Tuscany Holidays

Even by Italian standards, Tuscany is a region of outstanding natural beauty and cultural riches - historic towns packed with architectural and artistic treasures, and surrounded by picture-postcard landscapes of rolling hills and cypress trees.

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Harriet and Lucy are here to help give you the inside track.

Why we think you’ll love it

  • The dominating themes behind any luxury holiday to Tuscany are architecture, food, wine and landscape - what's not to love? The area has something for everyone and can be enjoyed at all times of the year.

Luxury Holidays to Tuscany: The Detail

Tuscany's highlights include Siena, which hosts the famous annual Palio horse race; the wonderfully preserved medieval city of San Gimignano, with its soaring towers; Pisa with its soaring and leaning tower; and, of course, Florence, the 'cradle of the Renaissance', with its magnificent duomo, Uffizi gallery and Ponte Vecchio.

We also know the little gems off the beaten track such as the lovely medieval town of Lucca with it's perfectly preserved walls that you can bicycle round, and some of Tuscany's finest vineyards for private wine tastings. Added to this, Tuscany has miles of Mediterranean coastline. All rather perfect, we think you'll agree.

Original Travel has selected some of the best properties from across the region. Many of them are in rural settings, but within easy range of the main cultural attractions, giving you the best of both worlds, but we have some properties in the beautiful city of Florence itself.


Top picks for Tuscany

Exterior of The Fonterverde Hotel & Spa, luxury hotel Italy

The Fonteverde Hotel & Spa

Tuscany

Occupying a former Medici residence in the rolling Tuscan hills just south of Siena, the property is surrounded by the beautiful Val d’Orcia natural park.

Where to stay

Villa Mangiacane, luxury hotel in Italy

Villa Mangiacane

Tuscany

The property and its original Renaissance frescoes fell into disrepair but have now been painstakingly restored to their former splendour.

Where to stay

Pool area at Borgo Santo Pietro, luxury hotel in Italy

Borgo Santo Pietro

Tuscany

A luxurious villa set amid 13 acres of private grounds in the Tuscan countryside.

Where to stay

Palazzo Terranova

Palazzo Terranova

Tuscany

The hotel was completely restored from a ruin by a British couple, and is surrounded by unspoilt countryside.

Where to stay

Villa Fontelunga, luxury hotel in Italy

Villa Fontelunga

Tuscany

A beautifully restored Tuscan manor house, set above the Val di Chiana and enjoying panoramic views towards the hilltop town of Cortona.

Where to stay

Castiglion del Bosco

Castiglion del Bosco

Tuscany

For a taste of life on a grand Tuscan estate, a stay at Castiglion del Bosco is highly recommended. There are a mere 4,500 acres for guests to explore but the first decision is whether to stay in one of the 23 immaculate suites in Il Borgo, formerly the estate’s central hub, or in one of nine farmhouse villas dotted around the estate and available for private hire.

Where to stay

I am so thankful for all of the effort you and the team put into finding the right option for us. Every year it reminds me why we love using Original Travel so much!

Charlie

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