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789 Results  |  
22 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £225 /night

£1571 - £2976 / 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

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £104 /night

£724 - £930 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 8

7 Nights min stay

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from £473 /night

£3306 - £5372 / 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

Featured properties

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1034 /night

£7232 - £12686 / 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

24 Photos

Villa | 7 Bedrooms | sleeps 16

7 Nights min stay

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from £517 /night

£3616 - £5682 / 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

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £107 /night

£744 - £2058 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £148 /night

£1034 - £1529 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £74 /night

£517 - £1034 / 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

16 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £176 /night

£1232 - £1645 / 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

21 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £101 /night

£703 - £1009 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Villino Montisi is a splendid two-story ancient farmhouse surrounded by meadows with breathtaking views over the sweet hills of Tuscany. Recently restored following the architectural Tuscan style with the pale Tuscan stone of the façade.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £89 /night

£620 - £810 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
I Tigli is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool.  …see more

22 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £178 /night

£1240 - £2315 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Filippo, is a delicious apartment and it is part of a farmhouse divided in 3 units located close to Montalcino. This apartment can accommodate 6 persons in 3 bedrooms and 2 bathrooms.  …see more

20 Photos

Villa | 8 Bedrooms | sleeps 16

Min stay varies

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from £473 /night

£3306 - £4918 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
This beautiful farmhouse complex has recently been carefully restored with great attention to detail, so as to combine authentic architectural features and an original rustic style with all modern comforts.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £549 /night

£3843 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Everything about this property is classically Tuscan. Misty hills covered in precision lines of vineyards, olive groves, gravel roads and driveways shadily lined with pointy cypress trees, and grand villas with green shutters.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £355 /night

£2480 - £3265 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • 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

23 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £496 /night

£3472 - £4629 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Senese is an ancient mansion dating back to the eighteenth century, located in the heart of Chianti Senese, just 17 km away from Siena and 45 Km from Florence.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £222 /night

£1550 - £2149 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Everybody who loves Tuscan tradition, excellent cuisine, biological food and, why not, horse riding and biking, besides a relaxing visit to thermal spas will be enchanted by this area.  …see more

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £99 /night

£690 - £868 / 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 14

Excellent 5/5 

7 Nights min stay

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from £555 /night

£3885 - £6529 / 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

20 Photos

House | 6 Bedrooms | sleeps 12

Min stay varies

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from £390 /night

£2728 - £5372 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Peaceful position for a holiday of total relax in Chianti. Fenced pool. Very panoramic outdoor eating area. Tennis court on the estate.  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 11

Min stay varies

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from £573 /night

£4009 - £6017 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

18 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Min stay varies

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from £490 /night

£3430 - £5372 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
In the heart of Chianti Classico. Very close to the village of Radda. Furnished in refined country style.  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 16

Min stay varies

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from £682 /night

£4769 - £7860 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Very stylish and beautiful villa in the heart of the famous Montalcino vine-yards. Featured in books and magazines.  …see more

14 Photos

Chateau | 3 Bedrooms | sleeps 6

Min stay varies

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from £354 /night

£2472 - £3554 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

20 Photos

Farmhouse | 6 Bedrooms | sleeps 10

Min stay varies

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from £553 /night

£3868 - £6604 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Breathtaking views over the Chianti Classico valleys. Very tastefully restored and lovely furnished. Attractive and panoramic swimming pool area.  …see more

24 Photos

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

2 Nights min stay

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from £472 /night

£3300 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 50 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This house is set in a very convenient location for touring the cities of Tuscany. Siena, Florence and Pisa are all easily accessible by car or public transport.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £80 /night

£557 - £901 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Apartment with spectacular views in the heart of the Chianti Region in Tuscany. A €150 deposit for air con payable on arrival usage will be calculated and refund given.€1.50 p/n local tax  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £151 /night

£1052 / week

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Key info:

  • Nearest beach 65 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Completely restored old country villa surrounded by private garden with superb views on one of the most pristine parts of Tuscany.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£405 - £868 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-30 Sep), four-poster beds, rustic, classic furniture, garden, terrace, private sunbeds/umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra Air-cond in every room, very well equipped kitchen, garden + terrace. Internetcafé + Wifi in Montaione 10 km  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £76 /night

£530 - £944 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £63 /night

£439 - £1840 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
www.ilcellese.it  …see more

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

Min stay varies

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from £76 /night

£526 - £1271 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £76 /night

£526 - £1315 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Min stay varies

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from £101 /night

£701 - £1577 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI , DOCG, VIEW , LANDSCAPE , AGRITURISMO  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £188 /night

£1315 - £2720 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • 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

18 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

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from £51 /night

£351 - £1052 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £213 /night

£1490 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
A really charming and cosy mansard in the ancient stone villa Pian dell'Asso near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for a relaxing holiday: good food and wine, art and sport.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

7 Nights min stay

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from £276 /night

£1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
A really charming and full of style apartment in a XVI th century stone villa near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for an unforgettable holiday: good food and wine, art, sport and relax..  …see more

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £414 /night

£2893 - £4050 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Detached villa with private pool 35 km eastern of Siena. It is an expansive property providing a high standard of accommodation. Tasteful furnished. Hilly and quiet location. The whole property is for private use of the tenant. 9 bedrooms, 17+4 sleeps. Billiard room.  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £154 /night

£1075 - £2191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Detached villa with private pool in southern Tuscany. 4 bedrooms up to 10 sleeps.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £185 /night

£1290 - £2281 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious detached villa in hilly and quiet location with a beautiful panorama in southern Tuscany. Pool, Jacuzzi (all for private use of the tenant).  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £105 /night

£732 - £1135 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
In the heart of Valdorcia, on the west side of Mt Cetona, our “Borgo” has been dominating for more than 400 years this exceptional valley that the UNESCO declared to be one of humankind’s treasures.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £265 /night

£1852 - £3472 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuff  …see more

14 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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from £248 /night

£1736 - £2521 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This detached house with private garden and pool inside an agricultural business cultivated with olive trees, features also a park and views of Siena and is set in the beautiful Sienese countryside, just 3 km from Vescovado and 5 km from Monteroni away.  …see more

4 Photos

Villa | 5 Bedrooms | sleeps 10

Min stay varies

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Cozy villa set in the countryside of Siena. Until 1950 Villa Steffy housed the elementary school which maintains the wide stone steps leading to the classrooms on the first floor.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £201 /night

£1402 - £1928 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • 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

Apartment | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £63 /night

£439 - £1008 / week

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Key info:

  • Nearest beach 40 km
  • Suitable for over 5s only
  • Car essential
  • May take pets – please enquire
  • Private garden
La casa si trova in località Crevole di Murlo detto anche " Rocca di Crevole" sotto le rimanenze di una antica torre residuo di un forte castello fortificato, presidiato da una guarnigione di soldati sotto il comando dei Vescovi di Siena . il prezzo è comprensivo di biancheria bagno e camera , riscaldamento ,letto singolo a richiesta ,  …see more

18 Photos

Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £178 /night

£1240 - £2108 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Beautiful farmhouse with swimming pool.  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 10

Very Good 4.5/5 

Short stays welcome

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from £172 /night

£1200 - £2750 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Beautiful Tuscan home, lovingly restored for maximum seclusion and relaxation. With masses of character, this is a truly wonderful old large farmhouse, with large grounds and plenty of outside easting, snoozing and relaxing areas The large pool house overlooks the swimming pool and is perfect for long lazy lunches out of the direct sun  …see more