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 Rentals in Pienza, Italy

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    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
    Payment
    Select
    Go to map view
    More filters
    loading...
    Travelers to Pienza are booking June dates now. Secure your vacation rental today, and have the perfect trip.
    Sort by
    From
    $89
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $111
    / Night
    Payment Protection
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    Monticchiello
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $56
    / Night
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    Monticchiello
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $380
    / Night
    Payment Protection
    View Details
    1 / 24
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Private Indoor Pool
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Please note these Check-in Day Requirements for this property: Jun 21 - Jun 27 : Saturday check-out required.; Jun 28 - Jul 04 : Saturday check-out required.; Jul 05 - Jul 11 : Saturday check-out required.; Jul 25 - Aug 01 : Saturday check-in required, Saturday check-out required.; Aug 02 - Aug 08... View all property information
    Make Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $156
    / Night
    Payment Protection
    View Details
    1 / 21
    2 Bedrooms / 4 Bathrooms / Sleeps 4
    Overview Make Inquiry
    From
    $556
    / Week
    Payment Protection
    View Details
    1 / 5
    4 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    From
    $78
    / Night
    Payment Protection
    View Details
    1 / 11
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    From
    $122
    / Night
    Payment Protection
    View Details
    1 / 23
    1 Bedroom / 1 Bathroom / Sleeps 3
    travelers have booked this property
    Overview Make Inquiry
    From
    $89
    / Night
    Payment Protection
    View Details
    1 / 4
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    From
    $78
    / Night
    Payment Protection
    View Details
    1 / 4
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing
    From
    $95
    / Night
    Payment Protection
    View Details
    1 / 5
    1 Bedroom / 2 Bathrooms / Sleeps 2
    Overview Make Inquiry
    From
    $89
    / Night
    Payment Protection
    View Details
    1 / 16
    7 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Inquiry
    From
    $145
    / Night
    Payment Protection
    View Details
    1 / 5
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    From
    $100
    / Night
    Payment Protection
    View Details
    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 3
    Overview Reviews (1) Make Inquiry
    5 of 5 stars Reviewed May 4, 2015
    L'appartamento è molto ampio, pulito, con tutto ciò che serve. Gli arredi, graziosi, ti fanno sentire a casa. I letti molto comodi, l'esterno una meraviglia. L'agriturismo...
    See all reviews
    From
    $156
    / Night
    Payment Protection
    View Details
    1 / 6
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    From
    $100
    / Night
    Payment Protection
    View Details
    1 / 6
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Make Inquiry
    From
    $200
    / Night
    Payment Protection
    View Details
    1 / 17
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53020, Pienza, Province of Siena
    From
    $4,894
    / Week
    Payment Protection
    View Details
    1 / 24
    8 Bedrooms / 8 Bathrooms / Sleeps 15
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $267
    / Night
    Payment Protection
    View Details
    1 / 20
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    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 Inquiry
    Location Information
    XXXXXXXX, Pienza, Province of Siena
    From
    $508
    / Night
    Payment Protection
    View Details
    1 / 20
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    Get the List
    From
    $528
    / Night
    Payment Protection
    View Details
    1 / 24
    6 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $106
    / Night
    Payment Protection
    View Details
    1 / 16
    3 Bedrooms / 3 Bathrooms / Sleeps 2
    Overview Make Inquiry
    From
    $1,390
    / Week
    Payment Protection
    View Details
    1 / 19
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    traveler have booked this property
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $222
    / Night
    Payment Protection
    View Details
    1 / 12
    Monticchiello
    2 Bedrooms / 4 Bathrooms / Sleeps 4
    Overview Make Inquiry
    From
    $100
    / Night
    View Details
    1 / 10
    5 of 5 stars (1) Excellent
    Monticchiello
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • Wheelchair access
    • Elder access
    • x
    About this property
    The apartment dates back to the XVII (17th) Century and has been restored respecting the original architecture. The apartment has a large living room with a fully equipped kitchen as is beautifully furnished including original antiques. The property has 2 bedrooms, each with private bathroom,... View all property information
    Make Inquiry
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed May 24, 2012
    Beautiful apartment in the heart of the ancient village of Monticchiello. The village though small has two exceptional restaurants, a fun bar and a shop that sells everything you...
    See all reviews
    From
    $4,318
    / Week
    View Details
    1 / 25
    Monticchiello
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    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 Inquiry
    Location Information
    Monticchiello, Pienza
    From
    $4,501
    / Week
    View Details
    1 / 29
    Monticchiello
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • 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 Inquiry
    Location Information
    Monticchiello, Pienza
    From
    $9,176
    / Week
    View Details
    1 / 24
    8 Bedrooms / 9 Bathrooms / Sleeps 19
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • 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 Inquiry
    Location Information
    Pienza, Province of Siena
    From
    $1,837
    / Week
    View Details
    1 / 33
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Having a holiday in this countryhouse is like having a holiday in a postcard. Photographed from all angles, it represents Tuscany, used by a large number of advertising agencies who want to render the image of the Tuscan countryside. It is very close to Pienza, the city built by will of Pope Pius... View all property information
    Make Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $4,814
    / Week
    View Details
    1 / 23
    8 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Private Indoor Pool
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Description of the VILLA: 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... View all property information
    Make Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $1,448
    / Week
    View Details
    1 / 16
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $2,202
    / Week
    View Details
    1 / 44
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $2,505
    / Week
    View Details
    1 / 48
    6 Bedrooms / 4 Bathrooms / Sleeps 11
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena
    From
    $222
    / Night
    View Details
    1 / 30
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Make Inquiry
    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 Inquiry
    Location Information
    Pienza, Province of Siena
    From
    $3,120
    / Week
    View Details
    1 / 60
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    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 Inquiry
    Location Information
    53026, Pienza, Province of Siena