
Siena, Italy
Villa Vigneto Estate
Featured as the villa in Gino's Italian Escape, ITV Series aired in November 2019.
From £56,794 per week
Destination
Farmhouses and palazzi where dinner is the main event. Every villa here has four or more bedrooms and its own private pool; availability is confirmed personally when you enquire.
Italy's villas were built for exactly this: farmhouses and palazzi where the whole point is the table. Tuscany and Umbria lead for hilltop estates with cypress drives and pools facing the view; Puglia's masserie put everyone behind whitewashed walls with courtyard dining; the lakes and Amalfi bring drama for milestone celebrations.
Food does the entertaining. A pizza oven, a local cook one night, a market run each morning, and the week takes care of itself.
716 villas - page 1 of 30

Siena, Italy
Featured as the villa in Gino's Italian Escape, ITV Series aired in November 2019.
From £56,794 per week

Macerata, Italy
A tremendous villa in an enchanting part of central Italy, close to many of Le Marche’s prettiest medieval villages and towns, Villa Evelina is a picture - perfect residence for a relaxing holiday, a…
From £4,163 per week

Poggibonsi (SI), Italy
Stay in a beautifully restored historic borgo for up to 40 guests, a short drive from magical San Gimignano and within easy reach of both Siena and Florence. The hospitable Bandini family purchased t…
From £17,394 per week

Monte Castello di Vibio TR, Italy
Borgo Di Meana is an inviting country estate surrounded by the rolling hills and woodland of Umbria, offering plenty of space for families, groups of friends and special gatherings.
From £12,779 per week

Impruneta (FI), Italy
Accommodating up to 37 guests in 20 luxurious bedrooms, Dimora Torricella is a truly breath - taking villa mansion in the heart of Tuscany, just a short drive from the enchanting city of Florence. Fi…
From £70,992 per week

Ispica RG, Italy
Villa Grande Azurea is a relaxed coastal retreat comprising five individual villas within one private residential complex in Santa Maria del Focallo.
From £3,699 per week

Bucine (AR), Italy
This extraordinary villa in Tuscany was built by architect Massimiliano Soldani as his own residence between 1700 and 1750, and is now a perfect entertainment venue or holiday villa with exclusive ame…
From £10,360 per week

Siena, Italy
Villa Carli is the ideal accommodation for anybody looking for a relaxing holiday in Tuscany that doesn't skimp on luxury.
From £35,496 per week

Lucca, Italy
Immerse yourself in a quintessential Tuscan experience at this splendid 17th century home where you will be welcomed with open arms by the passionate owners who have restored this villa with Italian c…
From £13,501 per week

Ficarra (ME), Italy
Perched high above the Tyrrhenian coast at Brolo, Villa Teseo is a beautiful retreat where centuries of Sicilian character meet modern comfort.
From £24,847 per week

Gubbio (PG), Italy
For those seeking a charming and unique retreat, Castello Gubbio offers a perfect blend of history and natural beauty.
From £3,959 per week

Massa Lubrense (NA), Italy
Located on the hills above Sorrento, Villa Olimpia is an elegant 19th century villa in Campania, equidistant to Amalfi and Sorrento coasts.
From £18,628 per week

Localita' Solfagnano, Italy
Castelli di Napoleone is an exquisite estate comprising of a medieval main castle with a stunning octagonal tower built by emperor Frederick II of Swabia, an adjacent former watch tower with a palace…
From £9,635 per week

Campiglia Marittima (LI), Italy
Castle Mago is a wonderful 16th Century castle in a perfect position enjoying a lovely panorama over the countryside with views to the Elba Island and the sea beyond.
From £10,649 per week

Umbertide PG, Italy
Sitting amidst the forests and woodlands of the Umbrian countryside, close to the Tuscan border, Poet’s House is ideally situated for a getaway in central Italy. This home is a truly unique place…
From £12,885 per week

Perugia, Italy
Ciaramicola is a beautifully restored Umbrian farmhouse nestled between Tuscany and Umbria, ideal for large families or groups of friends seeking a countryside retreat.
From £4,412 per week

Poppi, Italy
High above the Casentino valley, where cypress trees trace the skyline and rolling hills unfold in every direction, Villa Casentino Alto offers a grand Tuscan retreat designed for gathering.
From £9,699 per week

Umbertide (PG), Italy
Featured on Oliver's Travels TV Advert! - view here Perched atop a picturesque hill in the serene Niccone Valley, the La Rustica estate beckons with its enchanting charm and meticulously restored…
From £12,028 per week

Fasano, Italy
Surrounded by countryside typical of the Puglia region and yet also close to the sparkling Adriatic Sea, Masseria Dei Sapori offers the best of coast, country and city.
From £15,213 per week

MONTEU ROERO, Italy
Piedmont in Northern Italy is a delightful location for a holiday, experiencing authentic Italian culture and cuisine.
From £8,022 per week

Siena, Italy
Tucked away in the rolling hills of Tuscany, Villa Zelia Spa & Vineyard is a stunning retreat, winery, and spa, ensuring up to 26 guests across 13 bedrooms can enjoy the utmost of Tuscan hospitality a…
From £12,160 per week

Montaione, Italy
Dimora Iris sits within a vast estate that's surrounded by vineyards and rolling Tuscan countryside, with cities such as Florence, Pisa and Siena all easily reached for days out.
From £8,620 per week

Massa Lubrense, Italy
Hidden away in an enchanting hillside setting and surrounded by lush gardens dotted with fruit trees, olive groves and lemon groves is grand Villa Lea.
From £12,581 per week

Capannori, Italy
On an estate dating back to the 13th century, an aristocratic family from Lucca built their own hunting lodge in the foothills of Monte Pisano, just outside the city walls.
From £23,529 per week