The perks of being early

Extraordinary villas to which only we hold the key
Thoughtful service to smooth your way
Local knowledge that opens doors

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.

Looking forward to 2025

2025 Villa Holidays

Large family villas

family villas

October half-term villa holidays

Half-term villas

Soulful Sicily

Villas in Sicily

With a gate to the sea

Villas on the sea

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Our Destinations

Greece

Sicily

Puglia

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.

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Immersive Sicilian Culinary Retreat

One of our most iconic villas in Sicily, Rocca delle Tre Contrade is hosting a culinary retreat this October with Chef Merlin Labron Johnson, acclaimed owner of Michelin-starred restaurant Osip.

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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

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.

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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.