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1,828 Results  |  
24 Photos

Cottage | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £80 /night

£560 - £1280 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Charming cottage with private pool and pet-friendly near Siena  …see more

21 Photos

Villa | 15 Bedrooms | sleeps 37

3 Nights min stay

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from £1372 /night

£9600 - £11200 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxury Villa seventeenth century, Private Chapel , private pool 10x20, sauna,Kitchen pool area Ideal location for weddings and parties Luxury villa, Ideal location for weddings and parties  …see more

9 Photos

Apartment | 3 Bedrooms | sleeps 8

Min stay varies

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Key info:

  • Not suitable for children
  • No pets allowed
  • Private garden
Just a few minutes far from the small village of Montegrossi where you are staying in our home holiday, you can discover the architectural, natural and gourmet marvels of Classic Chianti, Florentine Chianti and Sienese Chianti…  …see more

Featured properties

23 Photos

Villa | 5 Bedrooms | sleeps 9

7 Nights min stay

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from £271 /night

£1896 - £3708 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the early ’70s.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £144 /night

£1008 - £1372 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Charming farmhouse with garden + pool in a loosely layout hamlet - the castle estate of Vivo d'Orcia. Absolute privacy. Spectacular view over the Orcia valley below. Sleeps 4  …see more

23 Photos

Cottage | 1 Bedroom | sleeps 2

7 Nights min stay

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from £52 /night

£364 - £612 / week

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Key info:

  • Nearest beach 70 km
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Situated on the castle estate of Vivo d'Orcia, Casa Gallina is a charming restored former chicken coop for 2 with terrace and private garden. View onto the medieval hamlet and the Monte Amiata.  …see more

7 Photos

Hotel apartment | 7 Bedrooms | sleeps 22

1 night min stay

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from £97 /night

£679 - £4156 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
It is the second structure that we have opened. Half way up the main street of Montepulciano, a few meters from Piazza delle Erbe and the Tower of Pulcinella, “La Dimora” provides large space and is equipped with every comfort, air conditioning and Wi-Fi included. On t  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £218 /night

£1520 - £1840 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Naturally cool stone villa for 11 persons with large private pool & gardens in San Gimignano area  …see more

19 Photos

House | 1 Bedroom | sleeps 4

Short stays welcome

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from £43 /night

£297 - £424 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
The apartment is situated in a residence which rapresent the perfect tuscan style. Centuries ago it was a convent, then it was inhabitated by farmers. It's the perfect place where you can spend your holidays in tranquility and relax, inside the typical Tuscan country.  …see more

16 Photos

Castle | 2 Bedrooms | sleeps 4

1 night min stay

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from £29 /night

£202 - £1367 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Relais chianti, luxury apartment chianti, hamlet chianti, medieval village, infinity swimming pool ,outdoor dining area , barbecue grill.  …see more

18 Photos

B&B | 15 Bedrooms | sleeps 31

1 night min stay

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from £85 /night

£594 - £713 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
Antico Casale The property is 8 km away from San Gimignano, while Poggibonsi and Volterra are within a 30-minute drive. Florence and Siena can be reached by car in around 50 minutes.  …see more

23 Photos

Villa | 6 Bedrooms | sleeps 11

Excellent 5/5 

1 night min stay

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from £461 /night

£3223 - £3477 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Villa in Chianti/Siena, Tuscany, Italy On top of a Hill with Private Pool and Large Terrace A Haven of Peace and Quietness, 20 Minutes from Siena Sleeps 11 (6 Bedrooms with en suite bathrooms) For parties of 2 or 4 people the villa will be shared , unless the guests are willing to pay an exta  …see more

14 Photos

Apartment | 10 Bedrooms | sleeps 20

Excellent 5/5 

3 Nights min stay

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from £128 /night

£891 - £8904 / week

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Key info:

  • Nearest beach 68 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Wonderfull apartments for unforgettable holiday in Montalcino, Tuscany, Italy. Wine tasting in the neighbouring wineries and bicycle or hiking tours in the World Heritage Site Val d'Orcia - you have the choice!  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £78 /night

£540 - £796 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
A fantastic apartment, 2 bedrooms, 2 bathrooms and livingroom/kitchen. The apartment is one of the towers in beautiful Borgo Gaoile. From the livingroom/kitchen there is a wonderful view over Gaiole and the valley. The wall in the living/kitchen is a glasfoldingdoor. You can open the whole wall in the livingroom/kitchen and make an "out side room" - and what a view.  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 10

3 Nights min stay

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from £194 /night

£1352 - £1912 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Elegant and affordable villa in Val d'Orcia, near Pienza (Siena). Riding stable, tennis club and thermal baths within a few kilometres. Wide garden, swimming pool, Internet connection, hydromassage.  …see more

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £149 /night

£1040 - £2240 / week

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Key info:

  • Nearest beach 78 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Peasant house in the Crete Senesi region. Ideal location for visiting many Tuscan cities of art. Thermal baths, riding stable, golf club and tennis club nearby. Swimming pool, Internet connection, fully fenced garden, wonderful panorama.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

3 Nights min stay

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from £223 /night

£1560 - £2160 / week

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Key info:

  • Nearest beach 66 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Affordable villa divided into three apartments in the countryside between Siena and Florence. Equipped with swimming pool, children's playground, outdoor gym and Internet connection. Tennis club, golf club, riding stable and the thermal baths of Gambassi Terme nearby.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £170 /night

£1184 - £1658 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa near Colle Val d'Elsa, north of Siena. Ideal lodging for relaxing in the peaceful Tuscan countryside and excellent departure point for visiting Siena, Florence and the Chianti region. Swimming pool, swing set and slide, Internet connection.  …see more

24 Photos

Farmhouse | 6 Bedrooms | sleeps 14

3 Nights min stay

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from £151 /night

£1055 - £1916 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering farmhouse for groups of 10 or 14 at different prices near Pienza, in Val d'Orcia. Swimming pool, children's playground, barbecue, table-tennis table, mountain bikes. Partly accessible to people with disabilities.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £458 /night

£3200 - £4000 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Elegant 17th-century villa near Colle Val d'Elsa with a wide park commanding Valdelsa and the Chianti region. Swimming pool, Internet connection, two private lakes. Tennis club and golf club nearby.  …see more

13 Photos

Farmhouse | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £94 /night

£653 - £920 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Self-catering farmhouse in San Giovanni d'Asso, in the Crete Senesi region. Ideal lodging for hikers, art and culture lovers, foodies and thermal baths fans. Private swimming pool, barbecue.  …see more

11 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £49 /night

£340 / week

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Key info:

  • Great for children of all ages 5
  • 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

12 Photos

Villa | 3 Bedrooms | sleeps 8

Excellent 5/5 

Short stays welcome

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from £122 /night

£850 - £1200 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
The villa is a large 3 bedroom property, which provides comfortable accommodation for up to 8 people. It is a beautiful bright and spacious house spread over three floors and includes a private outdoor garden and patio area and a large shared swimming pool.  …see more

18 Photos

B&B | 13 Bedrooms | sleeps 2

1 night min stay

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from £73 /night

£505 - £653 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Romantic B&B in the heart of Tuscany..... Charming farmhouse, harmoniously situated in the traditional and magical frame of the Chianti hills..  …see more

21 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £40 /night

£280 - £306 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Delizioso appartamento in un angolo di paradiso per una vacanza all'insegna del relax  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Appartamento con bellissima vista sui cedri secolari di Certano e la campagna circostante. L'abitazione è in stile rustico toscano ingentilito da qualche tocco elegante. Dalle finestre vista stupenda sulla campagna toscana, sul giardino pensile della villa padronale.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £49 /night

£340 - £594 / week

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Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Some pets are welcome - please contact the owner
Ampio appartamento all'ultimo piano di palazzo d'epoca situato nel centro storico di Montepulciano. Recentemente ed elegantemente arredato con mobili d'antiquariato. Dotato di ogni comfort. 2 grandi camere,3 bagni, living, cucina attrezzata, wifi, tv digitale, ascensore Su prenotazione: servizio di breakfast cene con i piatti della tradizione corsi di cucina servizio taxi  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £54 /night

£374 - £467 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • No pets allowed
  • Private garden
We are in the heart of Tuscany. Our accommodation is an oasis of relaxation in the spectacular landscapes of the Tuscan hills. My wife and I have restored this accommodation to offer to our guest the most nice and comfortable holiday.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £49 /night

£340 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Some pets are welcome - please contact the owner
  • Private garden
Appartamento con giardino privato. Piscina condominiale. Ottimo punto di partenza per visitare Siena, San Gimignano, Volterra, Firenze e tutto il Chianti. Noleggio biciclette (10 euro al giorno)  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £37 /night

£255 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Appartamento indipendente in casa singola per vacanze situato a Montepulciano Stazione  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £67 /night

£467 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Torre Moreschini, Montefollonico, Siena.  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £37 /night

£255 - £509 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Chianti, Siena, Casale, Relax, sauna, doccia emozionale,  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £61 /night

£424 - £1272 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Agriturismo nel sud della Toscana , a Montepulciano , tra la Val d'Orcia e la Valdichiana , a conduzione familiare , di piccole dimensioni ,vicino al centro storico, con vista panoramica , coltivazioni biologiche di uva , olivi , alberi da frutta IL Sorbo è assolutamente indipendente e gode di una splendida vista sulla tipica campagna toscana  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £73 /night

£509 - £696 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Pets welcome
PACHETTO AGRICUCINA: una settimana (prezzo a persona € 420) Aperitivo di benvenuto con visita alla cantina 7 pernottamenti in camera doppia 6 cene in agriturismo + una cena c/o la Bottega di Stigliano (ristorante di filiera corta) bevande incluse una passeggiata guidata  …see more

17 Photos

Villa | 4 Bedrooms | sleeps 8

Very Good 4/5 

Short stays welcome

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from £122 /night

£848 - £1696 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, and 55 km from Florence. EXCLUSIVE USE of the Swimming Pool! The swimming pool is available from April 1 to October 15, it may varies depending on weather conditions.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 5

2 Nights min stay

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from £30 /night

£204 - £323 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
Apartment in Tuscany countryside Appartamento nella campagna toscana. Between Siena and Florence. A metà strada tra Siena e Firenze  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £59 /night

£408 / week

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Key info:

  • Nearest beach 80 km
  • Not suitable for children
  • Car essential
  • No pets allowed
La posizione ed il luogo dove sorge la struttura consente al visitatore di ammirare paesaggi, le dolci colline, valloni e calanchi i cui colori variano con il cambio delle stagioni ed fonte d'attrazione e richiamo per i fotografi di tutto il mondo. Strada Statale 146 - San Quirico d'Orcia 53027 San Quirico d'Orcia, Siena Latitudine 43.06 Longitudine 11.62  …see more

22 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £73 /night

£509 - £552 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages 5
  • 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

23 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £49 /night

£340 - £467 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
La struttura è veramente caratteristica, spaziosa e confortevole. Borgo caratteristico nel cuore della Val d'Orcia a pochi passi dalle terme di Bagno Vignoni, Pienza, Montalcino, Montepulciano, Siena e Crete Senesi. Ideale per vacanze relax, passegiate, bike, Terme.  …see more

18 Photos

House | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £43 /night

£296 / week

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Key info:

  • Nearest beach 50 km
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Bellissimo appartamento situato nelle colline di San Gimignano, adatto per chi desidera tranquillità immersi tra i paesaggi inconfondibili di questa terra ricca di storia cultutale ed enogastronomica. Parcheggio privato , 5 posti letto.  …see more

14 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £164 /night

£1145 / week

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Key info:

  • Nearest beach 200 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Pets welcome
  • Private garden
Casa Girsasole is part of the beautiful farm house called Borgomatero located near Cetona in the heart of Valdichiana Senese halfway between Rome and Florence and about km 80 from Siena. The farmhouse consists off 4 houses placed in a pleasant garden It offers to his guests a swimming pool and a tennis court and an assorted vegetable garden.  …see more

20 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £61 /night

£424 - £509 / week

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Key info:

  • Great for children of all ages 5
  • 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. Montepulciano è punto di partenza per visitare tante città d'arte: Pienza,Siena,Perugia, Arezzo,Firenze ecc.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

Excellent 5/5 

3 Nights min stay

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from £40 /night

£280 - £408 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
In campagna per relax e tranquillità, ma a 10 minuti da Siena. Al centro della Toscana, per le migliori escursioni. Proprietario in zona e disponibile per aiuto e informazioni, è felice di accogliere gli ospiti con un assaggio dell'olio di oliva biologico che produce.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

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from £68 /night

£475 - £526 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Appartamento in affitto a 15 minuti da Siena. L'appartamento è immerso in uno scenario naturalistico spettacolare: le Crete Senesi. Cancello automatico, parcheggio privato, piscina comune e piscina idromassaggio immerse in un secolare uliveto. Area esterna attrezzata.  …see more

17 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £146 /night

£1018 - £1357 / week

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Key info:

  • Great for children of all ages 5
  • Air conditioning
  • Pets welcome
  • Private garden
Beautiful country house in Tuscany, Siena  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 7

2 Nights min stay

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from £53 /night

£365 - £509 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
  • Private garden
Ideale per famiglie e per chi vuole una vacanza rigenerante all'insegna dell'arte  …see more

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Farmhouse | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £219 /night

£1527 - £2036 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Relax,privacy e paesaggio toscano: tramonto incantevole da ammirare a bordo piscina. Accompagnate il tutto con la possibilità di cucinare i piatti tipici toscani abbinati a magnifici vini locali... questa è la vera toscana. Facilities: cuoca,catering,pranzo/cena a richiesta,Ncc,degustazione guidata,scuola di cucina,wedding planner  …see more

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Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£424 - £552 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Appartamneto sito nel famoso chianti toscano tra vigneti e i paesi caratteristici della zona  …see more

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Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £43 /night

£297 / week

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Key info:

  • Great for children of all ages 5
  • Pets welcome
Questa graziosa mansarda in stile rustico toscano offre al turista un ambiente comodo ed elegante in un piacevole contesto storico a due passi da Siena.  …see more

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Villa | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £76 /night

£529 - £721 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Fontecaresino 2 when rented without Fontecaresino 1 does not have access to the swimming pool.  …see more