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Villas with beautiful views (46 properties found)

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Browse our selection of rental villas and cottages in Tuscany with the most beautiful views.

Carmignano, Prato


The view from the dining pergola takes in the long facade of the historic convent.

Sleeps: 14

In the hills in which the Medici built their grand country villas, this former convent offers spacious bedroom suites and numerous gathering places to members of a family reunion, a workshop or couples on holiday together. With an in-house bar, billiards table and air-conditioning, it has all of the comforts and more, yet is in easy reach of fascinating Medieval and Renaissance sites.

7 nights from £4825.00 / €5421.00 / $6017.00 View property Check availability

Radda in Chianti


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 £2278.00 / €2560.00 / $2842.00 View property Check availability



The doors open onto the top of the stairs.

Sleeps: 4

Frantoio is on the top floor of a renovated olive oil mill at the entrance to the medieval village of Montemarcello, on the border of Liguria and Tuscany. It is a delightful apartment, with a spacious living/dining area and beautiful views towards the Apennine mountains, across the Magra valley.

7 nights from £610.00 / €685.00 / $760.00 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 £2479.00 / €2786.00 / $3092.00 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 £2734.00 / €3071.00 / $3409.00 View property Check availability

Ciciano, Massa Marittima


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 £704.00 / €791.00 / $878.00 View property Check availability

Ciciano, Massa Marittima


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 £537.00 / €603.00 / $669.00 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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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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Arbia, Siena


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 £826.00 / €929.00 / $1031.00 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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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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San Michele

San Michele, which sits just behind the church of the same name, was once the home of the neighborhood priest.

Sleeps: 8 to 10

With a layout ideal for friends holidaying together or for a family reunion, San Michele is a beautifully restored villa on a hilltop estate overlooking the medieval city of Arezzo. With a panoramic pool and jacuzzi and neighboring owners to cater dinners, cooking lessons or cellar tastings, this is a wonderful place to sample the best of Tuscan culture in restorative comfort.

7 nights from £2373.00 / €2667.00 / $2960.00 View property Check availability

Civitella in Val di Chiana, Arezzo


Guardiano, a house fashioned of the lower portion of an ancient watchtower, overlooks the Trove valley and the medieval village of Civitella in Val di Chiana on the opposite hill.

Sleeps: 5 to 6

In the restored base of an ancient watchtower that still enjoys panoramas that are quintessentially Tuscan, Guardiano is an excellent choice for a family or small group of friends wishing to explore life in the slower lane. With a medieval village its closest neighbour and the cultural wealth of Arezzo a short drive away, the house has a pool and several terraces from which to take life a bit easier.

7 nights from £1768.00 / €1986.00 / $2205.00 View property Check availability

Pomaia, Livorno

Dipinta di Blu

Three shades of blue greet guests on a sunny day.

Sleeps: 8 to 10

A spacious family home with an air of celebration, Dipinta di Blu has all the elements for a delightful holiday: generous spaces in which to gather - the biggest of them all an incredible furnished portico - charming bedrooms in which to retreat and a large pool that mitigates the Tuscan sun. With a village 3 minutes away and the Mediterranean on the distant horizon, this is an easy place to be.

7 nights from £0.00 / €0.00 / $0.00 View property Check availability

Radda in Chianti


Draped with vines and buffered with greenery, Roccia is a charming stone cottage in the heart of the Chianti.

Sleeps: 4 (Multiple properties at this location)

A charming conversion of an ancient barn provides a small family or two couples with an excellent base for exploring the Chianti. With its own furnished panoramic terrace and a refreshing pool a stroll away, this stone cottage is only 5 minutes away from Castellina in Chianti and scarcely more from Radda, the unofficial capital of the famous wine region.

7 nights from £1351.00 / €1518.00 / $1684.00 View property Check availability

Radda in Chianti


Sitting on one of Sasso's grassy terraces gives you a sweeping view of the property and its surroundings.

Sleeps: 4 to 5 (Multiple properties at this location)

A spacious stone cottage that follows the lay of the land and offers an ideal holiday location for a small family to enjoy their days in the famous Chianti region. With a panoramic pool nearby and grassy terraces on all sides, this house invites living outdoors as much as in. An short drive to Castellina in Chianti or Radda brings bustling village life, excellent restaurants and respected red wine within easy reach.

7 nights from £1460.00 / €1640.00 / $1820.00 View property Check availability

Radda in Chianti


The layout of the estate allows each house to enjoy its own privacy and the marvelous views.

Sleeps: 8 to 9 (Multiple properties at this location)

This ancient Chianti farming estate, now converted with style and country charm, has two stone cottages, each ideal for a small family or group of friends. On different levels and with private terraces that do not overlook one another, the view they share is of the olive groves, vineyards and wooded hillsides that have made this area famous.

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Porto Azzurro, Island of Elba

Baia Blu

You'll linger longer over lunch with this captivating view.

Sleeps: 4

An apartment with a south facing terrace in the beautiful seaside town of Porto Azzurro, on Elba.

7 nights from £801.00 / €900.00 / $999.00 View property Check availability

San Miniato, Pisa


From the swimming pool you see the tower of San Miniato

Sleeps: 5

The former gatekeeper's house situated at the entrance of an ancient wine-producing estate, Custode has a private swimming pool and enjoys privacy yet lovely views.

7 nights from £872.00 / €980.00 / $1088.00 View property Check availability