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.

Pet Friendly Holiday Rentals in Pienza

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
loading...
Sort by
From
$150
Per Night
View Details
1 / 10
Monticchiello
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Reviews (1) Make Enquiry
From
$113
Per Night
View Details
1 / 14
Monticchiello
1 Bedroom, 1 Bathroom, Sleeps 3
Details Reviews (6) Make Enquiry
From
$120
Per Night
View Details
1 / 11
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Reviews (1) Make Enquiry
From
$225
Per Night
View Details
1 / 11
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
At Podere Malabiccia we offer three separate wings, two on the the first floor, Hansel and Gretel, and the third on the second floor, Il Torrino. Hansel is a private nucleus composed of one double bedroom with a detachable bed, one single bedroom with a french double bed (1 1/2) and a bathroom... View all property information
Make Enquiry
4 of 5 stars Reviewed 16 November 2014
La casa è immersa nel verde di un vasto uliveto, ben ristrutturata e accogliente, le stanze confortevoli e i servizi puliti, la cucina è ampia e attrezzata. Il prezzo anche se...
See all reviews
From
$75
Per Night
View Details
1 / 22
Payment Protection
Monticchiello
1 Bedroom, 1 Bathroom, Sleeps 4
Bookings
Details Reviews (1) Make Enquiry
5 of 5 stars Reviewed 2 April 2014
L'appartamento in cui abbiamo soggiornato, è molto bello e accogliente dotato di tutti comfort, dal phon alle sdraio per prendere il sole, ad un giardino riscaldamento (noi...
See all reviews
From
$270
Per Night
View Details
1 / 17
Payment Protection
3 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Balcony
  • Grill
  • Internet Access
  • Satellite TV
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Our Agriturismo is situated on top of Souhern-Tuscany's hills, in the sunny Val d'Orcia and within a short distance from Pienza. Our farmhouse is made up of two independent apartments with private garden. They can be rented by either families or small groups of friends. The Agriturismo is... View all property information
Make Enquiry
From
$1,550
Per Night
View Details
1 / 29
Monticchiello
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Situated on a farm of 150 hectares that produces excellent extra virgin olive oil, this farmhouse is set on a kind of natural terrace overlooking the lovely valley below. The house, built in the first half of the eighteenth century, has been renovated carefully by the couple who owns it and who... View all property information
Make Enquiry
From
$150
Per Night
View Details
1 / 10
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
At Podere Malabiccia we offer three separate wings, two on the the first floor, Hansel and Gretel, and the third on the second floor, Il Torrino. Hansel is a private nucleus composed of one double bedroom with a detachable bed, one single bedroom with a french double bed (1 1/2) and a bathroom... View all property information
Make Enquiry
From
$2,973
Per Week
View Details
1 / 44
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
RECEPTIVE STRUCTURE. In the unique landscape of the Val d'Orcia, lulled by the embrace of gentle hills that surround the countryside of Pienza, stands Casa Andrei, on a discreet panoramic hilltop. A rural house completely restored with salvaged materials in the typical local tradition, the exterior... View all property information
Make Enquiry
From
$1,955
Per Week
View Details
1 / 16
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Il Ristoro is a country house which was originally one of the first examples of European hospitals. The building, completely refurbished in 2012, is in the heart of the Val d’Orcia valley, an area marked by enchanting landscapes and the most varied Medieval towns. From its central location, you... View all property information
Make Enquiry
Get the List
From
$360
Per Night
View Details
1 / 20
Payment Protection
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Grill
  • Ping Pong Table
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Just South of Siena, The Val d'Orcia is UNESCO World Heritage. Its enchanting towns and villages like Montalcino and Pienza are surrounded by a sea of vines and olives whose slopes intermittently give way to deep forest of pines, chestnuts and oaks, cool and refreshing. And amongst these strikingly... View all property information
Make Enquiry
From
$300
Per Night
View Details
1 / 23
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
The villa is situated in Val d'Orcia, a region in southern Tuscany, in the province of Siena. A riding stable and a tennis club are within a few kilometres of the property, as well as Bagno Vignoni thermal baths. The villa is an excellent lodging for those who like walking in the country and an... View all property information
Make Enquiry
From
$150
Per Night
View Details
1 / 10
Payment Protection
Monticchiello
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Located in UNESCO's heritage out of normal touristics tour Monticchiello is a special place where the the time is stop on Reinassance.The apartment is completly restored, and has every falicilities to enjoy the pleasure to have storical Tuscany house dated back XVII century joint to good food ,... View all property information
Make Enquiry
From
$687
Per Night
View Details
1 / 20
Payment Protection
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
In the heart of the Natural Park of the Val d'Orcia, Pienza, Rent In Tuscany offers a unique experience that will immerse you in the real, magical Tuscany, where rolling hills, vineyards, olive groves and truffle fields, frame Villa Poggio Di Toscana, an estate of 38 hectares of organic management... View all property information
Make Enquiry
From
$6,498
Per Week
View Details
1 / 37
8 Bedrooms, 8 Bathrooms, Sleeps 14
Details Make Enquiry
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Imposing farmhouse dating back to the 18th century comprising 2 independent units (rentable only together as a private property). This beautiful 5–hectare estate is situated in quiet and panoramic location, in the heart of the Val d’Orcia region, a short distance away from the charming medieval... View all property information
Make Enquiry
From
$3,254
Per Night
View Details
1 / 26
9 Bedrooms, 9 Bathrooms, Sleeps 19
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Villa Rombi is a beautiful Tuscan property located in Contignano. The spacious villa sleeps up to 19 guests in the main house and annexe. It is surrounded by breathtaking views over the Italian countryside. Villa Rombi has been beautiful decorated with a relaxed, modern Tuscan style. There is a... View all property information
Make Enquiry
From
$3,254
Per Night
View Details
1 / 24
8 Bedrooms, 9 Bathrooms, Sleeps 19
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Fireplace
  • Hot Tub
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
For visitors in search of an exceptional and luxurious Italian retreat, Villa Casella is the perfect choice. The exquisite villa is located in Contignano and surrounded by spectacular views of rolling clay hills and countryside. The villa sleeps up to 19 in 8 very spacious bedrooms: 2 twin, 5... View all property information
Make Enquiry
From
$1,487
Per Night
View Details
1 / 25
Monticchiello
6 Bedrooms, 5 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Fireplace
  • Internet Access
  • Private Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Monticchiello is a magical place. A village enclosed by medieval walls but connected to the world through the vibrant culture that has characterized it for years, this villa is very near Monticchello and overlooks the most beautiful section of Val D'Orcia. L'Apparita is situated under a kilometer... View all property information
Make Enquiry
From
$6,606
Per Week
View Details
1 / 24
Payment Protection
8 Bedrooms, 8 Bathrooms, Sleeps 15
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Ping Pong Table
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
  • ?
About this property
This lovely 18th century villa with swimming-pool in Val d'Orcia is located near Pienza, surrounded by the gently rolling hills of this magnificent countryside. This tastefully furnished villa can comfortably accommodate up to 15 people and consists of 2 large sitting rooms, 2 fully equipped... View all property information
Make Enquiry
From
$714
Per Night
View Details
1 / 24
Payment Protection
6 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Grill
  • Private Outdoor...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • Wheelchair access
  • Elder access
About this property
This enchanting holiday home in Tuscany is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 comfortable apartments (2 on... View all property information
Make Enquiry
From
$750
Per Night
View Details
1 / 14
Payment Protection
5 Bedrooms, 3 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Shared Outdoor Pool...
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
At Podere Malabiccia we offer three separate wings, two on the the first floor, Hansel and Gretel, and the third on the second floor, Il Torrino. Hansel is a private nucleus composed of one double bedroom with a detachable bed, one single bedroom with a french double bed (1 1/2) and a bathroom... View all property information
Make Enquiry
From
$3,381
Per Week
View Details
1 / 48
6 Bedrooms, 4 Bathrooms, Sleeps 11
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
RECEPTIVE STRUCTURE. In the unique landscape of the Val d'Orcia, lulled by the embrace of gentle hills that surround the countryside of Pienza, stands Casa Andrei, on a discreet panoramic hilltop. A rural house completely restored with salvaged materials in the typical local tradition, the exterior... View all property information
Make Enquiry
From
$181
Per Night
View Details
1 / 11
Payment Protection
2 Bedrooms, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
At Podere Malabiccia we offer three separate wings, two on the the first floor, Hansel and Gretel, and the third on the second floor, Il Torrino. Hansel is a private nucleus composed of one double bedroom with a detachable bed, one single bedroom with a french double bed (1 1/2) and a bathroom... View all property information
Make Enquiry
From
$1,877
Per Week
View Details
1 / 19
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Fireplace
  • Grill
  • Internet Access
  • Private Outdoor...
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the Spedale Santa Maria della... View all property information
Make Enquiry
From
$210
Per Night
View Details
1 / 21
Payment Protection
2 Bedrooms, 4 Bathrooms, Sleeps 4
Details Make Enquiry
From
$210
Per Night
View Details
1 / 6
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 4
Details Make Enquiry
From
$135
Per Night
View Details
1 / 21
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
From
$120
Per Night
View Details
1 / 5
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
Details Make Enquiry
From
$135
Per Night
View Details
1 / 6
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
From
$135
Per Night
View Details
1 / 11
Payment Protection
1 Bedroom, 1 Bathroom, Sleeps 3
Details Make Enquiry
From
$113
Per Night
View Details
1 / 4
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
Details Make Enquiry
From
$120
Per Night
View Details
1 / 16
Payment Protection
7 Bedrooms, 5 Bathrooms, Sleeps 14
Details Make Enquiry
From
$106
Per Night
View Details
1 / 11
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
Details Make Enquiry
From
$181
Per Night
View Details
1 / 5
Payment Protection
2 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
From
$97
Per Night
View Details
1 / 4
Payment Protection
1 Bedroom, 2 Bathrooms, Sleeps 2
Details Make Enquiry
From
$5,615
Per Week
View Details
1 / 60
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Fireplace
  • Grill
  • Hot Tub
  • Internet Access
  • Private Outdoor...
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
About this property
RECEPTIVE STRUCTURE. Il Casato is a small Tuscan farm, dating back to the 19th century, which the current owners acquired together with an extensive area of land and have turned into a farm estate dedicated to the production of wine, cereals and extra virgin olive oil. Once inhabited by peasant... View all property information
Make Enquiry
From
$4,983
Per Night
View Details
1 / 40
Monticchiello
10 Bedrooms, 9 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Internet Access
  • Private Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
As a luxury villa, Villa Bandida works best as a place where friends and family come to relax, share meals, explore the countryside and drink wine late into the evening. For guests looking for the perfect location for a group get-together, relaxing break, birthday celebration or wedding, Villa... View all property information
Make Enquiry
Enquire for rates
1 / 5
Payment Protection
4 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Enquiry
Go to map view
Book Online(25)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (9)
  • Suitable for children (27)
  • Pet friendly (38)
  • Smoking allowed (16)

Amenities

  • Garden (29)
  • Grill (25)
  • Internet (23)
  • Wi-Fi (21)
  • Other outdoor space (20)
  • 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