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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3,621 Holiday homes

8

Casole d'Elsa holiday townhouse rental

Province of Siena / Casole d'Elsa

1 2 Min stay varies

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

from £54 / night

£372 - £487 / week

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from £54 / night

11

Crete Senesi holiday townhouse rental

Asciano / Crete Senesi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £105 / night

£638 - £824 / week

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from £105 / night

(1) Very Good 

17

Townhouse rental in Sovicille

Province of Siena / Sovicille

2 4 2 nights min

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

from £54 / night

£337 / week

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Responds fast!
avg. 2 hours 52 minutes

from £54 / 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 £55 / night

£381 - £673 / week

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Responds fast!
avg. 3 hours 14 minutes

from £55 / night

(1) Very Good 

8

Holiday villa with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

4 7 4 nights min

  • 4 bedrooms
  • Sleeps 7
  • 4 nights min
  • Swimming pool
  • Child friendly
“relaxed” relaxed place, good food, good wine, in the middle of the chianti area and close to Siena, Firenze ..... something better?
…see more

from £184 / night

£1284 - £2390 / week

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from £184 / night

(1) Very Good 

57

Farmhouse rental in Castel San Gimignano with shared pool, golf nearby

San Gimignano / Castel San Gimignano

3 7 3 nights min

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

from £177 / night

£1151 - £1947 / week

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from £177 / night

20

Ponte a Bozzone holiday farmhouse rental

Castelnuovo Berardenga / Ponte a Bozzone

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £268 / night

£1566 - £2611 / week

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from £268 / night

14

Holiday farmhouse rental

Province of Siena / Castellina In Chianti

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

Pricing unknown

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Pricing unknown

15

Holiday apartment rental

Province of Siena / Poggibonsi

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £54 / night

£620 / week

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from £54 / night

(1) Average 

10

Gaiole in Chianti holiday apartment rental

Province of Siena / Gaiole in Chianti

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £89 / night

£399 / week

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from £89 / night

16

Holiday castle with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Private garden

from £130 / night

£1529 / week

Enquire View

from £130 / night

(1) Excellent 

24

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £77 / night

£487 - £930 / week

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from £77 / night

20

Holiday farmhouse with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

from £57 / night

£399 - £664 / week

Enquire View

from £57 / night

29

Holiday villa with shared pool in Montepulciano

Province of Siena / Montepulciano

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £213 / night

£1487 / week

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Responds fast!
avg. 2 hours 15 minutes

from £213 / night

16

Montalcino holiday villa rental

Province of Siena / Montalcino

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £281 / night

£1966 - £3297 / week

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from £281 / night

11

Holiday apartment with shared pool in Ville di Corsano

Province of Siena / Ville di Corsano

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

Pricing unknown

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Pricing unknown

24

Holiday home in Montalcino

Province of Siena / Montalcino

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Child friendly
  • Pet friendly

from £89 / night

£620 / week

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from £89 / night

22

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £230 / night

£1700 - £2231 / week

Enquire View

from £230 / night

9

Apartment rental in Siena

Province of Siena / Siena

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
  • Air conditioning

from £67 / night

£421 - £545 / week

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Responds fast!
avg. 3 hours 14 minutes

from £67 / night

19

Farmhouse rental in Monteroni d'Arbia with shared pool

Province of Siena / Monteroni d'Arbia

1 4 Min stay varies

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

from £116 / night

£664 - £885 / week

Enquire View

from £116 / night

(1)  

12

Radicondoli holiday farmhouse rental

Province of Siena / Radicondoli

2 4 Min stay varies

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

Pricing unknown

Book View

Pricing unknown

(1) Very Good 

30

Holiday home in Siena

Province of Siena / Siena

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 100 km
  • Child friendly
  • Private garden

from £58 / night

£399 - £461 / week

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from £58 / night

16

Holiday villa in Castellina In Chianti

Province of Siena / Castellina In Chianti

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £177 / night

£1107 - £1328 / week

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Responds fast!
avg. 2 hours 32 minutes

from £177 / night

26

Holiday guest house in Radicondoli

Province of Siena / Radicondoli

1 10 4 nights min

  • 1 bedroom
  • Sleeps 10
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Child friendly

from £354 / night

£2390 / week

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from £354 / night

(1) Excellent 

30

Apartment accommodation in Poggibonsi with swimming pool

Province of Siena / Poggibonsi

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 75 km
  • Swimming pool
  • Child friendly

from £116 / night

£806 - £1416 / week

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Responds fast!
avg. 49 minutes

from £116 / night

13

Montepulciano holiday apartment rental

Province of Siena / Montepulciano

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Suitable for children age 5+

Pricing unknown

Book View

Pricing unknown

20

Holiday villa with swimming pool in Montalcino

Province of Siena / Montalcino

3 6 3 nights min

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

from £345 / night

£2174 - £3649 / week

Enquire View

from £345 / night

(1) Excellent 

21

Ski apartment to rent in Pienza

Province of Siena / Pienza

2 4 1 night min

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

from £124 / night

£576 / week

Book View

from £124 / night

(8) Very Good 

21

Holiday guest house with shared pool in Chiusi

Province of Siena / Chiusi

15 30 Min stay varies

  • 15 bedrooms
  • Sleeps 30
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

(1) Very Good 

9

Holiday apartment rental

San Gimignano / Larniano

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Child friendly

from £83 / night

£576 / week

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from £83 / night

(1) Excellent 

18

Rapolano Terme holiday apartment rental

Province of Siena / Rapolano Terme

3 6 Min stay varies

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

from £168 / night

£1171 - £1301 / week

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from £168 / night

25

Apartment rental in Siena with shared pool

Province of Siena / Siena

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £213 / night

£1239 - £2036 / week

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from £213 / night

(1) Excellent 

30

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

2 6 Min stay varies

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

from £74 / night

£516 / week

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Responds fast!
avg. 36 minutes

from £74 / night

17

Chianciano Terme holiday villa rental

Province of Siena / Chianciano Terme

5 10 2 nights min

  • 5 bedrooms
  • Sleeps 10
  • 2 nights min
  • Child friendly
  • Ask about pets

from £836 / night

£3343 - £8914 / week

Enquire View

from £836 / night

18

Apartment rental in Casole d'Elsa with shared pool

Casole d'Elsa / Monteguidi

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 72 km
  • Swimming pool
  • Child friendly

from £94 / night

£655 - £1089 / week

Enquire View

from £94 / night

24

Holiday farmhouse with shared pool in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

Pricing unknown

Book View

Pricing unknown

4

Sovicille holiday apartment rental

Province of Siena / Sovicille

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+

Pricing unknown

Book View

Pricing unknown

23

Holiday farmhouse with shared pool in Larniano

San Gimignano / Larniano

3 6 Min stay varies

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

from £223 / night

£1300 - £2071 / week

Enquire View

from £223 / night

6

Chianciano Terme holiday penthouse rental

Province of Siena / Chianciano Terme

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

Pricing unknown

Book View

Pricing unknown

6

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa / Monteguidi

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Ask about pets

from £98 / night

£580 - £1132 / week

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from £98 / night

1