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

50 Vacation rentals

Applied filters (1)

Great rentals within 20 miles that match your search

Vacation villa rental

Gaiole in Chianti villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from $273 / night

$1,912 / week

1 / 40

Great rentals within 20 miles that match your search

Cavriglia Vacation b&b rental

Cavriglia b&b

  • 28 bedrooms
  • 28 bathrooms
  • sleeps 2

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation home rental

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $137 / night

$956 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment in Nusenna

Nusenna apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $224 / night

$1,565 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation condo with golf nearby in Cavriglia

Cavriglia condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Nusenna

Nusenna apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $199 / night

$1,391 / week

1 / 29

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $992 / night

$6,197 - $8,676 / week

1 / 42

Great rentals within 20 miles that match your search

Lecchi in Chianti Vacation villa rental

Lecchi in Chianti villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 2

from $1,490 / night

$10,428 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation villa rental

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $149 / night

$1,043 / week

1 / 4

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation apartment rental

Gaiole in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $273 / night

$1,677 / week

1 / 11

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation apartment rental

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $252 / night

$1,736 - $2,777 / week

1 / 30

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation apartment rental

Gaiole in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $423 / night

$2,699 - $4,338 / week

1 / 35

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation villa rental

Gaiole in Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $643 / night

$4,502 / week

1 / 32

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation apartment rental

Gaiole in Chianti apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $423 / night

$2,699 - $4,338 / week

1 / 38

Great rentals within 20 miles that match your search

Vacation guest house in Montefienali

Montefienali guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $83 / night

$577 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation home in Montegonzi

Montegonzi house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $417 / night

$2,915 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $390 / night

$2,508 - $5,206 / week

1 / 32

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation villa rental

Gaiole in Chianti villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

from $766 / night

$5,362 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation villa in Montevarchi

Montevarchi villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $249 / night

$993 - $1,020 / week

1 / 11

Great rentals within 20 miles that match your search

Vacation manor house with swimming pool in Barbischio

Barbischio manor house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $166 / night

$1,156 / week

1 / 22

Great rentals within 20 miles that match your search

Cavriglia Vacation home rental

Cavriglia house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $645 / night

$2,915 - $3,904 / week

1 / 53

Great rentals within 20 miles that match your search

Vacation farmhouse with shared pool in Moncioni

Moncioni farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $131 / night

$857 / week

1 / 24

Great rentals within 20 miles that match your search

Castagnoli Vacation villa rental

Castagnoli villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,537 / night

$10,757 - $13,298 / week

1 / 30

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation villa rental

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $309 / night

$1,961 - $3,453 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $105 / night

$733 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment accommodation in Gaiole in Chianti with shared pool

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $109 / night

$724 / week

1 / 20

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation apartment rental

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $174 / night

$1,217 / week

1 / 31

Great rentals within 20 miles that match your search

Gaiole in Chianti Vacation villa rental

Gaiole in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $780 / night

$4,217 - $7,019 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation farmhouse in Montevarchi

Montevarchi farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $131 / night

$857 / week

1 / 24

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Radda in Chianti

Radda in Chianti villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,365 / night

$9,552 / week

1 / 52

Great rentals within 20 miles that match your search

Vacation apartment with swimming pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $149 / night

$620 / week

1 / 13

Great rentals within 20 miles that match your search

Cavriglia Vacation villa rental

Cavriglia villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 22

from $1,862 / night

$13,035 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Montevarchi

Montevarchi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $211 / night

$1,478 / week

1 / 27

Great rentals within 20 miles that match your search

Montevarchi Vacation apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $125 / night

$869 / week

1 / 52

Great rentals within 20 miles that match your search

Moncioni Vacation villa rental

Moncioni villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $439 / night

$3,072 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation farmhouse rental

Montevarchi farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $100 / night

$689 - $768 / week

1 / 30

Great rentals within 20 miles that match your search

Vacation villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 7

from $681 / night

$4,338 - $5,900 / week

1 / 36

Great rentals within 20 miles that match your search

Panzano in Chianti Vacation farmhouse rental

Panzano in Chianti farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $806 / night

$5,640 / week

1 / 76

Great rentals within 20 miles that match your search

Vacation villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $586 / night

$4,097 / week

1 / 62

Great rentals within 20 miles that match your search

Vacation villa in Cavriglia

Cavriglia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $708 / night

$4,953 / week

1 / 32