Search 105,200+ Vacation Rentals

Province of Siena Pet-Friendly Vacation Rentals, Homes & More - 177 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

177 Vacation rentals

Filters applied: Pet Friendly

(17)

1 / 38

Montepulciano Apartment

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

$130.00

Excellent (17 reviews)

Inquire

from $130.00 / night

1 / 18

Montalcino Apartment

  • 2
  • 4
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Child friendly

$296.00

Inquire

from $296.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$92.00

Very Good (2 reviews)

Inquire

from $92.00 / night

(9)

1 / 34

Montepulciano Apartment

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

$131.00

Very Good (9 reviews)

Inquire

from $131.00 / 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

(11)

1 / 33

Montepulciano Apartment

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

$115.00

Excellent (11 reviews)

Inquire

from $115.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$131.00

Excellent (2 reviews)

Inquire

from $131.00 / night

1 / 18

Montalcino Apartment

  • 2
  • 4
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Child friendly

$268.00

Inquire

from $268.00 / night

1 / 35

Castelmuzio Villa

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

$167.00

Inquire

from $167.00 / night

(1)

1 / 22

San Gusme Villa

  • 2
  • 6
  • 7 nights min
  • Nearest beach 185 mi
  • Swimming pool
  • Child friendly

$199.00

Excellent (1 reviews)

Inquire

from $199.00 / night

(3)

1 / 25

Montepulciano Apartment

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

$134.00

Excellent (3 reviews)

Inquire

from $134.00 / night

(1)

1 / 148

Pienza Villa

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

Responds fast! Avg. 2 hours 59 minutes

$621.00

Excellent (1 reviews)

Book

from $621.00 / night

1 / 20

Montalcino Apartment

  • 2
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Child friendly

$335.00

Inquire

from $335.00 / 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

(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)

1 / 47

Pienza House

  • 7
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$1,200.00

Very Good (1 reviews)

Inquire

from $1,200.00 / 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 / 20

Monticiano House

  • 5
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$163.00

Inquire

from $163.00 / night

1 / 20

Siena House

  • 12
  • 22
  • 7 nights min
  • Ask about children
  • Pet friendly

$634.00

Inquire

from $634.00 / night

1 / 19

Montalcino Apartment

  • 2
  • 6
  • 2 nights min
  • Nearest beach 137 mi
  • Swimming pool
  • Child friendly

$234.00

Inquire

from $234.00 / night

(1)

1 / 20

Pienza House

  • 6
  • 12
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$1,087.00

Excellent (1 reviews)

Inquire

from $1,087.00 / night

1 / 72

San Giovanni d'Asso Villa

  • 8
  • 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$764.00

Inquire

from $764.00 / night

1 / 20

Buonconvento House

  • 6
  • 13
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$513.00

Inquire

from $513.00 / night