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 and nearby

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 344 Rentals in the Castel San Gimignano Area
loading...
From
$1,922
Per Week
Castel San Gimignano
6 Bedrooms, 6 Bathrooms, Sleeps 12
60 photos Details
Reviews (2) Make Inquiry
From
$108
Per Night
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 5
19 photos Details
Make Inquiry
From
$630
Per Week
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 5
35 photos Details
Make Inquiry
Also consider
in the heart of Tuscany
3 Bedrooms, sleeps 6
$115 / night
Gelso Cottage
2 Bedrooms, sleeps 5
$595 - $1,277 / week
3 Bedrooms House in Casole
3 Bedrooms, sleeps 6
$747 - $2,079 / week
House in Casole
3 Bedrooms, sleeps 4
$717 - $1,864 / week
From
$250
Per Night
Castel San Gimignano
4 Bedrooms, 3 Bathrooms, Sleeps 10
14 photos Details
Make Inquiry
From
$135
Per Night
Castel San Gimignano
3 Bedrooms, 1 Bathroom, Sleeps 6
18 photos Details
Make Inquiry
From
$81
Per Night
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 2
17 photos Details
Make Inquiry
From
$88
Per Night
Castel San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 3
19 photos Details
Make Inquiry
From
$476
Per Week
Castel San Gimignano
Studio, 1 Bathroom, Sleeps 2
43 photos Details
Make Inquiry
Get the List

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

From
$108
Per Night
Casole d'Elsa, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (1) 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
$149
Per Night
Casole d'Elsa, Italy
6 Bedrooms, 4 Bathrooms, Sleeps 14
11 photos Details
Reviews (4) Make Inquiry
From
$130
Per Night
Colle di Val d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
15 photos Details
Reviews (1) Make Inquiry
From
$707
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
23 photos Details
Reviews (2) Make Inquiry
From
$8,522
Per Week
Casole d'Elsa, Italy
7 Bedrooms, 7 Bathrooms, Sleeps 13
23 photos Details
Reviews (12) Make Inquiry
From
$860
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
22 photos Details
Reviews (1) Make Inquiry
From
$1,190
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
$768
Per Week
Colle di Val d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 6
46 photos Details
Reviews (1) Make Inquiry
From
$246
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 5
18 photos Details
Reviews (11) Make Inquiry
From
$176
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (4) Make Inquiry
From
$1,204
Per Week
Colle di Val d'Elsa, Italy
3 Bedrooms, 4 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$108
Per Night
Colle di Val d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (12) Make Inquiry
From
$176
Per Night
Casole d'Elsa, Italy
3 Bedrooms, 3 Bathrooms, Sleeps 7
24 photos Details
Reviews (5) Make Inquiry
From
$529
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
9 photos Details
Reviews (1) Make Inquiry
From
$454
Per Week
Casole d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 3
8 photos Details
Reviews (4) Make Inquiry
From
$609
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (4) Make Inquiry
From
$967
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (5) Make Inquiry
From
$181
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
7 photos Details
Reviews (2) Make Inquiry
From
$606
Per Night
Casole d'Elsa, Italy
4 Bedrooms, 1 Bathroom, Sleeps 8
28 photos Details
Reviews (8) Make Inquiry
From
$205
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 5
7 photos Details
Reviews (11) Make Inquiry
From
$154
Per Night
Casole d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 3
7 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
$947
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (12) Make Inquiry
From
$676
Per Week
Casole d'Elsa, Italy
3 Bedrooms, 2 Bathrooms, Sleeps 6
24 photos Details
Reviews (2) Make Inquiry
From
$836
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (3) Make Inquiry
From
$947
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (7) Make Inquiry
From
$108
Per Night
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 5
24 photos Details
Reviews (2) Make Inquiry
From
$789
Per Week
Casole d'Elsa, Italy
2 Bedrooms, 2 Bathrooms, Sleeps 4
14 photos Details
Reviews (1) Make Inquiry
From
$529
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Reviews (1) Make Inquiry
From
$446
Per Week
Colle di Val d'Elsa, Italy
1 Bedroom, 1 Bathroom, Sleeps 2
11 photos Details
Reviews (1) Make Inquiry
Go to map view
Book Online(133)
Use filters to find the best results!

Suitability

  • Wheelchair access (5)
  • Elder access (135)
  • Suitable for children (232)
  • Pet friendly (121)
  • Smoking allowed (148)

Amenities

  • All pools (229)
  • Parking (218)
  • Public pool (195)
  • Garden or Yard (183)
  • Grill (163)
  • View all amenities
Filter search results by:
Book Online(133)

Suitability

  • Wheelchair access (5)
  • Elder access (135)
  • Suitable for children (232)
  • Pet friendly (121)
  • Smoking allowed (148)

Amenities

  • All pools (229)
  • Parking (218)
  • Public pool (195)
  • Garden or Yard (183)
  • Grill (163)
  • View all amenities