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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Florence
> Barberino Tavarnelle
> Barberino Val d'Elsa
> San Silvestro
> Walking Holidays

Hiking & Walking Holiday Accommodation in San Silvestro - Holiday Lettings

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£1 £750 -

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  • Apartment (16)
  • Villa (9)
  • Cottage (3)
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  • Penthouse (1)
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  • Farmhouse (6)
  • Condo (1)
  • Private room (1)
  • Hotel apartment (1)

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45 properties suitable for rambling, hiking & walking

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Walking holidays

Great rentals within 20 miles that match your search

Holiday condo in Marcialla

Marcialla condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday farmhouse let

Barberino Val d'Elsa farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £77 / night

£493 / week

1 / 19

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 £1,359 / night

£8,154 - £13,427 / week

1 / 29

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 £489 / night

£2,925 - £5,170 / week

1 / 24

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £212 / night

£1,271 - £1,443 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
44 reviews

from £79 / night

£552 / week

1 / 35

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £69 / night

£453 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 15

Great rentals within 20 miles that match your search

Home rental in Tavarnelle Val di Pesa with shared pool

Tavarnelle Val di Pesa house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6
4 reviews

from £148 / night

£887 / week

1 / 17

Great rentals within 20 miles that match your search

Private room rental in Barberino Tavarnellle

Barberino Tavarnellle private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£517 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday farmhouse letting

Barberino Val d'Elsa farmhouse

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from £906 / night

£6,342 / week

1 / 25

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday farmhouse rental

Barberino Val d'Elsa farmhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday barn in Barberino Val d'Elsa

Barberino Val d'Elsa barn

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 23

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

from £212 / night

£1,271 - £2,098 / week

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 11

Pricing unknown

1 / 22

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 £488 / night

£2,925 - £5,771 / week

1 / 38

Great rentals within 20 miles that match your search

Farmhouse rental in Barberino Val d'Elsa with shared pool

Barberino Val d'Elsa farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Pricing unknown

1 / 16

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday farmhouse in Barberino Val d'Elsa

Barberino Val d'Elsa farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • sleeps 6
1 review

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Holiday home in Poggibonsi

Poggibonsi house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £389 / night

£2,482 - £4,329 / week

1 / 48

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 £148 / night

£901 / week

1 / 13

Great rentals within 20 miles that match your search

Poggibonsi holiday villa rental

Poggibonsi villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,070 / night

£7,486 / week

1 / 59

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

from £444 / night

£2,509 - £5,515 / week

1 / 46

Great rentals within 20 miles that match your search

San Donato in Poggio holiday villa rental

San Donato in Poggio villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10
3 reviews

from £830 / night

£5,810 / week

1 / 33

Great rentals within 20 miles that match your search

Apartment rental in Tavarnelle Val di Pesa with shared pool

Tavarnelle Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £94 / night

£621 / week

1 / 22

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £99 / night

£591 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £84 / night

£434 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£621 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £109 / night

£709 / week

1 / 16

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 £148 / night

£901 - £1,212 / week

1 / 31

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday home rental

Barberino Val d'Elsa house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
3 reviews

from £169 / night

£1,868 - £2,261 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£394 / week

1 / 25

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

£965 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Barberino Tavarnelle

Barberino Tavarnelle villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £154 / night

£993 - £1,593 / week

1 / 43

Great rentals within 20 miles that match your search

San Donato in Poggio holiday hotel apartment rental

San Donato in Poggio hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £84 / night

£434 / week

1 / 24

Great rentals within 20 miles that match your search

Barberino Val d'Elsa holiday home accommodation

Barberino Val d'Elsa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £148 / night

£960 / week

1 / 13

Great rentals within 20 miles that match your search

San Donato in Poggio holiday penthouse rental

San Donato in Poggio penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
8 reviews

from £84 / night

£434 / week

1 / 24

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