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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5,481 Holiday homes

(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

(1) Excellent 

22

Holiday apartment in Val di Merse

Siena / Val di Merse

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £62 / night

£399 - £531 / week

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from £62 / night

(1) Excellent 

54

Cetona holiday farmhouse rental

Province of Siena / Cetona

8 12 2 nights min

  • 8 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 29 km
  • Swimming pool

from £310 / night

£2,169 / week

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from £310 / 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 £291 / night

£2,036 - £2,129 / week

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from £291 / night

(2) Very Good 

16

Holiday guest house in Pienza

Province of Siena / Pienza

7 14 1 night min

  • 7 bedrooms
  • Sleeps 14
  • 1 night min
  • Nearest beach 103 km
  • Child friendly
  • Pet friendly

from £71 / night

£531 / week

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from £71 / night

(48) Excellent 

19

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Air conditioning
  • Private garden
“A wonderful holiday home” Stayed at Azzurra in June and had the most wonderful holiday. We were a group of 3 couples, the home was spotlessly clean, very well furnished and the views, well.. they are just amazing, better than the photos show!! The o
…see more

from £164 / night

£851 - £1,348 / week

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Responds fast!
avg. 2 hours 8 minutes

from £164 / night

9

Holiday farmhouse in Casole d'Elsa

Casole d'Elsa / Monteguidi

1 40 1 night min

  • 1 bedroom
  • Sleeps 40
  • 1 night min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly

from £71 / night

£310 / week

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from £71 / night

44

Holiday home in Monticiano

Province of Siena / Monticiano

1 4 1 night min

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

from £58 / night

£403 - £465 / week

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from £58 / night

(1) Excellent 

4

Holiday b&b in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

1 2 1 night min

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

from £68 / night

£471 / week

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from £68 / night

(11) Very Good 

45

Holiday farmhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

from £66 / night

£459 / week

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from £66 / night

(4) Very Good 

20

Holiday farmhouse with shared pool in Cedda

Poggibonsi / Cedda

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Quiet and beautiful” We spent a week in an apartment on this property. The place is very quiet and relaxing and the view is stunning. The apartment has a private patio overlooking a small valley and this patio was our living room: every night we settl
…see more

from £76 / night

£495 - £787 / week

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from £76 / night

16

Gaiole in Chianti holiday farmhouse rental

Province of Siena / Gaiole in Chianti

9 22 1 night min

  • 9 bedrooms
  • Sleeps 22
  • 1 night min
  • Child friendly
  • Private garden

from £67 / night

£465 / week

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from £67 / night

15

Siena holiday farmhouse rental

Province of Siena / Siena

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 83 km
  • Swimming pool
  • Child friendly

from £84 / night

£434 - £903 / week

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Responds fast!
avg. 2 hours 34 minutes

from £84 / 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 £80 / night

£487 / week

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from £80 / night

24

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 105 km
  • Swimming pool
  • Suitable for children age 5+

from £62 / night

£434 - £900 / week

Enquire View

from £62 / night

(2) Excellent 

28

Poggibonsi holiday villa rental

Province of Siena / Poggibonsi

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £62 / night

£399 / week

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from £62 / night

(12) Excellent 

39

Holiday villa with swimming pool in San Giovanni d'Asso

Montalcino / San Giovanni d'Asso

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £220 / night

£1,540 - £2,230 / week

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Responds fast!
avg. 3 hours 9 minutes

from £220 / night

23

Radicondoli holiday townhouse rental

Province of Siena / Radicondoli

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Private garden

from £62 / night

£399 - £615 / week

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from £62 / night

(1)  

19

Holiday apartment in Cetona

Province of Siena / Cetona

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Suitable for children age 5+
  • Pet friendly

from £45 / night

£266 / week

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from £45 / night

32

Holiday farmhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

1 3 1 night min

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

from £56 / night

£391 / week

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from £56 / night

(1) Very Good 

18

Castelmuzio holiday townhouse rental

Province of Siena / Castelmuzio

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Ask about pets
  • Private garden

from £71 / night

£443 - £629 / week

Book View

from £71 / 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 £80 / night

£443 / week

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Responds fast!
avg. 1 hour 47 minutes

from £80 / night

20

Radicondoli holiday apartment rental

Province of Siena / Radicondoli

4 9 2 nights min

  • 4 bedrooms
  • Sleeps 9
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £124 / night

£868 - £992 / week

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from £124 / night

(5) Very Good 

29

Castellina In Chianti holiday villa rental

Province of Siena / Castellina In Chianti

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £353 / night

£1,150 - £3,643 / week

Book View

Responds fast!
avg. 3 hours 57 minutes

from £353 / night

35

Holiday home in Radicondoli

Province of Siena / Radicondoli

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 70 km
  • Child friendly
  • Ask about pets

from £142 / night

£620 / week

Book View

from £142 / night

(2) Very Good 

20

Pienza holiday home rental

Province of Siena / Pienza

2 4 2 nights min

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

from £89 / night

£531 - £903 / week

Book View

from £89 / night

11

Holiday apartment with swimming pool in Sinalunga

Province of Siena / Sinalunga

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £89 / night

£602 / week

Book View

from £89 / night

12

Asciano holiday farmhouse rental

Province of Siena / Asciano

1 3 7 nights min

  • 1 bedroom
  • Sleeps 3
  • 7 nights min

from £62 / night

£434 / week

Book View

from £62 / night

11

Holiday apartment rental

Province of Siena / San Quirico d'Orcia

2 2 2 nights min

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

from £107 / night

£744 / week

Book View

from £107 / night

16

Holiday farmhouse in Asciano

Province of Siena / Asciano

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min

from £98 / night

£682 / week

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from £98 / night

(2) Very Good 

29

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £146 / night

£974 - £1,947 / week

Book View

from £146 / night

(12) 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

£682 - £992 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £62 / night

(1) Excellent 

22

Apartment rental in Castiglione D'Orcia with shared pool

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 £160 / night

£1,115 / week

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from £160 / night

11

Crete Senesi holiday townhouse rental

Asciano / Crete Senesi

2 4 7 nights min

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

from £105 / night

£823 / week

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from £105 / night

25

Holiday tower with swimming pool in Radda in Chianti

Province of Siena / Radda in Chianti

2 4 3 nights min

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

from £124 / night

£841 / week

Book View

from £124 / night

(1) Excellent 

35

Holiday apartment in Radicondoli

Province of Siena / Radicondoli

2 4 4 nights min

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

from £90 / night

£625 / week

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from £90 / night

14

Holiday apartment with shared pool in Pievescola

Province of Siena / Pievescola

1 3 2 nights min

  • 1 bedroom
  • Sleeps 3
  • 2 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children age 5+

from £62 / night

£399 / week

Book View

from £62 / night

20

Farmhouse rental in Pienza with shared pool

Province of Siena / Pienza

2 5 4 nights min

  • 2 bedrooms
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £69 / night

£478 - £837 / week

Enquire View

from £69 / night

18

Holiday home accommodation

Province of Siena / Colle di Val d'Elsa

3 4 2 nights min

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

from £51 / night

£353 / week

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Responds fast!
avg. 2 hours 10 minutes

from £51 / night

24

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

4 11 2 nights min

  • 4 bedrooms
  • Sleeps 11
  • 2 nights min
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £346 / night

£2,213 - £2,770 / week

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from £346 / night