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104 Holiday homes in Siena

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104 Results  |  
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

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £51 /night

£355 - £444 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Siena apartment with easy access to the town centre  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

Very Good 4.5/5 

2 Nights min stay

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from £140 /night

£976 - £1242 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Warm and welcoming, ten kilometres away from Siena, this apt is set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect & designer. The very best of the Tuscan tradition can be enjoyed here. Ideal for every configuration, romantic getaway, to read and draw, perfect for family or a group of friends  …see more

Featured properties

24 Photos

Villa | 9 Bedrooms | sleeps 18

Excellent 5/5 

3 Nights min stay

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from £254 /night

£1775 - £4125 / 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

20 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £490 /night

£3428 - £5613 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Villa Cecilia is an incredible rustic farmhouse villa in the heart of south Siena countryside with breathtaking panoramic views that enjoy the surrounding, the historic town of Ceglie Messapica and a few kilometres from the enchanting town of Ostuni.  …see more

7 Photos

Apartment | 1 Bedroom | sleeps 4

Good 3.5/5 

5 Nights min stay

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from £89 /night

£621 / week

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Key info:

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

11 Photos

Farmhouse | 1 Bedroom | sleeps 2

7 Nights min stay

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from £88 /night

£612 - £754 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 2  …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

383 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £138 /night

£963 - £1490 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Nice independent house situated on the hillside near the village of Montebenichi in the Chianti area. The place is very quiet and has a beautiful panoramic view of the surrounding country with vineyards, olive groves and woods. Beautiful pool area with a nice ...  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £852 /night

£5960 - £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
Standing position of this charming Villa let you enjoy the beautiful sunsets and romantic ambience in the shade of the beautiful extended vine pergola. The terrace provides you the best views overlooking the valley.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

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from £69 /night

£477 - £647 / 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 1 bedrooms sleeps 4  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 13

7 Nights min stay

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from £1237 /night

£8654 / week

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Key info:

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

20 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £96 /night

£670 - £888 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Appartamento Raniero B is a bright and sunny two-story apartment situated a few miles from the historic center of Siena. It sleeps five people. From Appartamento Raniero B you will enjoy a broad view of the Chianti hills  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £69 /night

£480 - £692 / 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

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

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £68 /night

£476 - £997 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 2 bedrooms sleeps 6  …see more

24 Photos

Farmhouse | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £141 /night

£984 - £1955 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Villa / Farmhouse / Home in Siena with 5 bedrooms sleeps 10  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

1 night min stay

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from £96 /night

£670 - £888 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Appartamento Raniero A is a bright and sunny two-story apartment situated a few miles from the historic center of Siena. It sleeps five people. From Appartamento Raniero A you will enjoy a gorgeous view of the Chianti hills  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £59 /night

£411 - £797 / week

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Key info:

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

8 Photos

Townhouse | 1 Bedroom | sleeps 2

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Monolocale tranquillo a pochi metri dalle piscine  …see more

15 Photos

Farmhouse | 6 Bedrooms | sleeps 10

2 Nights min stay

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from £159 /night

£1109 / 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

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £39 /night

£267 - £435 / week

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Key info:

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

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £47 /night

£323 - £484 / week

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Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Nicely furnished country style apartment, S. Andrea is part of a restored 15 century Monastery with an antique chapel and a brick courtyard. Located in the historic medieval city of Siena. Peaceful and reserved atmosphere. Private Garden, secure indoor parking, WiFi. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Montalcino, Chianti vineyard, Hill towns.  …see more

4 Photos

Guest house | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £65 /night

£449 / week

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Key info:

  • Suitable for children over
  • Car advised
  • Some pets are welcome - please contact the owner
Situato in una favolosa posizione con vista sul Chianti, a solo 1,5 km dal centro storico di Siena, offre ai propri ospiti anche la possibilità di acquistare direttamente in azienda prodotti tipici da gustare oziando in terrazza o giardino.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £85 /night

£590 - £855 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Il Poderaccio è anche una Fattoria con tanti animali cavalli, una mucca, un asinello e animali da cortile che i bambini possono imparare a conoscere, inoltre, i cani e i gatti che vi abitano.  …see more

22 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £58 /night

£400 - £533 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Giotto is a warm and welcoming two person apartment, ideal for a romantic stay just 10 kilometres away from Sienna. Set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer. Virtual Visit Giotto http://www.visitesvirtuelles-360.com/hebergement/giotto/giotto.html  …see more

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £82 /night

£569 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Terme, Spa, Piscina, Wi-fi, colazione, mountain bike. Prima colazione e pulizia giornaliera  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £70 /night

£488 - £666 / 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

11 Photos

Condo | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £46 /night

£317 - £360 / week

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Key info:

  • Swimming pool
  • Suitable for children over
  • Car advised
  • No pets allowed
Appartamento molto confortevole a pochi passi dal centro di Cetona. Supermercato e negozi , ristoranti, banche, farmacia, bar. Da cetona partono numerosi sentieri per passeggiate nel verde. Costo riscaldamento da pagare Euro 15 al giorno  …see more

15 Photos

Condo | 1 Bedroom | sleeps 2

7 Nights min stay

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from £65 /night

£453 - £497 / week

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Key info:

  • Nearest beach 93 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Bilocale piano terra nel Comune di Monteriggioni, Siena, con divano letto a due piazze + servizi, bagno con doccia e lavatrice, riscaldamento autonomo. Posto auto riservato, biancheria notte, biancheria bagno e cucina comprese, servizio pubblico a pochi passi,  …see more

7 Photos

B&B | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £44 /night

£308 - £855 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
The apartment is located to a few steps from the Cathedral and from the Campo Square, it's at the ground floor. Kitchen fully equipped, a nice living room, internet wi-fi and comfortable bed. There is a free parking not far from the apartment. You'll find peace of mind  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £96 /night

£666 - £888 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Apartment Raffaello is a warm and welcoming apartment set in a XVth century villa, recently restored by a sensitive and art historically conscious architect and designer.The very best of the Tuscan tradition where nature and culture have mingled for centuries. Virtual Visit Raffaello http://www.visitesvirtuelles-360.com/hebergement/raffaello/raffaello.html  …see more

22 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £160 /night

£1120 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Brolio is a renovated independent country house close to Siena in the Chianti area. From the house, surrounded by vineyards and olive groves, guests can enjoy beautiful views of the Tuscan countryside.  …see more

9 Photos

Cottage | 1 Bedroom | sleeps 2

 

3 Nights min stay

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from £79 /night

£550 - £605 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Your own private house in Siena with a private garden, in a beautiful residential area of Siena. All the main sights of Siena are within walking distance, and the Piazza del Campo is just a short stroll away. The bus stop for Florence is not far from the house. An excellent choice to explore this historic city and retreat to a little oasis of calm after each jaunt.  …see more

18 Photos

Villa | 5 Bedrooms | sleeps 16

Excellent 5/5 

3 Nights min stay

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from £115 /night

£799 / week

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Key info:

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

24 Photos

Farmhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £65 /night

£452 - £1542 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Quiet and cosy farm house, with view on the ancient city of Siena and on the Tuscan countryside. At only 3 Km from Siena, and at the very centre of Tuscany, La Prodaia is the ideal place for visiting the town of the "Palio" and the many other Tuscan attractions. Enjoy our private garden and swimming pool with amazing view!  …see more

10 Photos

B&B | 1 Bedroom | sleeps 3

Min stay varies

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from £45 /night

£311 - £666 / week

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Key info:

  • Nearest beach 50 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Sito web www.ilcolombaiodibarbara.com siamo situati nella campagna Senese a 12 Km da Siena centro.  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

Min stay varies

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from £80 /night

£559 - £630 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
In open countryside, but near just few minutes drive to Siena, is the ideal location for visiting Tuscany. Historic farmhouse, nestled in a unique setting, a large park reserved for guests, ideal for families, groups of friends who love the tranquility and beauty.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

Very Good 4/5 

Min stay varies

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from £39 /night

£267 - £311 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Siena Città del Palio,tipica capanna toscana ristrutturata in moderno monolocale. Vacanza ideale tra tradizione medioevale e paesaggi suggestivi. Servizi addizionali fornitura biancheria letto e bagno 10,00€ p. p. Pulizie finali:20,00€ lavatrice:20,00€  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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Pricing unknown

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Key info:

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

11 Photos

Finca | 1 Bedroom | sleeps 2

Min stay varies

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from £51 /night

£355 - £533 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
campagna Toscana Siena camera doppia casale piscina aria condizionata prima colazione  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 2

2 Nights min stay

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from £64 /night

£444 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
casale campagna Siena agriturismo privacy toscana piscina terrazza privata a soli 10 minuti da Siena e a 2 km ogni servizio per shopping -  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £115 /night

£799 / 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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £102 /night

£710 - £1154 / 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

5 Photos

Finca | 1 Bedroom | sleeps 4

1 night min stay

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from £127 /night

£888 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
camera e bagno 4 persone - prima colazione - siena - campagna - elegate - aria condizionata - Siena - Toscana - bambini ok-  …see more

6 Photos

Finca | 1 Bedroom | sleeps 2

Min stay varies

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from £64 /night

£444 - £577 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
camera doppia b&b service - Siena - Toscana - Italia - piscina - parcheggio - internet WI FI - TV servizi, ristoranti, bar,market, farmacia, banca,distanti 2 km accoglienza cordiale, farm max 22 pax  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

4 Nights min stay

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from £83 /night

£577 / week

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Key info:

  • Nearest beach 81 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Appartamento in Agriturismo vicino a Siena nel cuore della Toscana nel chianti Ottima posizione per le vostre visite alle località più famose.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 4

Short stays welcome

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from £89 /night

£621 / week

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Key info:

  • Nearest beach 81 km
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Appartamento in Agriturismo con piscina a Siena nel cuore della Toscana e del Chianti  …see more

20 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

Min stay varies

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from £57 /night

£396 - £960 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
the history of podere la castellina dates back to approx 1200ad. It was originally a convent for the nuns of saint prospero, which are still functioning in siena today. in 1504 the property was aquired by the tolomei family, famous and wealthy land owners Tuscany Cottages & Apartments from 2 to 5 people FREE WI-FI internet Free car park inside the structure  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £58 /night

£400 - £524 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Pets welcome
Siena Stazione affittacamere palio camera  …see more

Siena is a beautiful Tuscan city that boasts some of Italy's finest architecture, from the Romanesque Duomo to the shell shaped Piazza del Campo. The latter is the location of the annual Palio, one of the most exciting events in Italy's calendar, when a fiercely fought horse race sweeps around the square.