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Villas with beautiful views (52 properties found)

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

Morre, Todi

Casa Carina

The house and its upper terrace fit snugly against the rising hillside.

Sleeps: 4

An idyllic retreat for a couple or a small family, this stone house sits atop a wooded Umbrian hillside with sweeping views. With outdoor eating areas on two levels, a small panoramic pool and charming interiors, the house is perfect place to 'get away from it all'. And yet it is well placed to discover the medieval cities of Todi, Orvieto and Perugia or take in the lakeside delights of Lake Corbara.

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Umbertide, Umbria

Il Borgo

The houses in the Borgo include: a cottage for 2 at the top overlooking the pool, a studio apartment for 2 in the middle with the open loggia, and the large farmhouse to the left with from for 8 on the top two floors and 4 on the ground level.  The owner

Sleeps: 16 (Multiple properties at this location)

For a family reunion, a workshop or a shared holiday of friends, Il Borgo is the ideal location. With spaces for everyone to dine together, inside and out, and accommodations distant enough to allow a bit of private space, this beautifully tended estate is an excellent base for discovering the treasures of Umbria. Having nurtured its 20 year restoration, the owner is a wonderful font of information on how to make this a holiday of a lifetime.

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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

Umbertide, Umbria


At Terrazza's marble-topped table meals al fresco are definitely served with a view.

Sleeps: 4 (Multiple properties at this location)

Perfect for a small family or friends on holiday, Terrazza is named for its wide vine-covered terrace that looks onto rolling wooded hills and a medieval village. While two cosy bedrooms share a bathroom, the apartment has a spacious open plan living area with a kitchen and dining table ideal for people who are serious about good food. Situated on a beautiful Umbrian estate with a panoramic pool, Terrazza puts the famed sites of Umbria and Tuscany within easy reach.

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Umbertide, Umbria

Borgo Montecorona

An aerial view of the Borgo features the owner's home, a large farmhouse comprising Casa Antica and Terrazza and Mulinetto.  Casetta is just beyond the large property pool.

Sleeps: 14 to 16 (Multiple properties at this location)

Settled in the folds of a green Umbrian hillside, Borgo Montecorona is a beautifully tended estate whose four apartments lend themselves to an idyllic retreat for couples or families, or, when taken together, a delightful place for a reunion of family and friends. With individual outdoor eating areas and a panoramic pool, the property is an easy drive from many of Umbria's most fascinating sites.

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Carmignano, Prato

Il Convento

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 £5150.00 / €5421.00 / $6614.00 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 £2432.00 / €2560.00 / $3123.00 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.

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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 £2646.00 / €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 £2918.00 / €3071.00 / $3747.00 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.

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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.

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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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Rosia, Siena


With its wide sliding glass doors open to the panorama, Emilio has easy access to outdoor living.

Sleeps: 4 (Multiple properties at this location)

Emilio is the latest farmhouse conversion, situated in a quiet panoramic corner of a large agricultural estate. Stylishly furnished with a successful mix of elegant and country antiques, this property is perfect for two couples or a small family who want both a bit of privacy and the congenial extras a large estate can offer, such as classes, swimming pools, and the concierge services available in the estate office.

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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.

Rates to be confirmed View property Check availability

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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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 £2599.00 / €2736.00 / $3338.00 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 £1887.00 / €1986.00 / $2423.00 View property Check availability