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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5,441 Holiday homes

7

Holiday apartment in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £89 / night

£558 / week

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from £89 / night

(1) Excellent 

26

Holiday home in Rigomagno

Sinalunga / Rigomagno

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £83 / night

£577 - £1,320 / week

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from £83 / night

(6) Excellent 

37

Holiday apartment in Montefollonico

Torrita di Siena / Montefollonico

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Air conditioning

from £107 / night

£1,151 - £2,080 / week

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from £107 / night

16

Holiday farmhouse with shared pool in San Gusme

Castelnuovo Berardenga / San Gusme

2 4 3 nights min

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

from £213 / night

£1,212 - £1,734 / week

Enquire View

from £213 / night

(1) Excellent 

32

Holiday home in Le Piazze

Province of Siena / Le Piazze

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £44 / night

£266 - £390 / week

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Responds fast!
avg. 3 hours 1 minutes

from £44 / night

24

Lodge rental in Abbadia di Montepulciano

Montepulciano / Abbadia di Montepulciano

8 7 1 night min

  • 8 bedrooms
  • Sleeps 7
  • 1 night min
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

from £177 / night

£1,062 / week

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from £177 / night

25

Holiday apartment rental

Province of Siena / Colle di Val d'Elsa

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Pet friendly

from £53 / night

£372 / week

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from £53 / night

19

San Gimignano holiday farmhouse rental

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £70 / night

£495 - £753 / week

Enquire View

from £70 / night

48

Fort letting in Montisi with shared pool

Province of Siena / Montisi

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £110 / night

£759 - £843 / week

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from £110 / night

(2) Excellent 

24

Holiday villa with swimming pool in Poggibonsi

Province of Siena / Poggibonsi

7 18 7 nights min

  • 7 bedrooms
  • Sleeps 18
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £244 / night

£1,708 - £4,115 / week

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Responds fast!
avg. 1 hour 47 minutes

from £244 / night

(1) Excellent 

17

Holiday townhouse in Trequanda

Province of Siena / Trequanda

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Child friendly

from £107 / night

£744 / week

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from £107 / night

(6) Very Good 

23

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Peaceful taste of Tuscany!!!!” Stayed here for a lovely, idyllic, December week. Amazing apartment with all home comforts. Loved walking through the village, stopping for pizza and fine wines :-) The views over the hills and vineyards are incredibly i
…see more

from £150 / night

£600 / week

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Responds fast!
avg. 2 hours 36 minutes

from £150 / night

5

Holiday b&b in Montepulciano

Province of Siena / Montepulciano

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly

from £89 / night

£620 / week

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Responds fast!
avg. 3 hours 55 minutes

from £89 / night

(2) Very Good 

15

Chianciano Terme holiday apartment accommodation

Province of Siena / Chianciano Terme

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £61 / night

£428 / week

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from £61 / night

16

Holiday farmhouse with shared pool in Ponte d'Arbia

Monteroni d'Arbia / Ponte d'Arbia

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £70 / night

£487 - £753 / week

Enquire View

from £70 / night

9

Holiday apartment with shared pool in Poggibonsi

Province of Siena / Poggibonsi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £81 / night

£567 - £673 / week

Enquire View

from £81 / night

55

Holiday farmhouse in Cetona

Province of Siena / Cetona

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £107 / night

£620 / week

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from £107 / night

(12) Excellent 

17

Siena holiday home rental

Province of Siena / Siena

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Nearest beach 95 km
  • Child friendly
  • Pet friendly
“What a wonderful stay! We highly recommend this house!” We instinctively felt in love with Leonardo's house the moment we arrived! The description we received from Leonardo how to get to the house was perfect and we immediately found the correct way
…see more

from £76 / night

£527 / week

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from £76 / night

(6) Excellent 

38

Holiday farmhouse in Monticiano

Monticiano / Tocchi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 50 km
  • Child friendly
  • Pet friendly

from £62 / night

£407 - £859 / week

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from £62 / night

(4) Excellent 

26

Castiglione D'Orcia holiday apartment rental

Province of Siena / Castiglione D'Orcia

2 4 2 nights min

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

from £62 / night

£310 / week

Book View

from £62 / night

(2) Excellent 

14

Holiday apartment in Monticiano

Province of Siena / Monticiano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

from £53 / night

£354 / week

Book View

from £53 / night

(1) Excellent 

29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 116 km
  • Child friendly
  • Pet friendly

from £124 / night

£531 - £620 / week

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from £124 / night

22

Holiday apartment with swimming pool in Crete Senesi

Asciano / Crete Senesi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £107 / night

£744 / week

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from £107 / night

(4) Excellent 

16

Holiday farmhouse rental

Province of Siena / San Gimignano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 45 km
  • Swimming pool
  • Child friendly

from £65 / night

£438 - £832 / week

Book View

from £65 / night

(13) Excellent 

Certificate of Excellence

26

Holiday home in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 120 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £80 / night

£531 - £655 / week

Book View

from £80 / night

(2) Very Good 

18

Holiday farmhouse with shared pool in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly
“Quiet, relaxing and beautiful location, with great pool and comfortable accommodation.” We stayed in the ground floor 2 bedroom farmhouse apartment, away from the 'village'. It was a beautiful setting, with great views. The outdoor seating/dining furn
…see more

from £98 / night

£620 / week

Book View

from £98 / night

(3) Excellent 

16

Townhouse rental in Casole d'Elsa

Province of Siena / Casole d'Elsa

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 80 km
  • Child friendly

from £40 / night

£279 / week

Book View

from £40 / night

25

Apartment rental in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 90 km
  • Child friendly
  • Private garden

from £49 / night

£341 / week

Book View

from £49 / night

44

Holiday villa with swimming pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

6 13 1 night min

  • 6 bedrooms
  • Sleeps 13
  • 1 night min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £493 / night

£3,452 - £5,266 / week

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from £493 / night

17

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Child friendly

from £133 / night

£930 / week

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from £133 / night

8

San Gusme holiday apartment rental

Castelnuovo Berardenga / San Gusme

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £53 / night

£366 / week

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from £53 / night

83

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £266 / night

£1,549 / week

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Responds fast!
avg. 3 hours 25 minutes

from £266 / night

40

Penthouse rental in Siena

Province of Siena / Siena

1 4 Min stay varies

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

from £133 / night

£708 - £885 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £133 / night

(2) Very Good 

12

Holiday farmhouse letting

Province of Siena / San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £80 / night

£531 / week

Book View

from £80 / night

(1) Excellent 

12

Siena holiday villa let

Province of Siena / Siena

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Private garden

from £133 / night

£868 / week

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from £133 / night

(8) Excellent 

56

Holiday guest house in Siena

Province of Siena / Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 60 km
  • Child friendly
  • Air conditioning

from £399 / night

£2,434 / week

Book View

from £399 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Comfortable base in the heart of Tuscany” Poggio Saragio is located on a quiet lane among vineyards and orchards, with beautiful views across rolling hills in central Tuscany - sitting on the back terrace taking in the amazing views and colours and l
…see more

from £100 / night

£700 / week

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from £100 / night

(3) Excellent 

57

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

4 11 Min stay varies

  • 4 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £310 / night

£2,169 / week

Book View

from £310 / night

(13) Excellent 

50

Holiday apartment with swimming pool in Crete Senesi

Asciano / Crete Senesi

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £62 / night

£434 - £788 / week

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Responds fast!
avg. 2 hours 4 minutes

from £62 / night

11

Apartment letting in Colle di Val d'Elsa with shared pool

Province of Siena / Colle di Val d'Elsa

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £115 / night

£797 / week

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from £115 / night