We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Vacation Rentals in Castel San Gimignano, Tuscany

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
All 337 Rentals in the Castel San Gimignano Area
loading...
From
$1,933
Per Week
Castel San Gimignano
6 Bedrooms, 6 Bathrooms, Sleeps 12
60 photos Details
Reviews (2) Make Inquiry
From
$109
Per Night
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 5
19 photos Details
Make Inquiry
From
$252
Per Night
Castel San Gimignano
4 Bedrooms, 3 Bathrooms, Sleeps 10
14 photos Details
Make Inquiry
Also consider
Casa Benedetta
2 Bedrooms, sleeps 4
$144 / night
Casavanti
2 Bedrooms, sleeps 4
$102 / night
Apartment in a Typical Tuscan farmhouse with pool
1 Bedroom, sleeps 3
$94 - $109 / night
Appartamento Belvedere n.o8
2 Bedrooms, sleeps 6
$87 - $102 / night
From
$634
Per Week
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 5
35 photos Details
Make Inquiry
From
$3,419
Per Week
Castel San Gimignano
5 Bedrooms, 5 Bathrooms, Sleeps 12
24 photos Details
Make Inquiry
From
$136
Per Night
Castel San Gimignano
2 Bedrooms, 1 Bathroom, Sleeps 4
18 photos Details
Make Inquiry
From
$136
Per Night
Castel San Gimignano
3 Bedrooms, 1 Bathroom, Sleeps 6
18 photos Details
Make Inquiry
From
$491
Per Week
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 3
40 photos Details
Make Inquiry
Get the List
From
$479
Per Week
Castel San Gimignano
Studio, 1 Bathroom, Sleeps 2
43 photos Details
Make Inquiry

The following rentals are within 5 miles of Castel San Gimignano, San Gimignano, Tuscany.

From
$150
Per Night
Casole d'Elsa, Italy
6 Bedrooms, 4 Bathrooms, Sleeps 14
11 photos Details
Reviews (4) Make Inquiry
From
$109
Per Night
Casole d'Elsa, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) Make Inquiry
From
$711
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
23 photos Details
Reviews (2) Make Inquiry
From
$72
Per Night
Colle di Val d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 5
16 photos Details
Reviews (2) Make Inquiry
From
$131
Per Night
Colle di Val d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (1) Make Inquiry
From
$8,570
Per Week
Casole d'Elsa, Italy
7 Bedrooms, 7 Bathrooms, Sleeps 13
23 photos Details
Reviews (12) Make Inquiry
From
$1,197
Per Week
Casole d'Elsa, Italy
4 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
Reviews (2) Make Inquiry
From
$88
Per Night
Colle di Val d'Elsa, Italy
5 Bedrooms, 5 Bathrooms, Sleeps 11
10 photos Details
Reviews (1) Make Inquiry
From
$865
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (1) Make Inquiry
From
$176
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (4) Make Inquiry
From
$608
Per Night
Casole d'Elsa, Italy
4 Bedrooms, 1 Bathroom, Sleeps 8
28 photos Details
Reviews (8) Make Inquiry
From
$773
Per Week
Colle di Val d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 6
46 photos Details
Reviews (1) Make Inquiry
From
$1,211
Per Week
Colle di Val d'Elsa, Italy
3 Bedrooms, 4 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$612
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (4) Make Inquiry
From
$973
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (5) Make Inquiry
From
$177
Per Night
Casole d'Elsa, Italy
3 Bedrooms, 3 Bathrooms, Sleeps 7
24 photos Details
Reviews (5) Make Inquiry
From
$109
Per Night
Colle di Val d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (12) Make Inquiry
From
$532
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (1) Make Inquiry
From
$457
Per Week
Casole d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 3
8 photos Details
Reviews (4) Make Inquiry
From
$952
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (7) Make Inquiry
From
$109
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 5
24 photos Details
Reviews (2) Make Inquiry
From
$206
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 5
7 photos Details
Reviews (10) Make Inquiry
From
$182
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
7 photos Details
Reviews (2) Make Inquiry
From
$247
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 5
18 photos Details
Reviews (11) Make Inquiry
From
$231
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (8) Make Inquiry
From
$154
Per Night
Casole d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 3
7 photos Details
Reviews (10) Make Inquiry
From
$841
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (3) Make Inquiry
From
$952
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (12) Make Inquiry
From
$680
Per Week
Casole d'Elsa, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (2) Make Inquiry
From
$793
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Inquiry
From
$532
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Reviews (1) Make Inquiry
Go to map view
Book Online(131)
Use filters to find the best results!

Suitability

  • Wheelchair access (5)
  • Elder access (93)
  • Suitable for children (187)
  • Pet friendly (104)
  • Smoking allowed (131)

Amenities

  • All pools (235)
  • Parking (206)
  • Public pool (200)
  • Garden or Yard (189)
  • Grill (158)
  • View all amenities
Filter search results by:
Book Online(131)

Suitability

  • Wheelchair access (5)
  • Elder access (93)
  • Suitable for children (187)
  • Pet friendly (104)
  • Smoking allowed (131)

Amenities

  • All pools (235)
  • Parking (206)
  • Public pool (200)
  • Garden or Yard (189)
  • Grill (158)
  • View all amenities