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 Rentals in Montepulciano, Italy

Payment Protection
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 199 Rentals in Montepulciano
loading...
Sort by
From
₹20,982
Per Night
View Details
1 / 24
Payment Protection
3 Bedrooms, 3 Bathrooms, Sleeps 6
Booking
Details Make Enquiry
From
₹192,141
Per Week
View Details
1 / 60
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
From
₹339,713
Per Week
View Details
1 / 24
7 Bedrooms, 7 Bathrooms, Sleeps 16
Details Make Enquiry
From
₹11,635
Per Night
View Details
1 / 1
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
An apartment of around 45sq.mt., facing south/east. At the front door you enter into the lounge room with a cooking corner and a dining area while in the adjacent room there is the lounge room. Stepping up two stairs you arrive at the night area with two double bedrooms with a mezzanine and a... View all property information
Make Enquiry
Inquire for rates
1 / 8
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
The 'Orchidea' apartment (2+2 pax), on the ground floor, is composed of a living-kitchen room (refrigerator, oven and pottery washing-machine) with a divan-bed for 2 persons, a large bedroom and a bathroom with a shower and jacuzzi. In bedroom: TV sat. jacuzzi; TV sat. Places: 2 + 2 Additional... View all property information
Make Enquiry
From
₹89,903
Per Week
View Details
1 / 15
5 Bedrooms, 4 Bathrooms, Sleeps 13
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Hot Tub
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Charming share of an independent Tuscan villa rental affording extensive views over the surrounding landscape. The villa rental, offering tastefully furnished interiors, is quietly situated in a short distance from the lovely Tuscan town of Cortona (15 km). Distances: food shops 3 km, Foiano della... View all property information
Make Enquiry
From
₹7,630
Per Night
View Details
1 / 4
Payment Protection
Valiano
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Satellite TV
  • Shared Outdoor Pool...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Room is located in the farmhouse Agriturismo Casa di Bacco in Montepulciano. ROOM: Double Room FACILITIES: Plasma Tv, Satellite Decoder Hairdryer, Minibar, Air Conditioning, Heating BATHROOM: Private Bathroom with Shower ROOM SIZE: 21 square meters SHARED AREAS: Private Parking, Gazebo,... View all property information
Make Enquiry
From
₹42,726
Per Night
View Details
1 / 43
Payment Protection
7 Bedrooms, 8 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute... View all property information
Make Enquiry
From
₹194,112
Per Week
View Details
1 / 23
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves. It has been turned into a residence of refined charm that retains an atmosphere of informal welcome. The landscape and environment of Montepulciano are among the greenest you can... View all property information
Make Enquiry
Inquire for rates
1 / 15
9 Bedrooms, 9 Bathrooms, Sleeps 20
Details Make Enquiry
Amenities & Details
  • Fireplace
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Antique farmhouse with two floors and two outbuildings, which was recently renovated into a more than 100 hectares with wine grounds and olive groves. In the maintained and private garden guests will find a beautiful and panoramic swimming pool. Additional amenities include: TVsat, golf, heating,... View all property information
Make Enquiry
Get the List
From
₹4,260
Per Night
View Details
1 / 17
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Booking
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Shared Outdoor Pool...
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
These beautiful holiday accommodations are located in a quiet area just 7km from Montepulciano, a splendid medieval town of the Val di Chiana. Next village, Acquaviva is ca. 1.5km away, where one can find shops, a supermarket and restaurants. The property consists of 2 self catering farmhouses,... View all property information
Make Enquiry
From
₹271,745
Per Week
View Details
1 / 27
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Wonderful Tuscany villa near Montepulciano with private pool and air conditioning for 10 people. Additional amenities include: heating. View all property information
Make Enquiry
From
₹178,599
Per Week
View Details
1 / 16
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Internet Access
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
This apartment in Montepulciano hosting a maximum of 8 guests is approximately 95 sq-m and affords views of the surrounding beauty.The apartment  features a kitchen corner to try your hand at Tuscan cuisine and a lovely 3 double bedroom and 1 twin bedroom bedecked with beautiful exquisite details.... View all property information
Make Enquiry
From
₹104,845
Per Week
View Details
1 / 24
4 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Private Outdoor...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa, nearly completely made in red bricks, preserves many typical Tuscan traditional features such as the terracotta floors and wooden beamed ceilings, an ancient... View all property information
Make Enquiry
Inquire for rates
1 / 14
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
BR Apartment Torre - Two Rooms Torre for four people, on the ground floor, living room with kitchenette and double sofa bed, double room with double bed and bathroom with shower. Additional amenities include: riding, barbeque. View all property information
Make Enquiry
From
₹54,362
Per Night
View Details
1 / 30
8 Bedrooms, 7 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Internet Access
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original form and will welcome you upon... View all property information
Make Enquiry
From
₹171,605
Per Week
View Details
1 / 48
4 Bedrooms, 5 Bathrooms, Sleeps 9
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
RECEPTIVE STRUCTURE. Less than two kilometres from Bossoncina is Montepulciano, a charming Renaissance borgo, one of the many which enliven the province of Siena, standing on the crest of a hill between the flourishing Valdichiana and the unique Val d'Orcia, with its art masterpieces and its... View all property information
Make Enquiry
From
₹54,362
Per Night
View Details
1 / 24
8 Bedrooms, 6 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Private Outdoor...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town. A small church with an enchanting bell tower is preserved in its original form and will welcome you upon... View all property information
Make Enquiry
From
₹7,375
Per Night
View Details
1 / 24
Payment Protection
Valiano
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Inquire for rates
1 / 17
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuff The farm is located in the heart of the Ferme de la Croix Phoebus,... View all property information
Make Enquiry
From
₹6,231
Per Night
View Details
1 / 8
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
From
₹17,485
Per Night
View Details
1 / 22
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
From
₹9,346
Per Night
View Details
1 / 5
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
From
₹5,849
Per Night
View Details
1 / 17
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 7
Booking
Details Make Enquiry
Inquire for rates
1 / 17
Payment Protection
Acquaviva di Montepulciano
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The Poggio Golo holiday villa has been restored to its original splendour after long and careful renovation, giving you the possibility to savor the atmosphere of a holiday from past times in an old 17th century villa with original furniture and accessories. The well-travelled owners have made the... View all property information
Make Enquiry
From
₹279,502
Per Week
View Details
1 / 21
Payment Protection
6 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Vast farmland, olive groves and vineyards surround the wonderfully well preserved castle in the province of Siena, near Montepulciano. It stands embedded in lush, manicured Italian gardens with local and exotic ancient trees. Thick walls conceal a fabulous courtyard and prestigious interiors. Every... View all property information
Make Enquiry
From
₹7,757
Per Night
View Details
1 / 11
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
From
₹5,595
Per Night
View Details
1 / 15
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
From
₹3,878
Per Night
View Details
1 / 15
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 9
Details Make Enquiry
Inquire for rates
1 / 5
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 5
Details Make Enquiry
From
₹14,051
Per Night
View Details
1 / 24
Payment Protection
3 Bedrooms, 5 Bathrooms, Sleeps 6
Details Make Enquiry
From
₹3,878
Per Night
View Details
1 / 4
Payment Protection
4 Bedrooms, 12 Bathrooms, Sleeps 6
Details Make Enquiry
From
₹9,346
Per Night
View Details
1 / 2
Payment Protection
13 Bedrooms, 28 Bathrooms, Sleeps 27
Details Make Enquiry
From
₹4,641
Per Night
View Details
1 / 6
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Booking
Details Make Enquiry
Inquire for rates
1 / 18
Payment Protection
6 Bedrooms, 7 Bathrooms, Sleeps 12
Details Make Enquiry
From
₹23,271
Per Night
View Details
1 / 20
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
From
₹11,635
Per Night
View Details
1 / 24
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
From
₹11,635
Per Night
View Details
1 / 19
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
From
₹7,757
Per Night
View Details
1 / 5
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
Inquire for rates
1 / 12
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
From
₹6,612
Per Night
View Details
1 / 6
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
From
₹19,392
Per Night
View Details
1 / 12
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 7
Details Make Enquiry
From
₹5,849
Per Night
View Details
1 / 22
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Inquire for rates
1 / 19
Payment Protection
2 Bedrooms, 8 Bathrooms, Sleeps 8
Booking
Details Reviews (1) Make Enquiry
Inquire for rates
1 / 17
Payment Protection
4 Bedrooms, 3 Bathrooms, Sleeps 8
Bookings
Details Make Enquiry
Inquire for rates
1 / 11
Payment Protection
4 Bedrooms, 7 Bathrooms, Sleeps 13
Details Make Enquiry
Inquire for rates
1 / 13
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Inquire for rates
1 / 36
8 Bedrooms, 8 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Hot Tub
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sleeps 15/16; 8 Bedrooms, 8.5 Bathrooms Featured in British Home & Garden Magazine Very spacious home well suited to an extended family or group of friends; all ensuite accommodation MAIN FEATURES * Sleeps 16+1 in 8 bedrooms All ensuite accommodations * Traditionally styled country kitchen,... View all property information
Make Enquiry
Inquire for rates
1 / 5
Payment Protection
4 Bedrooms, 14 Bathrooms, Sleeps 12
Details Make Enquiry
Go to map view
Nearby rentals
Book Online(122)
Use filters to find the best results!

Suitability

  • Wheelchair access (21)
  • Elder access (78)
  • Suitable for children (87)
  • Pet friendly (48)
  • Smoking allowed (51)

Amenities

  • Parking (118)
  • Garden (112)
  • All pools (97)
  • Internet (86)
  • Grill (85)
  • 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