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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3,662 Holiday homes

18

Sarteano holiday farmhouse rental

Province of Siena / Sarteano

7 14 7 nights min

  • 7 bedrooms
  • Sleeps 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £399 / night

£2790 - £3939 / week

Enquire View

from £399 / night

(1) Excellent 

22

San Giovanni d'Asso holiday villa rental

Province of Siena / San Giovanni d'Asso

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £250 / night

£1750 - £2460 / week

Enquire View

from £250 / 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 £106 / night

£1141 - £2062 / week

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from £106 / night

23

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £538 / night

£3764 - £5150 / week

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from £538 / night

18

Sarteano holiday villa rental

Province of Siena / Sarteano

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £275 / night

£1922 - £4615 / week

Enquire View

from £275 / night

(2) Excellent 

24

Holiday apartment with golf nearby in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

3 7 3 nights min

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

from £71 / night

£492 / week

Book View

from £71 / night

(1) Excellent 

28

Apartment rental in Torrita di Siena with shared pool

Province of Siena / Torrita di Siena

1 5 7 nights min

  • 1 bedroom
  • Sleeps 5
  • 7 nights min
  • Swimming pool
  • Child friendly

from £49 / night

£338 - £597 / week

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Responds fast!
avg. 3 hours 41 minutes

from £49 / 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 £71 / night

£553 - £755 / week

Book View

from £71 / night

(3) Very Good 

7

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

2 4 1 night min

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

from £54 / night

£372 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £54 / night

(2) Very Good 

35

Home rental in Siena

Province of Siena / Siena

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 110 km
  • Child friendly
  • Air conditioning

from £133 / night

£753 - £877 / week

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from £133 / 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 £136 / night

£658 - £1027 / week

Enquire View

from £136 / night

(9) Very Good 

41

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Stunning Views” We had a most enjoyable time at this house and would recommend it for its location and closeness to Montepulciano. The house was delightful and the views across the valley and surrounding countryside were excellent. We can recommend
…see more

from £100 / night

£625 - £895 / week

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from £100 / night

4

Holiday villa rental

Province of Siena / Pienza

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Child friendly
  • Ask about pets

Pricing unknown

Enquire View

Pricing unknown

(3) Excellent 

26

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Ask about pets
“Excellent base for chilling and siteseeing/citytrips” We had a great time at Elena's place! The appartement was clean, big, safe and modern. We used our own kitchen to cook our food. We stayed a week longer then planned. It is a very good base to go b
…see more

from £79 / night

£492 - £553 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £79 / night

(1) Excellent 

18

Holiday apartment rental

Province of Siena / Montepulciano

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £58 / night

£378 - £685 / week

Book View

Responds fast!
avg. 3 hours 22 minutes

from £58 / night

(13) Excellent 

20

Holiday apartment with golf nearby in Sant'Angelo in Colle

Montalcino / Sant'Angelo in Colle

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 68 km
  • Suitable for children age 5+
  • Private garden

from £66 / night

£395 - £764 / week

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from £66 / night

(10) Excellent 

18

Colle di Val d'Elsa holiday home rental

Province of Siena / Colle di Val d'Elsa

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 93 km
  • Child friendly
  • Pet friendly

from £62 / night

£351 - £600 / week

Book View

Responds fast!
avg. 2 hours 46 minutes

from £62 / night

(8) Excellent 

31

Holiday farmhouse with shared pool in Radicondoli

Radicondoli / Belforte

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Authentic Tuscan Getaway!” This was the perfect getaway destination in the middle of the beautiful tuscan countryside. Although set right up in the hills we found the place first time thanks to the directions from the owners who greeted us with a big
…see more

from £106 / night

£737 / week

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from £106 / night

18

Gaiole in Chianti holiday condo rental

Province of Siena / Gaiole in Chianti

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden

from £49 / night

£316 - £378 / week

Book View

from £49 / night

100

Holiday villa with swimming pool in Castelmuzio

Province of Siena / Castelmuzio

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £439 / night

£3071 - £4167 / week

Enquire View

from £439 / night

(7) Very Good 

9

Holiday apartment with shared pool in Sinalunga

Province of Siena / Sinalunga

2 6 Min stay varies

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

Pricing unknown

Book View

Pricing unknown

(2) Excellent 

11

Holiday home in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

1 4 Min stay varies

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

from £57 / night

£288 - £334 / week

Book View

Responds fast!
avg. 2 hours 33 minutes

from £57 / night

(8) Very Good 

16

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 105 km
  • Swimming pool
  • Car not necessary

from £62 / night

£676 - £1229 / week

Book View

from £62 / night

(7) Very Good 

25

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £53 / night

£316 - £514 / week

Book View

Responds fast!
avg. 2 hours 44 minutes

from £53 / night

(4) Excellent 

16

Holiday apartment with swimming pool in Siena

Province of Siena / Siena

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

from £79 / night

£422 - £834 / week

Book View

Responds fast!
avg. 2 hours 19 minutes

from £79 / night

8

Farmhouse accommodation in Cetona

Province of Siena / Cetona

5 12 5 nights min

  • 5 bedrooms
  • Sleeps 12
  • 5 nights min
  • Private garden

from £259 / night

£1799 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £259 / night

(7) Excellent 

24

Val d'Orcia holiday villa rental

Montalcino / Val d'Orcia

4 9 7 nights min

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

from £276 / night

£1930 - £2110 / week

Book View

from £276 / night

19

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

£483 - £667 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £79 / night

(1) Excellent 

45

Montalcino holiday farmhouse accommodation

Province of Siena / Montalcino

3 8 Min stay varies

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

from £229 / night

£1597 / week

Book View

from £229 / night

27

Monticiano holiday townhouse rental

Province of Siena / Monticiano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 50 km
  • Ask owner if suitable for children
  • Pet friendly

from £62 / night

£395 - £422 / week

Book View

from £62 / night

(12) Excellent 

22

Villa rental in Chiusi

Province of Siena / Chiusi

5 9 1 night min

  • 5 bedrooms
  • Sleeps 9
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
“All around fabulous vacation !” We were a group of six and there was plenty of room for everyone. when we arrived, Flaminia our host arranged a lovely welcoming snack and wine, explained everything we needed to know. The location of the villa w
…see more

from £220 / night

£1492 / week

Book View

Responds fast!
avg. 3 hours 51 minutes

from £220 / night

(3) Very Good 

11

Home rental in Rapolano Terme

Province of Siena / Rapolano Terme

2 4 1 night min

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

from £53 / night

£334 / week

Book View

from £53 / 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

£369 / week

Book View

from £53 / night

(4) Excellent 

19

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets
“Very clean and pleasant apartment” The apartment is very clean, the kitchen equipment is brand new. Even the owner changed both the TV's, so we could watch the European Football Championship. Veronica very kindly meet us late in the evening and drove
…see more

from £62 / night

£369 - £492 / week

Book View

Responds fast!
avg. 1 hour 29 minutes

from £62 / night

27

Radicondoli holiday home rental

Province of Siena / Radicondoli

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £84 / night

£571 - £1316 / week

Enquire View

from £84 / night

60

Holiday villa with swimming pool in Bettolle

Sinalunga / Bettolle

11 22 7 nights min

  • 11 bedrooms
  • Sleeps 22
  • 7 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £799 / night

£5593 - £7128 / week

Enquire View

from £799 / night

(7) Excellent 

7

Holiday apartment rental

Province of Siena / Rosia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly

from £79 / night

£430 / week

Book View

Responds fast!
avg. 3 hours 13 minutes

from £79 / night

7

Holiday apartment in Orgia

Province of Siena / Orgia

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min

from £87 / night

£570 / week

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from £87 / night

18

Holiday apartment with shared pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Air conditioning

from £70 / night

£351 / week

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from £70 / 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 £158 / night

£992 - £1878 / week

Book View

Responds fast!
avg. 3 hours 12 minutes

from £158 / night

1