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100 Holiday homes in Siena

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100 Results  |  
12 Photos

Farmhouse | 1 Bedroom | sleeps 4

7 Nights min stay

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from £68 /night

£472 - £641 / 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

12 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £68 /night

£471 - £987 / 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

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £109 /night

£759 - £1287 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons, with swimming pool , in Siena  …see more

Featured properties

24 Photos

Apartment | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £142 /night

£994 / week

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Key info:

  • Nearest beach 80 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 5 persons in Siena  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £147 /night

£1029 - £1089 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 2 bedrooms sleeps 4  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £89 /night

£621 - £734 / 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 2 bedrooms sleeps 4  …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

18 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £121 /night

£843 - £1247 / 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

12 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £104 /night

£726 - £1050 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Apartment / Condo in Siena with 1 bedrooms sleeps 2  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £119 /night

£829 - £1385 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Apartment for 6 persons, with swimming pool , in Siena  …see more

12 Photos

Farmhouse | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £113 /night

£791 - £1089 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa / Farmhouse / Home in Siena with 3 bedrooms sleeps 6  …see more

8 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £73 /night

£509 - £678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

12 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £68 /night

£475 - £685 / 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

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £73 /night

£509 - £678 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 4

3 Nights min stay

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from £65 /night

£452 - £593 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 1 bedrooms sleeps 4  …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

11 Photos

Farmhouse | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £121 /night

£847 - £904 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Villa / Farmhouse / Home in Siena with 3 bedrooms sleeps 6  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £599 /night

£4190 - £6388 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
With a superb location in the heart of the Siena hills, Villa Stella dwells on a magnificent property just 15 minutes from Siena. The original house was built in the 17th century and has recently been converted in a remarkable retreat in the very heart of Tuscany. The  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £126 /night

£880 - £1331 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This lovely cottage has room to accommodate up to 4 people. It boasts a private garden and swimming pool, and it is the perfect house for a family or small group of friends planning a holiday in the countryside.  …see more

13 Photos

House | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £134 /night

£936 - £1987 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located on an outstanding farm in beautiful scenery, near the fortified village of Monteriggioni, lies this wonderful, air conditioned holiday property. It boasts a panoramic position in the Siena area and is comfortably furnished with taste and retains its original ...  …see more

14 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £53 /night

£367 - £736 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This terraced holiday house has been carefully renovated and is located within the medieval village of Gaiole In Chianti. Main attractions of this village, bar its history, are the wineries in its surroundings as well as its beautiful castles and churches. It's truly...  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £139 /night

£968 - £1573 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Villa del Palio is a modern, luxurious villa in the heart of Tuscany and perfect for a getaway to explore the wonderful Siena  …see more

24 Photos

House | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £210 /night

£1466 - £1635 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into two independent apartments and provides the ideal base for 2 families or groups of friends wanting to enjoy their holiday together. Located in Chianti, c...  …see more

24 Photos

House | 1 Bedroom | sleeps 4

7 Nights min stay

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from £48 /night

£335 - £375 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Mons Luci (from the Latin meaning 'the holy forest') is a lovely stone 18th century farmhouse, which was carefully renovated. The house is split into three apartments, with the third sometimes occupied by the owners. A well cared for garden surrounds the house and in...  …see more

11 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £11 /night

£76 - £1876 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This converted barn, on the Montechiaro Estate, sits in its own grounds overlooking beautiful countryside and has been restored to offer spacious and light holiday accommodation. Exposed beams and brickwork and a contemporary open-plan design complete the relaxing en...  …see more

16 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£287 - £597 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. In this holiday apartment, guests can enjoy a great view of the surrounding landscape and there is also a shared swimming pool. The surrounding areas a...  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £323 /night

£2259 - £3226 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • No pets allowed
This villa is the ideal holiday accommodation for a family or large group with its five bedrooms and bathrooms, lovely gardens and swimming pool, and best of all, its fabulous location just 3km from Siena. Also ideal for weddings and special events.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £62 /night

£428 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £43 /night

£300 - £428 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Ampio bilocale nel centro storico di Siena  …see more

16 Photos

Apartment | 1 Bedroom | sleeps 4

1 night min stay

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from £43 /night

£300 / 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

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £92 /night

£642 - £813 / week

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Key info:

  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
Appartamenti nel Centro Storico di Siena a pochi passi da Piazza del Campo, il Duomo di Siena, i musei come il santa Maria della Scala, a pochi metri dalla stazione dei bus Piazza Gramsci e a distanza raggiungibile a piedi dalla Stazione dei treni di Siena  …see more

22 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £74 /night

£513 - £556 / 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

9 Photos

Townhouse | 1 Bedroom | sleeps 2

4 Nights min stay

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from £37 /night

£257 - £300 / 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

21 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £103 /night

£719 - £924 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Bed and Breakfast Rapolano Terme Siena Terme Crete Senesi Toscana.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 3

Min stay varies

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Key info:

  • Not suitable for children
  • 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

13 Photos

Apartment | 3 Bedrooms | sleeps 8

Min stay varies

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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

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £54 /night

£377 - £462 / 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

10 Photos

Apartment | 2 Bedrooms | sleeps 4

4 Nights min stay

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from £135 /night

£941 - £1026 / 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 £110 /night

£770 - £1112 / 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 £153 /night

£1069 / 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

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

12 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

5 Nights min stay

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from £68 /night

£471 / 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

15 Photos

Condo | 1 Bedroom | sleeps 2

7 Nights min stay

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from £63 /night

£436 - £479 / 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

18 Photos

Villa | 5 Bedrooms | sleeps 16

Excellent 5/5 

1 night min stay

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from £110 /night

£770 - £1283 / 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

16 Photos

Guest house | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £26 /night

£180 - £223 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Very close to Piazza del Campo, quite area, free parking, helpful people.  …see more

9 Photos

Studio | sleeps 4

Min stay varies

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from £55 /night

£385 / week

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Key info:

  • Suitable for children over
  • 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

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £74 /night

£513 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
Siena è la città del Palio: l'appartamento si trova nella "contrada" della LUPA. L'appartamento è il soggiorno ideale per chi desidera trascorrere una splendida vacanza in una città ricca di antiche tradizioni, di meravigliose opere d'arte e di suggestivi dintorni .....  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £55 /night

£385 - £505 / 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

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

Min stay varies

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Key info:

  • Nearest beach 95 km
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
A rustic style farmhouse gained from rural old buildings, just five minutes from Siena's city centre but encircled by countryside with evocative landscapes. Ideal for a relaxing and unforgettable holiday.  …see more

20 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

Add to shortlist

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

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.