Search 105,200+ Vacation Rentals

Province of Siena Pet-Friendly Vacation Rentals, Homes & More - 150 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

150 Vacation rentals

Filters applied: Pet Friendly

(17)

1 / 38

Montepulciano Apartment

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

$128.00

Excellent (17 reviews)

Inquire

from $128.00 / night

(2)

1 / 39

Montepulciano Apartment

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

$90.00

Very Good (2 reviews)

Inquire

from $90.00 / night

(11)

1 / 33

Montepulciano Apartment

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

$112.00

Excellent (11 reviews)

Inquire

from $112.00 / night

(9)

1 / 34

Montepulciano Apartment

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

$128.00

Very Good (9 reviews)

Inquire

from $128.00 / 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

(2)

1 / 39

Montepulciano Apartment

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

$128.00

Excellent (2 reviews)

Inquire

from $128.00 / night

(1)

1 / 22

San Gusme Villa

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

$206.00

Excellent (1 reviews)

Inquire

from $206.00 / night

1 / 35

Castelmuzio Villa

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

$163.00

Inquire

from $163.00 / 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)

1 / 148

Pienza Villa

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

Responds fast! Avg. 2 hours 38 minutes

$604.00

Excellent (1 reviews)

Book

from $604.00 / 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

(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

(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

(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

Monticchiello House

  • 7
  • 14
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$568.00

Inquire

from $568.00 / night

1 / 17

Asciano Apartment

  • 1
  • 2
  • 7 nights min
  • Ask about children
  • Pet friendly

$79.00

Inquire

from $79.00 / night

1 / 20

Asciano House

  • 2
  • 4
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$175.00

Inquire

from $175.00 / night

1 / 20

Monticiano House

  • 14
  • 27
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$4,429.00

Inquire

from $4,429.00 / night

1 / 120

Pienza Villa

  • 8
  • 14
  • 7 nights min
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly

$604.00

Inquire

from $604.00 / night

1 / 20

Colle di Val d'Elsa Apartment

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

$109.00

Inquire

from $109.00 / night

1 / 20

Asciano Apartment

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

$129.00

Inquire

from $129.00 / night

1 / 76

Sarteano Villa

  • 8
  • 18
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,633.00

Inquire

from $2,633.00 / night

1 / 20

Monticchiello House

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

$1,069.00

Inquire

from $1,069.00 / night

1 / 20

Sovicille House

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

$185.00

Inquire

from $185.00 / night

1 / 37

Sovicille Apartment

  • 1
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$117.00

Inquire

from $117.00 / night

1 / 20

Sovicille Apartment

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

$111.00

Inquire

from $111.00 / night

1 / 58

San Giovanni d'Asso House

  • 5
  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$650.00

Inquire

from $650.00 / night

1 / 76

Sarteano Villa

  • 9
  • 20
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,925.00

Inquire

from $2,925.00 / night

(1)

1 / 6

Siena Apartment

  • 2
  • 2
  • 4 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$191.00

Excellent (1 reviews)

Inquire

from $191.00 / night

1 / 20

Sovicille Apartment

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

$111.00

Inquire

from $111.00 / night

1 / 20

Monteroni d'Arbia House

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

$548.00

Inquire

from $548.00 / night

1 / 20

Sovicille Apartment

  • 1
  • 2
  • 7 nights min
  • Ask about children
  • Pet friendly

$119.00

Inquire

from $119.00 / night

(4)

1 / 20

Montalcino House

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

$507.00

Excellent (4 reviews)

Inquire

from $507.00 / night

1 / 19

Sovicille House

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

$153.00

Inquire

from $153.00 / night

1 / 20

Sarteano House

  • 10
  • 20
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$3,565.00

Inquire

from $3,565.00 / night

1 / 20

Pianella House

  • 5
  • 10
  • 4 nights min
  • Ask about children
  • Pet friendly

$384.00

Inquire

from $384.00 / night

(1)

1 / 20

Montalcino House

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

$692.00

Excellent (1 reviews)

Inquire

from $692.00 / night

1 / 28

Sovicille Studio

  • -1
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$340.00

Inquire

from $340.00 / night

1 / 50

Tavernelle Villa

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

$603.00

Book

from $603.00 / night