
Sgonico (Trieste), Italy
Villa Bollicine
In this wonderful corner of northern Italy, Villa Bollicine offers an attractive setting for family and friends to reconnect in style.
From £7,667 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 16 of 30

Sgonico (Trieste), Italy
In this wonderful corner of northern Italy, Villa Bollicine offers an attractive setting for family and friends to reconnect in style.
From £7,667 per week

Napoli, Italy
Casa della Serra is a spacious hillside retreat for up to 12 guests, offering sea views, a private pool and the flexibility of two fully independent apartments.
From £5,224 per week

Florence, Italy
Surrounded by olive groves and vineyards, Casa Peposo stands as a graceful expression of Tuscan tradition.
From £11,870 per week

Italy, Italy
Set against wide open skies and the ever changing colours of the Pantani Longarini nature reserve, Villa Pavone unfolds as a quietly impressive retreat shaped by history and landscape.
From £3,141 per week

Lecce, Italy
Set in the historic village of Bagnolo del Salento, San Giorgio Palace is an elegant residence that offers guests the opportunity to experience the charm and heritage of southern Italy.
From £32,992 per week

Modica RG, Italy
Villa Sudest is a beautifully restored Sicilian residence that blends traditional character with contemporary comfort, set within the rolling countryside near Modica.
From £2,523 per week

Avola SR, Italy
Perched along the coastline near Noto, Villa Akris offers a relaxed seafront escape where contemporary comfort meets the natural beauty of southeastern Sicily.
From £7,420 per week

Sutri VT, Italy
Villa Falisca is a welcoming countryside estate in the heart of Lazio’s Tuscia region, offering two independent villas for up to twelve guests.
From £6,029 per week

Italy
Villa Casciano is a relaxed and stylish Tuscan villa close to San Casciano dei Bagni, a medieval town known for its thermal springs and Val d’Orcia scenery.
From £9,589 per week

Martina Franca TA, Italy
Found in the countryside of Puglia’s Itria Valley, Villa Duca Spa Retreat offers an authentic and relaxing retreat surrounded by olive groves and open landscapes.
From £6,746 per week

Poggibonsi, Italy
Set among rolling vineyards and olive groves in the Chianti hills, Casale Poggibonsi unfolds as a generous country retreat designed for shared stays without compromise.
From £9,699 per week

Reggello, Italy
Set among vineyards and silvery olive groves, Casa Valdarno sits quietly on a hillside overlooking the wide sweep of the Florentine Valdarno. From the moment you arrive, the pace softens.
From £1,935 per week

Carovigno (Ostuni), Italy
Surrounded by 1.3 hectares of gardens, pine trees and olive groves, Masseria La Bella is a spacious countryside retreat near Carovigno, within easy reach of Ostuni and Puglia’s Adriatic coastline. T…
From £4,057 per week

Trapani, Italy
Villa Olietta is an elegant 18th-century residence surrounded by olive and citrus groves, offering a wonderful setting within a working organic estate in western Sicily.
From £5,682 per week

Peccioli (PI), Italy
Villa Le Fauci is a traditional 19th century Tuscan farmhouse with a unique design, converted into a luxury holiday rental in one of the lesser known areas of Tuscany, away from all the crowds yet sti…
From £3,976 per week

Ragusa (RG), Italy
“Set in the depths of the Sicilian countryside, this rustic Ragusa property has undergone a renovation by architect Arturo Montanelli, who restored the villa’s weathered stonework, contrasting it with…
From £3,736 per week

Meina (NO), Italy
Looking for a room with a view? What about a villa with a view - lots of them! From its peaceful hillside position, Villa Tessa benefits from incredible views over the glittering waters of Lake Maggio…
From £3,392 per week

Brescia, Italy
This villa is an ideal place to call home as you visit the Lake Garda region, not only is it within walking distance to a lovely town that offers a well - connected port, but it’s also a stunning home…
From £4,969 per week

Puglia, Italy
Casa Leonardo is a beautifully restored 19th - century home in the heart of southern Salento, Puglia, offering a blend of traditional charm and modern comfort.
From £1,231 per week

Arezzo, Italy
Offering a true countryside escape in idyllic Tuscany, Olivetani is a beautifully restored historic villa that blends original charm with modern comfort.
From £6,592 per week

Cupra Marittima, Italy
Surrounded by vineyards, olive groves, and fruit orchards, Fattoria Ascolana offers an authentic Le Marche experience, just moments from the Adriatic coast.
From £2,923 per week

Florence, Italy
With beautiful valley views, surrounded by vineyards, olive groves and forested hills, Villa Majolica is a gem of a Tuscan villa in a wonderful spot for exploring this region, perfectly located only h…
From £3,752 per week

Firenze, Italy
Villa Torre Giulia is an elegant 5 - bedroom home located in Tuscany in the Chianti hills just 19km from the bustling city of Florence.
From £7,987 per week

Perugia, Italy
Sitting in the rolling hills in the stunning countryside of Umbria, Pan Caciato is a fantastic base for a memorable holiday with family or friends.
From £8,620 per week