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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3,642 Holiday homes

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

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Responds fast!
avg. 2 hours 52 minutes

from £158 / night

(9) Excellent 

16

Holiday farmhouse in San Gimignano

Province of Siena / San Gimignano

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £65 / night

£439 - £799 / week

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Responds fast!
avg. 3 hours 55 minutes

from £65 / night

(11) Very Good 

45

Holiday farmhouse in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

2 4 2 nights min

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

from £70 / night

£490 / week

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from £70 / night

101

Apartment accommodation in Tognazza with shared pool, tennis court

Province of Siena / Tognazza

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £168 / night

£1171 - £1605 / week

Enquire View

from £168 / night

(8) Very Good 

22

Condo rental in Siena

Province of Siena / Siena

1 2 Min stay varies

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

from £84 / night

£509 / week

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from £84 / night

(6) Excellent 

39

Farmhouse rental in Radda in Chianti

Province of Siena / Radda in Chianti

2 3 5 nights min

  • 2 bedrooms
  • Sleeps 3
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Child friendly

from £67 / night

£399 - £487 / week

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Responds fast!
avg. 2 hours 29 minutes

from £67 / night

9

Holiday townhouse in Chiusdino

Province of Siena / Chiusdino

2 3 Min stay varies

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

from £62 / night

£177 - £447 / week

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from £62 / night

22

Holiday apartment with swimming pool in Crete Senesi

Asciano / Crete Senesi

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £107 / night

£744 / week

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from £107 / night

17

Siena holiday apartment accommodation

Province of Siena / Siena

1 2 4 nights min

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

from £44 / night

£308 / week

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from £44 / night

25

Holiday villa with swimming pool in Sinalunga

Province of Siena / Sinalunga

8 16 7 nights min

  • 8 bedrooms
  • Sleeps 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £251 / night

£1755 - £3422 / week

Book View

from £251 / night

(1) Excellent 

54

Cetona holiday farmhouse rental

Province of Siena / Cetona

8 12 Min stay varies

  • 8 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 29 km
  • Swimming pool

from £308 / night

£2106 - £4685 / week

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from £308 / night

(15) Excellent 

23

Castelnuovo Berardenga holiday apartment rental

Province of Siena / Castelnuovo Berardenga

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“We enjoyed our holidays in this beautiful agriturismo” We have spent two weeks in Fernando Mattii's agriturismo. The site is very clean and very well maintained. Fernando Mattii was always helpful when we needed anything and he even brought us some wo
…see more

from £132 / night

£922 / week

Book View

Responds fast!
avg. 3 hours 29 minutes

from £132 / night

(6) Very Good 

Certificate of Excellence

43

Montefienali holiday home accommodation

Gaiole in Chianti / Montefienali

3 6 Min stay varies

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

Certificate of Excellence

from £48 / night

£274 - £615 / week

Book View

Responds fast!
avg. 1 hour 43 minutes

from £48 / night

(2) Very Good 

20

Holiday apartment rental

Province of Siena / San Gimignano

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £203 / night

£1065 - £1324 / week

Book View

from £203 / night

(9) Excellent 

31

Townhouse rental in Siena with shared pool

Province of Siena / Siena

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Swimming pool
  • Ask owner if suitable for children
  • Pet friendly

from £106 / night

£737 / week

Book View

from £106 / 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 £44 / night

£308 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £44 / night

(8) Excellent 

Certificate of Excellence

33

Apartment rental in Montepulciano with shared pool

Province of Siena / Montepulciano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Excellent with children or groups” We had very enjoyable stay in a peaceful location with stunning views around. Olimpia was very helpful and everything worked as foreseen. We were trying to find a place with a scent of a history and what would suit b
…see more

Certificate of Excellence

from £62 / night

£430 / week

Book View

Responds fast!
avg. 2 hours 15 minutes

from £62 / night

25

Pienza holiday lodge rental

Province of Siena / Pienza

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Air conditioning

from £66 / night

£461 - £829 / week

Book View

Responds fast!
avg. 2 hours 59 minutes

from £66 / night

26

Holiday guest house with shared pool in San Gimignano

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Pet friendly

from £81 / night

£516 - £645 / week

Book View

from £81 / night

(8) Excellent 

24

Farmhouse rental in Caprera

Siena / Caprera

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Air conditioning

from £169 / night

£1107 / week

Book View

from £169 / night

15

Holiday farmhouse with swimming pool in Cetona

Province of Siena / Cetona

8 20 7 nights min

  • 8 bedrooms
  • Sleeps 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £303 / night

£2115 - £2983 / week

Enquire View

from £303 / night

16

Sant'Albino holiday home rental

Montepulciano / Sant'Albino

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
  • Private garden

from £71 / night

£439 - £623 / week

Book View

Responds fast!
avg. 1 hour 47 minutes

from £71 / night

(4) Excellent 

28

Holiday farmhouse with shared pool in San Gimignano

Province of Siena / San Gimignano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £79 / night

£536 - £606 / week

Book View

from £79 / night

(3) Excellent 

31

Holiday farmhouse with swimming pool in Monteriggioni

Province of Siena / Monteriggioni

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Beautiful apartment in glorious country setting in easy reach of Florence, Sienna and other picturesque Tuscan towns” Our host, Grazia, was spot on, really lovely. We were able to communicate in a hilarious mixture of English and Italian. She was fri
…see more

from £66 / night

£461 / week

Book View

Responds fast!
avg. 1 hour 41 minutes

from £66 / night

35

Radicofani holiday farmhouse rental

Province of Siena / Radicofani

6 17 7 nights min

  • 6 bedrooms
  • Sleeps 17
  • 7 nights min
  • Child friendly
  • Ask about pets

from £279 / night

£1947 - £2939 / week

Book View

from £279 / night

4

Chiusi holiday b&b rental

Province of Siena / Chiusi

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

Pricing unknown

Book View

Pricing unknown

18

Pienza holiday villa rental

Province of Siena / Pienza

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £527 / night

£2808 - £4036 / week

Book View

from £527 / night

20

Holiday manor house rental

Province of Siena / Chiusi

8 21 7 nights min

  • 8 bedrooms
  • Sleeps 21
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 7 km
  • Swimming pool

from £313 / night

£2185 - £3272 / week

Enquire View

from £313 / night

24

Holiday farmhouse with swimming pool in Pienza

Province of Siena / Pienza

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £360 / night

£2513 - £3440 / week

Enquire View

from £360 / night

7

Apartment rental in Casole d'Elsa with shared pool

Province of Siena / Casole d'Elsa

1 4 Min stay varies

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

from £77 / night

£465 - £851 / week

Book View

Responds fast!
avg. 2 hours 20 minutes

from £77 / 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

(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

(4) Excellent 

53

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 £54 / night

£310 - £434 / week

Book View

Responds fast!
avg. 3 hours 17 minutes

from £54 / night

(21) Excellent 

20

Holiday farmhouse with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Fabulous Tuscan villa experience!” Casa Bassa is a beautiful old Tuscan farmhouse and was the perfect central point for our stay in Tuscany. We were a party of 7, ranging in age from 16 to 63, and found the villa gave us ample space to gather togethe
…see more

from £250 / night

£2000 - £2750 / week

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from £250 / night

28

Holiday cottage in Castel San Gimignano

San Gimignano / Castel San Gimignano

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £62 / night

£395 - £658 / week

Book View

from £62 / night

15

Holiday apartment in Larniano

San Gimignano / Larniano

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning

from £78 / night

£544 / week

Book View

Responds fast!
avg. 2 hours 7 minutes

from £78 / night

14

Holiday villa letting

Province of Siena / Montisi

6 14 4 nights min

  • 6 bedrooms
  • Sleeps 14
  • 4 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £483 / night

£1755 / week

Book View

from £483 / night

(5) Excellent 

31

Murlo holiday apartment rental

Province of Siena / Murlo

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £71 / night

£425 - £504 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £71 / night

37

Sinalunga holiday villa rental

Province of Siena / Sinalunga

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Pet friendly
  • Private garden

from £229 / night

£1579 - £2062 / week

Book View

from £229 / night

18

Siena holiday villa rental

Province of Siena / Siena

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £873 / night

£3540 - £6107 / week

Book View

from £873 / night