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.

Luxury Rentals in Italy/Gaiole in Chianti, Tuscany

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
$3,043
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
19 photos Details
Reviews (1) Make Inquiry
From
$1,775
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 13
24 photos Details
Make Inquiry
From
$1,591
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
20 photos Details
Make Inquiry
From
$1,522
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 13
102 photos Details
Make Inquiry
From
$1,522
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 13
24 photos Details
Make Inquiry
From
$1,522
Per Night
7 Bedrooms, 6 Bathrooms, Sleeps 13
25 photos Details
Make Inquiry
From
$9,574
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
24 photos Details
Make Inquiry
From
$9,511
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 10
19 photos Details
Make Inquiry
From
$1,258
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
37 photos Details
Reviews (10) Make Inquiry
From
$7,583
Per Week
7 Bedrooms, 7 Bathrooms, Sleeps 18
40 photos Details
Make Inquiry
Get the List
From
$7,583
Per Week
7 Bedrooms, 5 Bathrooms, Sleeps 13
17 photos Details
Make Inquiry
From
$7,393
Per Week
5 Bedrooms, 15 Bathrooms, Sleeps 10
24 photos Details
Make Inquiry
From
$6,556
Per Week
6 Bedrooms, 4 Bathrooms, Sleeps 11
17 photos Details
Make Inquiry
From
$6,123
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
34 photos Details
Reviews (1) Make Inquiry
From
$5,909
Per Week
5 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details
Make Inquiry
From
$5,415
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 9
17 photos Details
Make Inquiry
From
$649
Per Night
12 Bedrooms, 11 Bathrooms, Sleeps 24
26 photos Details
Make Inquiry
From
$647
Per Night
11 Bedrooms, 11 Bathrooms, Sleeps 22
45 photos Details
Make Inquiry
Go to map view
Book Online(6)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (8)
  • Suitable for children (9)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • All pools (16)
  • Internet (13)
  • Private pool (11)
  • Air Conditioning (7)
  • Grill (7)
  • 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

More Food & Wine destinations:

More History & Culture destinations:

Filter search results by:
Book Online(6)

Suitability

  • Wheelchair access (1)
  • Elder access (8)
  • Suitable for children (9)
  • Pet friendly (1)
  • Smoking allowed (0)

Amenities

  • All pools (16)
  • Internet (13)
  • Private pool (11)
  • Air Conditioning (7)
  • Grill (7)
  • View all amenities