Massimo Villas: Holiday Villas in Sicily, Puglia, Tuscany and Formentera

Our holiday villas continue to be hand-picked for their style, individuality, comfort and diversity, all chosen for a "wow" factor, with many villas exclusively available through us. We are very focused on local experience and high-level of service.

Beach Front Villas

Selection of Beach front villas in Sicily and Formentera

Staying in a villa overlooking the beach is a magical experience to be remembered. Our tempting beach front villas in Sicily and Formentera are just a few steps from the sea.

Here you can admire panoramic sea views from the moment you awake until evening drinks at sunset, then let the waves lull you to sleep. So please browse through our villa collection and contact us for availability and advice from our team.

Family friendly villas

Selection of Family Friendly Villas in Sicily, Puglia, Tuscany and Formentera

If you are planning a villa holiday with children, our collection of family friendly villas in Sicily, Puglia, Tuscany and Formentera offers you a fantastic choice.

Our holiday villas are either on or near the coast in a rural setting with a private swimming pool, so the location is instantly appealing to family groups. Many of our villa owners are parents so have kitted out their villas with their own children in mind.

Child friendly facilities such as cots and highchairs are available in all the villas and some even have playgrounds, bikes and toys. So please browse through our villa collection and contact us for availability and advice from our team.

Free Cancellation Special offer

Free Cancellation Special Offer - Massimo Villas

Free Cancellation Special offer: Book your villa with free cancellation

Book a Villa by 28 February 2019 and get a free cancellation offer

At Massimo Villas we have decided a special offer for most our villas in Sicily, Puglia, Tuscany and formentera: book you favourite villa by 28 February 2019 and get a special promotion: a free cancellation service! So if you book your villa and change your mind, you will have a full refund!

Check below our list of hand-picked Villas with free cancellation offer:

Historic Accommodation

Selection of historic accommodation in Sicily, Puglia and Tuscany

From charming medieval town houses to magnificent manor houses and spacious farmhouses, our historic accommodation in Sicily, Puglia and Tuscany is unique.

Each historic home has been refurbished with care to include contemporary facilities whilst retaining original features and character, so you can enjoy a piece of history in an unforgettable setting. So please browse through our villa collection and contact us for availability and advice from our team.

Luxury Villas

Selection of luxury villas in Sicily, Puglia and Tuscany

Massimo’s luxury villas in Sicily, Tuscany and Puglia are for those looking for a very special place to stay with a high level of comfort, style and service.

From Taormina to Cefalu, Noto and Selinunte, we have selected some of the finest villas to include in our portfolio. So please browse through our villa collection and contact us for availability and advice from our team.

Romantic Holiday Villas

Selection of romantic holiday villas in Sicily, Puglia and Tuscany

From beautiful hillside hideaways for two with infinity pools to historic town houses with terraces overlooking the sea, our romantic holiday villas in Sicily are perfect for couples.

Whether you are looking for a peaceful rural setting in the hills, by the sea or somewhere near the buzz of a town like Taormina, our selection of hand-picked properties will give you a good choice. So please browse through our villa collection and contact us for availability and advice from our team.

Short Breaks Deals in Sicily

Short Breaks Deals

You don't just have to book a villa for a long summer holiday. Often a short break can offer you the chance to discover a new place while sticking to your budget. Short break holidays are more popular than ever before. We've got a great range of weekend breaks and short breaks to entice you, Check out our short breaks deals, for offers on one to five-night duration holidays.

At the moment our short breaks deals are only available in Sicily, but we will aim to open new short breaks destination soon

Short breaks in Sicily

Short breaks to Sicily are particularly rewarding when spent exploring one or more of the island's historical and atmospheric cities, allowing you to get a quick and comprehensive impression of the island's identity. Whatever it is you wish to see or get out of your short break to Sicily, we're ready to help tailor-make perfect short breaks to the island.

Be inspired by our short break ideas and find some great deals. Check some of the fantastic destinations available and book your short break today:

Villas with breathtaking views

Selection of villas with breathtaking views in Sicily, Puglia, Tuscany and Formentera

Massimo’s villas with breathtaking views in Sicily, Puglia, Tuscany or Formentera make very special venues for a memorable holiday with family or friends.

From untouched, timeless, rural landscapes across olive groves and vineyards to picture postcard sea views from your hillside terrace, pool or bedroom window, the setting of your villa sets the panoramic backdrop for an unforgettable holiday. So please browse through our villa collection and contact us for availability and advice from our team.

Villas with pools in Sicily

Selection of villas with pools in Sicily

Our gorgeous villas with pools in Sicily are located all over the island, from Cefalu in the north to Taormina and Noto in the east, Ragusa and Selinunte in the south and even on the little island of Pantelleria.

From private pools with infinity edges and panoramic sea views to bijou pools for two, there is no doubt that a private pool is a welcome addition during the hot Sicilian summers. So please browse through our villa collection and contact us for availability and advice from our team.

Villas with pools in Tuscany