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To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
2,500 Results  |  
9 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £98 /night

£684 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

19 Photos

Guest house | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £62 /night

£428 - £684 / week

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Key info:

  • Nearest beach 60 km
  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
Spacious thirteenth century town house built right on the walls of the historic centre of Radicondoli, perfect for family or couple. Stunning views at all three levels of this historic building.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £62 /night

£428 - £795 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • 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

Featured properties

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£575 - £1125 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 4/6 people (62 sq m) – first floor - facing swimming pool  …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
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £86 /night

£599 - £1278 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £184 /night

£1283 - £2654 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great 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

14 Photos

Apartment | 2 Bedrooms | sleeps 5

5 Nights min stay

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from £152 /night

£1060 - £1398 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Villa | 11 Bedrooms | sleeps 22

1 night min stay

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from £37 /night

£257 - £4104 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
On the ground floor there are large rooms, with fireplaces, which lead outside to a semi-circular parterre-solarium paved in terracotta.On the first floor there are 8 double rooms all with private bathrooms with shower. On the ground floor there's a double room with private bathroom  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £139 /night

£968 - £1936 / week

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Key info:

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

House | 2 Bedrooms | sleeps 4

Min stay varies

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Biking and hiking. Terrace and garden. Peace and quiet. Perfect for relaxing holidays or for a working context. Wi-fi connection.  …see more

23 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £134 /night

£934 - £1915 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
LARGE 6/10 people (120 sq m.)- on two floors (ground floor/first floor)  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

4 Nights min stay

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from £63 /night

£441 - £530 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Farmhouse in the heart of Tuscany with pool and wonderful view Relax, peace, lots of space, playground for children, nature, wine and typical food  …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
  • 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

23 Photos

Apartment | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £103 /night

£719 - £1197 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • 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

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
  • 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

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£342 - £629 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • 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

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £60 /night

£419 - £445 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Holiday Apartment is situated in the middle of Tuscany, 8km far from San Gimignano, 30km far from Siena and Volterra , 40km far from Florence, 70Km from Pisa and 100Km far from Lucca. This farm is close to an abbandoned old paper-mill built on an ancient mill erected by friars of San Galgano  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£575 - £1125 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Our APARTMENTS and our ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

24 Photos

Castle | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £80 /night

£560 - £590 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • 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

15 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £43 /night

£300 - £539 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The apartment is located in an old Tuscan village, along with 4 other apartments. The farmhouse with swimming pool, indoor games room and outdoor pool, breakfast room, barbecue, selling local products, mountain biking and organic garden. You will also find farm animals.  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £83 /night

£575 - £1125 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Our 15 APARTMENTS of various sizes, and our 3 ONE-ROOM APARTMENTS, are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

7 Nights min stay

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from £36 /night

£248 - £300 / week

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Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
House with character, near 'Parco delle piscine', ideal to visit Tuscany and Umbria.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (60 sq m.) - ground floor  …see more

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

12 Photos

Villa | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £245 /night

£1710 - £2052 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £83 /night

£575 - £1125 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
TRILO 4/6 posti (mq.61)  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

1 night min stay

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from £65 /night

£449 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
The best place where to rest, an excellent place from which to set off for the Val D'Orcia. Cleaning and linen change every Saturday morning. Possibility of daily cleaning and transport service.  …see more

22 Photos

Farmhouse | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £73 /night

£505 - £595 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The Tuscan countryside with its aligned vineyards, the olive trees that cover the hills, groves, the cypresses... It is a landscape that takes your breath away and gives you peace and quiet. The realization that the most beautiful things in life are the simplest!  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …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
  • 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

14 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £165 /night

£1155 - £1582 / week

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Key info:

  • Great for children of all ages
  • 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

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £65 /night

£455 - £886 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
TWO-ROOM Apt 3/5 people (63 sq m.) - first floor  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £129 /night

£898 - £1026 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
We are situated in the historical heart of Tuscany and Chianti, half way between Siena and Firenze, on a hill overlooking a green and striking valley.The apartments are located in a picturesque hamlet that has been completely ristored- chianti full immersion, wine, food, striking landscape and culture  …see more

12 Photos

Farmhouse | 1 Bedroom | sleeps 4

1 night min stay

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from £57 /night

£399 - £570 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
THREE-ROOM Apt 3/5 people (50 sq m.) - ground floor  …see more

11 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £295 /night

£2061 - £4102 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa with swimming-pool just five kilometers from Siena in the middle of Tuscany. Originally a 17th century chapel, Villa del Cielo has been tastefully converted into a charming and unique villa rental in Tuscany.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £48 /night

£336 - £671 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, and they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta flooring.  …see more

19 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £49 /night

£342 - £599 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
In the Crete Senesi, a working organic farm focused on breeding/training thoroughbred horses. The two traditional farmhouses are beautifully furnished with family pieces. The Rapolano thermal spas are just a few minutes' drive, and Siena is within easy reach. A traditional farmhouse with a medieval tower and a water mill.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

5 Nights min stay

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from £459 /night

£3210 - £3933 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • 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

15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£342 - £599 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

6 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £72 /night

£503 - £1030 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Our APARTMENTS and ONE-ROOM APARTMENTS are located in the two main buildings of the Borgo; they have simple and functional furnishings, they are warm and inviting, and all rooms have their original timbered ceilings and Tuscan terracotta.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £49 /night

£342 - £394 / week

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Key info:

  • Nearest beach 65 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Toscana, Tuscany, SanGalgano, Monticiano, Siena, Firenze, Pisa, Volterra, Holidays, garden,  …see more

23 Photos

Farmhouse | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £104 /night

£727 - £1283 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • 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

20 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £110 /night

£770 - £1539 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
The property is beautifully landscaped and has spacious rooms with an open plan kitchen morden interior look with geothermal heating and cooling system. Wine tasting and cooking classes can be can be arranged for our guests. The villa's are all comfortable and spacious with ample storage and parking space.  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £62 /night

£428 - £719 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • 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

6 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £52 /night

£360 - £742 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
ONE-ROOM Apt 3/4 people (60 sq m) – ground floor  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£431 - £886 / 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

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Farmhouse | 8 Bedrooms | sleeps 25

Very Good 4.5/5 

Short stays welcome

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from £550 /night

£3847 - £4488 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • 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

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Apartment | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £48 /night

£336 - £671 / week

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Key info:

  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
ONE-ROOM Apt 2/3 people (35 sq m.) - ground floor  …see more