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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Villas and Apartments in Poggibonsi

Holiday Rentals in Poggibonsi - Holiday Lettings - Villas

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  • Apartment (4)
  • Villa (11)
  • Cottage (4)
  • House (2)
  • Barn (2)
  • Farmhouse (2)
  • B&B (2)
  • Guest house (1)

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28 Holiday homes

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Fireplace
Mountain Views

Great rentals within 20 miles that match your search

Monteriggioni holiday villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
5 reviews

from £157 / night

£1,098 - £2,608 / week

1 / 108

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,353 / night

£8,116 - £13,365 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday cottage rental

Colle di Val d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £83 / night

£577 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo Alto

Certaldo Alto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £95 / night

£666 / week

1 / 33

Great rentals within 20 miles that match your search

Villa rental in Castellina In Chianti with shared pool

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14
2 reviews

from £487 / night

£2,912 - £5,146 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday guest house in Panzano in Chianti

Panzano in Chianti guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £59 / night

£412 / week

1 / 6

Great rentals within 20 miles that match your search

Apartment rental in San Gimignano with shared pool

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £123 / night

£736 - £932 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday home with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
6 reviews

from £113 / night

£770 - £1,365 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
36 reviews

from £236 / night

£1,412 - £1,706 / week

1 / 30

Great rentals within 20 miles that match your search

San Gimignano holiday b&b accommodation

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £79 / night

£363 / week

1 / 43

Great rentals within 20 miles that match your search

B&b rental in San Gimignano

San Gimignano b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £79 / night

£363 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
3 reviews

from £296 / night

£1,861 / week

1 / 19

Great rentals within 20 miles that match your search

Apartment rental in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

from £117 / night

£818 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday home in Monteriggioni

Monteriggioni house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £115 / night

£828 - £1,450 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14
26 reviews

from £486 / night

£2,912 - £5,744 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £147 / night

£897 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £130 / night

£934 - £2,567 / week

1 / 38

Great rentals within 20 miles that match your search

Villa accommodation in San Gimignano with swimming pool

San Gimignano villa

  • 7 bedrooms
  • 3 bathrooms
  • sleeps 10
4 reviews

from £441 / night

£3,039 - £4,117 / week

1 / 35

Great rentals within 20 miles that match your search

Greve in Chianti holiday villa rental

Greve in Chianti villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 17
40 reviews

from £406 / night

£2,843 - £5,882 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
46 reviews

from £147 / night

£897 - £1,206 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Gimignano

San Gimignano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
30 reviews

from £113 / night

£789 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa in San Donato in Poggio

San Donato in Poggio villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

from £490 / night

£3,137 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday barn in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa barn

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
12 reviews

from £138 / night

£961 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 9 bathrooms
  • sleeps 20
2 reviews

from £1,269 / night

£8,881 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Montespertoli farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 8
5 reviews

from £981 / night

£6,862 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool, golf nearby in Casole d'Elsa

Casole d'Elsa cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
18 reviews

from £183 / night

£1,275 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £108 / night

£755 - £1,338 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £560 / night

£3,588 - £5,901 / week

1 / 81

Great rentals within 20 miles that match your search

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Holiday apartment in San Donato in Poggio

San Donato in Poggio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £307 / night

£2,145 - £4,296 / week

1 / 100

Great rentals within 20 miles that match your search

Holiday apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

from £245 / night

£1,275 - £1,892 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa rental

Tavarnelle Val di Pesa villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £86 / night

£616 - £1,266 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

from £73 / night

£524 - £990 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Fireplace

from £86 / night

£616 - £1,266 / week

1 / 30

Great rentals within 20 miles that match your search

San Gimignano holiday apartment rental

San Gimignano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

14 reviews

from £103 / night

£687 - £892 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa in Altopascio

Altopascio villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £113 / night

£630 / week

1 / 15

Great rentals within 20 miles that match your search

Apartment rental in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Fireplace

from £84 / night

£549 / week

1 / 37

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £211 / night

£1,265 - £2,088 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

5 reviews

from £98 / night

£589 / week

1 / 10

Great rentals within 20 miles that match your search

Apartment rental in Certaldo with shared pool

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £140 / night

£981 / week

1 / 5

Great rentals within 20 miles that match your search

Villa rental in Lucardo

Lucardo villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

from £49 / night

£324 / week

1 / 8

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