800) 490-1107

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