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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5,849 Holiday homes

(1) Excellent 

49

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 £52 / night

£302 - £423 / week

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from £52 / night

20

Monteriggioni holiday apartment rental

Province of Siena / Monteriggioni

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Air conditioning

from £37 / night

£259 / week

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from £37 / night

26

Home rental in San Giovanni d'Asso with shared pool

Montalcino / San Giovanni d'Asso

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly

from £104 / night

£725 / week

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from £104 / 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

£302 / week

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from £44 / night

(3) Excellent 

24

Holiday apartment in Staggia Senese

Poggibonsi / Staggia Senese

1 5 2 nights min

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

from £31 / night

£175 - £296 / week

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from £31 / night

(3) Very Good 

20

Holiday apartment in Monticiano

Province of Siena / Monticiano

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Nearest beach 65 km
  • Child friendly
  • Air conditioning

from £61 / night

£388 - £509 / week

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Responds fast!
avg. 3 hours 28 minutes

from £61 / night

(3) Excellent 

15

Holiday farmhouse in San Giovanni d'Asso

Montalcino / San Giovanni d'Asso

2 4 Min stay varies

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

from £122 / night

£566 / week

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from £122 / night

(1) Excellent 

19

Casole d'Elsa holiday farmhouse let

Province of Siena / Casole d'Elsa

2 5 1 night min

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

from £69 / night

£431 / week

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from £69 / night

46

Holiday apartment in Castellina In Chianti

Province of Siena / Castellina In Chianti

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 85 km
  • Child friendly
  • Private garden

from £61 / night

£423 / week

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from £61 / night

(2) Excellent 

26

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min

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

from £105 / night

£609 / week

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from £105 / night

25

San Quirico d'Orcia holiday apartment rental

Province of Siena / San Quirico d'Orcia

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Swimming pool
  • Air conditioning

from £89 / night

£622 / week

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from £89 / night

15

Holiday apartment in Vagliagli

Castelnuovo Berardenga / Vagliagli

2 3 1 night min

  • 2 bedrooms
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Ask about pets
  • Private garden

from £52 / night

£345 / week

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from £52 / night

(1) Excellent 

12

Apartment rental in San Gimignano with swimming pool

Province of Siena / San Gimignano

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Nearest beach 109 km
  • Swimming pool
  • Child friendly

from £95 / night

£647 / week

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from £95 / night

(1) Excellent 

56

Holiday apartment rental

Province of Siena / Siena

2 4 2 nights min

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

from £69 / night

£483 / week

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from £69 / night

29

Apartment letting in Siena

Province of Siena / Siena

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £91 / night

£453 / week

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from £91 / night

(2) Very Good 

12

Holiday farmhouse letting

Province of Siena / San Gimignano

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £78 / night

£518 / week

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from £78 / night

(1) Excellent 

37

Home rental in Monteroni d'Arbia with swimming pool

Province of Siena / Monteroni d'Arbia

12 22 7 nights min

  • 12 bedrooms
  • Sleeps 22
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Private garden

from £333 / night

£2,328 - £4,138 / week

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from £333 / night

(1) Excellent 

21

San Gimignano holiday apartment rental

Province of Siena / San Gimignano

2 4 Min stay varies

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

from £95 / night

£664 / week

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Responds fast!
avg. 2 hours 21 minutes

from £95 / night

26

Holiday apartment in San Gimignano

Province of Siena / San Gimignano

2 4 2 nights min

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

from £87 / night

£475 / week

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from £87 / night

(1) Excellent 

11

Ski apartment to rent in Pienza

Province of Siena / Pienza

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Ski
  • Child friendly
  • Pet friendly

from £78 / night

£302 / week

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from £78 / night

(3) Excellent 

29

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 £56 / night

£393 - £544 / week

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Responds fast!
avg. 3 hours 8 minutes

from £56 / night

6

Gaiole in Chianti holiday farmhouse rental

Province of Siena / Gaiole in Chianti

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Nearest beach 127 km
  • Child friendly
  • Pet friendly

from £74 / night

£492 - £526 / week

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from £74 / night

11

Radicofani holiday apartment rental

Province of Siena / Radicofani

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £74 / night

£513 / week

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from £74 / night

(1) Excellent 

6

Holiday b&b accommodation

Province of Siena / Montalcino

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly

from £52 / night

£362 / week

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Responds fast!
avg. 1 hour 45 minutes

from £52 / night

5

Holiday home in Montisi

Province of Siena / Montisi

2 4 2 nights min

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

from £65 / night

£431 - £552 / week

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from £65 / 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 £61 / night

£388 / week

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from £61 / night

20

Holiday apartment in Casciano di Murlo

Murlo / Casciano di Murlo

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Nearest beach 40 km
  • Suitable for children age 5+
  • Ask about pets

from £199 / night

£1,388 / week

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from £199 / night

(1) Excellent 

13

Holiday apartment rental

Province of Siena / Asciano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £95 / night

£647 - £731 / week

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Responds fast!
avg. 13 minutes

from £95 / night

(2) Excellent 

25

Holiday townhouse rental

Murlo / Casciano di Murlo

5 11 3 nights min

  • 5 bedrooms
  • Sleeps 11
  • 3 nights min
  • Nearest beach 70 km
  • Child friendly
  • Private garden

from £76 / night

£535 - £699 / week

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Responds fast!
avg. 2 hours 17 minutes

from £76 / night

(8) Excellent 

17

Apartment rental in Siena

Province of Siena / Siena

1 4 Min stay varies

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

from £62 / night

£518 - £819 / week

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Responds fast!
avg. 3 hours 43 minutes

from £62 / 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 £87 / night

£785 - £966 / week

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Responds fast!
avg. 2 hours 5 minutes

from £87 / night

5

Apartment accommodation in Chianciano Terme

Province of Siena / Chianciano Terme

2 4 3 nights min

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

from £52 / night

£259 / week

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from £52 / night

47

Home rental in San Gimignano

Province of Siena / San Gimignano

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Nearest beach 50 km
  • Child friendly
  • Private garden

from £60 / night

£337 / week

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from £60 / night

12

Casole d'Elsa holiday apartment rental

Province of Siena / Casole d'Elsa

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £121 / night

£776 / week

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from £121 / night

13

Casole d'Elsa holiday townhouse rental

Province of Siena / Casole d'Elsa

2 4 3 nights min

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

from £78 / night

£690 / week

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from £78 / night

11

Holiday apartment rental

Province of Siena / San Quirico d'Orcia

2 2 Min stay varies

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

from £75 / night

£519 / week

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from £75 / night

11

Holiday villa in Montefollonico

Torrita di Siena / Montefollonico

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Swimming pool
  • Child friendly
  • Pet friendly

from £52 / night

£362 / week

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from £52 / night

16

Casole d'Elsa holiday apartment rental

Province of Siena / Casole d'Elsa

2 6 2 nights min

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

from £100 / night

£535 / week

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from £100 / night

12

Apartment rental in Radicofani with shared pool

Province of Siena / Radicofani

3 5 1 night min

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

from £156 / night

£1,087 / week

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from £156 / night

(12) Excellent 

71

Holiday villa with swimming pool, tennis court in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“Perfect holiday location” Our family group of 8 adults spent 5 nights at Villa LisiDor - a perfect location for both relaxing & a great base for exploring the local region. The roads in Chianti can be narrow & windy but worth the drive to villages lik
…see more

from £453 / night

£2,305 - £4,879 / week

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from £453 / night