Holiday Rentals in Province of Siena - Holiday Lettings - Villas

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Province of Siena

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449 Holiday homes

(5) Excellent 

41

Holiday townhouse rental

Sinalunga / Rigomagno

5 10 2 nights min

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

from £71 / night

£492 / week

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from £71 / night

(8) Excellent 

35

San Gimignano holiday farmhouse rental

Province of Siena / San Gimignano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £115 / night

£719 - £922 / week

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from £115 / night

(6) Excellent 

36

Holiday villa with indoor pool in Radicondoli

Province of Siena / Radicondoli

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 79 km
  • Swimming pool
  • Child friendly

from £264 / night

£1843 / week

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Responds fast!
avg. 27 minutes

from £264 / night

(2) Excellent 

12

Sovicille holiday apartment rental

Province of Siena / Sovicille

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £40 / night

£264 - £373 / week

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from £40 / night

22

Holiday farmhouse with shared pool in Isola d'Arbia

Siena / Isola d'Arbia

2 6 Min stay varies

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

from £94 / night

£412 - £1124 / week

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from £94 / night

12

Holiday apartment in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

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

from £69 / night

£470 - £680 / week

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from £69 / night

(21) Excellent 

Certificate of Excellence

43

Holiday apartment in Monticchiello

Pienza / Monticchiello

2 6 2 nights min

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

Certificate of Excellence

from £66 / night

£325 - £792 / week

Book View

from £66 / night

(7) Excellent 

25

Apartment rental in Siena

Province of Siena / Siena

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 100 km
  • Child friendly
“Truly a home away from home” The apartment is just as beautiful as the photos. It is 10km out of sienna but there are supermarkets, cafes etc within 3km. Andrea was the perfect host answering any questions promptly when we emailed him. The apartment w
…see more

from £84 / night

£514 - £647 / week

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from £84 / night

(2) Very Good 

13

Holiday condo in Colle di Val d'Elsa

Province of Siena / Colle di Val d'Elsa

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 60 km
  • Air conditioning

from £44 / night

£308 / week

Book View

Responds fast!
avg. 1 hour 59 minutes

from £44 / night

(1) Excellent 

99

Holiday villa with shared pool in San Gimignano

Province of Siena / San Gimignano

1 4 Min stay varies

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

from £110 / night

£676 - £1009 / week

Book View

from £110 / night

(3) Excellent 

28

Holiday farmhouse in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 4 3 nights min

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

from £48 / night

£334 - £498 / week

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from £48 / night

(2) Very Good 

10

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 £58 / night

£400 / week

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Responds fast!
avg. 2 hours 59 minutes

from £58 / night

(2) Excellent 

13

Chianciano Terme holiday condo rental

Province of Siena / Chianciano Terme

2 3 2 nights min

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

from £40 / night

£264 / week

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from £40 / night

18

Siena holiday apartment rental

Province of Siena / Siena

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £66 / night

£395 / week

Book View

from £66 / night

(6) Excellent 

35

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

£404 - £851 / week

Book View

from £62 / night

24

Holiday villa in San Casciano dei Bagni

Province of Siena / San Casciano dei Bagni

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £286 / night

£1746 - £2939 / week

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from £286 / night

(2) Excellent 

19

Holiday apartment in Siena

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 95 km
  • Child friendly
  • Air conditioning

from £325 / night

£1930 - £2106 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £325 / night

(6) Excellent 

31

Holiday home in Pianella

Castelnuovo Berardenga / Pianella

2 5 3 nights min

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

from £71 / night

£492 / week

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Responds fast!
avg. 1 hour 12 minutes

from £71 / night

21

Isola d'Arbia holiday farmhouse rental

Siena / Isola d'Arbia

1 4 Min stay varies

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

from £78 / night

£338 - £836 / week

Book View

from £78 / 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

(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

Book View

from £133 / 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

Book View

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

(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

(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

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

(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

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

Book View

from £70 / night

(2) Excellent 

24

Holiday villa with swimming pool in Montalcinello

Chiusdino / Montalcinello

8 18 7 nights min

  • 8 bedrooms
  • Sleeps 18
  • 7 nights min
  • Nearest beach 55 km
  • Swimming pool
  • Child friendly

from £345 / night

£2413 - £3948 / week

Enquire View

from £345 / night

(22) Excellent 

24

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 170 km
  • Child friendly
  • Car not necessary
“Well maintained apartment and very helpful owner” Elias iwas most helpful meeting us on arrival and going through everything with us and all places to visit in the area even giving us a map with this all marked on The apartment is beautifully kept and
…see more

from £105 / night

£614 - £1087 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £105 / night

5

Holiday barn in Monteriggioni

Province of Siena / Monteriggioni

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly

from £66 / night

£461 / week

Book View

from £66 / night

(12) Excellent 

Certificate of Excellence

42

Holiday apartment rental

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 70 km
  • Child friendly
  • Air conditioning

Certificate of Excellence

from £79 / night

£615 - £799 / week

Book View

Responds fast!
avg. 25 minutes

from £79 / night

15

Sant'Albino holiday home rental

Montepulciano / Sant'Albino

2 4 2 nights min

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

from £53 / night

£369 / week

Book View

from £53 / 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

£277 / week

Book View

from £40 / night

(1) Excellent 

24

Apartment letting in Pievasciata

Castelnuovo Berardenga / Pievasciata

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Pet friendly

from £53 / night

£276 / week

Book View

from £53 / night

(1) Excellent 

6

Ski townhouse to rent in Castiglione D'Orcia

Province of Siena / Castiglione D'Orcia

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Ski

from £44 / night

£308 / week

Book View

from £44 / night

25

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £97 / night

£606 - £807 / week

Book View

from £97 / night

1