COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Search 105,200+ Vacation Rentals

Province of Siena Vacation Rentals & Homes - 158 Rentals Available

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

158 Vacation rentals

Filters applied: Swimming pool

(2)

1 / 39

Montepulciano Apartment

  • 1
  • 2
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$98.00

Very Good (2 reviews)

Inquire

from $98.00 / night

(17)

1 / 38

Montepulciano Apartment

  • 2
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$140.00

Excellent (17 reviews)

Inquire

from $140.00 / night

(11)

1 / 33

Montepulciano Apartment

  • 2
  • 5
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$122.00

Excellent (11 reviews)

Inquire

from $122.00 / night

(34)

1 / 46

Montalcino Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$343.00

Very Good (34 reviews)

Inquire

from $343.00 / night

(9)

1 / 34

Montepulciano Apartment

  • 3
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$140.00

Very Good (9 reviews)

Inquire

from $140.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

  • 5
  • 8
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$1,489.00

Excellent (1 reviews)

Inquire

from $1,489.00 / night

1 / 34

Sarteano Villa

  • 13
  • 26
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,739.00

Inquire

from $1,739.00 / night

1 / 30

Sant'Albino Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,346.00

Inquire

from $2,346.00 / night

1 / 15

Montalcino Villa

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$422.00

Inquire

from $422.00 / night

1 / 39

San Casciano dei Bagni Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,314.00

Inquire

from $1,314.00 / night

1 / 28

Montepulciano Villa

  • 7
  • 19
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$844.00

Inquire

from $844.00 / night

(2)

1 / 39

Montepulciano Apartment

  • 2
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$140.00

Excellent (2 reviews)

Inquire

from $140.00 / night

1 / 35

Castelmuzio Villa

  • 2
  • 6
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$187.00

Inquire

from $187.00 / night

1 / 49

Buonconvento Villa

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$4,084.00

Inquire

from $4,084.00 / night

1 / 37

Sarteano Villa

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$2,616.00

Inquire

from $2,616.00 / night

1 / 34

Ponte a Bozzone Villa

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,207.00

Inquire

from $1,207.00 / night

(3)

1 / 25

Montepulciano Apartment

  • 2
  • 6
  • 3 nights min
  • Swimming pool
  • Pet friendly

$131.00

Excellent (3 reviews)

Inquire

from $131.00 / night

1 / 37

Radicofani Villa

  • 9
  • 17
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,628.00

Inquire

from $1,628.00 / night

(1)

1 / 22

San Gusme Villa

  • 2
  • 6
  • min stay varies
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$208.00

Excellent (1 reviews)

Inquire

from $208.00 / night

(1)

1 / 20

Siena Villa

  • 5
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$422.00

Excellent (1 reviews)

Inquire

from $422.00 / night

1 / 30

San Casciano dei Bagni Villa

  • 7
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,300.00

Inquire

from $1,300.00 / night

1 / 13

Taverne d'Arbia Villa

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$608.00

Inquire

from $608.00 / night

(1)

1 / 34

Sant'Albino Villa

  • 7
  • 21
  • 7 nights min
  • Nearest beach 115 mi
  • Swimming pool
  • Child friendly

$585.00

Excellent (1 reviews)

Inquire

from $585.00 / night

1 / 32

Siena Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$971.00

Inquire

from $971.00 / night

1 / 20

San Giovanni d'Asso Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

Responds fast! Avg. 1 hour 53 minutes

$833.00

Book

from $833.00 / night

(5)

1 / 70

Monteriggioni House

  • 17
  • 34
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$4,018.00

Excellent (5 reviews)

Inquire

from $4,018.00 / night

(3)

1 / 33

Castellina In Chianti Farmhouse

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$201.00

Very Good (3 reviews)

Inquire

from $201.00 / night

1 / 32

Cetona Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$1,148.00

Inquire

from $1,148.00 / night

(7)

1 / 46

Castellina In Chianti Farmhouse

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$469.00

Very Good (7 reviews)

Inquire

from $469.00 / night

1 / 25

Castelmuzio Villa

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$801.00

Inquire

from $801.00 / night

(5)

1 / 36

Castellina In Chianti Farmhouse

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$175.00

Very Good (5 reviews)

Inquire

from $175.00 / night

1 / 37

Castiglione D'Orcia House

  • 4
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$450.00

Inquire

from $450.00 / night

1 / 32

Chianciano Terme Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$255.00

Inquire

from $255.00 / night

1 / 16

Chianciano Terme House

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$475.00

Inquire

from $475.00 / night

1 / 76

Sarteano Villa

  • 7
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,611.00

Inquire

from $2,611.00 / night

(2)

1 / 39

Castellina In Chianti Farmhouse

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$273.00

Very Good (2 reviews)

Inquire

from $273.00 / night

1 / 34

Radda in Chianti Villa

  • 3
  • 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$221.00

Book

from $221.00 / night

1 / 36

Chianciano Terme House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$780.00

Inquire

from $780.00 / night

1 / 20

Montepulciano House

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,036.00

Inquire

from $1,036.00 / night

(16)

1 / 47

Montepulciano House

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$721.00

Excellent (16 reviews)

Inquire

from $721.00 / night