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1,421 Results  |  
12 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £70 /night

£484 - £755 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Apartment in Tuscany , groundfloor, with special countryside vieuw from private terrace. At only 20 minutes from Siena. 2 km from village. Swimming pool in garden  …see more

24 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £194 /night

£1357 - £1527 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Wonderful place to relax, make sports ( walking,archery and swimming) sip our good wine and enjoy our cousine. Our swimming pool is 15x5mt wide and is cleaned using salt and not chlorine.  …see more

17 Photos

Villa | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

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from £134 /night

£933 - £1188 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Wonderful Villa with private pool overlooking the castle of Monteriggioni  …see more

Featured properties

24 Photos

Villa | 8 Bedrooms | sleeps 16

Excellent 5/5 

3 Nights min stay

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from £433 /night

£3028 - £4847 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
8 BDR luxury historical villa with garden and pool in the heart of Siena countryside nestled in a village. Please,ALWAYS,enquiry about prices.The house can be rented just in part (4BDR).  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£297 - £594 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
holiday lodging near Pienza. Torrita di Siena accommodation  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £194 /night

£1357 - £1866 / week

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Key info:

  • Suitable for children over
  • No pets allowed
The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

3 Nights min stay

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from £182 /night

£1272 - £2396 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Villa Palazzone" is a charming country house set in the Siena province in the heart of a large estate of 153 hectares. It is very close to the beautiful little towns of Sarteano, Cetona and Città della Pieve and within 30 minutes from the lakes Trasimeno and Bolsena.  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £102 /night

£713 - £832 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
We have 5 independent self catering apartments and 2 double rooms with private bathrooms. The apartments have their own kitchenettes inc. oven, fridge and gas hobs. Swimming pool, gardens, outdoor wood oven and BBQ are free to all our guests. We have a restaurant 2 km's from the farmhouse offering tuscan cuisine & Pizza with an outdoor terrace.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £97 /night

£679 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. Guest can taste the delicious meals prepared with the products of the farm The farm produces organic Chianti classico vine and olive oil  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 7

7 Nights min stay

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from £182 /night

£1272 - £1951 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Lovely villa, South of Siena, perfect base for the exploration of Tuscany. Private pool, isolated, complete privacy. Ideal for families or groups. Children and pets are welcome.  …see more

20 Photos

Farmhouse | 8 Bedrooms | sleeps 25

Very Good 4.5/5 

Short stays welcome

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from £546 /night

£3816 - £4452 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
"The Harvest Moon" holiday house, is a Tuscan country mansion with a spectacular pool overlooking the boundless valley. The whole property is available for more comfort and privacy. The whole property is available for more confort and privacy.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £151 /night

£1052 - £1387 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Le Stalle is a lovely 2-bedroom apartment situated on the ground floor of Podere Patrignone, a 15th century farmhouse in the heart of Chianti, surrounded on all sides by olives, vines, hills and forest. It has a kitchen, dining area, outside porch and use of the pool.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £455 /night

£3185 - £3901 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
Sleeps 14 with possibility to add adjacent apartments up to total of 33. A beautiful 15th-century villa in the heart of the Chianti countryside, with 360° uninterrupted views of olives, vines and forests, with amazing sunset views over San Gimignano and the Apennines  …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 | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £138 /night

£960 - £1920 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Self-catering villa with stunning views over Tuscany vineyards. Private pool. Shared tennis court with villa LisiDor (#44909, same owner). Internet. Bbq and shaded eating area. Fenced garden. Midway to Siena and Florence Typical Tuscan countryside with private pool and garden in silent position in the middle of Chianti hills  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £218 /night

£1526 - £2064 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
A typical stone barn immersed in the Tuscan countryside of San Gimignano. A large garden overlooks the hills and surrounding countryside. Up to 7 people in a both modern and rustic atmosphere.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £172 /night

£1200 - £1500 / 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
A bright roomy south facing 3 bed/2 bath apartment with panaramic views over Gaiole and the hills beyond. Enjoy al fresco dining on the terrace or doze in a wisteria shaded hammock. Relax by the pool, take a cycle ride or just stroll down to the village restuarants. Maggiore is ideally situated to enjoy the areas premier events including Siena Palio and Gaiole Eroica.  …see more

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £164 /night

£1145 - £1569 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
In Podere Malabiccia all the rooms enjoy views of the surrounding landscape. Sunroom with west-facing arced windows. Kitchen with a large fireplace and antique wood burning oven. Living room and informal dining room with a fireplace. Antique Tuscan ceramics. Garden. The city of Pienza (UNESCO location) is 10 km away, Montepulciano 15, Siena 65, Arrezzo 40, Perugia 65.  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £152 /night

£1060 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
Spectacular Views! Well equipped apartment in great location.Great for families. Outside, is a very attractive pergola, with BBQ for drinks and meals, overlooking the beautiful Tuscan hills and valleys. Vouchers for the local spa are provided upon request. Logs for the fire are provided free of charge.  …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

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£428 - £879 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (70 sq m.) - first floor  …see more

23 Photos

Farmhouse | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £103 /night

£721 - £1272 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Indipendent apartment in charming Tuscany farmhouse with private pool, in the heart of Val d'Orcia and Val di Chiana.Close to thermal centre and perfect to relax and discover some of the most characteristic villages of Tuscany.  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £58 /night

£400 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Outside of the Magione Agriturismo, a large, fenced garden will allow children to play in complete safety, while also offering the opportunity to dine outside enjoying the barbecues for guests.  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £61 /night

£424 - £509 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
single room in a Villa with only 7 rooms. Infinity pool sanitized using salt and not chlorine, far better for your skin and eyes. We are a winery where you may visit our cellar and taste our wine,Il Golo,Rosso di Montepulciano DOC, Grappa, Finocchiaccio and marmelades.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £182 /night

£1272 - £2632 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Typical Tuscany stone house with private swimming pool, large fenced garden and tennis court. Easy day trips to Florence, Siena, San Gimignano and many Tuscan villages. Cooking lessons and dinners at home on request. Countryside villa in silent and strategic position. Very spacious rooms, sleeps up to 7/8 persons.  …see more

12 Photos

Apartment | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £347 /night

£2423 - £3231 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Villa Oliveto is a 5 bedroom property that can sleep up to 10 guests. There are 4 double beds and 2 single beds in the property. We ask that guests do not smoke inside the property. We also have a private outdoor pool for guest to use during their stay! Light-coloured granite floor tiles throughout the apartment provide a cool, airy atmosphere.  …see more

24 Photos

Apartment | 4 Bedrooms | sleeps 12

Excellent 5/5 

4 Nights min stay

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from £229 /night

£1600 - £2000 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A spacious townhouse complex on two levels well suited to sharing families in easy strolling distance of restaurants, delicatessens, bars etc; large pool, gym, free bicycle hire and plenty of private outdoor space with lovely views offers something for all the family.  …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

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

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

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

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

13 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £38 /night

£263 - £501 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Nice and comfortable apartments in walking distance from the village  …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

14 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …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

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

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

13 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £38 /night

£263 - £501 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …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

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

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village .  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

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

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

9 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £59 /night

£412 - £522 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Air conditioning
  • No pets allowed
Siena Apartments with easy access to the town centre  …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

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £57 /night

£396 - £565 / 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
Farmhouse apartment with seasonal outdoor pool, in Montepulciano Tuscany country estate surrounded with the wonderful Nobile-Vineyards.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£340 - £624 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

24 Photos

Farmhouse | 10 Bedrooms | sleeps 20

Short stays welcome

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from £509 /night

£3562 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
The Wine Estate of Castelnuovo Tancredi has 3 stone farmhouses with a shared pool overlooking the gorgeous countryside. With the option to rent a farmhouse individually, or the entire property, it is ideal for vacation, weddings or even a family reunion! You haven't seen the real Tuscany until you see the Val d'Orcia. Wine tastings and cooking classes on site.  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £61 /night

£424 - £713 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more