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.

Apartments and beach rentals in Italy/Gaiole in Chianti, 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 229 Rentals in Gaiole in Chianti
loading...
Sort by
From
$838
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
20 photos Details
Reviews (2) Make Inquiry
From
$2,292
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 10
24 photos Details
Reviews (2) Make Inquiry
From
$203
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (13) Make Inquiry
Also consider
Apartamento 1 dormitorio
1 Bedroom, sleeps 4
$143 / night
DREAM LOCATION IN CHIANTI:  POOL, GARDEN, PRIVACY
2 Bedrooms, sleeps 4
$676 - $1,602 / week
Exclusive Chianti dreams
2 Bedrooms, sleeps 5
$122 - $243 / night
Castello Medievale
6 Bedrooms, sleeps 14
$143 - $846 / night
From
$913
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (1) Make Inquiry
From
$146
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (2)
From
$1,423
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 7
23 photos Details
Reviews (4) Make Inquiry
From
$316
Per Night
other traveler has booked this property
3 Bedrooms, 2 Bathrooms, Sleeps 8
24 photos Details
Reviews (10) Make Inquiry
From
$1,341
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
41 photos Details
Reviews (8) Make Inquiry
Get the List
From
$2,555
Per Week
6 Bedrooms, 6 Bathrooms, Sleeps 12
17 photos Details
Reviews (1) Make Inquiry
From
$534
Per Week
1 Bedroom, 1 Bathroom, Sleeps 3
20 photos Details
Reviews (1) Make Inquiry
From
$3,267
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
19 photos Details
Reviews (1) Make Inquiry
From
$1,881
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
23 photos Details
Reviews (1) Make Inquiry
From
$113
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
9 photos Details
Reviews (1)
From
$3,935
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
61 photos Details
Reviews (1) Make Inquiry
From
$219
Per Night
other travelers have booked this property
2 Bedrooms, 1 Bathroom, Sleeps 6
23 photos Details
Reviews (2) Make Inquiry
From
$137
Per Night
other traveler has booked this property
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (10) Make Inquiry
From
$84
Per Night
other travelers have booked this property
2 Bedrooms, 1 Bathroom, Sleeps 5
11 photos Details
Reviews (1) Make Inquiry
From
$137
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
24 photos Details
Reviews (25) Make Inquiry
From
$926
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Inquiry
From
$427
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 12
24 photos Details
Reviews (1) Make Inquiry
From
$1,731
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
20 photos Details
Reviews (1) Make Inquiry
From
$141
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
24 photos Details
Reviews (1) Make Inquiry
From
$2,231
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (1) Make Inquiry
From
$4,692
Per Week
6 Bedrooms, 9 Bathrooms, Sleeps 12
24 photos Details
Reviews (2) Make Inquiry
From
$62
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
7 photos Details
Reviews (2)
From
$118
Per Night
other travelers have booked this property
2 Bedrooms, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (5) Make Inquiry
From
$91
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (1)
From
$89
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Reviews (3)
From
$76
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Reviews (4)
From
$73
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details
Reviews (1)
From
$6,123
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
34 photos Details
Reviews (1) Make Inquiry
From
$86
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Reviews (3)
From
$128
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
13 photos Details
Reviews (3) Make Inquiry
From
$460
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details
Reviews (1) Make Inquiry
From
$1,290
Per Week
other travelers have booked this property
4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details
Reviews (1) Make Inquiry
From
$67
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
12 photos Details
Reviews (2)
From
$703
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 6
24 photos Details
Make Inquiry
From
$8,112
Per Week
6 Bedrooms, 5 Bathrooms, Sleeps 11
33 photos Details
Make Inquiry
From
$692
Per Night
12 Bedrooms, 11 Bathrooms, Sleeps 24
26 photos Details
Make Inquiry
From
$1,707
Per Night
5 Bedrooms, 6 Bathrooms, Sleeps 12
20 photos Details
Make Inquiry
Go to map view
Book Online(44)
Use filters to find the best results!

Suitability

  • Wheelchair access (2)
  • Elder access (107)
  • Suitable for children (149)
  • Pet friendly (72)
  • Smoking allowed (68)

Amenities

  • All pools (159)
  • Parking (146)
  • Garden or Yard (120)
  • Public pool (119)
  • Internet (113)
  • 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(44)

Suitability

  • Wheelchair access (2)
  • Elder access (107)
  • Suitable for children (149)
  • Pet friendly (72)
  • Smoking allowed (68)

Amenities

  • All pools (159)
  • Parking (146)
  • Garden or Yard (120)
  • Public pool (119)
  • Internet (113)
  • View all amenities