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 Italy/Province of Siena, 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
All 3,532 Rentals in Province of Siena
loading...
Sort by
From
$1,235
Per Week
Trequanda
2 Bedrooms, 3 Bathrooms, Sleeps 6
20 photos Details
Reviews (3) Make Inquiry
From
$41
Per Night
Radicofani
2 Bedrooms, 2 Bathrooms, Sleeps 4
16 photos Details
Reviews (2) Make Inquiry
From
$104
Per Night
San Gimignano
2 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
11 photos Details
Reviews (2) Make Inquiry
Also consider
Antico Borgo Poggiarello
15 Bedrooms, sleeps 30
$968 - $1,324 / night
Il Casale di Piera
8 Bedrooms, sleeps 25
$1,098 - $6,861 / week
Poggio CantarelloCountry Home
2 Bedrooms, sleeps 6
$124 - $137 / night
Glicine+Mandorlo
4 Bedrooms, sleeps 11
$220 - $268 / night
From
$104
Per Night
Casole d'Elsa
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
14 photos Details
Reviews (1) Make Inquiry
From
$104
Per Night
Monteriggioni
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
15 photos Details
Reviews (2) Make Inquiry
From
$399
Per Week
Sarteano
1 Bedroom, 1 Bathroom, Sleeps 4
18 photos Details
Reviews (1) Make Inquiry
From
$151
Per Night
Montepulciano
2 Bedrooms, 4 Bathrooms, Sleeps 4
7 photos Details
Reviews (2) Make Inquiry
From
$104
Per Night
Casole d'Elsa
3 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
24 photos Details
Reviews (2) Make Inquiry
Get the List
From
$326
Per Night
San Giovanni d'Asso
3 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
22 photos Details
Reviews (1) Make Inquiry
From
$277
Per Night
Bagnaia
4 Bedrooms, 3 Bathrooms, Sleeps 10
20 photos Details
Reviews (1) Make Inquiry
From
$96
Per Night
Monteriggioni
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
18 photos Details
Reviews (1) Make Inquiry
From
$76
Per Night
Sovicille
2 Bedrooms, 1 Bathroom, Sleeps 5
10 photos Details
Reviews (1) Make Inquiry
From
$2,607
Per Week
Montalcino
4 Bedrooms, 5 Bathrooms, Sleeps 9
Bookings
21 photos Details
Reviews (3) Make Inquiry
From
$155
Per Night
Castellina In Chianti
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
38 photos Details
Reviews (3) Make Inquiry
From
$117
Per Night
Castellina In Chianti
2 Bedrooms, 2 Bathrooms, Sleeps 4
19 photos Details
Reviews (2) Make Inquiry
From
$700
Per Night
San Giovanni d'Asso
8 Bedrooms, 7 Bathrooms, Sleeps 16
Bookings
24 photos Details
Reviews (3) Make Inquiry
From
$346
Per Night
San Giovanni d'Asso
5 Bedrooms, 6 Bathrooms, Sleeps 10
Bookings
24 photos Details
Reviews (3) Make Inquiry
From
$83
Per Night
Chiusi
2 Bedrooms, 1 Bathroom, Sleeps 8
24 photos Details
Reviews (1) Make Inquiry
From
$412
Per Night
Montepulciano
6 Bedrooms, 5 Bathrooms, Sleeps 12
24 photos Details
Reviews (1) Make Inquiry
From
$324
Per Night
Buonconvento
4 Bedrooms, 2 Bathrooms, Sleeps 8
Booking
21 photos Details
Reviews (1) Make Inquiry
From
$110
Per Night
Montepulciano
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
18 photos Details
Reviews (3) Make Inquiry
From
$394
Per Night
Montalcino
4 Bedrooms, 5 Bathrooms, Sleeps 9
Bookings
24 photos Details
Reviews (4) Make Inquiry
From
$162
Per Night
San Gimignano
2 Bedrooms, 2 Bathrooms, Sleeps 4
Booking
26 photos Details
Reviews (1) Make Inquiry
From
$933
Per Week
San Gimignano
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
17 photos Details
Reviews (12) Make Inquiry
From
$142
Per Night
Poggibonsi
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
8 photos Details
Reviews (1) Make Inquiry
From
$102
Per Night
Pienza
2 Bedrooms, 2 Bathrooms, Sleeps 5
16 photos Details
Reviews (4) Make Inquiry
From
$724
Per Week
San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
16 photos Details
Reviews (3) Make Inquiry
From
$133
Per Night
San Gimignano
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
18 photos Details
Reviews (2) Make Inquiry
From
$97
Per Night
Rapolano Terme
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
21 photos Details
Reviews (2) Make Inquiry
From
$149
Per Night
San Gimignano
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
27 photos Details
Reviews (4) Make Inquiry
From
$166
Per Night
Asciano
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
11 photos Details
Reviews (1) Make Inquiry
From
$58
Per Night
Monteriggioni
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
16 photos Details
Reviews (2) Make Inquiry
From
$186
Per Night
Monteroni d'Arbia
2 Bedrooms, 2 Bathrooms, Sleeps 4
Bookings
24 photos Details
Reviews (1) Make Inquiry
From
$110
Per Night
Montepulciano
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
23 photos Details
Reviews (3) Make Inquiry
From
$272
Per Night
Castelnuovo Berardenga
2 Bedrooms, 1 Bathroom, Sleeps 4
Bookings
34 photos Details
Reviews (2) Make Inquiry
From
$129
Per Night
San Casciano dei Bagni
1 Bedroom, 1 Bathroom, Sleeps 2
81 photos Details
Reviews (9) Make Inquiry
From
$408
Per Night
Siena
3 Bedrooms, 2 Bathrooms, Sleeps 6
Booking
20 photos Details
Reviews (1) Make Inquiry
From
$142
Per Night
San Gimignano
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
17 photos Details
Reviews (2) Make Inquiry
From
$145
Per Night
San Gimignano
1 Bedroom, 1 Bathroom, Sleeps 2
Bookings
17 photos Details
Reviews (5) Make Inquiry
From
$1,291
Per Week
Gaiole in Chianti
2 Bedrooms, 1 Bathroom, Sleeps 6
Bookings
23 photos Details
Reviews (3) Make Inquiry
Popular cities
Book Online(1458)
Use filters to find the best results!

Suitability

  • Wheelchair access (175)
  • Elder access (1,303)
  • Suitable for children (2,242)
  • Pet friendly (1,117)
  • Smoking allowed (1,040)

Amenities

  • All pools (2,355)
  • Parking (2,040)
  • Garden or Yard (1,896)
  • Internet (1,687)
  • Grill (1,626)
  • 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(1458)

Suitability

  • Wheelchair access (175)
  • Elder access (1,303)
  • Suitable for children (2,242)
  • Pet friendly (1,117)
  • Smoking allowed (1,040)

Amenities

  • All pools (2,355)
  • Parking (2,040)
  • Garden or Yard (1,896)
  • Internet (1,687)
  • Grill (1,626)
  • View all amenities