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2,503 Results  |  
19 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £389 /night

£2720 - £4320 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Villa La Corte is a large farmhouse from the early 15th century, built around a thousand-year-old lookout Lombard tower and set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, just outside of San Gimignano.  …see more

23 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £195 /night

£1361 - £1649 / week

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Key info:

  • Nearest beach 140 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa Le Contesse sleeps 6+2 people in three bedrooms with three bathrooms and another four people in two annexes (Serenella & Limonaia), each with it's own living room, kitchenette bathroom and bedroom.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £183 /night

£1280 - £2000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautiful property carefully and completely renovated in the heart of the Chiana Valley just 9 km from the beautiful town of Cortona.  …see more

Featured properties

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £332 /night

£2320 - £3680 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Fonte is located in an extraordinary panoramic position in the open countryside surrounded by olive trees and other typical Tuscan plants but within walking distance from the famous historical town of Cortona just 400 meters away.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £252 /night

£1760 - £3440 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Elegant, functional, comfortable and tastefully furnished, Villa Angela is one of the best designed and out fitted villas we've seen for a while.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1000 /night

£7000 - £12280 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Set on a large estate with extensive views over the Crete Senesi and Siena countryside, this villa is just perfect for family reunions or large group of friends. Built in stone and brick, this Tuscany villa consists of a main villa and a dependence.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £132 /night

£924 - £2368 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Poggio del Gallo is a large modern villa which also integrates traditional Tuscan design features providing the maximum comfort. Its position is just extraordinary overlooking the valley where vineyards and olive groves spread out into infinity.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £166 /night

£1156 - £1800 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Located on the gentle green hills of Chianti between Florence and Siena, Colonica Giulia enjoys stunning views of the countryside surrounding with grain fields, vineyards and olive groves.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £119 /night

£832 - £1200 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Colonica Gigli is a portion of a typical Tuscan farmhouse immersed in the green Chianti hills covered with vineyards and olive groves. Recently restored the original stone building stands in a well tended green lawn.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £535 /night

£3740 - £5100 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Visiting Podere Erica provides a unique opportunity to experience the best that Tuscany has to offer. Situated on over 30 acres with grape vines, olive trees, pastures and woodland, Podere Erica ensures total privacy with sweeping views over the countryside.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £146 /night

£1020 - £2007 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Extending over the ground and top floors of part of a large villa, this superior accommodation provides more than just a touch of distinctive style and class! It comprises all modern comforts, while retaining many original Tuscan design features.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £136 /night

£952 - £1600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

24 Photos

Villa | 11 Bedrooms | sleeps 20

7 Nights min stay

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from £858 /night

£6000 - £8440 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
In the heart of the Chianti region, 15 minutes drive from Florence, stands Castello Buondelmonti set on a hillside overlooking the valley of the river Pesa.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £400 /night

£2800 - £3800 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £643 /night

£4500 - £6168 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Carpino is an exclusive elegant villa renovated from an old farmhouse and its two barns, now transformed into a luxury villa with two annexes where everything has been perfectly conceived to make your holidays just perfect.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £72 /night

£500 - £1000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
At only ten minutes' drive from Sinalunga town-centre and yet surrounded by peaceful, unspoilt countryside, this fully restored 17th century Tuscan farmhouse combines the best of both worlds.  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £115 /night

£800 - £1396 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
This little two-storey cottage combines the best of both worlds, being located just within the town walls, yet affording unobstructed views of magnificent mountain scenery.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

7 Nights min stay

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from £538 /night

£3760 - £6320 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This spacious, stylishly furnished villa is set in extensive grounds, which offer a choice of venues for outdoor relaxation and dining. It is tucked away in a very secluded spot, amid gently rolling wooded hills.  …see more

21 Photos

Villa | 10 Bedrooms | sleeps 18

7 Nights min stay

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from £365 /night

£2552 - £5700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Set on a secluded hillside, enjoying panoramic views out towards Arezzo and the Apennine range beyond, this villa really has it all! In addition to the lovely pool, a tennis court, gym, rooftop-sunterrace and outdoor jacuzzi will help you keep fit, as well as unwind!  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £96 /night

£668 - £840 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

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from £500 /night

£3500 - £5500 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa San Biagio is situated close to Montepulciano. This magnificent country house is known for being the most exclusive and stunning farmhouse you can find in this area. It is the perfect choice if you are looking for a peaceful and relaxing holiday.  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £389 /night

£2720 - £2976 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
This imposing Leopoldine villa, with its pale cream external walls and typical rooftop dovecot, commands an exceptional position on an elevated, walled-in terrace, surrounded by mature trees and enjoying magnificent countryside views.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £138 /night

£960 - £1560 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £195 /night

£1360 - £2392 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Perfectly appointed villa walking distance from a nice village, Villa Valentina enjoys unobstructed views from its priviledged hillside position.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £180 /night

£1260 - £2120 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This compact, two-storey, converted Tuscan farmhouse has been extensively renovated, employing in its restoration solely products certified as ecologically friendly.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £382 /night

£2672 - £4200 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Originally a farmhouse owned by the Medici family, and dating back to the early fifteenth century. Villa Il Portico is perfectly positioned between Florence and Siena.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £183 /night

£1280 - £3000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A spacious traditional Tuscan farm house, bright and relaxed country living, Villa Sorbello is where you will find peace and tranquility.  …see more

24 Photos

Villa | 14 Bedrooms | sleeps 27

7 Nights min stay

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from £2546 /night

£17820 - £23760 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
This exclusive luxury villa nestled in the hills of the Tuscan countryside in the south of the province of Siena offers top-quality accommodation completed by first-class services and panoramic views in a natural biogenetic reserve in the Val di Merse.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 14

6 Nights min stay

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from £212 /night

£1484 - £2205 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
We are a working farm. Guests can join us for a tour of the farm, dairy and cellar and taste our products at our shop The farm is in the open country , among vineyards and olive groves. -extra cleaning, baby-sitter, lunch or dinner, welcome dinne, cooking classes, watercolour lessons.......  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £308 /night

£2155 - £3878 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Since the beginning of the XIX century Villa Masotti offers relaxation amid the beauty of the Tuscan hills. Immersed in this sensory environment you will experience a return to the past when time went slow and while drinking a glass of wine you will feel like home.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £259 /night

£1808 - £3020 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
From its natural balcony over the Florentine Chianti, Villa Soldi enjoys enchanting panoramic views of the hilly landscape between the Val di Pesa and the Valdarno.  …see more

23 Photos

Villa | 11 Bedrooms | sleeps 20

7 Nights min stay

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from £629 /night

£4400 - £10240 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Immersed in the green countryside of the Chianti hills, surrounded by the typical olive groves and vineyards, Villa Tavarnelle is a centuries old farmhouse which has belonged to the Fusi family for many years now.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £823 /night

£5760 - £8000 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa Il Forte was at the origin (century 13/14) a fortified position, elements of which have come to light, such as the colonnade surrounding the courtyard and the walls of the tower structure, elements that have made possible a particularly refined restoration.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £3600 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This elegant villa, with cream-washed external walls, dates back to the late 16th century, when it served as the summer residence and hunting lodge of the noble Tolomei family.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £766 /night

£5360 - £7520 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
La Leopoldina is a classic example of rural land reform carried out in by the Grand Duke Leopold II and was restored in full respect for its original style and with the same care in selecting materials and colors.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £124 /night

£864 - £1752 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Immersed in the Chianti countryside with its vineyards and olive groves, Casa Turchesa is a lovely private villa recently restored 300 meters from Greve in Chianti.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

Excellent 5/5 

7 Nights min stay

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from £56 /night

£392 - £880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Villa Petriolo is a farmhouse carefully restored with great attention for the details and maintaining as much as possible the original characteristics of the building with tuscan cotto floors and wooden beamed ceilings.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £172 /night

£1200 - £2304 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Il Palazzetto is an elegant 17th century villa built on the remains of the ancient castle of Monterchi, It is a perfect Tuscan holiday destination, situated in the small town of Monterchi but totally private due to the thick walls of the old castle.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £268 /night

£1872 - £2952 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This stunning 17 th century villa is the result of skilful architectural renovation work and has been exquisitely furnished in period style, with eye-catching touches of luxury in its Venetian glass chandeliers, gold-framed mirrors and brocade soft-furnishings.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

3 Nights min stay

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from £458 /night

£3200 - £4640 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £486 /night

£3400 - £4400 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £131 /night

£917 - £1954 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
This imposing two-storey villa is set in stunning grounds, which have the quality of a park. Here you can feel sheltered and secluded in each separate area, including that of the pool.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £171 /night

£1192 - £1592 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
San Donato is an exquisite gem set in rolling Chianti vineyards with views that stretch 360 degrees past a nearby 13th century hill town to Siena and into infinity.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £178 /night

£1240 - £1480 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Villa Farnetella is an old farmhouse dating back to the XVII century, which has been carefully restored respecting all the traditional architectural characteristics, preserving the stone walls, the original wooden beamed ceilings and the terracotta floors.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 15

7 Nights min stay

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from £332 /night

£2320 - £4000 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Restructured from an old typical Tuscan farmhouse dating from 1700, Villa Piazzano was restored by a famous Florentine architect giving it a thoroughly modern, Italian designer feel.  …see more

17 Photos

Villa | 6 Bedrooms | sleeps 12

Very Good 4/5 

7 Nights min stay

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from £216 /night

£1512 - £3320 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more

18 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £227 /night

£1584 - £2320 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Gloria is perfect for relaxed extended family groups or two families on holidays together. It is very well located for all important tourist destinations.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £3160 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £218 /night

£1520 - £2880 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £532 /night

£3720 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Just 4 km from Castellina in Chianti Villa Rosa boasts unique views over the Chianti countryside from its romantic terrace and from whole of the villa. The classically furnished interior complete the picture.  …see more

Tuscany travel guide
Tuscany is widely regarded as the true birthplace of the Italian Renaissance. Florence, the legacy of a union between commerce and art, owes its existence to the Medici dynasty, who employed Leonardo and Michelangelo to lend artistic integrity to their business acumen. The sublime purity of marble in the Accademia stands testament to Michelangelo, while the masterpieces of Botticelli and Vasari are to be found in the Uffizi gallery. The great medieval city of Siena, lying in the rolling hills of the Chianti, is famed for its brief, but exhilarating Palio horse-race. Pisa basks in the shadow of its leaning tower, while Lucca and Arezzo typify the medieval spirit of the region. Viareggio’s Carnival is the most colourful in Italy and the island of Elba is a ferry-ride away. Tuscany’s diversity and cultural influence makes it an ideal self catering holiday villas, cottages or Luxury apartment get away.