Search 105,200+ Vacation Rentals

Poggibonsi 2-bedroom Vacation Rentals, Homes & More - 216 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

216 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 20

Staggia Apartment

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

$86.00

Inquire

from $86.00 / night

1 / 86

Poggibonsi Villa

  • 3
  • 8
  • 7 nights min
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly

$711.00

Inquire

from $711.00 / night

1 / 20

Poggibonsi House

  • 6
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$641.00

Inquire

from $641.00 / night

1 / 81

Poggibonsi House

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 47 minutes

$711.00

Book

from $711.00 / night

1 / 20

Staggia Apartment

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

$86.00

Inquire

from $86.00 / night

(63)

1 / 27

Poggibonsi Apartment

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

$252.00

Excellent (63 reviews)

Inquire

from $252.00 / night

(7)

1 / 61

Poggibonsi Villa

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

$911.00

Excellent (7 reviews)

Inquire

from $911.00 / night

Your search has been expanded 18.9 miles to include more rentals

1 / 38

Certaldo Apartment - 8.1 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$206.00

Inquire

from $206.00 / night

1 / 50

Certaldo Villa - 7.6 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$198.00

Inquire

from $198.00 / night

1 / 19

Montaione Villa - 13 miles away

  • 9
  • 17
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,323.00

Inquire

from $1,323.00 / night

1 / 40

Gambassi Terme Apartment - 8.8 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$127.00

Inquire

from $127.00 / night

1 / 16

Lucardo House - 8.3 miles away

  • 6
  • 11
  • 7 nights min
  • Ask about children
  • Pet friendly

$550.00

Inquire

from $550.00 / night

1 / 20

Sovicille Apartment - 13.9 miles away

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

$78.00

Inquire

from $78.00 / night

(2)

1 / 35

Siena Villa - 13.3 miles away

  • 5
  • 10
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$176.00

Average (2 reviews)

Inquire

from $176.00 / night

1 / 89

Montespertoli Villa - 11.8 miles away

  • 6
  • 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,105.00

Inquire

from $1,105.00 / night

1 / 24

Tavarnelle Val di Pesa Villa - 6 miles away

  • 4
  • 7
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$294.00

Inquire

from $294.00 / night

1 / 44

Marcialla Apartment - 7.6 miles away

  • 3
  • 30
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$2,355.00

Inquire

from $2,355.00 / night

1 / 20

Gambassi Terme House - 10.8 miles away

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

$315.00

Inquire

from $315.00 / night

1 / 57

Montaione Villa - 14.9 miles away

  • 17
  • 29
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$620.00

Inquire

from $620.00 / night

1 / 48

Gambassi Terme Apartment - 8.8 miles away

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Ask about pets

$127.00

Inquire

from $127.00 / night

1 / 43

Certaldo Villa - 7.6 miles away

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

$283.00

Inquire

from $283.00 / night

1 / 20

Sovicille Apartment - 13.7 miles away

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

$94.00

Inquire

from $94.00 / night

1 / 47

Montaione Villa - 15.3 miles away

  • 10
  • 20
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$628.00

Inquire

from $628.00 / night

1 / 20

Sovicille Apartment - 13.7 miles away

  • 3
  • 5
  • 7 nights min
  • Ask about children
  • Pet friendly

$114.00

Inquire

from $114.00 / night

1 / 42

Montaione Villa - 15 miles away

  • 17
  • 29
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$1,028.00

Inquire

from $1,028.00 / night

(1)

1 / 22

San Gusme Villa - 18.9 miles away

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

$198.00

Excellent (1 reviews)

Inquire

from $198.00 / night

1 / 24

San Casciano in Val di Pesa Villa - 13.8 miles away

  • 5
  • 11
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly

$593.00

Inquire

from $593.00 / night

1 / 19

Sovicille House - 13.7 miles away

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

$153.00

Inquire

from $153.00 / night

1 / 14

San Casciano in Val di Pesa Apartment - 13.3 miles away

  • 2
  • 3
  • 7 nights min
  • Ask about children
  • Pet friendly

$91.00

Inquire

from $91.00 / night

(2)

1 / 24

Castelfiorentino Villa - 12 miles away

  • 6
  • 12
  • min stay varies
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

$1,234.00

Excellent (2 reviews)

Inquire

from $1,234.00 / night

1 / 46

Colle di Val d'Elsa Villa - 3.6 miles away

  • 18
  • 30
  • 7 nights min
  • Ask about children
  • Ask about pets

$7,358.00

Inquire

from $7,358.00 / night

(1)

1 / 127

Tavarnelle Val di Pesa Villa - 7.7 miles away

  • 11
  • 20
  • 7 nights min
  • Nearest beach 145 mi
  • Swimming pool
  • Child friendly

$1,264.00

Very Good (1 reviews)

Inquire

from $1,264.00 / night

1 / 20

Vagliagli House - 10.6 miles away

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

$163.00

Inquire

from $163.00 / night

1 / 31

San Donato in Poggio Apartment - 6.5 miles away

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

$268.00

Inquire

from $268.00 / night

1 / 35

Grassina Villa - 17.7 miles away

  • 10
  • 20
  • 7 nights min
  • Ask about children
  • Ask about pets

$8,635.00

Inquire

from $8,635.00 / night

1 / 41

Montaione Villa - 15 miles away

  • 11
  • 22
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$664.00

Inquire

from $664.00 / night

1 / 55

Barberino Val d'Elsa Apartment - 3.1 miles away

  • 5
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$261.00

Inquire

from $261.00 / night

1 / 51

Barberino Val d'Elsa Apartment - 3.2 miles away

  • 2
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$225.00

Inquire

from $225.00 / night