Search 105,200+ Vacation Rentals

San Gimignano Vacation Rentals & Homes - 278 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

278 Vacation rentals

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

$230.00

Inquire

from $230.00 / 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

(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

(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

(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

1 / 44

San Gimignano Villa

  • 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$758.00

Inquire

from $758.00 / night

1 / 16

San Gimignano Villa

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

Responds fast! Avg. 2 hours 47 minutes

$523.00

Book

from $523.00 / 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

(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

1 / 10

San Gimignano Villa

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

Responds fast! Avg. 2 hours 47 minutes

$393.00

Book

from $393.00 / night

Your search has been expanded 19.8 miles to include more rentals

1 / 29

Corazzano Villa - 14.3 miles away

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

$1,053.00

Inquire

from $1,053.00 / night

1 / 35

Sovicille Apartment - 13.4 miles away

  • 2
  • 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Pet friendly

$119.00

Inquire

from $119.00 / night

1 / 24

Montaione Villa - 10.6 miles away

  • 3
  • 6
  • min stay varies
  • Nearest beach 105 mi
  • Swimming pool
  • Child friendly

$300.00

Inquire

from $300.00 / night

1 / 32

San Donato in Poggio Apartment - 10.9 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$157.00

Inquire

from $157.00 / night

1 / 32

San Donato in Poggio Apartment - 10.9 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Ask about pets

$157.00

Inquire

from $157.00 / night

1 / 48

Certaldo Apartment - 7.9 miles away

  • 1
  • 2
  • 7 nights min
  • Ask about children
  • Ask about pets

$143.00

Inquire

from $143.00 / 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 / 22

Certaldo Apartment - 7.9 miles away

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

$460.00

Inquire

from $460.00 / night

1 / 56

Barberino Val d'Elsa Apartment - 6.2 miles away

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

$282.00

Inquire

from $282.00 / night

1 / 20

Montespertoli House - 12.2 miles away

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

$746.00

Inquire

from $746.00 / night

1 / 53

Barberino Val d'Elsa Apartment - 6.1 miles away

  • 1
  • 4
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$157.00

Inquire

from $157.00 / night

1 / 26

Certaldo House - 8.2 miles away

  • 3
  • 9
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$458.00

Inquire

from $458.00 / night

1 / 25

San Donato in Poggio Apartment - 10.9 miles away

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

$238.00

Inquire

from $238.00 / night

1 / 47

Montaione Villa - 11.6 miles away

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

$629.00

Inquire

from $629.00 / night

1 / 31

San Donato in Poggio Apartment - 10.9 miles away

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

$341.00

Inquire

from $341.00 / 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 / 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 / 24

San Casciano in Val di Pesa Villa - 14.8 miles away

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

$595.00

Inquire

from $595.00 / 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 47 minutes

$864.00

Book

from $864.00 / night

1 / 41

Montaione Villa - 11.3 miles away

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

$666.00

Inquire

from $666.00 / night

1 / 55

Barberino Val d'Elsa Apartment - 6 miles away

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

$262.00

Inquire

from $262.00 / night

1 / 48

Gambassi Terme Apartment - 5.7 miles away

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

$127.00

Inquire

from $127.00 / night

1 / 20

Gambassi Terme House - 6.7 miles away

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

$315.00

Inquire

from $315.00 / night

1 / 77

Marcialla House - 8.9 miles away

  • 5
  • 11
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$951.00

Inquire

from $951.00 / night

1 / 51

Barberino Val d'Elsa Apartment - 6.3 miles away

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

$226.00

Inquire

from $226.00 / night

1 / 34

Castellina In Chianti Villa - 11.6 miles away

  • 7
  • 14
  • 7 nights min
  • Child friendly

$1,046.00

Inquire

from $1,046.00 / night

(34)

1 / 31

San Casciano in Val di Pesa Villa - 13.3 miles away

  • 3
  • 7
  • min stay varies
  • Child friendly
  • Car not necessary

Responds fast! Avg. 2 hours 19 minutes

$119.00

Excellent (34 reviews)

Book

from $119.00 / night