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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5,799 Holiday homes

(1) Very Good 

15

Holiday b&b in Buonconvento

Province of Siena / Buonconvento

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £31 / night

£214 / week

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from £31 / night

(8) Excellent 

32

Holiday home with swimming pool in Radicondoli

Province of Siena / Radicondoli

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Fabulous house in glorious location” Lovely welcome from Elsa - an fantastic traditional meal mid week. The house was beautiful and spacious with everything you could need. Children - 8, 10, 12, 13 loved house and garden - especially the tortoise!
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from £100 / night

£699 - £1,180 / week

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Responds fast!
avg. 3 hours 47 minutes

from £100 / night

18

Holiday home accommodation

Province of Siena / Colle di Val d'Elsa

3 4 3 nights min

  • 3 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning

from £53 / night

£367 / week

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from £53 / night

5

Apartment accommodation in Chianciano Terme

Province of Siena / Chianciano Terme

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £53 / night

£262 / week

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from £53 / night

(13) Excellent 

24

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect and plaisant location to explore Tuscany” We were 4 people staying in this very nice apartment : comfortable, clean, modern, well equipped. We loved the location. I never heard of Gaiole before, but it was a nice discovery. Quiet village, but
…see more

from £175 / night

£1,100 - £1,600 / week

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from £175 / night

7

Holiday apartment in Siena

Province of Siena / Siena

2 4 3 nights min

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

from £70 / night

£481 - £726 / week

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from £70 / night

23

Holiday villa in Trequanda

Province of Siena / Trequanda

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £131 / night

£918 / week

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from £131 / night

(6) Excellent 

22

Holiday villa rental

Province of Siena / Siena

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £258 / night

£1,092 - £2,316 / week

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Responds fast!
avg. 3 hours 15 minutes

from £258 / night

7

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly

from £202 / night

£1,287 / week

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from £202 / night

17

Holiday farmhouse rental

Province of Siena / Radicofani

1 2 Min stay varies

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

from £62 / night

£341 - £455 / week

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Responds fast!
avg. 3 hours 19 minutes

from £62 / night

19

Holiday villa in Pienza

Province of Siena / Pienza

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £160 / night

£1,119 - £2,097 / week

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Responds fast!
avg. 2 hours 42 minutes

from £160 / night

12

Holiday apartment with shared pool in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £105 / night

£734 / week

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from £105 / night

17

Ski apartment to rent in Abbadia San Salvatore

Province of Siena / Abbadia San Salvatore

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Ski
  • Child friendly
  • Private garden

from £79 / night

£437 / week

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Responds fast!
avg. 2 hours 35 minutes

from £79 / night

24

Holiday home in Celle sul Rigo

San Casciano dei Bagni / Celle sul Rigo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Ask owner if suitable for children
  • Air conditioning
  • Pet friendly

from £70 / night

£306 / week

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from £70 / night

(13) Excellent 

20

Holiday apartment with golf nearby in Sant'Angelo in Colle

Montalcino / Sant'Angelo in Colle

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 68 km
  • Child friendly
  • Private garden

from £66 / night

£411 - £870 / week

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from £66 / 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 £353 / night

£2,469 / week

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from £353 / night

(7) Excellent 

44

Holiday farmhouse rental

San Gimignano / Montauto

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £210 / night

£1,793 / week

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Responds fast!
avg. 1 hour 30 minutes

from £210 / night

21

Holiday villa in Monticchiello

Pienza / Monticchiello

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly

from £158 / night

£1,101 / week

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from £158 / night

10

Holiday farmhouse in Trequanda

Province of Siena / Trequanda

2 3 2 nights min

  • 2 bedrooms
  • Sleeps 3
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £83 / night

£507 / week

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from £83 / night

13

Casole d'Elsa holiday townhouse rental

Province of Siena / Casole d'Elsa

2 4 3 nights min

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

from £105 / night

£482 - £744 / week

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from £105 / night

(4) Excellent 

19

Torrita di Siena holiday apartment rental

Province of Siena / Torrita di Siena

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £79 / night

£507 / week

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from £79 / night

(1) Very Good 

19

Holiday apartment in Isola d'Arbia

Siena / Isola d'Arbia

2 4 2 nights min

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

from £44 / night

£262 / week

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Responds fast!
avg. 2 hours 42 minutes

from £44 / night

22

Home letting in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

from £105 / night

£612 / week

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from £105 / night

(5) Excellent 

41

Holiday townhouse rental

Sinalunga / Rigomagno

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly

from £70 / night

£490 / week

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from £70 / night

(4) Excellent 

36

Holiday apartment in Pienza

Province of Siena / Pienza

2 7 3 nights min

  • 2 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 100 km
  • Ask owner if suitable for children
  • Pet friendly

from £57 / night

£398 / week

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from £57 / night

(6) Excellent 

25

Ski home to rent in Vivo d'Orcia

Province of Siena / Vivo d'Orcia

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 70 km
  • Ski
  • Child friendly

from £62 / night

£393 / week

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from £62 / night

7

Holiday townhouse in Cetona

Province of Siena / Cetona

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+
  • Ask about pets

from £62 / night

£428 - £734 / week

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from £62 / night

28

Holiday villa rental

Colle di Val d'Elsa / Campiglia dei Foci

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £118 / night

£787 - £1,660 / week

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from £118 / night

33

Holiday apartment with shared pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

1 3 Min stay varies

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

from £70 / night

£394 - £603 / week

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Responds fast!
avg. 2 hours 42 minutes

from £70 / night

9

Pienza holiday apartment rental

Province of Siena / Pienza

1 3 2 nights min

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

from £60 / night

£367 / week

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from £60 / night

(10) Very Good 

18

Condo rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Car not necessary

from £83 / night

£568 - £813 / week

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from £83 / night

(7) Excellent 

33

Holiday farmhouse with golf nearby in Brenna

Province of Siena / Brenna

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 50 km
  • Child friendly
  • Ask about pets

from £83 / night

£525 / week

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from £83 / 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
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from £100 / night

£700 / week

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from £100 / night

61

Castiglione D'Orcia holiday villa rental

Province of Siena / Castiglione D'Orcia

3 8 3 nights min

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

from £62 / night

£350 / week

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from £62 / night

(14) Excellent 

39

Ski villa to rent in Vivo d'Orcia

Province of Siena / Vivo d'Orcia

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Ski
  • Child friendly
  • Ask about pets

from £105 / night

£656 - £1,145 / week

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Responds fast!
avg. 3 hours 2 minutes

from £105 / night

(11) Excellent 

Certificate of Excellence

52

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

Certificate of Excellence

from £123 / night

£743 - £926 / week

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Responds fast!
avg. 2 hours 30 minutes

from £123 / night

(2) Excellent 

26

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £105 / night

£612 / week

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from £105 / night

(2) Very Good 

28

Holiday apartment with shared pool in Ulignano

San Gimignano / Ulignano

2 6 Min stay varies

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

from £105 / night

£612 - £961 / week

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Responds fast!
avg. 3 hours 52 minutes

from £105 / night

(4) Excellent 

17

Holiday home in Cetona

Province of Siena / Cetona

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min

from £62 / night

£428 / week

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from £62 / night

(17) Excellent 

50

Castelnuovo Berardenga holiday apartment rental

Province of Siena / Castelnuovo Berardenga

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“A little piece of heaven” We never thought that we would find a little piece of heaven when we booked this villa, but we did. The villa was a credit to its owner, Fernando, with its well maintained lawns and gardens, immaculately clean rooms, and the
…see more

from £131 / night

£918 / week

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Responds fast!
avg. 3 hours 14 minutes

from £131 / night