Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Rentals in Casole d'Elsa - Holiday Lettings - Villas

All filters (4)

Filters (4)

Clear filters

18 Holiday homes

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,232 / night

£5,911 - £9,772 / week

1 / 233

Great rentals within 20 miles that match your search

Farmhouse rental in Volterra with swimming pool

Volterra farmhouse

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 28

from £641 / night

£3,400 - £6,730 / week

1 / 41

Great rentals within 20 miles that match your search

Villa rental in Monticiano with swimming pool

Monticiano villa

  • 14 bedrooms
  • 14 bathrooms
  • sleeps 28

from £2,876 / night

£20,133 - £26,835 / week

1 / 75

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £92 / night

£640 - £1,870 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £404 / night

£2,650 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 10

from £616 / night

£4,310 / week

1 / 53

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Ulignano

Ulignano villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 22

from £1,478 / night

£7,883 / week

1 / 59

Great rentals within 20 miles that match your search

Villa rental in Volterra with indoor pool

Volterra villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 22

from £2,463 / night

£17,239 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from £2,064 / night

£13,133 / week

1 / 10

Great rentals within 20 miles that match your search

Monteriggioni holiday hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

from £276 / night

£1,675 / week

1 / 19

Great rentals within 20 miles that match your search

Sovicille holiday villa rental

Sovicille villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

from £788 / night

£4,927 / week

1 / 47

Great rentals within 20 miles that match your search

Villa rental in Siena with swimming pool

Siena villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 15

from £1,232 / night

£5,911 - £9,289 / week

1 / 141

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Radicondoli

Radicondoli house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £141 / night

£986 / week

1 / 39

Great rentals within 20 miles that match your search

Siena holiday villa rental

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from £687 / night

£4,808 / week

1 / 120

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Siena

Siena villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £153 / night

£1,069 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £907 / night

£6,344 / week

1 / 48

Great rentals within 20 miles that match your search

Villa rental in Siena with swimming pool

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from £887 / night

£6,206 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 16

from £1,232 / night

£5,911 - £9,772 / week

1 / 187

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Monteriggioni holiday villa rental

Monteriggioni villa

  • 3 bedrooms
  • 8 bathrooms
  • sleeps 6

2 filters do not match: Jacuzzi or hot tub, Garden

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Holiday villa rental

San Gimignano villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

2 filters do not match: Jacuzzi or hot tub, Garden

from £591 / night

£2,064 - £4,138 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Radicondoli

Radicondoli villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

2 filters do not match: Jacuzzi or hot tub, Garden

from £239 / night

£1,517 - £2,207 / week

1 / 42

Great rentals within 20 miles that match your search

Townhouse rental in Siena

Siena townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Garden, Private pool

from £119 / night

£828 / week

1 / 39

Great rentals within 20 miles that match your search

Villa rental in Gambassi Terme with swimming pool

Gambassi Terme villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

2 filters do not match: Jacuzzi or hot tub, Garden

from £335 / night

£2,552 - £3,104 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Serre di Rapolano

Serre di Rapolano apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 15

2 filters do not match: Garden, Private pool

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Pievescola holiday home rental

Pievescola house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Jacuzzi or hot tub, Garden

from £133 / night

£932 / week

1 / 25

Great rentals within 20 miles that match your search

Home rental in Gracciano with swimming pool

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Jacuzzi or hot tub, Garden

from £133 / night

£739 / week

1 / 35

Great rentals within 20 miles that match your search

Gracciano holiday home rental

Gracciano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Jacuzzi or hot tub, Garden

from £89 / night

£444 / week

1 / 26

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

2 filters do not match: Jacuzzi or hot tub, Garden

from £236 / night

£3,572 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 filters do not match: Jacuzzi or hot tub, Garden

from £563 / night

£3,942 / week

1 / 10

Great rentals within 20 miles that match your search

Monterotondo Marittimo holiday farmhouse rental

Monterotondo Marittimo farmhouse

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

2 filters do not match: Jacuzzi or hot tub, Garden

from £352 / night

£2,464 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Jacuzzi or hot tub, Garden

from £133 / night

£932 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Montecastelli Pisano

Montecastelli Pisano farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

2 filters do not match: Jacuzzi or hot tub, Garden

from £237 / night

£1,478 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday home in Castellina In Chianti

Castellina In Chianti house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

2 filters do not match: Jacuzzi or hot tub, Garden

from £396 / night

£6,024 / week

1 / 58

Great rentals within 20 miles that match your search

Holiday home with swimming pool in Radda in Chianti

Radda in Chianti house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

2 filters do not match: Jacuzzi or hot tub, Garden

from £412 / night

£7,096 / week

1 / 54

Great rentals within 20 miles that match your search

Holiday villa accommodation

Volterra villa

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 20

2 filters do not match: Jacuzzi or hot tub, Garden

from £1,070 / night

£5,992 - £7,585 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Volterra

Volterra house

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 17

2 filters do not match: Jacuzzi or hot tub, Garden

from £591 / night

£4,827 / week

1 / 43

Great rentals within 20 miles that match your search

Castellina In Chianti holiday villa rental

Castellina In Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

2 filters do not match: Jacuzzi or hot tub, Garden

from £323 / night

£4,979 / week

1 / 100

Great rentals within 20 miles that match your search

Villa rental in Castellina In Chianti with swimming pool

Castellina In Chianti villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 filters do not match: Jacuzzi or hot tub, Garden

from £396 / night

£6,027 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday villa rental

Radda in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Jacuzzi or hot tub, Garden

from £374 / night

£3,710 / week

1 / 26

Great rentals within 20 miles that match your search

Volterra holiday villa rental

Volterra villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

2 filters do not match: Jacuzzi or hot tub, Garden

from £381 / night

£5,418 / week

1 / 53

×

Also consider