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73 Holiday homes in Siena

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73 Results  |  
24 Photos

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £161 /night

£1121 - £2218 / 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 £231 /night

£1613 - £3750 / 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

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

19 Photos

Villa | 4 Bedrooms | sleeps 7

Very Good 4.5/5 

3 Nights min stay

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from £78 /night

£541 - £984 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Gorgeous holiday villa in Siena, just 5 minutes walking from the town. blloming garden, shared swimming pool, private car parking, internet (with flash drive), laundry room, chef for dinner or meal on request  …see more

21 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £97 /night

£678 - £836 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
Una vacanza indimenticabile in una localita' dichiarata "oasi paesaggistica" nel verde del chianti. Immersa in un parco interamente protetto vicino ad un ruscello. Gli ospiti hanno accesso alla grande piscina biologica e hanno a disposizione un parcheggio coperto. Si ospitano bambini a partire dai 12 anni di eta' Non si ospitano animali. Soggiorni minimo 3 notti.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £29 /night

£200 - £350 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Fully equipped self catering apartment, ideally located for exploring the spectacular castles, cities and villages of the beautiful wine making region of Tuscany and beyond. Perfect for families, lovers of good food and wine, short breaks and long stays.  …see more

9 Photos

Townhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

4 Nights min stay

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from £35 /night

£242 - £283 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
Nel cuore delle crete senesi a pochi passi da Siena , città del Palio Ottimo per relax, vacanza romantica, terme e bagni termali , percorsi vinicoli , vacanza culturale  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £58 /night

£404 / week

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Key info:

  • Great for children of all ages
  • 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

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

21 Photos

Villa | 4 Bedrooms | sleeps 8

Good 3/5 

3 Nights min stay

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from £97 /night

£678 - £1250 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
Holiday Villa for 8 people 1 km from Siena, and 3.5 km from Piazza del Campo (sit of the Palio)  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £135 /night

£943 - £1124 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Rose apartment is a charming house, perfect for a pleasant holiday in Siena. Located in a noble palace, in the heart of the city, it is furnished with elegance, style, antique furniture, modern and fully equipped kitchen, two double bedrooms, two bathrooms.  …see more

12 Photos

Villa | 7 Bedrooms | sleeps 14

3 Nights min stay

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from £431 /night

£3013 - £3870 / week

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Key info:

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

18 Photos

Apartment | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £103 /night

£719 - £799 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
Recently renovated apartment over two floors, situated on top of the old riding stables, comfortably equipped and elegantly furnished with antique pieces of furniture.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £836 /night

£5847 / 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

20 Photos

Apartment | 1 Bedroom | sleeps 3

6 Nights min stay

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from £70 /night

£484 / 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

17 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £64 /night

£444 - £1009 / 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
  • Private garden
Beautiful farmhouse with wonderful swimming pool set close to Siena. Quiet location in strategic position to visit the famous Crete Senesi as well as the Val d'Orcia region and of course Siena and Florence. The sapcious garden allows to enjoy privacy and peace. The farmhouse is also suitable for families with children thanks to our children play ground and play room!  …see more

24 Photos

Guest house | 2 Bedrooms | sleeps 4

1 night min stay

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from £47 /night

£323 - £404 / 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

19 Photos

Cottage | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £150 /night

£1049 - £1492 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Following a road that climbs the hills of the Sienese Montagnola, there is a small ancient village which houses the remains of an ancient church and some houses inhabited partly by the owners. Here, surrounded by greenery and tranquility is this small cottage.  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £48 /night

£335 - £686 / 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
  • Private garden
Podere Vesta is suitable for families with children as we provide children playground and a game room, but at the same time it's perfect for couples and all those people looking for peace, relax and a typical Tuscan style! Spacious garden and a swimming pool ! Experince Tuscany living in the heart of this region! Strategic position to visit the most importnat cities.  …see more

9 Photos

Studio | sleeps 4

3 Nights min stay

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from £52 /night

£363 / week

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Key info:

  • Suitable for children over 5
  • No pets allowed
The street is one of the most important in Siena, 2 minutes to il " Campo" and all monuments and museums. The area is for pedestrians, only 300 metres to the bus terminal, 1 hour from Florence, 3 hours from Rome. In front of the house, a charming XV° century church. Rent is 450 euro pw (all included ), less for a long stay. The minimum length of stay is 3 days (300 euro).  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £58 /night

£404 - £484 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Bilocale privato in centro a Siena,a 600 m da Piazza del Campo nelle vicinanze di tutti i luoghi di interesse della città. Possibilità di utilizzare la cucina. Scala mobile che conduce al centro accanto all'ingresso dell'appartamento.Wifi gratis. Il parcheggio è disponibile di fronte all'appartamento, a pagamento. Completo di tutti gli elettrodomestici.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

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from £93 /night

£646 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Siena apartment vacation by owner sunny rental homelidays housetrip Sienese countryside loggia quiet There are two little buses each 7' minutes that bring you in 5' minutes in Piazza del Campo or in Piazza del  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £64 /night

£444 - £605 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Appartamento nella campagna vicino a Siena per vacanze relax turismo eno-gastronomico sportivo. Nell'immediata vicinanza tipici ristoranti, maneggio con pony e cavalli, terme e centri benessere convenzionati. Gli appartamenti sono concessi mediante contratto di: “LOCAZIONE TURISTICA”  …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

6 Photos

Apartment | 1 Bedroom | sleeps 3

7 Nights min stay

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from £202 /night

£1412 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Once you have arrived in the Contrade dell'Onda section of Siena (which happens to be the oldest sectiont of this city), you take twentyone steps up to the entrance of the apartment. It is very Cosy and intimate, with the living room furnished with a comfortable settee  …see more

5 Photos

Condo | 1 Bedroom | sleeps 3

1 night min stay

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from £29 /night

£202 - £404 / 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

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £51 /night

£355 - £436 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Casolare tipicamente toscano, con piscina panoramica e cortile con sdraio, tavoli e ombrelloni per rilassarsi e godere della magnifica campagna senese. L'appartamento è dotato di ogni confort necessario per una vacanza all'insegna del relax.  …see more

4 Photos

Condo | 1 Bedroom | sleeps 4

1 night min stay

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from £58 /night

£404 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Centrale e in zona non rumorosa  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 5

1 night min stay

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from £86 /night

£600 - £991 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
'Il Casale', 4-room house 110 m2 on 2 levels, on the ground floor, rustic and cosy furnishings: living/dining room with open fireplace and satellite-TV. Exit to the patio. Open kitchen (4 hotplates, mini-oven, oven, dishwasher) with dining table open fireplace  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £119 /night

£827 - £1035 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
'Rosso', 2-room apartment 55 m2, on the ground floor, very modern and cosy furnishings: large living/sleeping room with 1 sofa bed, dining table, digital TV and international TV channels. 1 large double bedroom with 1 bed. Kitchenette (oven, dishwasher, freeze  …see more

6 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £77 /night

£538 - £1044 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
'Loggia del Poggiolo', 3-room apartment 65 m2 on 1st floor, comfortable, antique and tasteful furnishings: living room with satellite-TV. 1 double bedroom. Exit to the loggia. 1 room with 2 beds. Exit to the loggia. Kitchen (4 hotplates, oven, dishwasher). Bat  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £41 /night

£283 / week

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Key info:

  • Great for children of all ages
  • 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

10 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £37 /night

£259 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Cosy studio apartment forming part of the "Scuderia" building with a separate entrance and direct access from the garden.There is a living room with sofa bed, kitchenette and bathroom with shower. Garden furniture under the porch.  …see more

9 Photos

Apartment | 2 Bedrooms | sleeps 4

1 night min stay

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from £47 /night

£323 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
Appartamento al primo piano in un'ala della Villa di Certano. Arredamento in stile toscano, bella vista del parco e della piazzetta interna del borgo, con la sua chiesetta.  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £39 /night

£267 - £311 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Tipico appartamento toscano in stile rustico in casa vacanze, a dieci minuti di auto dal centro storico di Siena.  …see more

13 Photos

Apartment | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £110 /night

£767 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Da Villa La Pergola si può facilmente raggiungere piscine, campi da tennis, campi da golf (Bagnaia, Colle Val d'Elsa, S. Gimignano), oltre alle perle della Toscana (Firenze=45', S.Gimignano 25', Val d'Orcia 30', mare Tirreno 60' , Roma 3 ore tramite bus). I letti singoli sono trasformabili in letto matrimoniale. Il divano letto è a 2 posti.  …see more

6 Photos

Condo | 1 Bedroom | sleeps 4

3 Nights min stay

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from £70 /night

£484 / week

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Key info:

  • Suitable for children over 5
  • Pets welcome
Ubicato al terzo piano dotato di ascensore, l'appartamento e' composto da un' ingresso, soggiorno con angolo cottura e divano letto matrimoniale open space, camera da letto doppia oltre ad un bagno con box doccia.Le stanze sono ampie e luminose con soffitti a travicelli  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 3

7 Nights min stay

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from £87 /night

£605 / week

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Key info:

  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Bellissimo appartamento nel cuore di Siena: Piazza del Campo La celeberrima piazza dove ogni anno viene disputata la famossima corsa di cavalli: IL PALIO DI SIENA.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £93 /night

£646 - £1049 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
casa in campagna piscina Siena Toscana agriturismo  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £104 /night

£726 - £1049 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
appartamento in campagna a soli 10 minuti da Siena, privacy e tranquillità, servizi essenziali quali market, farmacia, banca ecc.a solo 2 km - Spazioso elegante e con ogni confort - extra i consumi per climatizzatore e riscaldamento - tassa turistica non inclusa nel costo  …see more

15 Photos

Farmhouse | 6 Bedrooms | sleeps 10

2 Nights min stay

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from £145 /night

£1009 / week

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Key info:

  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Il Boschetto, tipica casa colonica in stile toscano vanta spaziosi locali con soffitti a travicelli e pavimenti in autentico cotto toscano. La sala da pranzo col tipico grande focolare toscano e il forno a legna sotto il portico vi riporteranno indietro nel tempo... Il vicino paese di Costalpino offre ogni servizio:bar, giornalaio, parrucchiere,posta,supermarket,Bancomat.  …see more

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £404 /night

£2823 - £3952 / 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

7 Nights min stay

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from £127 /night

£888 - £2009 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Le Tolfe is so close to Siena you can almost touch it (only 3 kilometres away). With stunning views and beautiful antique gardens this villa is perfect for relaxed stress free holidays.  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £139 /night

£968 - £1936 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Immersed in the green countryside on the outskirts of Siena, Villa Palio offers all the quiet of its natural setting just a stone throw from the very center of the town of Siena.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£429 - £625 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 4  …see more

18 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £92 /night

£644 - £689 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Ttypical apartments in an old, characteristic agricultural hamlet, whose origins date back to a large farm in the 17th century.  …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

15 Photos

Villa | 7 Bedrooms | sleeps 14

2 Nights min stay

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from £187 /night

£1303 - £2345 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Welcome to the world's most photographed panorama! There's probably no part of this landscape that hasn't been snapped at some point. A wide sea of clay spreads out over the countryside as one soft hills follow each other.  …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

18 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £121 /night

£843 - £1161 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Villa Borgianni is a beautiful villa close to the walled city of Siena Surrounded by olive groves, Vineyards and cypress trees. The house was recently renovated and has all the modern comforts and furnished with antique furniture. There are 3 double bedrooms, fully  …see more

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