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 Italian villas.

1. Trulli Lagorio, Puglia

The idyllic setting of the Itria valley is a lush, pastoral area in the relatively undiscovered region of Puglia. This restored trulli house is ideally located just a few minutes from a gorgeous village. The house itself has a heated pool, outdoor shower and solarium and a BBQ, pizza oven and roof terrace for outdoor dining. It goes without saying that the view is spectacular.

Sleeps: 10

Price from: £21 pppn

Trulli Lagorio - Puglia - Oliver's Travels

Trulli Lagorio – Puglia – Oliver’s Travels

2. La Chisetta, Tuscany

La Chisetta, better known as ‘the house with the view’, 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: £35 pppn

La Chisetta - Tuscany - Oliver's Travels

La Chisetta – Tuscany – Oliver’s Travels

3. Villa Quilici, Umbria

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: £22 pppn

Villa Quilici - Umbria - Oliver's Travels

Villa Quilici – Umbria – Oliver’s Travels

4. Casa Poggio, Tuscany

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: £50 pppn

Casa Poggio - Tuscany - Oliver's Travels

Casa Poggio – Tuscany – Oliver’s Travels

5. Villa Turino, Tuscany

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: £33 pppn

Mulino Della Frateria  - Tuscany - Oliver's Travels

Mulino Della Frateria – Tuscany – Oliver’s Travels

6. Villa Felathri, Tuscany

Villa Felathri 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: £37 pppn

Villa Felathri - Tuscany - Oliver's Travels

Villa Felathri – Tuscany – Oliver’s Travels

7. Villa Poggio, Tuscany

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: £17 pppn

Villa Poggio - Tuscany - Oliver's Travels

Villa Poggio – Tuscany – Oliver’s Travels

8. Villa Rosetta, Sicily

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: £42 pppn

Villa-Rosetta - Sicily - Oliver's Travels

Villa-Rosetta – Sicily – Oliver’s Travels

9. Villa la Fauci, Tuscany

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: £31 pppn

Villa la Fauci - Tuscany - Oliver's Travels

Villa la Fauci – Tuscany – Oliver’s Travels

10. Villa Agrioli, Tuscany

The stunning little town of Seggiano sits on top of 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: 6

Price from: £28 pppn

Poggio Aperto - Tuscany - Oliver's Travels

Poggio Aperto – Tuscany – Oliver’s Travels

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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