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Ciciano, Massa Marittima

Il Monte

The generous pool (8 x 20 m) with an infinity edge has more than enough room to allow all guests to enjoy the view.

Sleeps: 11 to 15 (Multiple properties at this location)

A restored hay barn and the ground floor of a large farmhouse provide hilltop accommodation for a family reunion that will revel in spacious grounds, a large panoramic pool, and the fresh food that the owners' garden and rich woodlands have to offer. Three apartments and an extra bedroom suite provide some private areas, while wide terracotta patios and a large common room ensure areas to sit down together for meals. In easy driving distance to small villages with restaurants and historic medieval cities that merit pages in guide books.

7 nights from £1463.00 / €1829.00 / $2231.00 View property Check availability

Ciciano, Massa Marittima

Leccio

Leccio's main room includes a well-furnished kitchen with a dining table and nearby sofa.

Sleeps: 3 to 4 (Multiple properties at this location)

Leccio, the largest and best equipped of three farmhouse apartments, sits on wide lawns atop a tree-covered hill midway between Siena and the coast. Not far from the historic San Galgano Abbey, a splendid concert venue, it is the perfect size for a small family who will enjoy local activities - biking, gathering mushrooms or chestnuts, or simply enjoying the property's large panoramic pool - or venture out and discover the medieval towns and villages on other hilltops.

7 nights from £544.00 / €680.00 / $830.00 View property Check availability

Ciciano, Massa Marittima

Quercia

Just outside the Quercia window is a furnished area for the guests' private use.

Sleeps: 2 to 3 (Multiple properties at this location)

Perfect for a couple who wants to get away from the city and enjoy the pleasures of a 'green' Tuscan farmhouse, Quercia offers fresh vegetables from the owner's garden, inspiring views from the shared pool and short drives to the medieval cities of Massa Marittima and Siena.

7 nights from £416.00 / €520.00 / $634.00 View property Check availability

Ciciano, Massa Marittima

Faggio

The former hay barn now hosts the upper Faggio apartment and the ground floor Common room which opens to a generous furnished patio.

Sleeps: 4 (Multiple properties at this location)

The upper floor of a restored hay barn is now a panoramic accommodation for a small family or two couples ready to explore the rolling hills between Siena and the seacoast. Independent from the farmhouse containing two other apartments on the Tuscan estate, Faggio looks out to the large property pool and surrounding hilltop villages.

7 nights from £627.00 / €784.00 / $957.00 View property Check availability

Ciciano, Massa Marittima

Monte del Bosco

On its own Tuscan hilltop Monte del Bosco apartments are surrounded by wide lawns for children to play and overlook an infinity pool in which to enjoy the view.

Sleeps: 11 to 15 (Multiple properties at this location)

A farmstead with more than a century under its belt, Monte del Bosco is now in the hands of young owners who are generous hosts to couples, small families or a family reunion come to enjoy their hilltop. Located near ancient abbeys, medieval towns of all sizes and only 40 km from the sea, this farm-based accommodation has three apartments, each with its own private outdoor dining area, a large pool and a spacious Common Room that provides both WiFi and a spot to meet and eat together.

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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 £1755.00 / €2193.00 / $2676.00 View property Check availability

Zanego, Montemarcello

Pian della Chiesa

Dolinetta being watched over by bigger sister Dolina.

Sleeps: 10

Set in a cultivated dell within a National Park, surrounded by woods and under dappled shadow, Pian della Chiesa is an small agricultural estate with 2 carefully converted homes, both facing a wide lawn, bordered by woods and vines.

7 nights from £1533.00 / €2147.00 / $2484.00 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 £1680.00 / €2100.00 / $2562.00 View property Check availability

Barberino Val d'Elsa, Chianti, Florence

Dimora

Many enjoyable times at Dimora take place outdoors.

Sleeps: 12

In this sprawling ground-level house, whose every room opens onto the outside, you will never doubt that you are in the heart of Tuscany. Terracotta bricks and chestnut ceiling beams mix well with stylish colors and attractive fabrics of modern Italy and from every window there is the classic panorama of an ancient countryside.

7 nights from £2281.00 / €2851.00 / $3478.00 View property Check availability

Castelnuovo Magra

Luna rossa

Enjoy the serenity of the terrace over a lazy lunch for two.

Sleeps: 2 to 4

Luna Rossa is a little house tucked away on the side of a hill, looking out towards the sea. The owner's own house is higher up but not overlooking Luna Rossa and in between there is a small pool, flanked by a kitchen and sitting room. The little towns on the coast road from Bocca di Magra to Lerici have wonderful fish restaurants, amongst which is Ciccio's outstanding establishment in Bocca di Magra itself.

7 nights from £686.00 / €858.00 / $1047.00 View property Check availability

Zanego, Montemarcello

Murella

Looking at Murella from the pool

Sleeps: 6

A recently restored house set in a national park crowning the hill of MonteMarcello, in a small dell surrounded by Holm oaks. Set in its own terraced garden, this house is in an ideal position for exploring the hill villages and coast of the Cinque Terre, Liguria and Northern Tuscany; it's also the perfect place to return to after your travels and relax under the pergola with a glass of local white wine.

7 nights from £1363.00 / €1908.00 / $2207.00 View property Check availability