We have a huge range of bellissima holiday villas in Italy. Whether you’re thinking of sun in Sicily, a villa with a pool in Puglia or a tremendous Tuscan view. Here’s the rundown of our top 10 bestselling villas in Italy.

1. Villa Rosetta, Sicily


Villa Rosetta – Sicily – Oliver’s Travels

Ocean views, an enviable position in the Sicilian countryside and modern, contemporary luxury await at Villa Rosetta. The gardens of this Italian villa have several fruit trees, which bear figs, almonds, nespoli and paw paw, perfect for a fresh breakfast on the sunny terrace after your morning swim.

Sleeps: 8

Price from: £49pppn

2. Villa la Fauci, Tuscany

Villa la Fauci - Tuscany - Oliver's Travels

Villa la Fauci – Tuscany – Oliver’s Travels

A 19th-century Tuscan farmhouse, converted into a luxury holiday home, Villa la Fauci is a perfect spot to get away from it all. This Italian villa is filled with traditional terracotta tiles, wooden beams and bare stone walls but has luxurious modern features like an infinity pool, whirlpool and covered dining terrace.

Sleeps: 11

Price from: £36pppn

3. Trulli Di Olive, Puglia


Trulli Di Olive – Puglia – Oliver’s Travels

Holding an idyllic setting in the heart of a vibrant olive grove, Trulli Di Olive is the Italian escape you never want to end. The owners have paid attention to all the right details and this showstopper certainly won’t disappoint. The real jaw-dropper is the state-of-the-art glass cube room, which is heaven on earth – cosy up with a novella in one hand, a glass of Primitivo in another and admire your surroundings. 

Sleeps: 8

Price from: £42pppn

4. La Chisetta, Tuscany

La Chisetta - Tuscany - Oliver's Travels

La Chisetta – Tuscany – Oliver’s Travels

Better known as ‘the house with the view’, La Chisetta is a converted church high on a hill in Chianti. Care has been taken to maintain as much of the original features and stonework as possible, giving this cottage a really unique atmosphere. Two authentic Tuscan villages are within walking distance, with great restaurants and local culture.

Sleeps: 4

Price from: £38pppn

5. Villa Quilici, Umbria

Villa Quilici - Umbria - Oliver's Travels

Villa Quilici – Umbria – Oliver’s Travels

This secluded villa is surrounded by views of the Umbrian and Tuscan countryside. You’ll enjoy complete peace and quiet here, with just the birdsong to serenade you. A pretty stone path will lead you from the villa, through the gardens to the pool with its own changing house.

Sleeps: 8

Price from: £25pppn

6. Casa Poggio, Tuscany


Casa Poggio -Tuscany -Oliver’s Travels

This authentic Tuscan farmhouse is set on a beautiful estate complete with a gym and private swimming pool. The restored interior is rustic, welcoming and filled with antiques, perfect for relaxing in on cooler evenings.

Sleeps: 8

Price from: £56pppn

7. Villa Turino, Tuscany


Villa Turino – Tuscany -Oliver’s Travels

Until 60 years ago, this was a perfectly functioning medieval water mill. Nowadays, we’ll just have to settle for it being a perfectly lovely villa. It retains the medieval character both inside and out, but has been tastefully modernized. The famous Abbey of St. Antimo is a short five-minute stroll away and is a must for any history buff.

Sleeps: 6

Price from: £39pppn

8. Villa Monte Nero, Tuscany

Villa Felathri - Tuscany - Oliver's Travels

Villa Monte Nero- Tuscany – Oliver’s Travels

Villa Monte Nero is both a magical and classy villa. This stone farmhouse has recently been renovated and offers nine double en-suite bedrooms that ooze luxe. Combining the rustic interior with the gorgeous private pool and 360-degree views of the countryside, this villa can’t be faulted. Perfect for large family holidays and weddings.

Sleeps: 22

Price from: £37pppn

9. Villa Poggio, Tuscany

Villa Poggio - Tuscany - Oliver's Travels

Villa Poggio – Tuscany – Oliver’s Travels

Enjoy the views from this villa’s hilltop vantage point over the Chiana Valley. From here you’ll be able to see the Montecchio Castle, and the villages of Marciano della Chiana, Cortona, Castiglion and Fiorentino. The villa is packed with medieval character, several frescoes have been uncovered during the recent renovation.

Sleeps: 18

Price from: £17pppn

10. Villa Agrioli, Tuscany

Villa-Agrioli-Tuscany-Olivers-Travels villas in Italy

Villa Agrioli – Tuscany -Oliver’s Travels

The stunning little town of Seggiano sits on top of the hill, as all the best places in Tuscany do. This charming Italian villa is a pleasant 2.6km walk from the town, so you are well-placed for the local market and restaurants. The villa has a divine outdoor area with pool, swinging benches and a covered gazebo perfect for enjoying the views with a glass of local vino.

Sleeps: 10

Price from: £16ppn

If you’re heading off to Italy soon, be sure to check out our guide to the most gorgeous towns and villages in Tuscany, the best beaches to hit in Puglia and our local’s guides to Umbria and Sicily. Of course, these properties are just the tip of the iceberg, we’ve got lots more incredible villas in Italy to choose from! If you need some advice on choosing, give our concierge team a call to point you in the right direction.


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