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  • Arezzo Province (1,258)
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  • Massa Carrara Province (84)
  • Pisa Province (602)
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409 properties
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Tuscany holidays
13831 properties

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7,095 Results  |  
20 Photos

Apartment | 2 Bedrooms | sleeps 6

5 Nights min stay

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from £108 /night

£751 - £1323 / week

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Key info:

  • Nearest beach 30 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A perfect location for discovering Tuscany - Close to the cities of Pisa, Lucca and Florence. A tranquil hilltop hideaway with pool. Spacious rooms, wonderful views Free wifi  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £102 /night

£713 - £1188 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Girasole is one of 4 apartments in our family Villa. It is very centrally situated so that guests can discover the major treasures of Tuscany in half or whole day trips. Over the last 30 years our family has offered a personal, caring hospitality and guests have often returned  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £85 /night

£594 - £1128 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
located at Podere Monterifrassine, a building 250 m. distance from Casabella (where reception, breakfast room, living rooms with fireplace, pool and snack & bar, wi-fi free of charge are). On the ground floor of the house there is a common laundry room (with washing ma  …see more

Featured properties

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £85 /night

£594 - £721 / week

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Key info:

  • Nearest beach 18 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Apartment Lucca, holiday house Lucca, holiday apartment Lucca, holiday rental Lucca, Apartment with pool Lucca, holiday house with pool Lucca, holiday rental with pool Lucca The villa has a large terrace with magnificent views and a big garden with swimming pool.  …see more

12 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £243 /night

£1696 - £2036 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
As the house is part of a company that produces Brunello di Montalcino is possible to follow the stages of production or do a tasting tour to discover one of the best wines in the world in our cave.  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £236 /night

£1650 - £2498 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
  • Ski
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Charming little villa, panoramic position with stunning views, completely and lovingly restored in 2011/2012 with roof top terrace, large park and garden, car park and a private pool 12 m by 6 m. Special services: Restaurant bookings and recommandations by owner Free Wifi on groundfloor and terrace, facing park and garden, Satelite TV, DVD Player, MP3 Player AIrcon  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

3 Nights min stay

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from £156 /night

£1090 - £2322 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Verde is a beautiful indipendent Villa, suitable for 10 person, located in Greve in Chianti within walking distance from all facilities. It has an ideal position, between vineyards and olive groves, and with a gorgeous view on the surrounding hills.  …see more

24 Photos

Castle | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £80 /night

£556 - £670 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. Kids Club. Excellent for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 9

Very Good 4/5 

3 Nights min stay

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from £309 /night

£2163 - £3859 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Magnificent old style villa with new splendid pool-in independent propriety of about 7.000 sq.metres with fantastic sea side view not far from sea(3Km.)and from 18 holes golf court (3 Km.)  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £61 /night

£424 - £789 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Ideal holiday house for vacation in Tuscany. It is located near San Gimignano, a stopping point of the Via Francigena. It is part of a renovated rural hamlet with a swimingpool, surrounded by green nature. Siena, Volterra and Florence area are within one hour's drive. Indipendent heating. Free 2G WiFi is available. No-smoking apartment. No pets. Car is essential.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 9

Very Good 4/5 

4 Nights min stay

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from £103 /night

£720 - £1880 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Gorgeous country villa with private 12x6 mt pool, 25 acres exclusive property all around, free and unlimited Wi-Fi internet access,table tennis and table football, bikes, children swings, covered patio with outdoor table, BBQ, pizza oven and gazebo. Ideal for families. Quiet and relaxing property with big gardens and stunning views of the Apuan Alps.  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £184 /night

£1284 - £2417 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa "Casale San Casciano" is a 200 sqm independent villa with private pool and garden (sleeps up to 12 people). The Villa is located in the typical context of the Chianti area, surrounded by vineyards, olive-trees and small woods.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £116 /night

£806 - £1357 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Villino Santo Stefano is a beautiful private Villa in the Florentine Chianti area. It has been recently restored and it is fully equipped. It overlooks the gently Tuscan rolling hills and it is surrounded by a typical Tuscan landscape: hills, olive trees and vineyards.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £237 /night

£1654 - £2968 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Beautiful Villa in Montaione with private pool, garden and car parking. 5 Bedrooms and 6 bathrooms. Sleeps 12.  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £64 /night

£446 - £742 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Renovated ECO-FRIENDLY farmhouse in the heart of Garfagnana for relaxing vacations. Ideal for families and horse lovers.  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £87 /night

£603 - £1281 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
Stunning apartment for 3 couples in castle in the Chianti. Wonderful location for a fantastic holiday in one of the most beautiful places of the world  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £100 /night

£696 - £1315 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Holiday Villa for 8 people 1 km from Siena, and 3.5 km from Piazza del Campo (sit of the Palio)  …see more

19 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £182 /night

£1272 - £1908 / week

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Key info:

  • Nearest beach 32 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Stunning villa with swimming pool near Lucca  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1527 - £2799 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in Siena with SPA room, exclusive use.  …see more

23 Photos

Villa | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £205 /night

£1434 - £2358 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This lovely villa for 8 people is located in Iano, a peaceful, little hamlet near Volterra and San Gimignano (at 20 km), right in the heart of Tuscany. The area has a picturesque landscape, full of fine views, with the typical colours of the Tuscan countryside  …see more

22 Photos

Apartment | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £146 /night

£1018 - £2036 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Superb noble apartment in a castle in the chianti  …see more

11 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £97 /night

£679 - £1256 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
This lovely small villa is located at 400 m from the charming town of Cortona It is situated in a wonderful panoramic position, surrounded by the typical Tuscan countryside and olive groves, in a perfect location for a lovely and relaxing holiday, yet with the advanta  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £36 /night

£251 - £484 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

7 Nights min stay

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from £334 /night

£2332 - £3435 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Stunning Luxury villa in walking distance from Cortona, the famous and well know medieval village thanks to the "under the Tuscan sun" book and movie.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £50 /night

£348 - £645 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Apartment in a stunning villa with swimming pool in the Chianti. Breathtaking view over the valley and the village of San Polo.  …see more

23 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £102 /night

£713 - £1357 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Stunning apartment in the chianti, private terrace  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £54 /night

£374 - £806 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
holiday apartments in Montepulciano. Farm stay in a wine estate in Montepulciano  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£577 - £1103 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Stunning chianti lodging in a medieval castle.  …see more

17 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £97 /night

£679 - £1357 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
Stunning apartment in a castle in the Chianti.  …see more

21 Photos

Villa | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £176 /night

£1230 - £2366 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with swimming pool near Cortona, with stunning view over the olive groves and the town of Castiglion Fiorentino  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £38 /night

£263 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £231 /night

£1612 - £2120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £39 /night

£272 - £509 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £412 /night

£2884 - £5682 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
stunning villa in Arezzo, the town of the gold in Tuscany. Air conditioning, swimming pool,Jacuzzi, sun terrace with wonderful view.  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £38 /night

£263 - £509 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 5

7 Nights min stay

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from £44 /night

£306 - £577 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£314 - £636 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £206 /night

£1442 - £4495 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 22

7 Nights min stay

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from £249 /night

£1739 - £3944 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Gorgeous large family villa in the Val Di Chiana, near Montepulciano, San Quirico, Pienza, Arezzo and Siena  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £376 /night

£2629 - £4156 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
An unforgettable vacation in Cortona, in a splendid luxury villa with all comforts and facilieties. Luxury villa with swimming pool and air conditioned in Corton  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £188 /night

£1315 - £2629 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Gorgeous Villa with swimming pool in the Chianti, near San Casciano Val di Pesa, a medieval hamlet between Florence and Siena  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £182 /night

£1272 - £1824 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Beautiful independent country house near Pienza. This villa is located few minutes driving from Pienza, in a quiet and beautiful location in the middle of the country side. Private swimming pool. The villa is elegantly furnished, in a perfect combination between comfort and tradition  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £107 /night

£747 - £1239 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
A luxury and comfortable apartment in a beautiful country house on the hills facing Lucca  …see more

22 Photos

Farmhouse | 2 Bedrooms | sleeps 7

7 Nights min stay

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from £65 /night

£450 - £738 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
The house is divided into 4 flats, each one with its private entrance: two on the ground floor (Girasole and Giaggiolo) and two on the first floor (Giglio and Gladiolo).  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

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from £30 /night

£204 - £959 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
Classic, modern, holiday maisonette in excellent position, 100m from the sea and with free access to SWIMMING-POOL.  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £152 /night

£1060 - £1654 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Offers a unique view of the surrounding valley typical of the Sienese hills (olives and grapes) and is located a short distance (3 km) from the town of San Gimignano famous for its medieval towers.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 7

Very Good 4/5 

1 night min stay

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from £58 /night

£400 - £1160 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 16 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Modern and sunny bungalow situated in the midst of olive groves and gardens just next to a 12 metre private swimming pool with magnificent terrace for al fresco dining. Ideal for families seeking relaxation. Garden house for children. Dogs welcome.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

Excellent 5/5 

1 night min stay

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from £47 /night

£328 - £576 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Originally a farmstead, the apartment has been stylishly restored retaining many original features, including high wooden ceilings, exposed beams, stone walls, open fireplaces and furnished tasteful antique furniture The 16 meters pool follows the natural curves of the hill and has an amazing scenic view all over the valley  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £59 /night

£408 - £738 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Why the Owner Chose Buonconvento: This area of Tuscany is intensely beautiful and within easy reach of many of the most significant cultural sites in Italy. In addition I love golfing and 30 min away there are marvelous golf courses such as La Bagnaia, Tuscany Golf. In Summer time, Prisca House guest can have a swim in Buonconvento huge communal pool (10 minutes aways)  …see more

17 Photos

Barn | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £128 /night

£891 - £1145 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Villa Manciano is the ideal place to stay in Tuscany, for relax and also for daily drives into the best places of Tuscany and Umbria  …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.