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Central Tuscany Villas (23 properties found)

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Central Tuscany is the area between Siena and Florence, west of Chianti. It is where Dan Wrightson grew up in 1974 and hence is still the area we know best and where we have most of our properties. It is also, in our opinion, one of the most beautiful areas of Tuscany, with a soft and cultivated landscape, interspersed with large areas of forest.

Casole d’Elsa is at the centre of Central Tuscany, and is perhaps the loveliest of the Tuscan hill villages, with approximately 1,000 inhabitants. There is one main street, and two village squares; one with the seminary and village well, the other with the ancient castle, still used as the Town Hall. This road becomes a delightful meeting place for locals and tourists alike. Whatever the reasons, somehow there is a very special community here – perhaps it is the proportion of the width of the street with the height of the buildings; perhaps it is the fascination of the alterations to the stone and brick buildings during Casole’s existence over the past two thousand years. Maybe it is the fortunate geographical position of Casole in relation to larger towns such as Florence, Colle Val d’Elsa and Siena, allowing for a flourishing local population with roots going back countless centuries.

Pancole, San Gimignano


The Francigena  pool at the back of the house has spots both for sunning and for enjoying the view from under the arched loggia.

Sleeps: 10

The perfect size for a family on holiday or a group of friends, this villa and its pool is off an ancient pilgrim's trail on a wine estate near San Gimignano. With five ensuite bedrooms, air-conditioning and the estate restaurant a pleasant walk away, this is a fine base from which to explore the medieval cities that dot the nearby landscape.

7 nights from £2207.00 / €2480.00 / $2753.00 View property Check availability

Pancole, San Gimignano


The wide facade of Pellegrino hints at the space one will find inside the front door.

Sleeps: 15

This generous family home on a large wine and olive oil estate sits off the famous Via Francigena, the ancient route from France to Rome. With accommodations for up to 15, and places inside and out to get together, it is a wonderful place for family reunions or relaxed holiday workshops. With an estate restaurant in walking distance and the famous medieval towers of San Gimignano nearby, it is an excellent base for touring or a retreat from a faster pace.

7 nights from £2937.00 / €3300.00 / $3663.00 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 / €930.00 / $975.00 View property Check availability

Montaione, San Gimignano


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 £3166.00 / €3557.00 / $3948.00 View property Check availability

Sovicille, Siena

Casa Gaia and La Contadina

Casa Gaia and La Contadina

Sleeps: 18 (Multiple properties at this location)

The upper floor of a country villa and its adjacent stone house are perfect for a large family reunion of up to 18 guests. With its large furnished loggia, generous dining room and wide lawns, there is plenty of room for the crowd to gather, but charmingly furnished bedrooms to allow for privacy.

7 nights from £2225.00 / €2500.00 / $2775.00 View property Check availability

Sovicille, Siena

Villa Padronale


Sleeps: 22 (Multiple properties at this location)

This country villa, surrounded by wide lawns and rich woodlands, can accommodate up to 22 who gather for extended family reunions or a conference or class in a relaxed setting. With many communal areas and charming private ones, this property is but 20 minutes from Siena and many well-known Tuscan treasures.

7 nights from £2937.00 / €3300.00 / $3663.00 View property Check availability

Sovicille, Siena

Podere Montagnola

Podere Montagnola

Sleeps: 10 to 22 (Multiple properties at this location)

Built in 1840 the property is a fine example of a Tuscan country villa situated with its farm buildings on a plateau atop a ridge of hills at 500 m, with a wide park-like expanse of lawn and garden circled by woods in 15 hectares. Offering accommodation for from 10 to 22, the property is both near Tuscan towns of interest, yet immersed in the peaceful greenery of a good night's sleep.

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Casaglia, San Gimignano


A perfect place to dine al fresco has a sparkling pool nearby and the towers of San Gimignano on the horizon

Sleeps: 10

Sitting high on a ridge looking across the valley to the towers of San Gimignano, Torrevista is one of the oldest farmhouses in a small Tuscan hamlet surrounding a former monastery. Gently restored by a Swiss conductor, it is now available as an excellent place for friends and extended families to gather.

7 nights from £2196.00 / €2467.00 / $2739.00 View property Check availability

Casole d'Elsa



Sleeps: 4 (Multiple properties at this location)

Apartment Lo Scrittore is on the second floor; a very tall window takes advantage of the country views. The twin bedroom with hardwood floor is suspended over the living room. A few stairs lead to a sitting area with sofa, writing desk and inspiring views.

7 nights from £623.00 / €700.00 / $777.00 View property Check availability

Casole d'Elsa


view from the terrace

Sleeps: 4 (Multiple properties at this location)

This lovely apartment in the hill village of Casole d'Elsa, has an enchanting little terrace, with just enough room for a table and chairs, and a superb view. There is also a balcony bedroom over the living room with a hardwood floor and 140cm double bed.

7 nights from £661.00 / €743.00 / $825.00 View property Check availability

Casole d'Elsa


double bedroom

Sleeps: 4 (Multiple properties at this location)

The charming apartment Il Musicista is located in the enchanting hill village of Casole d'Elsa. It is on the first floor: the comfortable living room area has a spacious kitchen section, separated from the rest of the room by a tiled worktop counter.

7 nights from £687.00 / €771.00 / $856.00 View property Check availability

Casole d'Elsa


Casole street

Sleeps: 12 to 14 (Multiple properties at this location)

Thick walls, heavy beamed ceilings, with terracotta and wood floors give beauty to a large house in Casole, which has belonged to its owners for several hundred years and has now been converted into three spacious apartments for holiday accommodation.

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Radicondoli, Siena


The Ragnana farmhouse and its wide terracotta patio welcomes guests with homely charm.

Sleeps: 8

Just outside the village of Radicondoli, facing across rolling, open countryside, stands this attractive old farmhouse, full of charm and character and providing ample accommodation for eight people. It has superb views, yet with all the advantages of being near a village.

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Casole d'Elsa, Siena

La Rondine

The garden is a lovely place for dining 'al fresco'..

Sleeps: 4

With beamed ceilings, and very nice furniture, La Rondine is well insulated and stays delightfully cool, quiet and undisturbed. The accommodation is all on one floor, up a few steps back and to the side of the stepped village street which runs up to the centre of the village.

7 nights from £628.00 / €706.00 / $784.00 View property Check availability

Casole d'Elsa, Siena


On the patio outside the entrance to Rustico, a table and chairs offer a place of meals al fresco or an evening glass of Agresto's wine.

Sleeps: 4 (Multiple properties at this location)

Il Rustico has beautiful brick vaulted ceilings. The sitting/ living- room has good kitchen equipment (tiny oven). The shower room is up a few steps, and the twin and double bedroom are on either side of the living room. There is a furnished patio outside.

7 nights from £678.00 / €761.00 / $845.00 View property Check availability

Casole d'Elsa, Siena


The spacious central living area has ample kitchen/dining space and comfortable sofas on which to plan and review a day's outing.

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

Set in a delightful position down the hillside from the farm Agriturismo Elvira, the large apartment Pinolo has beautiful views across to the Chianti hills. It has has a large living room/kitchen, a double bedroom, a bedroom with a single and a 3/4 bed, and a shower room.

7 nights from £752.00 / €845.00 / $938.00 View property Check availability

Casole d'Elsa, Siena


The sweet little cottage of 'Noce'

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

Located in a beautiful position 900m from the lovely village of Casole d'Elsa, this detached cottage has a furnished garden patio, a kitchen/dining-room, a sofa bed for a child, a double bedroom and a shower room. It has extensive and beautiful views across to the Chianti hills.

7 nights from £572.00 / €643.00 / $713.00 View property Check availability

Pievescola, Siena


Poolside at Casale you can work on a tan while meditating on the panorama.

Sleeps: 6 to 8

Il Casale is a beautifully converted, rambling Tuscan farmhouse in the Montagnola hills west of Siena. Sufficiently high to take advantage of the wonderful views of this historic area, yet set just below the crest of the hills, it is snugly settled into its 3 hectares of grounds, gently perfumed by lavender, antique roses, wisteria and herbs, and protected within a boundary of cypresses and Holm oaks.

7 nights from £2161.00 / €2429.00 / $2696.00 View property Check availability

Casole d'Elsa, Siena

Agriturismo Elvira

swimming pool

Sleeps: 10 to 12 (Multiple properties at this location)

Agriturismo Elvira is a farm in a beautiful position 900m. from Casole d'Elsa. A few hundred metres along a farm lane from the main road, Agresto enjoys views of the walled town of Casole and beautiful countryside, with San Gimignano, Colle and Volterra in the distance.

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Radicondoli, Siena


The awe inspiring view from the pool stretches as far as the eye can see across fertile Tuscan hills and valleys.

Sleeps: 4 (Multiple properties at this location)

The charming apartment Camelia has a furnished patio at its entrance, shaded by a conker tree. At Radicondoli, about 1 km away, you will find restaurants, Summer music festival, bank, post office, internet point.

7 nights from £772.00 / €867.00 / $963.00 View property Check availability