Search 105,200+ Vacation Rentals

San Gimignano 2-bedroom Vacation Rentals, Homes & More - 211 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

211 Vacation rentals

Filters applied: 2+ Bedrooms

1 / 37

San Gimignano Villa

  • 8
  • 16
  • min stay varies
  • Child friendly
  • Ask about pets

$1,776.00

Inquire

from $1,776.00 / night

1 / 28

San Gimignano Villa

  • 3
  • 6
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly

$231.00

Inquire

from $231.00 / night

(7)

1 / 16

San Gimignano Apartment

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

$278.00

Very Good (7 reviews)

Inquire

from $278.00 / night

(24)

1 / 20

San Gimignano Apartment

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

$255.00

Excellent (24 reviews)

Inquire

from $255.00 / night

(5)

1 / 24

San Gimignano Apartment

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

$242.00

Excellent (5 reviews)

Inquire

from $242.00 / night

(7)

1 / 24

San Gimignano Apartment

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

$239.00

Excellent (7 reviews)

Inquire

from $239.00 / night

1 / 16

San Gimignano Villa

  • 9
  • 15
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Responds fast! Avg. 2 hours 59 minutes

$525.00

Book

from $525.00 / night

(10)

1 / 24

San Gimignano Apartment

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

$294.00

Excellent (10 reviews)

Inquire

from $294.00 / night

(35)

1 / 26

San Gimignano Apartment

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

$282.00

Excellent (35 reviews)

Inquire

from $282.00 / night

1 / 10

San Gimignano Villa

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

Responds fast! Avg. 2 hours 59 minutes

$394.00

Book

from $394.00 / night

Your search has been expanded 19.8 miles to include more rentals

1 / 48

San Casciano in Val di Pesa Apartment - 15 miles away

  • 6
  • 26
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$1,241.00

Inquire

from $1,241.00 / night

1 / 44

Marcialla Apartment - 8 miles away

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

$2,359.00

Inquire

from $2,359.00 / night

1 / 42

Montopoli in Val d'Arno House - 19.8 miles away

  • 4
  • 9
  • 7 nights min
  • Nearest beach 40 mi
  • Swimming pool
  • Ask about children

$475.00

Inquire

from $475.00 / night

1 / 43

Certaldo Villa - 7.9 miles away

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

$284.00

Inquire

from $284.00 / night

1 / 20

Sovicille Apartment - 15.9 miles away

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

$115.00

Inquire

from $115.00 / night

1 / 28

Montespertoli Apartment - 11.2 miles away

  • 4
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$697.00

Inquire

from $697.00 / night

1 / 16

Lucardo House - 9 miles away

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

$552.00

Inquire

from $552.00 / night

1 / 81

Poggibonsi House - 6.1 miles away

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

Responds fast! Avg. 2 hours 47 minutes

$713.00

Book

from $713.00 / night

1 / 27

San Donato in Poggio Apartment - 10.9 miles away

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

$246.00

Inquire

from $246.00 / night

1 / 33

Tavarnelle Val di Pesa Apartment - 9.6 miles away

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

$111.00

Inquire

from $111.00 / night

1 / 33

San Donato in Poggio Apartment - 10.9 miles away

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

$198.00

Inquire

from $198.00 / night

1 / 20

Strada in Chianti House - 15.6 miles away

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

Responds fast! Avg. 2 hours 59 minutes

$864.00

Book

from $864.00 / night

1 / 34

Castellina In Chianti Villa - 11.6 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,048.00

Inquire

from $1,048.00 / night

1 / 29

San Donato in Poggio Cottage - 10.9 miles away

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

$221.00

Inquire

from $221.00 / night

1 / 20

Sovicille Apartment - 15.9 miles away

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

$69.00

Inquire

from $69.00 / night

1 / 20

Monteriggioni House - 10.5 miles away

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

$234.00

Inquire

from $234.00 / night

1 / 20

Monteriggioni Apartment - 10.5 miles away

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

$97.00

Inquire

from $97.00 / night

1 / 33

Castelnuovo dei Sabbioni Villa - 19.2 miles away

  • 5
  • 10
  • min stay varies
  • Child friendly
  • Ask about pets

$1,536.00

Inquire

from $1,536.00 / night

1 / 111

Siena Villa - 18.3 miles away

  • 6
  • 12
  • min stay varies
  • Nearest beach 161 mi
  • Swimming pool
  • Child friendly

$555.00

Inquire

from $555.00 / night

1 / 24

Montaione Villa - 9 miles away

  • 4
  • 8
  • min stay varies
  • Nearest beach 113 mi
  • Swimming pool
  • Child friendly

$317.00

Inquire

from $317.00 / night

1 / 18

Montelupo Fiorentino Villa - 16.6 miles away

  • 2
  • 6
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$278.00

Inquire

from $278.00 / night

1 / 33

Tavarnelle Val di Pesa Apartment - 9.6 miles away

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

$139.00

Inquire

from $139.00 / night

1 / 20

Montespertoli House - 12.2 miles away

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

$749.00

Inquire

from $749.00 / night

1 / 48

Certaldo Villa - 7.9 miles away

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

$183.00

Inquire

from $183.00 / night

1 / 50

Tavarnelle Val di Pesa Villa - 9.2 miles away

  • 6
  • 12
  • 7 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly

$714.00

Inquire

from $714.00 / night

1 / 52

Limite Sull'Arno Villa - 19.8 miles away

  • 6
  • 11
  • 7 nights min
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly

$475.00

Inquire

from $475.00 / night

1 / 32

San Donato in Poggio Villa - 10.1 miles away

  • 5
  • 12
  • 7 nights min
  • Nearest beach 209 mi
  • Swimming pool
  • Child friendly

$872.00

Inquire

from $872.00 / night

1 / 29

Corazzano Villa - 14.3 miles away

  • 8
  • 16
  • 7 nights min
  • Ask about children
  • Ask about pets

$1,072.00

Inquire

from $1,072.00 / night

1 / 42

Montaione Villa - 11.2 miles away

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

$1,031.00

Inquire

from $1,031.00 / night

1 / 20

San Casciano in Val di Pesa House - 15.1 miles away

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

$607.00

Inquire

from $607.00 / night