Updating

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

Updating

All filters (1)

Filters (1)

Clear filters

1 Vacation rentals

Applied filters (1)

Vacation home with shared pool in San Gusme

San Gusme house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $272 / night

$1,905 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $199 / night

$1,391 - $2,025 / week

1 / 27

Vacation apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $199 / night

$1,391 - $2,025 / week

1 / 28

Monteroni d'Arbia Vacation apartment rental

Monteroni d'Arbia apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

from $199 / night

$1,391 / week

1 / 23

Arezzo Vacation apartment rental

Arezzo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $75 / night

$522 / week

1 / 9

Vacation apartment rental

Scrofiano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $242 / night

$1,695 / week

1 / 20

Scrofiano Vacation apartment rental

Scrofiano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $242 / night

$1,695 / week

1 / 16

Vacation apartment in Serre di Rapolano

Serre di Rapolano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $112 / night

$745 - $1,006 / week

1 / 0

Vacation private room in Barberino Tavarnelle

Barberino Tavarnelle private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $94 / night

$652 / week

1 / 4

Gaiole in Chianti Vacation villa rental

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

from $1,561 / night

$10,923 / week

1 / 42

Vacation apartment in Arezzo

Arezzo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $94 / night

$621 - $882 / week

1 / 10

Villa rental in Monteroni d'Arbia with swimming pool

Monteroni d'Arbia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $1,490 / night

$8,938 / week

1 / 12

Villa rental in Loro Ciuffenna with swimming pool

Loro Ciuffenna villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,180 / night

$8,255 / week

1 / 62

Home rental in Lucignano d'Arbia

Lucignano d'Arbia house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 17

from $87 / night

$609 / week

1 / 4

Vacation condo rental

Castellina In Chianti condo

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 24

from $187 / night

$1,242 / week

1 / 27

Vacation villa with swimming pool in Pieve al Toppo

Pieve al Toppo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $559 / night

$3,911 / week

1 / 54

Vacation villa with swimming pool in Toiano

Toiano villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $385 / night

$2,694 / week

1 / 50

Vacation apartment in Monte San Savino

Monte San Savino apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $62 / night

$621 / week

1 / 4

Vacation villa with swimming pool in Buonconvento

Buonconvento villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from $2,153 / night

$15,070 / week

1 / 35

Villa rental in Greve in Chianti with shared pool

Greve in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $590 / night

$4,128 / week

1 / 38

Guest house rental in Foiano Della Chiana

Foiano Della Chiana guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $75 / night

$435 / week

1 / 27

Monteriggioni Vacation villa rental

Monteriggioni villa

  • 16 bedrooms
  • 18 bathrooms
  • sleeps 32

from $2,342 / night

$16,389 / week

1 / 71

Vacation villa rental

Castellina In Chianti villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 18

from $2,600 / night

$16,545 / week

1 / 10

Vacation apartment in Asciano

Asciano apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 7

from $518 / night

$3,624 - $8,165 / week

1 / 50

Vacation home rental

Gaiole in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $187 / night

$1,304 / week

1 / 21

Vacation apartment rental

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $125 / night

$702 / week

1 / 18

Vacation farmhouse with shared pool in Fioraie

Fioraie farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $152 / night

$1,058 - $1,763 / week

1 / 27

Villa rental in Vagliagli with shared pool

Vagliagli villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from $621 / night

$4,345 - $6,207 / week

1 / 8

Vacation villa with swimming pool in Cicogna

Cicogna villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $621 / night

$4,345 / week

1 / 23

Vacation apartment with shared pool in Foiano Della Chiana

Foiano Della Chiana apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $193 / night

$1,347 / week

1 / 19

Vacation villa with swimming pool in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $2,078 / night

$14,547 / week

1 / 48

Vacation villa in Amorosa

Amorosa villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 16

from $599 / night

$4,190 - $6,536 / week

1 / 46

Vacation farmhouse in Siena

Siena farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $148 / night

$1,034 / week

1 / 29

Vacation villa rental

La Panca villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $194 / night

$1,356 - $1,877 / week

1 / 38

Vacation villa with swimming pool in Terranuova Bracciolini

Terranuova Bracciolini villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

from $1,526 / night

$10,680 / week

1 / 47

Sovicille Vacation villa rental

Sovicille villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

from $992 / night

$6,207 / week

1 / 47

Vacation apartment in Arezzo

Arezzo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $125 / night

$869 / week

1 / 15

Vacation apartment with shared pool in Vepri

Vepri apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $199 / night

$1,394 - $2,349 / week

1 / 18

Vacation villa with swimming pool in Montagnano

Montagnano villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $462 / night

$3,233 / week

1 / 35

Vacation villa with swimming pool in Sogna

Sogna villa

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 14

from $838 / night

$5,866 / week

1 / 49