Search 105,200+ Vacation Rentals

Province of Siena Vacation Rentals & Homes - 805 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

805 Vacation rentals

Filters applied: Villa

1 / 41

Buonconvento Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$1,535.00

Inquire

from $1,535.00 / night

(9)

1 / 40

Siena Villa

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

$141.00

Excellent (9 reviews)

Book

from $141.00 / night

(1)

1 / 60

Ciciano Villa

  • 2
  • 6
  • 7 nights min
  • Nearest beach 68 mi
  • Swimming pool
  • Ask about children

$316.00

Excellent (1 reviews)

Book

from $316.00 / night

1 / 41

Radicofani Villa

  • 10
  • 20
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$694.00

Inquire

from $694.00 / night

1 / 35

Ville di Corsano Villa

  • 9
  • 14
  • 7 nights min
  • Child friendly

$2,422.00

Inquire

from $2,422.00 / night

(1)

1 / 68

Montalcinello Villa

  • 5
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$412.00

Excellent (1 reviews)

Book

from $412.00 / night

(1)

1 / 39

Siena Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 120 mi
  • Ask about children
  • Ask about pets

$258.00

Very Good (1 reviews)

Book

from $258.00 / night

1 / 26

Gaiole in Chianti Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$192.00

Inquire

from $192.00 / night

1 / 31

Costalpino Villa

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$182.00

Inquire

from $182.00 / night

1 / 42

Poggio alle Mura Villa

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

$1,205.00

Inquire

from $1,205.00 / night

1 / 27

Gaiole in Chianti Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$192.00

Inquire

from $192.00 / night

(2)

1 / 32

Siena Villa

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Pet friendly

$190.00

Excellent (2 reviews)

Book

from $190.00 / night

1 / 94

Cetona Villa

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

$457.00

Book

from $457.00 / night

1 / 23

San Casciano dei Bagni Villa

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$524.00

Inquire

from $524.00 / night

1 / 56

Celle sul Rigo Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 107 mi
  • Ask about children
  • Pet friendly

$226.00

Book

from $226.00 / night

(2)

1 / 74

Barbischio Villa

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

$460.00

Excellent (2 reviews)

Book

from $460.00 / night

1 / 24

Abbadia di Montepulciano Villa

  • 4
  • 10
  • 7 nights min
  • Nearest beach 201 mi
  • Swimming pool
  • Child friendly

$310.00

Inquire

from $310.00 / night

1 / 33

Rapolano Terme Villa

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Ask about pets

$507.00

Inquire

from $507.00 / night

1 / 59

Castellina In Chianti Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$242.00

Inquire

from $242.00 / night

1 / 28

Sant'Albino Villa

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$383.00

Inquire

from $383.00 / night

1 / 37

San Casciano dei Bagni Villa

  • 9
  • 18
  • 7 nights min
  • Child friendly

$3,228.00

Inquire

from $3,228.00 / night

1 / 62

Farnetella Villa

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$403.00

Inquire

from $403.00 / night

1 / 57

Costalpino Villa

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$199.00

Inquire

from $199.00 / night

1 / 68

Asciano Villa

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

$295.00

Inquire

from $295.00 / night

1 / 19

San Casciano dei Bagni Villa

  • 7
  • 14
  • 7 nights min
  • Child friendly
  • Ask about pets

$2,767.00

Inquire

from $2,767.00 / night

1 / 67

Costalpino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$183.00

Inquire

from $183.00 / night

1 / 28

Siena Villa

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Ask about pets

$184.00

Book

from $184.00 / night

1 / 60

Costalpino Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$199.00

Inquire

from $199.00 / night

1 / 37

Bivio di San Biagio Villa

  • 6
  • 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$879.00

Inquire

from $879.00 / night

1 / 48

San Giovanni d'Asso Villa

  • 5
  • 10
  • 7 nights min
  • Nearest beach 94 mi
  • Swimming pool
  • Ask about children

$356.00

Book

from $356.00 / night

1 / 52

Costalpino Villa

  • 3
  • 5
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$170.00

Inquire

from $170.00 / night

1 / 53

Cetona Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 98 mi
  • Ask about children
  • Ask about pets

$314.00

Book

from $314.00 / night

1 / 66

Celle sul Rigo Villa

  • 7
  • 15
  • 7 nights min
  • Nearest beach 107 mi
  • Ask about children
  • Pet friendly

$256.00

Book

from $256.00 / night

1 / 42

Staggia Villa

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

$788.00

Inquire

from $788.00 / night

1 / 12

Pievescola Villa

  • 2
  • 4
  • min stay varies
  • Child friendly

$1,412.00

Inquire

from $1,412.00 / night

1 / 24

Tognazza Villa

  • 3
  • 7
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Pet friendly

$206.00

Inquire

from $206.00 / night

(1)

1 / 29

Castelnuovo dell'Abate Villa

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

$1,494.00

Excellent (1 reviews)

Inquire

from $1,494.00 / night

(2)

1 / 49

Sinalunga Villa

  • 6
  • 14
  • 7 nights min
  • Nearest beach 136 mi
  • Ask about children
  • Pet friendly

$360.00

Excellent (2 reviews)

Book

from $360.00 / night

1 / 30

Sant'Albino Villa

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

$2,213.00

Inquire

from $2,213.00 / night

1 / 76

Buonconvento Villa

  • 7
  • 13
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$503.00

Inquire

from $503.00 / night