Apartments in Province of Siena and Villas – Holiday Lettings - Holiday Rentals Province of Siena

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Province of Siena

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3,904 Holiday homes

(1) Excellent 

17

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £74 / night

£522 - £766 / week

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from £74 / night

(12) Excellent 

Certificate of Excellence

26

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

Certificate of Excellence

from £70 / night

£540 - £748 / week

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from £70 / night

17

Farmhouse rental in Radicofani with swimming pool

Province of Siena / Radicofani

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £125 / night

£870 - £1496 / week

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from £125 / night

12

Apartment rental in Valiano with swimming pool

Montepulciano / Valiano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £131 / night

£653 - £827 / week

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from £131 / night

(11) Excellent 

33

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
“Great stay!” Luca was wonderful to work with. He gave us directions on how to meet him and took us to the apartment to unload the car then helped us find a parking spot. Apartment was very nice, comfortable and close to the city center. Luca was alwa
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from £79 / night

£453 - £550 / week

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Responds fast!
avg. 2 hours 16 minutes

from £79 / night

26

Holiday farmhouse in Chiusure

Buonconvento / Chiusure

7 18 7 nights min

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £370 / night

£2587 / week

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from £370 / night

(1) Average 

8

Apartment letting in San Gimignano

Province of Siena / San Gimignano

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £10 / night

£22 - £305 / week

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from £10 / night

27

Holiday apartment rental

Province of Siena / Casole d'Elsa

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £157 / night

£983 - £1861 / week

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from £157 / night

(15) Very Good 

97

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

7 16 1 night min

  • 7 bedrooms
  • Sleeps 16
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets
“Wonderful place, we'll come back!” Everything was first class: the rooms, the pool, breakfast, the countryside. We enjoyed a walk in the countryside and had an archery session with a very patient instructor. Staff is very friendly and helpful.
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from £522 / night

£3044 / week

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from £522 / night

17

Holiday apartment in Siena

Province of Siena / Siena

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly

from £82 / night

£573 / week

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from £82 / night

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min
  • Nearest beach 105 km
  • Swimming pool
  • Child friendly

from £49 / night

£340 - £640 / week

Enquire View

from £49 / night

(12) Excellent 

48

Holiday villa in San Giovanni d'Asso

Province of Siena / San Giovanni d'Asso

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Gorgeous villa in Tuscany” This is a gorgeous villa in the tuscan countryside. The villa was beautiful, spotless and had everything we needed. It is right next to the small town of San Giovanni D'Osso. My 16-year-old loved it as well. While we day-tri
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from £472 / night

£3305 - £4261 / week

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Responds fast!
avg. 3 hours 9 minutes

from £472 / night

(1) Very Good 

15

Holiday apartment in Siena

Province of Siena / Siena

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £157 / night

£827 / week

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from £157 / night

(1) Excellent 

18

Holiday apartment in Siena

Province of Siena / Siena

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

from £79 / night

£479 - £661 / week

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from £79 / night

11

Holiday villa in Montefollonico

Torrita di Siena / Montefollonico

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £53 / night

£366 / week

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Responds fast!
avg. 3 hours 20 minutes

from £53 / night

(10) Excellent 

32

Home rental in Siena

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £348 / night

£1740 / week

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Responds fast!
avg. 2 hours 54 minutes

from £348 / night

100

Holiday apartment accommodation

Province of Siena / Trequanda

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £135 / night

£653 - £1018 / week

Enquire View

from £135 / night

6

Holiday apartment in Pienza

Province of Siena / Pienza

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £61 / night

£261 / week

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from £61 / night

(1) Excellent 

9

Holiday apartment with shared pool in Pienza

Province of Siena / Pienza

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 98 km
  • Swimming pool
  • Child friendly

from £183 / night

£618 - £1000 / week

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from £183 / night

(1) Very Good 

15

Gaiole in Chianti holiday home rental

Province of Siena / Gaiole in Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly

from £66 / night

£418 - £774 / week

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from £66 / night

(2) Excellent 

28

Holiday barn with shared pool in Torri

Sovicille / Torri

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £53 / night

£435 - £627 / week

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from £53 / night

(17) Excellent 

26

Casole d'Elsa holiday cottage rental

Province of Siena / Casole d'Elsa

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Everything we wanted: excellent villa with lovely pool, beautiful countryside views and welcoming owners.” La Casa Dei Nonni was above and beyond our expectations. The location within the Tuscan hillside village of Monteguidi was easy to find from the
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from £131 / night

£783 - £1174 / week

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from £131 / night

35

Holiday villa rental

Province of Siena / Ville di Corsano

10 20 7 nights min

  • 10 bedrooms
  • Sleeps 20
  • 7 nights min
  • Nearest beach 85 km
  • Swimming pool
  • Child friendly

from £591 / night

£4131 - £6305 / week

Enquire View

from £591 / night

(8) Excellent 

31

Townhouse rental in Siena with shared pool

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

from £105 / night

£731 / week

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from £105 / night

46

Holiday castle rental

Province of Siena / Poggibonsi

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £522 / night

£3653 - £4992 / week

Book View

from £522 / night

30

Holiday home with shared pool in Casole d'Elsa

Province of Siena / Casole d'Elsa

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £78 / night

£518 - £664 / week

Book View

from £78 / night

(2) Very Good 

26

Torri holiday farmhouse rental

Sovicille / Torri

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Truly a Tuscan vacation” This was such a wonderful vacation home! It is situated in the middle of an olive orchard, and the views were amazing. It is an old family farmhouse, that was beautifully renovated by the owner. The bathroom has a full size s
…see more

from £78 / night

£518 - £733 / week

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from £78 / night

17

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 4 6 nights min

  • 2 bedrooms
  • Sleeps 4
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £114 / night

£687 / week

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from £114 / night

7

Apartment rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £76 / night

£461 - £844 / week

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Responds fast!
avg. 2 hours 39 minutes

from £76 / night

20

Holiday home in Buonconvento

Province of Siena / Buonconvento

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £971 / night

£3882 - £6269 / week

Enquire View

from £971 / night

(1) Excellent 

25

Holiday townhouse rental

Murlo / Casciano di Murlo

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Nearest beach 70 km
  • Child friendly
  • Private garden

from £77 / night

£540 - £705 / week

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Responds fast!
avg. 3 hours 18 minutes

from £77 / night

(7) Excellent 

16

Holiday villa in Casole d'Elsa

Province of Siena / Casole d'Elsa

4 4 3 nights min

  • 4 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £70 / night

£487 / week

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from £70 / night

(1) Average 

24

Holiday apartment in Siena

Province of Siena / Siena

3 9 1 night min

  • 3 bedrooms
  • Sleeps 9
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £218 / night

£1305 / week

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Responds fast!
avg. 2 hours 36 minutes

from £218 / night

20

Holiday villa with swimming pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £109 / night

£761 / week

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from £109 / night

22

B&b rental in Pienza

Province of Siena / Pienza

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £92 / night

£548 / week

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from £92 / night

4

Orgia holiday home rental

Province of Siena / Orgia

1 3 30 nights min

  • 1 bedroom
  • Sleeps 3
  • 30 nights min
  • Nearest beach 80 km
  • Private garden

from £15 / night

£102 / week

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from £15 / night

(2) Excellent 

24

Holiday villa with swimming pool in Siena

Province of Siena / Siena

6 10 7 nights min

  • 6 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £199 / night

£1392 - £3477 / week

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from £199 / night

100

Holiday apartment with shared pool in Trequanda

Province of Siena / Trequanda

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £92 / night

£453 - £661 / week

Enquire View

from £92 / night

27

Castel San Gimignano holiday b&b rental

San Gimignano / Castel San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £53 / night

£366 / week

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from £53 / night

17

Castelnuovo Berardenga holiday townhouse rental

Province of Siena / Castelnuovo Berardenga

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £44 / night

£261 - £522 / week

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from £44 / night

1