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Great rentals within 20 miles that match your search

Vacation home with shared pool in San Gimignano

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $78 / night

$544 - $1,222 / week

1 / 10

Great rentals within 20 miles that match your search

Vacation home rental

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $115 / night

$801 - $1,527 / week

1 / 12

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 9

from $258 / night

$3,751 / week

1 / 23

Great rentals within 20 miles that match your search

Castellina In Chianti Vacation apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $116 / night

$1,337 / week

1 / 14

Great rentals within 20 miles that match your search

Vacation farmhouse in San Gimignano

San Gimignano farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Home rental in Certaldo with swimming pool

Certaldo house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $1,405 / night

$9,830 - $12,133 / week

1 / 18

Great rentals within 20 miles that match your search

Castelfiorentino Vacation villa accommodation

Castelfiorentino villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,405 / night

$9,830 - $12,133 / week

1 / 43

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa Vacation villa rental

Tavarnelle Val di Pesa villa

  • 10 bedrooms
  • 9 bathrooms
  • sleeps 20

from $1,894 / night

$13,255 - $19,286 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation home rental

Barberino Val d'Elsa house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 14

from $698 / night

$4,880 / week

1 / 33

Great rentals within 20 miles that match your search

Home rental in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $216 / night

$3,285 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home rental

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $174 / night

$2,130 / week

1 / 22

Great rentals within 20 miles that match your search

Castellina In Chianti Vacation apartment rental

Castellina In Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $168 / night

$1,860 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Poggibonsi

Poggibonsi villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $647 / night

$6,950 / week

1 / 60

Great rentals within 20 miles that match your search

Home accommodation in Castellina In Chianti with swimming pool

Castellina In Chianti house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from $189 / night

$2,975 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment in Castellina In Chianti

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $62 / night

$709 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $117 / night

$1,294 / week

1 / 16

Great rentals within 20 miles that match your search

Home rental in Castelnuovo Berardenga with swimming pool

Castelnuovo Berardenga house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $516 / night

$6,113 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation home rental

San Gimignano house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $281 / night

$1,961 - $4,139 / week

1 / 23

Great rentals within 20 miles that match your search

Vacation villa rental

Greve in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

from $3,696 / night

$25,867 / week

1 / 55

Great rentals within 20 miles that match your search

Barberino Val d'Elsa Vacation farmhouse rental

Barberino Val d'Elsa farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Vacation home with shared pool in San Gimignano

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $51 / night

$355 - $715 / week

1 / 12

Great rentals within 20 miles that match your search

Ulignano Vacation villa rental

Ulignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

from $519 / night

$3,634 / week

1 / 20

Great rentals within 20 miles that match your search

Certaldo Vacation villa rental

Certaldo villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from $892 / night

$6,240 - $10,489 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $96 / night

$616 / week

1 / 19

Great rentals within 20 miles that match your search

San Gimignano Vacation home rental

San Gimignano house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $62 / night

$430 - $739 / week

1 / 16

Great rentals within 20 miles that match your search

Vacation villa rental

Staggia Senese villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from $608 / night

$4,255 / week

1 / 62

Great rentals within 20 miles that match your search

Poggibonsi Vacation apartment rental

Poggibonsi apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $419 / night

$2,932 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in Poggibonsi

Poggibonsi apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $283 / night

$1,981 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

from $1,371 / night

$9,591 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home with swimming pool in San Gimignano

San Gimignano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $297 / night

$3,572 / week

1 / 17

Great rentals within 20 miles that match your search

Finca rental in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa finca

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Monteriggioni Vacation villa rental

Monteriggioni villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $197 / night

$1,380 - $3,277 / week

1 / 108

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

from $295 / night

$4,467 / week

1 / 32

Great rentals within 20 miles that match your search

Poggibonsi Vacation apartment accommodation

Poggibonsi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $296 / night

$2,067 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Barberino Val d'Elsa

Barberino Val d'Elsa villa

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from $2,798 / night

$19,581 / week

1 / 61

Great rentals within 20 miles that match your search

Vacation apartment in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $218 / night

$1,527 / week

1 / 7

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

from $496 / night

$7,536 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation home in Castellina In Chianti

Castellina In Chianti house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from $496 / night

$7,532 / week

1 / 58

Great rentals within 20 miles that match your search

Barberino Val d'Elsa Vacation home rental

Barberino Val d'Elsa house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $451 / night

$2,725 - $4,837 / week

1 / 34

Great rentals within 20 miles that match your search

Vacation villa in Certaldo

Certaldo villa

  • 9 bedrooms
  • 10 bathrooms
  • sleeps 18

from $577 / night

$4,037 / week

1 / 110