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

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.

Garden Reading illustration

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.

Immersive Sicilian Culinary Retreat

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.
Find out more
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.
Discover experiences
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

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.

View more