Updating

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

Updating

Vacation homes - vacation rentals

All filters (1)

Filters (1)

Clear filters

447 Vacation rentals

Applied filters (1)

Vacation villa with swimming pool in Valiano

Valiano villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $156 / night

$1,087 / week

1 / 18

Vacation cottage in Radicofani

Radicofani cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 3

from $112 / night

$681 / week

1 / 23

Vacation villa rental

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from $272 / night

$1,905 / week

1 / 40

Home rental in Poggibonsi with swimming pool

Poggibonsi house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

from $1,189 / night

$7,262 - $8,790 / week

1 / 36

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from $259 / night

$3,766 / week

1 / 23

Vacation home with swimming pool in Chianciano Terme

Chianciano Terme house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $376 / night

$2,293 - $4,077 / week

1 / 36

Castellina In Chianti Vacation home rental

Castellina In Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $347 / night

$2,114 - $2,497 / week

1 / 36

Castelnuovo Berardenga Vacation villa rental

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Pricing unknown

1 / 8

Vacation home with swimming pool in Lucignano d'Arbia

Lucignano d'Arbia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 11

from $940 / night

$5,744 - $8,704 / week

1 / 36

Vacation villa with swimming pool in Siena

Siena villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 16

from $990 / night

$5,937 - $12,269 / week

1 / 233

Vacation villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 9

from $793 / night

$8,649 / week

1 / 31

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $217 / night

$3,299 / week

1 / 25

Pienza Vacation villa rental

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

from $1,034 / night

$5,673 / week

1 / 29

Vacation villa with swimming pool in Siena

Siena villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from $446 / night

$3,117 / week

1 / 14

Vacation villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $650 / night

$6,978 / week

1 / 60

Home accommodation in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $190 / night

$2,987 / week

1 / 20

Home accommodation in Monteroni d'Arbia with swimming pool

Monteroni d'Arbia house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $148 / night

$2,139 / week

1 / 27

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $519 / night

$6,139 / week

1 / 32

Vacation home rental

San Gimignano house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $282 / night

$1,969 - $4,156 / week

1 / 23

Vacation villa with swimming pool in Montepulciano

Montepulciano villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from $1,361 / night

$8,905 / week

1 / 51

Vacation home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from $742 / night

$3,334 - $5,751 / week

1 / 31

Vacation home with swimming pool in Radda in Chianti

Radda in Chianti house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $584 / night

$8,242 / week

1 / 29

Vacation home with swimming pool in Siena

Siena house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 10

from $851 / night

$7,039 / week

1 / 24

Vacation villa rental

Siena villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 17

from $2,378 / night

$16,642 / week

1 / 37

Ulignano Vacation villa rental

Ulignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $522 / night

$3,649 / week

1 / 20

Vacation home with swimming pool in Buonconvento

Buonconvento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $371 / night

$4,329 / week

1 / 24

Apartment rental in Vescovado di Murlo with swimming pool, golf nearby

Vescovado di Murlo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $112 / night

$742 - $1,089 / week

1 / 18

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $341 / night

$2,381 / week

1 / 20

San Casciano dei Bagni Vacation villa rental

San Casciano dei Bagni villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $2,378 / night

$16,642 / week

1 / 39

Vacation villa rental

Staggia Senese villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $611 / night

$4,272 / week

1 / 62

Home accommodation in Staggia with swimming pool

Staggia house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $818 / night

$4,995 - $9,275 / week

1 / 36

Radda in Chianti Vacation villa rental

Radda in Chianti villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

from $4,848 / night

$33,934 / week

1 / 49

Vacation home with swimming pool in Siena

Siena house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $851 / night

$7,039 / week

1 / 16

Chiusi Vacation villa rental

Chiusi villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from $3,718 / night

$26,020 / week

1 / 30

Vacation home with swimming pool in San Gimignano

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $298 / night

$3,587 / week

1 / 17

Vacation home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $212 / night

$2,476 / week

1 / 42

Vacation villa with swimming pool in San Gimignano

San Gimignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $557 / night

$3,834 - $6,555 / week

1 / 46

Castelnuovo Berardenga Vacation home rental

Castelnuovo Berardenga house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from $1,467 / night

$11,290 / week

1 / 34

Cetona Vacation villa accommodation

Cetona villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,952 / night

$13,661 / week

1 / 28

Monteriggioni Vacation villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $198 / night

$1,386 - $3,290 / week

1 / 108

×

Also consider