The Thinking Traveller

The Thinking Traveller

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Extraordinary villa experiences in the heart of the Mediterranean. Sicily | Puglia | Tuscany | Greece | Corsica Until we hand the key to you.

The only keyholder to a family of unique houses in special locations. Voted the Best Villa Rental Company in the World seven years in a row. Certified B Corporation. Greece | Sicily | Puglia | Corsica

Photos from The Thinking Traveller's post 14/06/2025

The definition of modern Italian living...

BellaDonna, Terra Mia, and Dolce Vita embody effortless elegance and contemporary comfort. Designed by the same visionary Italian designer, each villa blends clean architectural lines with local materials, creating a seamless harmony between style and setting.

From sun-drenched terraces to artfully curated interiors, these homes offer an inspired escape rooted in the beauty of Italy.

Discover more at the link in bio.

Dolce Vita: 1-3
Terra Mia: 4-5
BellaDonna: 6-8

Photos from The Thinking Traveller's post 04/06/2025

The Architect Collection

While all our properties could quite happily fit into this definition, we have tried to identify a few that represent different architectural styles and and a certain “je ne sais quoi” design factor.

Many are contemporary gems, others are great examples of stylishly refurbished older properties that seamlessly combine forward-thinking design and classic architecture.

Discover the full collection at the link in our bio.

Photos from The Thinking Traveller's post 02/06/2025

A path to the sea...

A Torra’s easy, Provençale charm will win you over immediately. Sturdy stone walls, sea blue-painted shutters, and terracotta terraces evoke pure Mediterranean thoughts, while the extensive gardens, criss-crossed by follow-me paths, make for a serene, secluded and sensuous atmosphere.

With remaining summer availability, A Torra is the perfect Corsican retreat.

Photos from The Thinking Traveller's post 02/05/2025

A Sicilian Escape

Brimming with treasures, the west of Sicily is a land of abundance.

From Palermo, one of Italy’s greatest cities, to the world-class archaeological sites of Agrigento, Selinunte and Segesta, mile upon mile of uncrowded sandy beaches, numerous fascinating towns, and, in the Egadi Islands, an archipelago of ravishing beauty.

Western Sicilian cuisine is a delicious fusion of flavours and traditions, and the region’s bounteous vineyards and olive groves produce excellent-quality wines and oil.

Discover our selection of properties in west Sicily at the link below.

Photos from The Thinking Traveller's post 30/04/2025

Casina Cinquepozzi - New for 2025

'The House of Many Chapters' rises above its extensive grounds with elegance. From the impressive dimensions of the symmetrical façade and the grandeur of the external staircase, it’s clear that this 18th-century home was not just a working Masseria but also a grand manor house. We're delighted to welcome this magnificent new flagship property to our collection.

Enquire about Casina Cinquepozzi, the jewel of Puglia, at the link below.

Photos from The Thinking Traveller's post 13/02/2025

LOVE IS… A PINK VilILLA IN SICILY

Claire Ptak at Rocca delle Tre Contrade 3rd - 10th May.

By popular demand, Claire Ptak of is back to host her second culinary retreat at one of the Mediterranean’s most exclusive villas Alongside Rocca delle Tre Contrade’s in-villa chef, Dora, this week long retreat unlocks the secrets of Sicilian cuisine through hands-on cookery lessons, wine-tasting, foraging, and guided excursions.

You can enjoy a special 20% discount when sharing a room with a partner, friend or family member, just quote ‘Claire20’ when booking before the end of February.

Photos from The Thinking Traveller's post 11/02/2025

TOTAL COASTAL SECLUSION⁠

New to our collection for 2025, staying at Villa Aetos, is like being on a private island. 60 acres of coastal pine woods wrap around the property; 180-degree panoramas of the sea mesmerise; and a track leads down through the grounds to a virtually private beach. ⁠

📍Villa Aetos, Corinth, Greece

Photos from The Thinking Traveller's post 07/02/2025

NEW GREEK VILLAS

With over 6000 islands and a host of extraordinary new villas to choose from, you’ll never get bored of discovering the Greek islands.

1. Daphne, Spetses
2. Tower House, Corfu
3. Treis Villas, Paros
4. Villa Marlina, Porto Heli
5. Adelphia, Alonissos
6. Amira, Paros

Photos from The Thinking Traveller's post 31/01/2025

“Our recent stay at Tenuta Baroniblei in Sicily was nothing short of magical. This charming retreat, nestled amidst Sicily's breathtaking landscapes, offered an idyllic escape. The villa's exterior, adorned with lush greens and traditional Sicilian architecture, exuded rustic charm. Inside, the tasteful decor blended modern comforts with Italian style. The highlight was undoubtedly the garden and its private pool, surrounded by a sun-drenched terrace and stunning views of the seaside. And above that, the hosts made us feel truly at home. In summary, our stay was perfect! Highly recommended for a memorable getaway.” ⁠

P.V.P. ⁠
October 2023⁠

📍Tenuta Baroniblei, Vendicari, Sicily

Photos from The Thinking Traveller's post 24/01/2025

NEW VILLAS IN ITALY⁠

From hillside retreats and renaissance estates, to contemporary architecture and striking bio-pools; our new Italian villas reflect the beautiful diversity of our Mediterranean homeland. ⁠

1. Villa Kamares, Puglia⁠
2. Ammalia, Sicily⁠
3. Villa Rossi Danielli, Lazio⁠
4. AltaRocca, Sicily ⁠
5. Casa Telaio, Sicily ⁠
6. Luna Rossa, Puglia

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