Apartments and villas with parking in Province of Siena

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2,769 Holiday homes

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1 / 19

Suite Artista: Cannavacciuolo - Montalcino apartment sleeps 3

Province of Siena / Montalcino

1 bedroomSleeps 32 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 2 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming p  …see more

from £121 / night

£0 / week

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from £121 / night

1 / 7

15464-Apartment San Gimignano - Larniano apartment sleeps 5

San Gimignano / Larniano

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car not necessary;
Three Bedroom Split Level Terraced House San Gimignano<br><br>Casa di Gloria is a lovely house on a beautiful estate near San Gimignano. It has a pretty secluded garden area, the perfect spot for relaxing, or dining al fresco whilst enjoying the fantastic vi  …see more

from £81 / night

£564 - £1155 / week

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from £81 / night

(4) Excellent 

1 / 16

Pornano - Radda in Chianti apartment sleeps 3

Province of Siena / Radda in Chianti

1 bedroomSleeps 34 nights min stay

  • 1 bedroom
  • Sleeps 3
  • 4 nights min stay
Key info: Great for children of all ages ; Car essential; Some pets are welcome - please contact the owner;
The accommodation comprises of one double bedded bedroom with en suite bathroom and very well equipped living room/kitchen area looking out onto a pleasant flowery courtyard. Ideal for a couple seeking peace and solitude and it is centrally located to visit Florence, Si  …see more

from £50 / night

£350 - £400 / week

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from £50 / night

1 / 17

Holiday Resort in Montepulciano M - Montepulciano apartment sleeps 2

Province of Siena / Montepulciano

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Nearest village, Acquaviva, is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists  …see more

from £46 / night

£321 - £671 / week

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from £46 / night

(4) Very Good 

1 / 43

Chianti house, Florence, Siena, Jacuzzi, Tuscany

Gaiole in Chianti / Montefienali

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Recently renovated, is located in a scenic hillside location in a picturesque village nestled in the heart of Chianti, strategic point to reach in a short time two beautiful cities such as Siena and Florence. Moreover, you can go trekking in the beautiful trails and na  …see more

from £45 / night

£260 - £500 / week

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from £45 / night

(3) Excellent 

1 / 20

Granaio 7 - San Gimignano apartment sleeps 6

Province of Siena / San Gimignano

2 bedroomsSleeps 67 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
This unique, rustic and romantic self catering apartment has sleeping capacity for up to 6 people (4+2) in total. The apartment is next to Granaio nr 6 (nr 277512) and is a part of a small complex. It's perfektly located in West Chianti only 20 minutes from San Gimignan  …see more

from £58 / night

£400 - £875 / week

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from £58 / night

1 / 17

Appartamento Ginestra - Castelnuovo Berardenga apartment sleeps 2

Province of Siena / Castelnuovo Berardenga

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti region near Siena.The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards.The apartment Gi  …see more

from £35 / night

£240 - £490 / week

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from £35 / night

(41) Excellent 

1 / 21

La Casina Toscana, central with parking and wi-fi

Province of Siena / Montepulciano

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 158 km; Great for children of all ages ; Car advised;
Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that th  …see more

from £59 / night

£334 - £584 / week

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from £59 / night

1 / 26

Podere Capanne Rigomagno - Rigomagno house sleeps 6

Sinalunga / Rigomagno

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
Part of an old farmhouse set on a hill overlooking the charming medieval village of Rigomagno and a large part of the Chiana Valley. In this area the hills are mostly covered with the silver-green foliage of olive trees, interspersed now and then with a small vineyard o  …see more

from £79 / night

£547 - £1253 / week

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from £79 / night

(2) Excellent 

1 / 22

Balz Tuscan farmholiday Chianti - Radda in Chianti farmhouse sleeps 3

Province of Siena / Radda in Chianti

2 bedroomsSleeps 35 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 120 km; Great for children of all ages ;
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic.We restored the farmhouse of the 15th century and Giovanni has personally followed all the work  …see more

from £57 / night

£350 - £392 / week

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from £57 / night

1 / 24

I5.167 - Villa with pool i... - Vagliagli villa sleeps 6

Castelnuovo Berardenga / Vagliagli

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay
Key info: Nearest beach 0 km; Swimming pool; Great for children of all ages ;
Lovely house in the heart of the Chianti area, just 15 km from Siena. Situated in peaceful position, even though a secondary road passes 50 m away. The property is partly closed and the swimming pool, just below the house ground, has a lovely view over the valley and th  …see more

from £178 / night

£1240 - £2001 / week

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from £178 / night

1 / 24

23894-Holiday house Siena - Colle di Val d'Elsa villa sleeps 5

Province of Siena / Colle di Val d'Elsa

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
This interesting and beautiful stone-built house is peacefully located in the country side just 1 km way from the mediaeval town of Colle Val d'Elsa.<br><br>The property is the result of a recent renovation which has transformed this ancient barn (once  …see more

from £90 / night

£628 - £1697 / week

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from £90 / night

1 / 25

Appartamento Glicine - Castelnuovo Berardenga apartment sleeps 7

Province of Siena / Castelnuovo Berardenga

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Le Rocche di Valiano is an ancient village situated in the heart of Chianti area near Siena. The structure, completely surrounded by olives groves, enjoys a spectacular view of the typical Tuscany landscape made by sweet hills and of the vast vineyards. The apartment  …see more

from £53 / night

£368 - £741 / week

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from £53 / night

(1) Excellent 

1 / 47

Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi

Province of Siena / San Giovanni d'Asso

3 bedroomsSleeps 53 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
Casa Lorenzo is a small indipendent antique house suitable for 5 +1. "what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Mon  …see more

from £200 / night

£1400 - £1950 / week

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from £200 / night

1 / 18

The Artist's Villa (v042) - Gracciano villa sleeps 9

Montepulciano / Gracciano

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This unique villa has, on the ground floor, a large entrance hall, a large living room with kitchen, dining room and central fireplace, a double bedroom, a bedroom with french bed (which could sleep 2 people), a bathroom with a shower, a bathroom with bathtub. On the fi  …see more

from £202 / night

£1409 - £2300 / week

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from £202 / night

1 / 21

Lovely room in farmhouse in Montepulciano

Montepulciano / Acquaviva di Montepulciano

1 bedroomSleeps 21 night min stay

  • 1 bedroom
  • Sleeps 2
  • 1 night min stay
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Tenuta di Argiano a Montepulciano, located near MONTEPULCIANO, is surrounded by vineyards growing grapes for the famous local wines, Vino Nobile di Montepulciano and Rosso di Montepulciano, and is peaceful and quite. swimming pool and wifi . La Giara (35 m2) studio  …see more

from £59 / night

£0 / week

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from £59 / night

(1) Excellent 

1 / 24

I Cipressi - San Gimignano cottage sleeps 7

Province of Siena / San Gimignano

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 97 km; Swimming pool; Great for children of all ages ;
A charming villa set in a cypress-tree-lined garden with a lovely pool at just 4 km from the historic town of San Gimignano famous for its medieval towers, historical sights and craft shops, as well as having an excellent selection of restaurants and local amenities. T  …see more

from £120 / night

£792 - £2125 / week

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from £120 / night

(1) Excellent 

1 / 22

Granaio 6 - San Gimignano apartment sleeps 7

Province of Siena / San Gimignano

2 bedroomsSleeps 7Min stay varies

  • 2 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
This unique, rustic and romantic self catering apartment has sleeping capacity for up to 7 (5+2) people in total. The apartment is next to Granaio nr 7 (advert nr 277234 ) and is a part of a small complex. It's perfektly located in West Chianti only 20 minutes from San  …see more

from £83 / night

£409 - £900 / week

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from £83 / night

1 / 20

Province of Siena / Siena

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Suitable for children age 5+; Car advised; Some pets are welcome - please contact the owner;
 …see more

from £63 / night

£438 / week

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from £63 / night

(11) Excellent 

1 / 27

Villa LisiDor, luxury Tuscany cottage in Chianti

Province of Siena / Gaiole in Chianti

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
VILLA LISIDOR: FULLY RENOVATED WITH ALL NEW AMENITIES. The habitable area is doubled: from 150 square meters to 300 square meters. On GROUND FLOOR, which is at garden level, is a large sitting room with Tv Sat area, a dining room in front of the pool, a professional  …see more

from £395 / night

£2763 - £4250 / week

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from £395 / night

1 / 10

Poggio CantarelloCountry Home - Macciano farmhouse sleeps 6

Chiusi / Macciano

2 bedroomsSleeps 62 nights min stay

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min stay
Key info: Great for children of all ages ; Car advised; Air conditioning;
Located in Chiusi's countryside, Poggio Cantarello Vacanze is in a completely refurbished historic building. Set in its own spacious garden, it offers free private parking, free Wi-Fi and air-conditioned rooms.All rooms have a warm atmosphere and come with terracot  …see more

from £84 / night

£417 - £592 / week

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from £84 / night

(3) Excellent 

1 / 29

Tegline Chianti Tuscan holiday accomodation

Province of Siena / Radda in Chianti

2 bedroomsSleeps 4Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 120 km; Great for children of all ages ;
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic. We restored the farmhouse of the 15th century and Giovanni has personally followed all the wor  …see more

from £75 / night

£484 - £542 / week

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from £75 / night

(16) Excellent 

1 / 24

Attractive stone-built villa in extraordinary Tuscan locale, private terrace and swimming pool, incredible views, sleeps up to 9

Province of Siena / San Gimignano

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
Villa La Porticciola take its charm from the extroardinary position in front of the silhouette of San Gimignano towers. Everywhere it is possible to admire the unforgettable panoramic view of the town or the hilly landscape of the Chianti region. Ideal position for excu  …see more

from £334 / night

£1417 - £2417 / week

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from £334 / night

1 / 19

Stunning Villa near Pienza - Pienza villa sleeps 10

Province of Siena / Pienza

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the S  …see more

from £155 / night

£1084 - £2000 / week

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from £155 / night

1 / 25

Podere Scopeto - Gaiole in Chianti farmhouse sleeps 12

Province of Siena / Gaiole in Chianti

6 bedroomsSleeps 123 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car essential;
Podere Scopeto is a former Chianti hill farm on the west-facing slopes of the Montagni di Chianti. The present owners bought it some 15 years ago and restored the farmhouse and a separate self-contained studio for family holidays. It has kept its family feel and charm.  …see more

from £350 / night

£2300 - £2800 / week

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from £350 / night

1 / 9

Province of Siena / Pienza

1 bedroomSleeps 2Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Some pets are welcome - please contact the owner;
 …see more

from £67 / night

£400 - £617 / week

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from £67 / night

1 / 52

Villa Senese - Staggia Senese villa sleeps 12

Poggibonsi / Staggia Senese

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
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. Villa Senese is an holiday villa in Tuscany, located in a vantage position on a hill above the old town  …see more

from £500 / night

£3500 - £4667 / week

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from £500 / night

(4) Excellent 

1 / 19

San Giacomo, home with a view - San Casciano dei Bagni farmhouse sleeps 12

Province of Siena / San Casciano dei Bagni

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
San Giacomo is a charming country house set in one of the most enchanting Tuscan landscape. The property is close to the medieval village of SAN CASCIANO DEI BAGNI, known since the Etruscan times for its thermal hot springs. SAN GIACOMO sleeps 8 peple in the main hous  …see more

from £200 / night

£667 - £1867 / week

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from £200 / night

1 / 18

Fattoria il Musarone - La Tramontana. Sinalunga

Province of Siena / Sinalunga

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Swimming pool; Great for children of all ages ; No pets allowed;
In the heart of the countryside only 40 minutes from Siena five beautiful apartments have been made by restoring an old Tuscan country house set on a hillside with views all around. Each apartment retains its fascinating original characteristics. A courtyard around the  …see more

from £86 / night

£597 - £1051 / week

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from £86 / night

(5) Excellent 

1 / 33

Torre Farmholiday Tuscan Chianti near Florence

Province of Siena / Radda in Chianti

2 bedroomsSleeps 35 nights min stay

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 120 km; Great for children of all ages ;
Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic.We restored the farmhouse of the 15th century and Giovanni has personally followed all the wor  …see more

from £59 / night

£350 - £459 / week

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from £59 / night

1 / 17

Province of Siena / Siena

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Nearest beach 83 km; Swimming pool; Great for children of all ages ;
 …see more

from £80 / night

£409 - £717 / week

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from £80 / night

1 / 19

Forsythia Cottage (V041) - Sarteano cottage sleeps 8

Province of Siena / Sarteano

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Typical country house, well restructured, Mount Amiata dominates the unique landscape surrounding this property. From the interiors which are refined but cosy, you understand the owners' passion. Very well furnished.On the first floor there is a living room with fi  …see more

from £179 / night

£1250 - £1900 / week

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from £179 / night

(5) Excellent 

1 / 26

Impressive stone-built cottage with private grounds and pool close to medieval Tuscan town of Colle Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 bedroomsSleeps 57 nights min stay

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min stay
Key info: Nearest beach 65 km; Swimming pool; Great for children of all ages ;
This interesting and beautiful stone-built house is peacefully located in the country side just 1 km way from the mediaeval town of Colle Val d'Elsa. Casavico is the result of a recent renovation which has transformed this ancient barn (once belonging to the nearby  …see more

from £72 / night

£500 - £1334 / week

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from £72 / night

(55) Excellent 

1 / 52

Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence

Province of Siena / Sinalunga

12 bedroomsSleeps 26Min stay varies

  • 12 bedrooms
  • Sleeps 26
  • Min stay varies
Key info: Nearest beach 170 km; Swimming pool; Great for children of all ages ;
Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedro  …see more

from £331 / night

£2318 - £7500 / week

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from £331 / night

1 / 24

Susino Rosso - Casole d'Elsa cottage sleeps 7

Province of Siena / Casole d'Elsa

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
Key info: Nearest beach 75 km; Swimming pool; Great for children of all ages ;
Typical Tuscan barn transformed into a cozy holiday home with private pool located on a panoramic hill with commanding views over the rolling Tuscan hills and the close small hilltop town of Casole d' Elsa. Laying at the edge of a small olive grove and in a superb sunny  …see more

from £78 / night

£542 - £1167 / week

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from £78 / night

(1) Very Good 

1 / 13

Quintessential three bedTuscan villa with larg

Province of Siena / Montisi

5 bedroomsSleeps 6Min stay varies

  • 5 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Nearest beach 70 km; Swimming pool; Great for children of all ages ;
We offer a relaxed holiday, You can lounge by the pool soaking up the sun or visit the many cities of intrest Siena, Florence and Rome are all very close. And of course the local places of Intrest. The spa, Pienze home of the English Patient and within view of your home  …see more

from £42 / night

£500 - £1125 / week

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from £42 / night

1 / 24

Villa Croce - Sant'Albino villa sleeps 10

Montepulciano / Sant'Albino

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay
Key info: Nearest beach 115 km; Swimming pool; Great for children of all ages ;
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano. The property is situated in the heart a working farm with breathtaking views over the valley where Vino Nobile di Montepulciano is produced. The villa ha  …see more

from £227 / night

£1584 - £3000 / week

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from £227 / night

(1) Very Good 

1 / 10

apartment "Il Campo" in Siena - Siena apartment sleeps 4

Province of Siena / Siena

3 bedroomsSleeps 42 nights min stay

  • 3 bedrooms
  • Sleeps 4
  • 2 nights min stay
Key info: Great for children of all ages ; Air conditioning; Some pets are welcome - please contact the owner;
The theme of this apartment (65sqm) is the incomparable main square of Siena, "Piazza del Campo". Situated on the 2nd floor of my historical Villa, a a splendid aristocratic building from the first part of the C17th - just 1.6 km from the pedestrian historical centre o  …see more

from £121 / night

£792 / week

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from £121 / night

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A paradise for families and couples!!! - Radda in Chianti tower sleeps 4

Province of Siena / Radda in Chianti

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
A view on a scenic wine and olive oil country. The ancient farmhouse of Augusto and Lele Vitali is an excellent base from which to explore the "heart" of Tuscany. A few meters off the road to the village, the Torre, facing Radda, stands in an olive grove overlooking vin  …see more

from £117 / night

£792 / week

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from £117 / night

(1) Excellent 

1 / 16

Classic Tuscan farmhouse on a hilltop with brilliant views of the countryside, outdoor pool

Province of Siena / San Gimignano

7 bedroomsSleeps 131 night min stay

  • 7 bedrooms
  • Sleeps 13
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Pets welcome;
Torreprima holidays house is 3 Km away from the historical center of San Gimignano, and is situated on top of a hill from where it is possible to delight the beautiful view over the surrounding valleys of olive groves and vineyards. It has availability of 5 apartments.  …see more

from £117 / night

£517 / week

Book Book View

from £117 / night

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