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Umbertide, Umbria

Casa Antica

In the central piazza near the entrance a marble-topped table provides guests with an al fresco option for group meals.

Sleeps: 8 (Multiple properties at this location)

On two floors of a 18th century stone farmhouse, Casa Antica is a spacious holiday accommodation for a large family or a group of friends. At the heart of a beautifully tended Umbrian estate, it has four bedrooms, three bath or shower rooms, a large country kitchen and room for all to gather in its panoramic living room. With picturesque Umbrian and Tuscan towns in all directions and abundant markets and festivals in all seasons, this is a great base for a holiday.

7 nights from £1900.00 / €2000.00 / $2440.00 View property Check availability

Castiglion Fiorentino


The pleasure of having a portico just outside the kitchen is having breakfast overlooking the garden in any weather.

Sleeps: 8

Set in the wide Chiana valley, this newly renovated stone house is designed with family holidays in mind. With a large fenced garden and pool, bunk bedroom and an extra children's dining area, younger guests will be delighted. Yet panoramic living and dining areas inside and out and a modern kitchen that invites an Italian cooking lesson mean adults will also feel well placed for relaxing days at home as well as excursions that put Florence, Cortona and Arezzo at hand.

7 nights from £2327.00 / €2449.00 / $2988.00 View property Check availability

Piazze, Cetona


Whether from the french doors to the lower bedrooms or the upper level dining room the stroll to the pool is a short one.

Sleeps: 8

Set in a generous clearing on a wooded hillside, Radura is a charming farmhouse that follows the lay of the land, thus giving all of its floors access to the garden. With four ensuite bedrooms it is the perfect size for a family or a group of friends on holiday. Well situated between the medieval town of Cetona and San Casciano dei Bagni, historically famous for its thermal waters, it is an excellent base for exploration, but a comfortable place to savor the views.

7 nights from £2538.00 / €2671.00 / $3259.00 View property Check availability

Montefollonico, Pienza

Podere Enea

A short stroll from the house, the pool area provides a salt-purified pool, a furnished pergola offering shade and a barbecue awaiting an outdoor chef.

Sleeps: 8

A sense of generous hospitality reigns in this carefully restored Tuscan farmstead. Set either side of a walled courtyard, the main farmhouse and annex provide accommodation for a family reunion or group of friends in 4 beautifully finished ensuite bedrooms. With sitting and dining areas both indoors and out, a gym and spa on premise, a furnished pool area and truffles in the nearby woods, this is both a place to linger and an excellent base from which to explore the beauty of the UNESCO acclaimed Val d'Orcia.

7 nights from £3610.00 / €3800.00 / $4636.00 View property Check availability

Sarteano, Val d'Orcia


Valdorcia is a golden stone farmhouse sitting amongst greenery yet looking out on wide landscapes of a region whose name it bears.

Sleeps: 8

This classic Tuscan farmhouse sits on a beautifully landscaped hillside overlooking the wide Val d'Orcia region. With ample space for a large family or a group of friends, it offers a panoramic pool and tended gardens, yet is but few kms. from restaurants, shopping and summer concerts.

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Orgia, Siena

Cerreto for 8

Sun beds and pool towels are provided for those who enjoy a refreshing dip on a summer's day.

Sleeps: 8

A house in a glade that has been standing for centuries, Cerreto is surrounded in a loose embrace of holm oak, pines, cork trees and corbezzolo, yet is positioned to enjoy views of the valley below and the many horizons that lead to Mt. Amiata. An excellent place for family reunions and visitors of all ages, Cerreto abounds in places of quiet retreat and joyous get-togethers.

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Montaione, San Gimignano


The villa sits high, overlooking the wide Valley of the Era river, a view also enjoyed from the pool.

Sleeps: 8

This villa for 8 combines a sense of luxury with a vast expanse of landscape, and better still is in walking distance to village restaurants. Halfway between the medieval hill towns of San Gimignano and Volterra, it is a lovely place for friends or a large family to sample Tuscan history in contemporary comfort.

7 nights from £3379.00 / €3557.00 / $4340.00 View property Check availability

Sarteano, Val d'Orcia

Casa del Pastore

Dappled clouds in a blue sky are seen overhead and on the watery surface.

Sleeps: 8

Riding the ridge of the Val d'Orcia in a UNESCO World Heritage site, this newly restored home of a Tuscan cheesemaker is perfect for a family reunion - spacious bedrooms with en suite shower rooms, large spaces for the group to gather and a pool whose infinity edge disappears into the rolling hills beyond.

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Barberino Val d'Elsa, Chianti, Florence

Dimora for 8

A palette of green dresses the countryside around Dimora, with rows of olive trees and grapevines and the bolder copse of oakwood.

Sleeps: 8

7 nights from £2084.00 / €2193.00 / $2676.00 View property Check availability

Mastiano, Lucca

Vigna Vecchia

The private swimming pool is in an elevated position close to the house.

Sleeps: 8

Perched on a hilltop overlooking the Lucca plain, Vigna Vecchia is a stylish renovation of what began life as a stone barn and has evolved over the last two centuries to become a comfortable family gathering place for eight. Only 14 km from Lucca, this comfortable villa with wonderful views offers a place to retreat to Nature while still being close to Tuscan tourist destinations.

7 nights from £1533.00 / €1763.00 / $2070.00 View property Check availability

Campiglia Marittima, Livorno

Casa dei Fichi

The beautiful new pool at Casa dei Fichi awaits guests to initiate it and delight in its poolside view

Sleeps: 8

Nestled in the hills above Campiglia Marittima, a charming well-preserved medieval town overlooking the Mediterranean, Casa dei Fichi is a wonderful family house with a pool that matches the landscape that surrounds it.

7 nights from £1995.00 / €2100.00 / $2562.00 View property Check availability

Morre, Todi

San Fortunato

The large San Fortunato pool is set to enjoy the view.

Save up to 25% on this property

Sleeps: 8

This wonderful Umbrian villa, set nicely near an olive grove, turns out to be a large open-plan house on three levels with an inner courtyard, furnished patios and views that cause you to breathe more deeply. It overlooks the Apennine Mountains on one side and villages atop the Umbrian hills on the other.

7 nights from £2366.00 / €2491.00 / $3039.00 View property Check availability

Radicondoli, Siena


The swimming pool has plenty of sun loungers and umbrellas for those who take the sun in gradual doses.

Save up to 30% on this property

Sleeps: 8

Just outside the village of Radicondoli, facing across rolling, open countryside, stands this attractive old farmhouse, full of charm and character and providing ample accommodation for eight people. It has superb views, yet with all the advantages of being near a village.

7 nights from £1194.00 / €1257.00 / $1534.00 View property Check availability

Monteriggioni, Siena

Volta A

The first floor of the large stone farmhouse holds both the Volta apartments, with Volta A a bit closer to the large swimming pool

Sleeps: 8 (Multiple properties at this location)

Outside the walls of the borgo of Stomennano, the upper storey of a large stone farmhouse provides two apartments to be rented separately or for a larger group (ref. no. 181). Each has private garden space and a barbecue.

7 nights from £2375.00 / €2500.00 / $3050.00 View property Check availability

Greve, Chianti


The door to Azzurra stands open and welcoming.

Sleeps: 8 (Multiple properties at this location)

One of three stylish apartments in a rambling 16th century Chianti farmhouse. All of the houses have their own outdoor eating areas, furnished with tables, umbrellas, and divans and located in separate parts of the property, but they share the large pool behind the house with its wide furnished surround and lovely views of the olive groves and wooded hillside opposite.

7 nights from £2280.00 / €2400.00 / $2928.00 View property Check availability

Greve, Chianti


The dining terrace is only a few convenient steps from Arancio's kitchen.

Sleeps: 8 (Multiple properties at this location)

The largest of the houses in a rambling 16th century Chianti farmhouse, Arancio has two entrances - one from the charming front terrace with bright tile-covered tables overlooking the nearby vineyard and with handy access to the deceptively small, but well-equipped kitchen, and another directly into the large living room, whose warm colors and comfortable furnishings make your feel instantly at home.

7 nights from £2280.00 / €2400.00 / $2928.00 View property Check availability