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46 Results  |  
24 Photos

Guest house / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £144 / night

£1008 - £1993 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa di Geggiano - home and winery of the Bianchi Bandinelli family since 1527. Just 5 kilometres from Siena, in the hills of Chianti Classico. Originally built in 14th century, the the Villa has now been complemented by the recent addition of two luxury guest suites. The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …see more

24 Photos

Villa / 9 Bedrooms / sleeps 18

Excellent 5/5 

3 Nights min stay

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from £208 / night

£1450 - £3370 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan detached villa with swimming pool near Siena to rent for sleeps up to-10-16-20-It is an ideal place for families to spend a relaxing holiday far from town noises among the peace of the country. A heaven of peace in the heart of Montagnola Senese at a stone's throw from Siena.  …see more

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

Very Good 4.5/5 

4 Nights min stay

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from £102 / night

£711 - £979 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Elegant Liberty farmhouse on the hills, in a quite village just ten minutes from Siena city centre. Stunning view toward the city steeples across the countryside. Olive groves and fields for walking and horse riding. Garden and farm yard for outdoor dining.  …see more

Featured properties

15 Photos

Apartment / 2 Bedrooms / sleeps 4

Excellent 5/5 

2 Nights min stay

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from £96 / night

£671 - £1479 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
In the very center of Siena, Historic Residence Palazzo Bichi Ruspoli is the best choice to visit the city. Just a few steps from the famous Piazza del Campo, you'll live in an ancient medieval building in a newly remodeled apartment.  …see more

16 Photos

Apartment / 2 Bedrooms / sleeps 5

Excellent 5/5 

1 night min stay

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from £35 / night

£240 - £327 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic self catering house in Country house, to taste the charming Tuscany countryside with small budget! 2 apartments and 1 cottage ( tot. 12 bed places ) with private terraces and garden. During summer time we set a children swimmingpool (H. 80 cm , L. 9 m2 ) very appreciated also by adults!  …see more

21 Photos

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

1 night min stay

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from £24 / night

£167 - £356 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The apartment "La Tognazzina" is 42 mq. and it's situated at the first floor of an ancient building from the beginning of '900. it is few minutes drive from Siena.  …see more

21 Photos

Villa / 5 Bedrooms / sleeps 16

Excellent 5/5 

1 night min stay

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from £68 / night

£471 - £1087 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Exclusive estate on top of a green hill, the image that you have is to be completely isolated from the world, from the pool and terrace overlooking a panoramic view of Siena and unique, just 4 km away and do at your disposal all the civilizations that you want!  …see more

24 Photos

Villa / 7 Bedrooms / sleeps 14

Excellent 5/5 

4 Nights min stay

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from £280 / night

£1957 - £3479 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Trip Advisor - Certificate of Excellence award 2014 SPECIAL DISCOUNT FOR THE AVAILABLE WEEKS IN 2015!! Villa with private pool, Hot Tub. 14pers.Peaceful location, ideal for families or groups seeking relaxation. 7 bedrooms / 6 bathrooms. 15km from Siena. Price all included, no extra charges and costs!!!  …see more

7 Photos

Apartment / 1 Bedroom / sleeps 4

Good 3.5/5 

5 Nights min stay

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from £80 / night

£558 - £1087 / week

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Key info:

  • Nearest beach 105 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Best views of Siena.The apartment being only a few minutes from the Campo. The terrace is magnificent with 360°panoramic views of the centre of town, Duomo,the bell tower.It's very quite and you can relax on the roof deck taking a sunbath on the long chair. flat apartment for rent in the centre of Siena, Tuscan, Italy  …see more

24 Photos

Villa / 6 Bedrooms / sleeps 13

7 Nights min stay

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from £751 / night

£5254 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Independent farmhouse that sleeps 13 people. The main house sleeps 6. On the ground floor there are a large living room with fireplace, library, hi-fi, TV, DVD, small kitchen, a double bedroom with a separate entrance from the outside with an en-suite bathroom  …see more

24 Photos

Apartment / 6 Bedrooms / sleeps 14

2 Nights min stay

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from £208 / night

£1450 - £1740 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition.  …see more

20 Photos

Apartment / 1 Bedroom / sleeps 3

6 Nights min stay

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from £63 / night

£435 - £479 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday accommodation located just outside the walls of the historical center, with a 900 square meters private garden and a 30000 square meters private park, 7 minutes walk from Piazza del Campo, 3 minutes walk from Piazza San Francesco.  …see more

24 Photos

Guest house / 2 Bedrooms / sleeps 4

1 night min stay

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from £52 / night

£363 - £435 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
I really enjoy this experience of bringing you, my guests, the world, into my home ! I'll be more than pleased to share my home with you and I can assure you that you will go back home with a special and unique experience ! I will be 100% at your service guiding you to the best places and making your stay comfortable and memorable  …see more

17 Photos

House / 1 Bedroom / sleeps 4

1 night min stay

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from £73 / night

£508 - £725 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Elegant and bright apartment is located in the heart of Siena. The street is full of restaurants, cafes and shops. The apartment is in a historic building and can comfortably accommodate four people. Very close to bus and train station. The apartment is located in a stretch of the ancient Via Francigena in the famous Istrice Contrada.  …see more

21 Photos

Villa / 3 Bedrooms / sleeps 7

4 Nights min stay

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from £128 / night

£892 - £1848 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
Charming Chianti villa, Siena 6 km far away, with different prices from 4 to 7 persons, fantastic pool (12x6 meters), terrace with pergola and stunning view on the countryside. Ideal position to visit the most important towns of the Chianti and Val d'Orcia areas, like Castellina in Ch  …see more

24 Photos

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £714 / night

£4995 - £5795 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Spectacular 5 bedroom villa with private pool in a beautiful Tuscany setting just 14kms from Siena. The property is serviced and guests receive a complementary meal on arrival.  …see more

22 Photos

Villa / 3 Bedrooms / sleeps 5

1 night min stay

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from £187 / night

£1305 - £1812 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Centrum of city only 15 minutes by foot ! The villa was perfectly clean when we arrived. The kitchen is well equipped and fun to cook in. We highly recommend this property for those who are looking for a peaceful setting near all that Siena has to offer.  …see more

21 Photos

Farmhouse / 2 Bedrooms / sleeps 6

3 Nights min stay

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from £63 / night

£435 - £1812 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La Carriera vi permetterà di godere della bellezza delle Crete Senesi, pace, armonia e arte sono i suoi tratti distintivi. D'estate la sua grande piscina vi permetterà bagni rinfrescanti godendo di un panorama unico. Siena dista solo 8 km Firenze 60 Km  …see more

25 Photos

Farmhouse / 2 Bedrooms / sleeps 4

2 Nights min stay

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from £197 / night

£1377 - £1631 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Immerso nella campagna delle Crete Senesi, distante dalla città di Siena solo 8 km, questo antico casale del 1700 completamente ristrutturato e arredato con gusto vi regalerà pace e bellezza .Il giardino e la piscina saranno a vostra disposizione Buone vacanze!  …see more

5 Photos

Condo / 1 Bedroom / sleeps 3

1 night min stay

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from £26 / night

£182 - £363 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Appartamento in tranquilla zona residenziale, limitrofo al centro della città. Senza problemi d parcheggio auto in strada o nelle vie adiacenti. Una camera matrimoniale e un divano letto disponibile a richiesta. Cucina attrezzata. Bagno con doccia. TV e WiFi Internet  …see more

15 Photos

Tower / 1 Bedroom / sleeps 2

2 Nights min stay

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from £104 / night

£725 - £943 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Il Nido D'Arbia,antica torre del 1700 giardino e piscina privati, wifi a 8 Km dalla città Siena. Tradizioni, storia, arte, alimentazione, tutto sarà predisposto per farvi passare una vacanza serena godendo della bellezza che vi circonderà. Affittiamo la torre anche nei fine settimana nei mesi di (Novembre-Dicembre-Gennaio-Febbraio-Marzo) sab-dom  …see more

20 Photos

Villa / 5 Bedrooms / sleeps 13

Min stay varies

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from £1111 / night

£7776 - £9848 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Villa Margherita is a luxurious villa with infinity pool, set in the hills of Chianti near Siena and Florence. Set atop a hill on two hectares of private gardens with 360-degree views of the Tuscan countryside  …see more

20 Photos

Villa / 5 Bedrooms / sleeps 10

7 Nights min stay

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from £766 / night

£5356 - £6841 / 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
Standing position of this charming Villa let you enjoy the beautiful sunsets and romantic ambience in the shade of the beautiful extended vine pergola. The terrace provides you the best views overlooking the valley.  …see more

21 Photos

Villa / 9 Bedrooms / sleeps 21

7 Nights min stay

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from £363 / night

£2537 - £3551 / 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
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

12 Photos

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £169 / night

£1178 - £2627 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa Dan is located between the cities of Arezzo, Florence and Siena, at the quaint old town of Figline Valdarno with its ancient piazza and historical buildings. The Villa Dan has 5 bedrooms and 3bathrooms, situated in Figline Valdarno, with a magnicificient view. On  …see more

12 Photos

Villa / 6 Bedrooms / sleeps 12

2 Nights min stay

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from £1222 / night

£8553 - £10922 / week

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Key info:

  • Nearest beach 91 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Villa Chianti is everything you'd want a luxury villa in Italy. Set on a hill overlooking the Chianti landscape, it's a beautifully restored country house (the result, in fact, of a loving restoration that combines an ancient farmhouse and the main Villa).  …see more

24 Photos

Apartment / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £147 / night

£1027 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Attractive apartment for 5 persons in Siena  …see more

14 Photos

Chateau / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £310 / night

£2167 - £3116 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Very stylish and comfortable. Located in beautiful hamlet in Chianti. Very panoramic furnished terrace.  …see more

20 Photos

Villa / 7 Bedrooms / sleeps 14

7 Nights min stay

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from £2014 / night

£14098 - £15701 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • No pets allowed
Villa Le Cantine di Cerreto is one of our best villas in Italy for rent. Immersed in the heart of the countryside with beautiful swimming pool, this spectacular villa can comfortably sleep up to 14 people and is ideal for your vacation rental in Italy.  …see more

13 Photos

House / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £134 / night

£936 - £1987 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on an outstanding farm in beautiful scenery, near the fortified village of Monteriggioni, lies this wonderful, air conditioned holiday property. It boasts a panoramic position in the Siena area and is comfortably furnished with taste and retains its original ...  …see more

24 Photos

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £187 / night

£1305 - £1812 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …see more

24 Photos

Villa / 18 Bedrooms / sleeps 35

7 Nights min stay

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from £5103 / night

£35720 - £46140 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden

Total Luxury - Italy special occasion villa with services - this magnificent 14th century estate is situated in the heart of rural Tuscany between San Gimignano and Siena. The villa's hilltop position offers wonderful 360 degree views of the surrounding countryside

 …see more

12 Photos

Villa / 6 Bedrooms / sleeps 11

3 Nights min stay

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from £169 / night

£1178 - £2627 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Perched on a green and forested valley of the Chianti, in the small picturesque village of Lucolena, sits Villa Luce, a comfortable country home with a private pool and open views from its raised terraces. The well-tended terraced gardens are planted with flowers typic  …see more

8 Photos

Villa / 9 Bedrooms / sleeps 12

3 Nights min stay

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from £169 / night

£1178 - £2627 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Pets welcome
Villa Hamby is a beautifully restored five bedroom four bathroom country house with a great deal of warmth and charm. The villa has a great views across the Valdarno valley that stretches from Florence to Rome with the Appenini mountains as a dramatic backdrop to the co  …see more

24 Photos

Farmhouse / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £160 / night

£1114 - £2160 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Quercegrossa with 3 bedrooms sleeps 6  …see more

6 Photos

Apartment / 3 Bedrooms / sleeps 5

Min stay varies

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from £243 / night

£1696 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Apartment Clioandnbsp;is an Italian Apartment Rental located in the city center of Siena city, Italy. The Clio can accommodateandnbsp;5 personsandnbsp;and has anandnbsp;area of 109 sq meters.andnbsp; It is also close to local public transport, markets and  …see more

24 Photos

Farmhouse / 2 Bedrooms / sleeps 4

3 Nights min stay

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from £53 / night

£369 - £716 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

4 Photos

Apartment / 2 Bedrooms / sleeps 4

Min stay varies

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from £126 / night

£881 - £3082 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Siena Suite Marchiandnbsp;is one of the most elegant apartments for rent in Tuscany residing in the magnificent Sienese ambiance with its unbelievable historical and artistic heritage. The apartment hasandnbsp;two amazing bedroomsandnbsp;with the most sublime  …see more

24 Photos

Villa / 5 Bedrooms / sleeps 10

5 Nights min stay

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from £538 / night

£3765 - £5740 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
With a superb location in the heart of the Siena hills, Villa Stella dwells on a magnificent property just 15 minutes from Siena. The original house was built in the 17th century and has recently been converted in a remarkable retreat in the very heart of Tuscany. The  …see more

24 Photos

Farmhouse / 14 Bedrooms / sleeps 27

3 Nights min stay

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from £2329 / night

£16303 - £21737 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Monticiano with 14 bedrooms sleeps 27  …see more

16 Photos

Villa / 4 Bedrooms / sleeps 7

2 Nights min stay

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from £405 / night

£2833 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Villa La Residenza is not just a rental villa; it is a home. The owner's have collected a unique mix of antiques and modern furnishings from all over the world, aiming to blend the old and new with a sense of style and comfort.  …see more

24 Photos

Villa / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £129 / night

£897 - £1794 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Attractive holiday house for 5 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £143 / night

£997 - £1993 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Holiday house for 8 persons, with swimming pool , in San Gimignano  …see more

24 Photos

Villa / 6 Bedrooms / sleeps 12

7 Nights min stay

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from £311 / night

£2174 - £2863 / week

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Key info:

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

22 Photos

Villa / 5 Bedrooms / sleeps 13

2 Nights min stay

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from £956 / night

£6690 - £8514 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Located between Florence and Siena in Chianti, Villa Gaiole's private hilltop position provides 360 degree panoramic views of the breathtaking Tuscan countryside.  …see more

20 Photos

Farmhouse / 11 Bedrooms / sleeps 22

2 Nights min stay

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from £753 / night

£5271 - £5676 / 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
Casa Felice is an outstanding Tuscan farmhouse with 11 bedrooms and 11 bathrooms. It was recently renovated and brought back to its original splendour. Casa Felice is situated on a small road that leads to a wonderful medieval hamlet of Montebenichi.  …see more

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