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.

Holiday villas in Montepulciano, Italy

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
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 258 Rentals in Montepulciano
loading...
Sort by
From
€117
Per Night
2 Bedrooms, 4 Bathrooms, Sleeps 4
7 photos Details
Reviews (2) Make Enquiry
From
€530
Per Night
7 Bedrooms, 8 Bathrooms, Sleeps 16
24 photos Details
Reviews (13) Make Enquiry
From
€138
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
20 photos Details
Reviews (3) Make Enquiry
Also consider
Tuscan Tower - A unique castle apartment
2 Bedrooms, sleeps 4
€191 - €212 / night
Antico Casale
7 Bedrooms, sleeps 23
€95 / night
Ostro Bed & Breakfast
2 Bedrooms, sleeps 4
€50 / night
LOVELY STUDIO IN MONTEPULCIANO RESORT
2 Bedrooms, sleeps 4
€250 - €300 / week
From
€75
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (1) Make Enquiry
From
€318
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
24 photos Details
Reviews (1) Make Enquiry
From
€85
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
23 photos Details
Reviews (3) Make Enquiry
From
€134
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 6
23 photos Details
Reviews (6) Make Enquiry
From
€85
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
18 photos Details
Reviews (2) Make Enquiry
Get the List
From
€400
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
56 photos Details
Reviews (5) Make Enquiry
From
€71
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
18 photos Details
Reviews (1) Make Enquiry
From
€100
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
33 photos Details
Reviews (17) Make Enquiry
From
€106
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
23 photos Details
Reviews (6) Make Enquiry
From
€64
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (6) Make Enquiry
From
€212
Per Night
5 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details
Reviews (1) Make Enquiry
From
€80
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
22 photos Details
Reviews (1) Make Enquiry
From
€85
Per Night
2 Bedrooms, 8 Bathrooms, Sleeps 8
19 photos Details
Reviews (1) Make Enquiry
From
€69
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
24 photos Details
Reviews (2) Make Enquiry
From
€91
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 5
20 photos Details
Reviews (4) Make Enquiry
From
€255
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
24 photos Details
Make Enquiry
From
€138
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
20 photos Details
Make Enquiry
From
€106
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 7
16 photos Details
Make Enquiry
From
€2,438
Per Week
7 Bedrooms, 8 Bathrooms, Sleeps 14
18 photos Details
Make Enquiry
From
€159
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Make Enquiry
From
€255
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
15 photos Details
Make Enquiry
From
€75
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
20 photos Details
Make Enquiry
From
€69
Per Night
1 Bedroom, 2 Bathrooms, Sleeps 2
9 photos Details
Make Enquiry
From
€76
Per Night
1 Bedroom, 1 Bathroom, Sleeps 4
12 photos Details
Make Enquiry
From
€96
Per Night
7 Bedrooms, 15 Bathrooms, Sleeps 22
7 photos Details
Make Enquiry
From
€4,560
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 5
17 photos Details
Make Enquiry
From
€91
Per Night
3 Bedrooms, 3 Bathrooms, Sleeps 6
16 photos Details
Make Enquiry
From
€96
Per Night
7 Bedrooms, 7 Bathrooms, Sleeps 16
17 photos Details
Make Enquiry
From
€70
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
Make Enquiry
From
€2,450
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 8
1 photo Details
Make Enquiry
From
€4,770
Per Week
7 Bedrooms, 7 Bathrooms, Sleeps 23
23 photos Details
Make Enquiry
From
€140
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
15 photos Details
Make Enquiry
From
€160
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
14 photos Details
Make Enquiry
From
€90
Per Night
1 Bedroom, 1 Bathroom, Sleeps 2
22 photos Details
Make Enquiry
From
€100
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
24 photos Details
Make Enquiry
From
€200
Per Night
5 Bedrooms, 2 Bathrooms, Sleeps 10
20 photos Details
Make Enquiry
From
€120
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
1 photo Details
Make Enquiry
Go to map view
Book Online(114)
Use filters to find the best results!

Suitability

  • Wheelchair access (20)
  • Elder access (116)
  • Suitable for children (159)
  • Pet friendly (85)
  • Smoking allowed (52)

Amenities

  • All pools (159)
  • Parking (149)
  • Garden (133)
  • Internet (130)
  • Grill (123)
  • 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