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.

Smoking Allowed Holiday Rentals in Gaiole in Chianti

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
loading...
Sort by
From
$136
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (3) Make Enquiry
From
$1,374
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Enquiry
From
$80
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
Make Enquiry
From
$151
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
Make Enquiry
From
$173
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
$122
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Make Enquiry
From
$122
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
6 photos Details
Make Enquiry
From
$192
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Make Enquiry
Get the List
From
$122
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Make Enquiry
From
$122
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Make Enquiry
From
$96
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details
Make Enquiry
From
$101
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Make Enquiry
From
$160
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
12 photos Details
Make Enquiry
From
$2,603
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Enquiry
From
$316
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
9 photos Details
Make Enquiry
From
$117
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Make Enquiry
From
$151
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
12 photos Details
Make Enquiry
From
$102
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
32 photos Details
Make Enquiry
From
$2,603
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Enquiry
From
$130
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 5
33 photos Details
Make Enquiry
From
$302
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Make Enquiry
From
$274
Per Night
2 Bedrooms, 4 Bathrooms, Sleeps 7
24 photos Details
Make Enquiry
From
$130
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
30 photos Details
Make Enquiry
From
$130
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
32 photos Details
Make Enquiry
From
$274
Per Night
2 Bedrooms, 4 Bathrooms, Sleeps 7
11 photos Details
Make Enquiry
From
$302
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Make Enquiry
From
$229
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Make Enquiry
From
$346
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
28 photos Details
Make Enquiry
From
$316
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
21 photos Details
Make Enquiry
From
$936
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 7
36 photos Details
Make Enquiry
From
$720
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
29 photos Details
Make Enquiry
From
$216
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
18 photos Details
Make Enquiry
From
$316
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
26 photos Details
Make Enquiry
From
$159
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
20 photos Details
Make Enquiry
From
$346
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Make Enquiry
From
$346
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
10 photos Details
Make Enquiry
From
$720
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Make Enquiry
From
$936
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 7
12 photos Details
Make Enquiry
From
$216
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
10 photos Details
Make Enquiry
From
$159
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
8 photos Details
Make Enquiry
Go to map view
Book Online(7)
Use filters to find the best results!

Suitability

  • Wheelchair access (0)
  • Elder access (39)
  • Suitable for children (62)
  • Pet friendly (22)
  • Smoking allowed (68)

Amenities

  • Parking (35)
  • Garden (33)
  • All pools (31)
  • Internet (27)
  • Fireplace (26)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List