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

199 Vacation rentals

Applied filters (1)

Great rentals within 20 miles that match your search

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $220 / night

$1,590 / week

1 / 17

Great rentals within 20 miles that match your search

Vacation farmhouse accommodation

Casale di Pari farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Montefollonico Vacation apartment rental

Montefollonico apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from $228 / night

$1,595 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation townhouse in Campiglia d'Orcia

Campiglia d'Orcia townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $135 / night

$600 / week

1 / 14

Great rentals within 20 miles that match your search

Pienza Vacation villa rental

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

from $1,019 / night

$5,588 / week

1 / 29

Great rentals within 20 miles that match your search

Rapolano Terme Vacation apartment rental

Rapolano Terme apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $147 / night

$1,027 / week

1 / 25

Great rentals within 20 miles that match your search

Vacation home rental

Montenero d'Orcia house

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 9

from $49 / night

$343 / week

1 / 14

Great rentals within 20 miles that match your search

Ski farmhouse to rent in Civitella Paganico

Civitella Paganico farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $68 / night

$471 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation home rental

Castiglione D'Orcia house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 14

from $734 / night

$3,295 - $5,686 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation villa rental

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

from $1,705 / night

$11,932 - $16,270 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Buonconvento

Buonconvento house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $367 / night

$4,280 / week

1 / 24

Great rentals within 20 miles that match your search

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

Vescovado di Murlo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $110 / night

$734 - $1,076 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation farmhouse in San Giovanni d'Asso

San Giovanni d'Asso farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $337 / night

$2,354 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation farmhouse with shared pool in Casale di Pari

Casale di Pari farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $196 / night

$1,199 - $1,370 / week

1 / 21

Great rentals within 20 miles that match your search

Montepulciano Vacation cottage rental

Montepulciano cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $152 / night

$1,062 / week

1 / 12

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Murlo

Murlo villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Vacation apartment with swimming pool in Pienza

Pienza apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $306 / night

$1,738 - $3,176 / week

1 / 36

Great rentals within 20 miles that match your search

Radicofani ski apartment to rent.

Radicofani apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $86 / night

$551 - $1,162 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Castiglione D'Orcia

Castiglione D'Orcia villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

from $566 / night

$3,962 - $5,117 / week

1 / 40

Great rentals within 20 miles that match your search

Vacation villa in Pienza

Pienza villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $297 / night

$2,079 - $2,935 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Ville di Corsano

Ville di Corsano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Farmhouse rental in Montisi

Montisi farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 17

Great rentals within 20 miles that match your search

Villa rental in Asciano with swimming pool

Asciano villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 10

from $771 / night

$6,163 / week

1 / 40

Great rentals within 20 miles that match your search

Villa rental in San Casciano dei Bagni

San Casciano dei Bagni villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $257 / night

$1,773 - $4,084 / week

1 / 17

Great rentals within 20 miles that match your search

Sinalunga Vacation apartment rental

Sinalunga apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Trequanda Vacation apartment rental

Trequanda apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Trequanda Vacation farmhouse rental

Trequanda farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Sinalunga

Sinalunga villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $771 / night

$6,505 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Ville di Corsano

Ville di Corsano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Montepulciano Vacation villa rental

Montepulciano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $367 / night

$2,568 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Monticchiello

Monticchiello house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

from $6,114 / night

$42,794 / week

1 / 20

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Ville di Corsano

Ville di Corsano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Vacation home with shared pool in Asciano

Asciano house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $156 / night

$1,087 / week

1 / 32

Great rentals within 20 miles that match your search

Vacation villa in Pienza

Pienza villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 13

from $587 / night

$4,109 / week

1 / 34

Great rentals within 20 miles that match your search

Asciano Vacation villa rental

Asciano villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

from $476 / night

$3,430 - $6,322 / week

1 / 36

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Castelmuzio

Castelmuzio villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $725 / night

$5,073 / week

1 / 35

Great rentals within 20 miles that match your search

Vacation apartment with shared pool in Ville di Corsano

Ville di Corsano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Vacation farmhouse with shared pool in Pari

Pari farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $272 / night

$1,900 / week

1 / 22

Great rentals within 20 miles that match your search

Asciano Vacation home rental

Asciano house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,404 / week

1 / 19

Great rentals within 20 miles that match your search

Vacation villa with swimming pool in Buonconvento

Buonconvento villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

from $2,053 / night

$14,370 / week

1 / 51