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200 Holiday homes in Province of Siena

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Filters applied: House (200)

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200 Results  |  
17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £47 /night

£323 - £444 / week

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Key info:

  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Opportunity awaits you to experience your Italian holiday in this unique home. The history and character of the home, neighborhood and Cetona will make you feel immersed in the lifestyle and truly feel like a local. We specialize in bike tours,rental and itineraries A short stroll from the home will take you to the piazza where you find restaurants, cafes, and shops  …see more

24 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £173 /night

£1210 - £1815 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
- In Valdichiana senese only a few kilometres from: Pienza,Montepulciano,Montalcino,Cortona,Siena, Arezzo and Perugia. - holidays in unique countryside, ancient cities, exquisite works of art and delicious food! - swming pool only for your exclusive use  …see more

17 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £64 /night

£444 - £468 / week

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Key info:

  • Nearest beach 95 km
  • Suitable for children over 5
  • Car advised
  • Pets welcome
Il palio di Siena, Firenze, Lucca, Val d'Orcia, Montalcino, Pienza, Bagno Vignoni, Montepulciano Private parking and bus stop for the center right in front of the villa!  …see more

Featured properties

22 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £65 /night

£452 - £726 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Podere la Fonte is situated in a most spectacular position just below the ancient castellated village of Radicondoli. It has magnificent uninterrupted views over the Cecina valley and the surrounding hills.At night you can see the lights of Volterra.  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £78 /night

£541 - £807 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Podere campana (www.poderecampana.it) is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, in the heart of the Valdichiana senese.  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £47 /night

£328 / week

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Key info:

  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden
Immerso nella meravigliosa campagna toscana LA DOLCE VITA è un affittacamere all'interno di un antico casolare ristrutturato, circondato dall'atmosfera magica della natura incontaminata.  …see more

23 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

5 Nights min stay

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from £84 /night

£585 - £900 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Beautifully restored 16th century Granary building; stunning views of the Tuscan hills. Perfect for a romantic holiday; explore the best Tuscany has to offer or a family getaway. Gorgeous pool area and large private garden. Easy access to Florence, Pisa and Siena. The house has been tastefully renovated and is equipped to a very high standard throughout.  …see more

9 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £70 /night

£484 / week

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Key info:

  • Nearest beach 55 km
  • Great for children of all ages
  • Pets welcome
  • Private garden
In una casa recentemente ristrutturata, nel comune di Montalcino, tra viti, olivi e macchia mediterranea, nella più assoluta tranquillità all'esterno come all'interno, l'agriturismo Villetta Caprili offre ospitalità fino a 8 persone con parcheggio privato.  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

Min stay varies

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from £47 /night

£323 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located in an excellent position to visit the typical villages of the Chianti Classico and Chianti Fiorentino Chainti ... Paved road to the village Montegrossi  …see more

20 Photos

House | 4 Bedrooms | sleeps 5

Very Good 4/5 

Min stay varies

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Pricing unknown

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
CASALTA di PESA: Beautiful stone Tuscan hamlet in the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beauties of the surrounding landscape. Casalta di Pesa is an Holiday Home surrounded by vineyards, just outside Castellina in Chianti  …see more

23 Photos

House | 5 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £116 /night

£807 - £968 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
The house is ideal for eight people. It is consists of a living room, a spacious kitchen that overlooks the large terrace with outdoor furniture, three double bedrooms, two single bedrooms, four bathrooms.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £86 /night

£600 / week

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Key info:

  • Nearest beach 50 km
  • Great 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

15 Photos

House | 1 Bedroom | sleeps 3

Very Good 4.5/5 

3 Nights min stay

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from £41 /night

£283 - £541 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
The apartment is located just 5 minutes drive from the walls surrounding the old town (10 min by bus) and its location also allows you to quickly reach the surroundings of the Sienese countryside. Supermarket and shops nearby. Being a one bedroom apartment of about 45 square meters, is ideal for 2 people, maximum of 3.  …see more

16 Photos

House | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £35 /night

£242 - £1130 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
Case dei Fiori ancient palace in the historical center of Torrita di Siena strategic point to visit Montepulciano 11km, Pienza 14km, Montalcino 34km, Siena 40km, Chianciano Terme 19km, Bagno Vignoni /San Quirito d'Orcia 27km, Raponano 22km. Roma è a 160km.  …see more

20 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £64 /night

£444 - £565 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Casa 5 posti letto a Montepulciano, ottima posizione panoramica sulla campagna. Circondata da uliveti. Vicinissima al Centro Storico di Montepulciano raggiungibile a piedi a circa 1 chilometro. Posto auto riservato. Caminetto, lavatrice, ampie terrazze. Riscaldamento. Mercatini di Natale a Montepulciano dal 22 novembre 2014 al 6 gennaio 2015.  …see more

26 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £29 /night

£202 - £509 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Casa indipendente con ampio giardino esterno, vicinissima al centro storico di Montepulciano, ma allo stesso tempo in piena campagna.  …see more

6 Photos

House | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £35 /night

£242 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car essential
  • Air conditioning
  • Pets welcome
Il Grottino è un delizioso terratetto, ristrutturato nel tipico stile toscano. Situato nel centro storico della piccola e tranquilla Valiano (Montepulciano), si tratta di un luogo strategico a pochi chilometri dalle principali mete turistiche di Toscana e Umbria.  …see more

12 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

5 Nights min stay

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from £64 /night

£444 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Wonderfull view Big terrace where the guest can eat or relaxing with beautiful skyline, Very near to Piazza del Campo Very typicall house. Heting and washing machine  …see more

22 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £70 /night

£484 - £525 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Home rental in Siena Tuscany with 2 bedrooms 2 bathrooms with shower and jacuzzi living area and cozy outdoor shed, Is the ideal place for a holiday in Siena and its surroundings: Monteriggioni Chianti San Gimignano Montalcino Pienza Montepulciano Thermal baths Florence Damage deposit: 250 euro on arrival in cash Return the damage deposit in cash before departure  …see more

5 Photos

House | 1 Bedroom | sleeps 2

Good 3.5/5 

1 night min stay

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from £35 /night

£242 / week

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Key info:

  • Not suitable for children
  • Pets welcome
Piccola, accogliente, centrale e dotata di ogni comfort  …see more

19 Photos

House | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £153 /night

£1065 - £1690 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
All the charm and comfort for an artistic stay in the heart of Tuscany. Montalcino has remained quite untouched and therefore has kept it's charming atmosphere. Moreover, if you love food and wine, especially Brunello, you cannot go wrong around here, come and enjoy!  …see more

21 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £384 /night

£2688 - £3648 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Walk to the local restaurants & grocery store or drive a short distance to numerous historical towns, but still enjoy the privacy & beautiful scenery of Tuscany. Dine 'al-fresco' under the vine-draped pergola & swim in the pool that looks out upon a timeless landscape. If you desire privacy with convenience; scenic views without isolation, Casa Oliveto is for you!  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £139 /night

£968 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Make Stomemmano the destination, not just the base for your Tuscan holiday!  …see more

25 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £116 /night

£807 - £1210 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Podere campana is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, iPodere campana is a small organic farm located on a delightful hill surrounded by olive groves and vineyards, in the heart of the Valdichiana senese.  …see more

9 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £182 /night

£1271 - £1920 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
The house has been well restored and decorated. Access is by external steps and a short flight of internal steps. With views stretching across the rolling hills, your afternoons will be spent by the spacious pool, set in the lovely scented garden.  …see more

22 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£363 - £605 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Holiday Home in Camporbiano with 2 bedrooms sleeps 4  …see more

17 Photos

House | 1 Bedroom | sleeps 4

1 night min stay

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from £116 /night

£807 / 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

17 Photos

House | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £83 /night

£581 - £863 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
The estate is located on the top of a hill, in the Crete near Pienza, Montepulciano, Cortona, Monte Oliveto Maggiore, Siena. There are four apartments which overlook the garden of the villa or the grove of oaks beside the swimming pool. Homemade breakfast is included. During high season, on sunday, we are pleased to offer a dinner to the guests to taste our products.  …see more

8 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £289 /night

£2017 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
If you are searching for something very special, with charm, history and love for details- thats the place to be. It it the perfect hub to discover the jewels of tuscany (if you want to stay in lovely apartments with your friends) or to celebrate a ferry tale wedding-  …see more

7 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £207 /night

£1444 - £2299 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Some pets are welcome - please contact the owner
This beautiful property is situated In the "heart of Tuscany", between the hills of Val d'Orcia and Valdichiana. Recently restructured using original old materials and constructed within the confines of strict regulations this magnificent property is an absolute must fo  …see more

13 Photos

House | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £93 /night

£646 - £968 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
Very confortable countryhouse, in the heart of Chianti hills, ideal for family or groups who wants to visit the best of Tuscany and relax in the country. Four large bedrooms, two bathrooms, large livingroom with fireplace, kitchen, big garden, internet wifi.  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£363 - £605 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Holiday Home in Camporbiano with 2 bedrooms sleeps 4  …see more

24 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£363 - £605 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Holiday Home in Camporbiano with 2 bedrooms sleeps 4  …see more

21 Photos

House | 2 Bedrooms | sleeps 5

1 night min stay

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from £36 /night

£250 - £444 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Sun in summer, snow in winter, hiking, culture and charm of nature nothing is missing for a wonderful holiday in the comfortable house Contignano. The price is guaranteed. There are no additional charges. Utilities are included in the price.  …see more

17 Photos

House | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £456 /night

£3186 / 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
The house is named for a nearby spring and is surrounded by lawns and fruit trees including lemon trees. One area is devoted to aromatic herbs and unites the house to the annexe. Splendid panoramic position  …see more

24 Photos

House | 1 Bedroom | sleeps 3

2 Nights min stay

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from £47 /night

£323 - £581 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to enjoy the calm, the beauty and all the pleasures our region has to offer. Our apartments have been renovated with respect for tradition.  …see more

11 Photos

House | 3 Bedrooms | sleeps 7

2 Nights min stay

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from £87 /night

£605 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This is a lovely big holiday house, located in the very heart of Chianti hill, in the middle of the best landscape, the best food and the best wines. The house is completely furnished and adapt to guest you for your perfect 'dolcevita' tuscan holiday.  …see more

20 Photos

House | 8 Bedrooms | sleeps 19

7 Nights min stay

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from £1088 /night

£7613 / 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
The house has been very carefully decorated by the owner, Ilaria Miani a furniture designer and producer renowned for her trendy shop in Rome. The open landscape of the Val d'Orcia makes for exceptional panoramas.  …see more

22 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£323 / 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 will be 100% at your service guiding you to the best places and making your stay comfortable and memorable !  …see more

20 Photos

House | 3 Bedrooms | sleeps 5

4 Nights min stay

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from £83 /night

£581 - £722 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Some pets are welcome - please contact the owner
maison toscane, appartement, piscine, chianti, gaiole in chianti, Sienne, visites de producters de vin, dégustations de vin, outlet shopping, siteseeing, marcher, villes d'art, repos, grand panorama, avec restaurant et bar, familiaire,chiens bien venus. Distances airport 60km gare 16km emplettes 10 km hopital 16 km  …see more

11 Photos

House | 2 Bedrooms | sleeps 7

Min stay varies

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from £57 /night

£396 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome
Extraordinary typical tuscan historic eighteenth-century residence, all restored, all high standard confort, located on a hilltop in the Siena countryside, in the charming medieval village Sinalunga. You will love your holidays there! Come and live the tuscan way of life : relaxing, friendly, refined.  …see more

18 Photos

House | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £47 /night

£323 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
La Casina centro storico San Casciano dei Bagni (Siena) Fonteverde terme terme in Toscana  …see more

45 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £100 /night

£694 - £1307 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed
  • Private garden
Piscina uso esclusivo . Casa Mq.180 posizione collinare. Due camere matrimoniali . Una camera matrimoniale con terzo letto. Il paese di Foiano della Chiana, dotato di negozi e servizi di ogni genere, si trova a soli 2 km di distanza. Porticato, barbecue e biliardino. Arezzo 30 Km Siena 50 Km Perugia 60 Km Firenze 90 Km. Pulizie Finali: €90 Piscina aperta dal 03/05 al 27/09  …see more

10 Photos

House | 1 Bedroom | sleeps 3

Min stay varies

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from £50 /night

£350 - £420 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Tuscany, self catering, holiday let, Italy, romantic holiday, honey moon, casale  …see more

14 Photos

House | 3 Bedrooms | sleeps 6

1 night min stay

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from £49 /night

£339 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Typical house in the heart of Siena's countryside,suitable for vacations from Spring to late October; come and discover the true pleasure of a vacation in Tuscany  …see more

24 Photos

House | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £41 /night

£283 - £484 / week

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Key info:

  • Nearest beach 150 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Italy, Tuscany, Siena, Crete senesi, Montisi, Montelifre (Giostra di Simone, Riti della settimana Santa, Festa dell'Olio). Montepulciano, Pienza, Sant'Anna in Camprena, Monticchiello, Montalcino, San Quirico D'orcia, Bagno Vignoni, Monte Oliveto Maggiore Montelifrè è su FB  …see more

12 Photos

House | 4 Bedrooms | sleeps 8

1 night min stay

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from £166 /night

£1156 - £2066 / week

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Key info:

  • Not suitable for children
  • No pets allowed

"Podernuovo", 6-room house 140 m2 on 2 levels, on the ground floor, nice and rustic furnishings: living/dining room with open fireplace and satellite-TV. 1 double bedroom. 1 room with 2 beds. Kitchen (4 hotplates, mini-oven, dishwasher, micro wave, freezer). 2 showers/bidet/WC.  …see more

13 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £162 /night

£1131 - £1429 / week

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Key info:

  • Not suitable for children
  • No pets allowed

"La Selva- Villino", 3-room bungalow 70 m2, comfortable, stylish and cosy furnishings: living/dining room with 1 sofa bed, open fireplace and satellite-TV. 1 double bedroom. 1 room with 2 beds. Open kitchen (4 hotplates, oven, freezer). Bath/shower/WC. Heating (extra). Garden,  …see more

15 Photos

House | 4 Bedrooms | sleeps 7

1 night min stay

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from £259 /night

£1808 - £3476 / week

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Key info:

  • Not suitable for children
  • Pets welcome

7-room house on 2 levels, renovated, very nice, tasteful and cosy furnishings: large living room with open fireplace. Exit to the garden. Dining room with dining table. Kitchen (4 hotplates, oven, dishwasher, micro wave, freezer, grill). Bath/bidet/WC. Upper floor: living room with  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £101 /night

£705 - £870 / week

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Key info:

  • Not suitable for children
  • No pets allowed

"L'Oliviera", 3-room house 60 m2, on the ground floor, comfortable and modern furnishings: open large living/dining room with satellite-TV. Exit to the garden. 1 double bedroom. 1 room with 1 double sofa bed. Kitchenette (4 hotplates, oven, freezer, grill) with dining table.  …see more

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