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Private Villas in Tuscany (76 properties found)

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Radda in Chianti

Docciole

The generous proportions of the living room reflect the open-hearted hospitality of Docciole.

Sleeps: 14

In walking distance to Radda in Chianti, Docciole is a great base for a large family holiday or a group of friends wishing to explore the famous Chianti hills. Set on large grounds with green vistas, the lovingly restored stone farmhouse has four independent bedroom suites on the ground floor and three bedrooms on the top floor along with a living room and kitchen of soaring proportions.

7 nights from £2365.00 / €2560.00 / $3123.00 View property Check availability

San Casciano Val di Pesa, Chianti

La Caserotta

La Caserotta houses all of its guests in the two large structures facing each other - a converted olive mill and stone barn.

Sleeps: 22 (Multiple properties at this location)

La Caserotta offers ample and elegant accommodation for a large family reunion or a special event set in the Tuscan countryside. With five spacious apartments providing room for up to 22 guests, this hamlet has individual outdoor areas as well as wide terraces where a group can dine or party. Located just south of Florence and an easy drive from the famed villages of the Chianti, this is the perfect spot for celebration or simply savoring the best Tuscany has to offer.

7 nights from £7966.00 / €8621.00 / $10518.00 View property Check availability

San Chimento, Casole d'Elsa

La Senese

What draws people to Tuscany is here on the covered terrace at La Senese - a beautiful landscape, a glass of good wine, and the leisure to enjoy them both.

Sleeps: 6 to 7

Backed by the oak and chestnut woods of the Sienese countryside, this charmingly refurbished country house is a restful place for a group of friends or a small family. With a panoramic terrace perfect for meals al fresco and easy access to the quaint villages and medieval cities of central Tuscany, La Senese is both a holiday haven and a base for exploration.

7 nights from £750.00 / €975.00 / $1125.00 View property Check availability

Trevinano, San Casciano dei Bagni

Villa San Rocco

Morning sun warms the earthern-hued stones of Villa San Rocco and makes it a good day to step out into the sun.

Sleeps: 9

A stone farmhouse, beautifully restored and with pools, furnished terraces and sweeping views of wooded hillsides and a village perched on a tufa cliff, Villa San Rocco has become a villa with a taste of luxury. With generous room for a family reunion or holidaying friends, it offers several places for the group to be together, but comfortable corners in which to retreat. It is well-positioned for easy reach of historic spa towns, medieval hilltop villages, protected parklands and cities that fill guidebooks.

7 nights from £2574.00 / €2786.00 / $3399.00 View property Check availability

Piazze, Cetona

Villa Vista Lunga

Though the panoramic pool at Villa Vista Lunga sits at a lower level to the house it is not far to go for a swim.

Sleeps: 10

Carefully restored to preserve its country heritage, Villa Vista Lunga is special place in which to spend a holiday. With generous space for up to 10 guests, it offers bedroom suites in which to retreat and various areas in which to come together, including a panoramic pool. Nearby medieval villages and history spa towns provide the chance to slip into Tuscan life, while the villa itself encourages one to relax into 'la bella vita'.

7 nights from £2838.00 / €3071.00 / $3747.00 View property Check availability

Piazze, Cetona

Radura

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 £2468.00 / €2671.00 / $3259.00 View property Check availability

Celle sul Rigo, San Casciano dei Bagni

Cellevista

Only a few steps separate the sweet Cellevista cottage from its refreshing private pool.

Sleeps: 4

Whether for a small family or a couple wanting a relaxing romantic retreat, Cellevista is ideally situated. The panoramic view from the front portico is all countryside, with the property's pool set in a generous lawn, yet a short walk of 100 m. has guests in the heart of the ancient village of Celle sul Rigo where there are small shops and restaurants. Nearby is the attractive town of San Casciano dei Bagni, whose history is entwined with its famous hot springs and elegant spa, yet this is only the beginning. Roads through a beautiful landscape easily deliver one to medieval towns their guidebooks will praise.

7 nights from £1122.00 / €1214.00 / $1481.00 View property Check availability

Piazze, San Casciano dei Bagni

Villa Veduta

The dual staircases at the front of the villa lead directly to the sleeping quarters on the upper floor.

Sleeps: 10

This restored country house, spacious enough for a family reunion, makes the most of its panoramic position on the slopes of Monte Cetona. With furnished patios and pergolas and a swimming pool dressed with sun beds and umbrellas, it is excellent for guests who enjoy outdoor living. Yet its air-conditioned bedrooms and comfortable interiors ensure similar ease once inside. Well placed for quick access to medieval spa towns, stately gardens and a motorway that delivers you to sites that fill guide books.

7 nights from £2904.00 / €3143.00 / $3834.00 View property Check availability

Trevinano, San Casciano dei Bagni

Rinnovato

The dining area is an eclectic mix of Italian design and recycled ecology, with a touch of whimsical nostalgia.

Sleeps: 8 to 10

This large country house, a refashioned mix of Italian design and ancient origins, offers a comfortable family holiday home at the edge of Monte Rufeno National Park in southeastern Tuscany. With 2 hectares of garden and an endless panorama, the house has a relaxed open plan layout, generous spaces and windows that flood them with light. Well-positioned to explore ancient thermal spa villages, famed medieval hill towns and the mountains and lakes that have inspired artists and writers for centuries.

7 nights from £2218.00 / €2400.00 / $2928.00 View property Check availability

Cetona, Sarteano

Dama di Campagna

Dama di Campagna is a charming Tuscan farmhouse only 2 km from the nearest village.

Sleeps: 6

Near the medieval town of Cetona, this charming stone house is a perfect location for a small family or couples on holiday. Carefully restored and furnished with warmth and good taste, it offers a pool set in a fenced garden and pergolas and porticos dressed for outdoor dining. Drives through the rolling landscape lead to nearby and varied destinations: ancient spa towns, historic gardens holding summer concerts, a Pope's ideal Renaissance city, outlet shopping or a motorway entrance that has you in Tuscan and Umbrian capitals for a relaxing day out.

7 nights from £2112.00 / €2286.00 / $2789.00 View property Check availability

Camaiore, Lucca

Rosaio

An inviting garden room under the pergola is the heart of the home in warmer months.

Sleeps: 4

With the winning combination of being a private property within walking distance of a Tuscan town, close to the beach and with a small pool in the garden, Rosaio is a wonderful house for a carefree or even car-free family holiday.

7 nights from £1016.00 / €1100.00 / $1342.00 View property Check availability

Resina, Perugia

Casa del Cambio

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.

Rates to be confirmed 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: 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 £3511.00 / €3800.00 / $4636.00 View property Check availability

Sarteano, Val d'Orcia

Valdorcia

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 £2033.00 / €2200.00 / $2684.00 View property Check availability

Zanego, Montemarcello

Concara

The cottage is set in the National Park

Sleeps: 2

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

7 nights from £411.00 / €445.00 / $543.00 View property Check availability

Santa Colomba, Siena

Pastine for 10

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 / €2817.00 / $3251.00 View property Check availability

Magione, Lago Trasimeno

Trasimina

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.

Rates to be confirmed View property Check availability

Orgia, Siena

Cerreto for 8

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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Montaione, San Gimignano

Valdera

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 £3287.00 / €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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