The perks of being early

The perks of being early

The villa you’ve been dreaming of
Your first choice of dates
Time to bring your trip to life

Book now for 2025

The Thinking Traveller blends a passion for extraordinary villas, unrivalled local knowledge, and thoughtful service. That’s why readers of Condé Nast Traveller have voted us Best Villa Rental Company in the World nine times.

Large family villas

Large family villas

family villas

Soulful Sicily

Soulful Sicily

Villas in Sicily

With a gate to the sea

With a gate to the sea

Villas on the sea

Looking forward to 2025

Looking forward to 2025

2025 Villa Holidays

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Greece

Our destinations

Greece

Greece

Sicily

Sicily

Puglia

Puglia

Corsica

Corsica

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Let us help craft your dream villa escape

Our Villa Specialists regularly visit each of our villas, so they’re perfectly placed to answer all your questions and help you find your perfect home from home.

Unrivalled Local Knowledge

Unrivalled Local Knowledge

A private boat to a secret beach, dinner prepared by a renowned chef, that festival on the hill - the knowledge of our local experts creates experiences that become memories.
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The Villa Matchmaker

The Villa Matchmaker

Not sure how to start searching for your dream villa? Take the first step by answering a few questions, and watch as we become your ultimate matchmakers. Brace yourself for a treasure trove of irresistible options meticulously crafted to perfectly suit your needs and preferences.
Find your match

Experiences

A private boat to a secret beach, dinner prepared by a renowned chef, that festival on the hill - the knowledge of our local experts creates experiences that become memories.

Tasting notes

Tasting notes

Nowhere in the world is winemaking so historically and culturally intrinsic to life as in the heart of the Mediterranean, and our Dionysian experiences are designed to help you explore and enjoy these oenological traditions to the full.

Gastronomic inspiration

Gastronomic inspiration

Immersing yourself in the gastronomic life of the locals is a cultural experience that’s not to be missed in our destinations. From in-villa cooks and street food tours, to private cookery lessons - discover our gastronomic experiences here.

Take to the water

Take to the water

No holiday in our destinations would be complete without spending a day or two on the water, cruising in style on a private skippered charter, renting a boat for a couple of days, or enjoying a spot of windsurfing, kayaking or scuba diving.

Stay curious

Stay curious

Unravelling the history of the Mediterranean is easy with our expert guides, whose in-depth knowledge will bring to life the vast heritage of our destinations. Explore fascinating guided archaeological, city and walking tours here.

Thrilling adventures

Thrilling adventures

Few adventures are as thrilling as island helicopter flights, guided treks high into rugged mountains, or bike ride along stunning stretches of coastline. Discover our top adventures in the Mediterranean.

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Discover

Table Setting

Sicily

Sicily is the largest and the most diverse island in the Mediterranean. With its intriguing history, enviable climate, stunning beaches, active volcanoes, idyllic archipelagos, mouthwatering cuisine, and excellent wine, it has just about everything you could possibly wish for, and it’s no coincidence that so many of our clients return year after year, always finding something new to explore.

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