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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6,188 Holiday homes

(7) Excellent 

14

Holiday home in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets

from £83 / night

£569 / week

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Responds fast!
avg. 2 hours 13 minutes

from £83 / 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

from £97 / night

£613 / week

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from £97 / night

(4) Excellent 

17

Holiday villa rental

Province of Siena / Gaiole in Chianti

2 6 1 night min

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

from £105 / night

£526 / week

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Responds fast!
avg. 2 hours 0 minutes

from £105 / night

22

Montepulciano holiday villa rental

Province of Siena / Montepulciano

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £263 / night

£1,839 / week

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from £263 / night

(1) Excellent 

15

Castellina In Chianti holiday barn rental

Province of Siena / Castellina In Chianti

2 4 2 nights min

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

from £62 / night

£394 / 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

from £132 / night

£920 / week

Book View

Responds fast!
avg. 3 hours 14 minutes

from £132 / night

(1) Excellent 

49

Holiday apartment in Colle di Val d'Elsa

Colle di Val d'Elsa / Montegabbro

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 60 km
  • Child friendly
  • Ask about pets

from £53 / night

£307 - £429 / week

Book View

from £53 / night

(13) Excellent 

19

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min

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

from £101 / night

£605 - £880 / week

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from £101 / 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

£736 / week

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from £105 / night

10

Holiday finca with shared pool in San Gimignano

Province of Siena / San Gimignano

1 2 1 night min

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

from £79 / night

£482 / week

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from £79 / night

12

Holiday b&b rental

Montalcino / Val d'Orcia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £105 / night

£701 / week

Book View

Responds fast!
avg. 1 hour 4 minutes

from £105 / night

22

Holiday farmhouse with shared pool in Isola d'Arbia

Siena / Isola d'Arbia

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £111 / night

£411 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from £111 / night

6

Holiday b&b in Monteriggioni

Province of Siena / Monteriggioni

3 6 1 night min

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

from £132 / night

£876 / week

Book View

from £132 / night

(5) Very Good 

13

Holiday apartment in Staggia Senese

Poggibonsi / Staggia Senese

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Nearest beach 74 km
  • Child friendly
  • Pet friendly

from £62 / night

£411 / week

Book View

from £62 / night

19

San Gimignano holiday farmhouse rental

Province of Siena / San Gimignano

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £74 / night

£516 - £745 / week

Enquire View

from £74 / night

15

Holiday home in Bagni di San Filippo

Province of Siena / Bagni di San Filippo

1 4 Min stay varies

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

from £56 / night

£288 - £421 / week

Book View

from £56 / night

(2) Excellent 

24

Villa rental in Castellina In Chianti with shared pool

Province of Siena / Castellina In Chianti

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £400 / night

£2,395 - £4,136 / week

Book View

Responds fast!
avg. 3 hours 4 minutes

from £400 / night

6

Gaiole in Chianti holiday farmhouse rental

Province of Siena / Gaiole in Chianti

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Nearest beach 127 km
  • Child friendly
  • Pet friendly

from £75 / night

£499 - £534 / week

Book View

from £75 / night

6

Apartment letting in Montepulciano

Province of Siena / Montepulciano

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Air conditioning

from £114 / night

£876 - £1,366 / week

Book View

from £114 / night

(2) Excellent 

43

Radicondoli holiday home rental

Province of Siena / Radicondoli

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Child friendly

from £176 / night

£1,104 / week

Book View

Responds fast!
avg. 1 hour 54 minutes

from £176 / night

22

Holiday villa in Sovicille

Province of Siena / Sovicille

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £119 / night

£788 / week

Book View

from £119 / night

39

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

3 8 2 nights min

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

from £62 / night

£438 - £27,406 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £62 / night

34

Holiday villa in Pienza

Province of Siena / Pienza

7 15 7 nights min

  • 7 bedrooms
  • Sleeps 15
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £207 / night

£1,447 - £2,354 / week

Book View

from £207 / night

12

Holiday apartment in Siena

Province of Siena / Siena

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly

from £49 / night

£307 / week

Book View

from £49 / night

5

Holiday apartment in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly

from £84 / night

£438 / week

Book View

Responds fast!
avg. 1 hour 46 minutes

from £84 / night

18

Holiday home in Montepulciano

Province of Siena / Montepulciano

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £101 / night

£705 / week

Book View

from £101 / night

(28) Excellent 

42

Holiday apartment in Montisi

Province of Siena / Montisi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 150 km
  • Suitable for children age 5+

from £105 / night

£700 / week

Book View

from £105 / night

(1) Excellent 

12

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £49 / night

£337 / week

Book View

from £49 / night

(21) Very Good 

Certificate of Excellence

50

Holiday cottage in Siena

Province of Siena / Siena

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 65 km
  • Air conditioning

Certificate of Excellence

from £79 / night

£552 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £79 / night

12

Holiday b&b in Casole d'Elsa

Province of Siena / Casole d'Elsa

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £48 / night

£331 / week

Book View

from £48 / night

21

Castiglione D'Orcia holiday farmhouse rental

Province of Siena / Castiglione D'Orcia

2 6 1 night min

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

from £158 / night

£1,104 / week

Book View

from £158 / night

34

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £57 / night

£368 - £673 / week

Book View

from £57 / night

(9) Very Good 

6

Valiano holiday home rental

Montepulciano / Valiano

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Pet friendly

from £44 / night

£263 / week

Book View

from £44 / night

(14) Excellent 

23

Holiday farmhouse with shared pool in Chianciano Terme

Province of Siena / Chianciano Terme

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Nearest beach 115 km
  • Swimming pool
  • Child friendly
“We loved Fonteleccino from the moment we set foot in it!” We are Sarah & Gerry, a couple from 21 and 22 years old and we stayed at Agriturismo Fonteleccino for 12 nights. We stayed in the appartment 'Leccino' We can honestly tell that it was the bes

from £66 / night

£429 - £736 / week

Book View

Responds fast!
avg. 1 hour 9 minutes

from £66 / night

9

Holiday townhouse in Celle sul Rigo

San Casciano dei Bagni / Celle sul Rigo

2 6 7 nights min

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

from £57 / night

£394 / week

Book View

from £57 / night

18

Holiday farmhouse in Poggibonsi

Province of Siena / Poggibonsi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £84 / night

£551 - £866 / week

Book View

from £84 / night

33

Castiglione D'Orcia holiday farmhouse rental

Castiglione D'Orcia / Gallina

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 90 km
  • Child friendly
  • Pet friendly

from £114 / night

£796 - £1,102 / week

Book View

Responds fast!
avg. 3 hours 8 minutes

from £114 / night

(4) Excellent 

21

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £201 / night

£1,401 - £2,058 / week

Book View

from £201 / night

(2) Excellent 

22

Farmhouse rental in Torrita di Siena

Province of Siena / Torrita di Siena

7 11 7 nights min

  • 7 bedrooms
  • Sleeps 11
  • 7 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £319 / night

£2,233 / week

Book View

from £319 / night

15

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

Province of Siena / Colle di Val d'Elsa

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £53 / night

£367 - £665 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £53 / night