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A favorite gathering place for summertime guests is at the shaded patio, furnished for meals al fresco.

Sleeps: 10 to 11

In the midst of the green hills of Umbria, this carefully restored farmhouse gives ample space for a family reunion or gathering of friends. With a panoramic pool, five en-suite bedrooms and generous areas for indoor or outdoor dining, Casa del Cambio is an excellent base from which to explore the hill towns this region is famous for - Perugia, Assisi, Todi, Spoleto, Gubbio, and still be home in time to light the BBQ.

7 nights from £1622.00 / €2143.00 / $2614.00 View property Check availability
Podere Enea's ample courtyard is an outdoor living space furnished for dinners and family gatherings.

Sleeps: 10

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 5 beautifully finished ensuite bedrooms. With sitting and dining areas both indoors and out, 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 £2473.00 / €3267.00 / $3985.00 View property Check availability
Spacious double bedroom

Sleeps: 2

7 nights from £510.00 / €674.00 / $822.00 View property Check availability
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.

7 nights from £1665.00 / €2200.00 / $2684.00 View property Check availability
The cottage is set in the National Park

Sleeps: 2 to 4

A hideaway for 2 in the forested national park near the rocky coastline of northern Tuscany.

7 nights from £347.00 / €492.00 / $562.00 View property Check availability
Autumn has dressed the back of Pastine in vivid colour.

Sleeps: 10

In the verdant Montagnola hills close to Siena, Pastine is a beautifully restored country house that offers a large family or a group of friends the space needed for a relaxing holiday. With panoramic terraces, a spacious garden and a pool with a view, the house is also only 15 min. from the city, a gem of a Middle Ages.

7 nights from £2167.00 / €3077.00 / $3511.00 View property Check availability
Outdoor dining

Sleeps: 16 to 18 (Multiple properties at this location)

The generous proportions of this historic villa and its spacious grounds make it the ideal place for a large gathering of friends and family. While guests are accommodated in four separate apartments, they come together around tables in the large restaurant dining room or outdoors under umbrellas. San Miniato, the medieval village seen from the swimming pool, is one of many sites that will draw the explorers in the group.

7 nights from £3618.00 / €4780.00 / $5832.00 View property Check availability
A wide arch spanning Verdino's main room separates a compact, but well-equipped kitchen from the sitting and dining area.

Sleeps: 4 (Multiple properties at this location)

A stone's throw from the medieval town of San Miniato, this ground floor apartment at the front of historic Castrum Moriori has its own furnished patio just outside the entrance. With two en-suite double bedrooms and a generous main room, this is a comfortable base for a small family or friends on holiday together to explore the Tuscan sites a short drive away.

7 nights from £961.00 / €1270.00 / $1549.00 View property Check availability
Ambra has the largest eat-in kitchen with good equipment, a fireplace and plenty of storage space.

Sleeps: 4 to 6 (Multiple properties at this location)

Set in the midst of truffle country, this first floor apartment in the Castrum Moriori villa offers generous space for a family holiday. In addition to a country kitchen, a large living room and ensuite bedrooms, extra beds and shower rooms in the large attic mean there's room to invite an extra friend along on a family holiday.

7 nights from £1241.00 / €1640.00 / $2001.00 View property Check availability
The master bedroom, with its king-size bed, is very spacious and furnished to provide a place for holiday wardrobe and souvenirs.

Sleeps: 4 (Multiple properties at this location)

This first floor apartment on the historic Castrum Moriori estate offers spacious accommodation for a small family or friends. Only 5 km from the charming medieval town of San Miniato and surrounded by the estate's olive groves, it provides a comfortable base for exploring the best Tuscany has to offer.

7 nights from £961.00 / €1270.00 / $1549.00 View property Check availability
Argentum, a ground floor apartment whose windows are to the left of the entrance at the back of the villa, has easy access to the estate pool and side garden.

Sleeps: 4 (Multiple properties at this location)

Perfect for a small family or a couple of friends, this ground floor apartment in an historic country villa near San Miniato offers guests private outdoor dining space as well as access to spacious grounds and a panoramic swimming pool. Well placed for exploring Tuscany and deliciously-served by an on-site catering possibilities.

7 nights from £753.00 / €994.00 / $1213.00 View property Check availability
Rosemary in bloom lines the road up to the villa, whose lines hint at its former glory as a fortified castle.

Sleeps: 16 to 18 (Multiple properties at this location)

This carefully restored villa on the outskirts of San Miniato, built on 14th century castle foundations, has four generous apartments that can be taken individually for small families or together for a large group. With a professional kitchen and group dining room, catering could not be easier and its central location puts all the highlights of Tuscany a short drive away.

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From Trasimina's welcoming gate a path leads to the long stone villa and towards the olive grove.

Sleeps: 12 to 14

A spacious country house in the gentle hills above Lake Trasimeno, Trasimina is the ideal location for a family reunion or a group of friends on holiday. Large ensuite bedrooms and dining places inside and out provide social comfort and its location provides lakeside activities and famed medieval cities within easy reach.

7 nights from £2892.00 / €3820.00 / $4660.00 View property Check availability
Quintessentially Tuscan, especially around Siena, is a large farmhouse surrounded by olive groves and rolling hills in the Crete

Sleeps: 5 to 6

This first floor farmhouse apartment set in the middle of the picturesque 'Crete Senese', the gently rolling clay hills outside Siena, is all about peaceful space. Ideal for a couple or a small family, it offers generous interior space that reflects the beautiful landscape just outside the front door.

7 nights from £703.00 / €929.00 / $1133.00 View property Check availability
The light of late summer brings out Nature's colours and the stones of this sturdy farmhouse.

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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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 £2228.00 / €2943.00 / $3590.00 View property Check availability
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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Facade of Molino alla Torrente looking towards the stream

Sleeps: 6

A converted mill and pool in the valleys north of Lucca with and easy access to all the delights of Northern Tuscany. Located on a quiet country lane less than 15 minutes walk from a village with all the traditional village shops, several bars and restaurants, also a bank, a supermarket and a hairdresser.

7 nights from £2188.00 / €3106.00 / $3544.00 View property Check availability
The entrancing sea view from Tramonto's sunny balcony.

Sleeps: 2 to 4

7 nights from £749.00 / €990.00 / $1208.00 View property Check availability
A clever conversion has transformed a Treggiaia barn into a lovely holiday home with a pool at its doorstep.

Sleeps: 4

Midway between Florence and Arezzo, this converted hay barn makes a charming holiday spot for a couple or small family. With a pool and tennis court within steps of the front door and a lively town only 4 km away, this strikes the perfect balance between relaxed country living and easy access to shops and the medieval cities one has dreamt about.

7 nights from £714.00 / €943.00 / $1150.00 View property Check availability