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 Vacation 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.
dd/mm/yyyy dd/mm/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
    Owner log in
    Payment Protection
    Use a credit card to book with our Payment Protection.Learn more
    Show Prices
    Update
    Price
    per night
    |||
    |||
    $0
    $344 Average
    $1,000+
    Bedrooms
    Any
    Amenities
    Any
    Sleeps
    Any
    View Map
    More filters
    loading...
    Travellers to Pienza are booking April dates now. Secure your vacation rental today, and have the perfect trip.
    Clear All
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    1 / 9
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 22
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    1 / 30
    8 Bedrooms, 10 Bathrooms, Sleeps 15 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Patio
    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Private Indoor Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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
    Location Information
    53026, Pienza, Province of Siena
    1 / 22
    5 of 5 bubbles (2) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 23
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Washer
    • Satellite TV
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Villa la Fonte is situated in the marvellous Val d'Orcia, the valley of the Sienese Crete.<BR>An ancient farmhouse dating back to 1846 that lies in an agricultural farm that extends over a surface of 150 hectares. Every year our olive grove produces a tasty oil that can be tasted and purchased... View all property information
    Location Information
    53027, Pienza, Province of Siena
    1 / 16
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Wi-Fi
    • Grill
    • Shared Outdoor Pool...
    • Satellite TV
    • Outdoor Dining Area
    • Parking
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    "Podere Osteria” 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,... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 8
    4.5 of 5 bubbles (3) Very good
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 bubbles Reviewed 17 September 2015
    I booked this apartment for my parents and sister prior to my wedding at Terre di Nano. By all accounts they were very happy with the property, the host was very welcoming and...
    5 of 5 bubbles Reviewed 2 January 2015
    Many times we have stayed in Barbara's lovely Maribelle apartments - the smaller, Maribelle 2 is our favourite, fine for a couple and with doors from the bedroom opening onto a...
    See all reviews
    1 / 13
    4 of 5 bubbles (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    This property has been restored with every confort,full equiped kitchen, large bedrooms each with bathrooms. This apartment however mantain the antique charme,because the original structure is still visible. The accomodation is suitable for couple wit baby or kid . Pets are welcome The village can... View all property information
    Location Information
    53026, Pienza, Province of Siena
    3 of 5 bubbles Reviewed 4 September 2015
    We got off to a poor start as the friendly landlady had planned to put us in the next apartment (which was occupied!) and then showed us into a place which had been used but not...
    See all reviews
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Pienza, Province of Siena
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    1 / 24
    5 of 5 bubbles (2) Excellent
    Monticchiello
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
    Show Prices
    Amenities & Details
    • Shared Outdoor Pool...
    • Secure Parking
    • Satellite TV
    • DVD Player
    • Central Heating
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.<BR><BR>The owners have carefully furnished the property with wrought iron lamps,... View all property information
    Location Information
    53026, Monticchiello, Pienza
    5 of 5 bubbles Reviewed 18 November 2016
    Absolutely stunning views in the middle of Tuscany, completely tranquil in the middle of a nature reserve with lots of wildlife. Lovely house with lots of space and all the...
    5 of 5 bubbles Reviewed 5 July 2016
    Probably like you, I searched plenty of spots online trying to find the ideal Tuscan rental at a reasonable weekly rate... Sure is nice when a place actually exceeds expectations...
    See all reviews
    1 / 36
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Wi-Fi
    • Private Garden
    • Grill
    • Mountain Views
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    Location Information
    53026, Pienza, Province of Siena
    1 / 6
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Mountain Views
    • Parking
    • Air Conditioning
    • Grill
    • Shared Garden
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Shared Garden
    • Mountain Views
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 36
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Amenities & Details
    • Parking
    • Private Outdoor...
    • Washer
    • Central Heating
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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
    Location Information
    53026, Pienza, Province of Siena
    1 / 18
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Private Outdoor...
    • Washer
    • Air Conditioning
    • Parking
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Careful restoration, ended in May 2015, using original period materials, has maintained the style of the farm and ensured an ancient atmosphere with modern technology. The 4 beautiful and spacious bedrooms have been decorated with elegant colours. Stylish and spacious bathrooms, equipped with... View all property information
    Location Information
    53049, Pienza, Province of Siena
    1 / 21
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 6 Bathrooms, Sleeps 4 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Porch
    • Outdoor Dining Area
    • Parking
    • Shared Garden
    • Skiing: Property Is...
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 11
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Patio
    • Shared Garden
    • Grill
    • Skiing: Property Is...
    • Mountain Views
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 22
    Private Room, 3 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Housekeeping...
    • Wi-Fi
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 19
    Monticchiello
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Amenities & Details
    • Balcony
    • Grill
    • Terrace
    • Shared Garden
    • Internet Access
    • Washer
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    (Minimum of one week rental required) Ground floor: 5 bedrooms with ensuite bathrooms, guest toilet, reading room with fireplace and TV, spacious living room, fully-equipped kitchen First floor: 2 double bedrooms with ensuite bathrooms, one small kitchen, living room with table and TV, Wifi... View all property information
    Location Information
    53026, Monticchiello, Pienza
    Get the List
    1 / 11
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 67
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Housekeeping...
    • Air Conditioning
    • Sauna
    • Washer
    • Wi-Fi
    • Satellite TV
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    ABOUT - Within the UNESCO World Heritage Natural Park of Valdorcia, an entire organically conducted Tuscan hill to yourself. At its very top, a genuine farmhouse with high-grade specs and 360-degree views of medieval towers, vineyards and olive groves. A unique opportunity to observe wild life... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Wi-Fi
    • Grill
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Pienza, Province of Siena
    1 / 19
    Monticchiello
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
    Show Prices
    Amenities & Details
    • Washer
    • Terrace
    • Internet Access
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Balcony
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    (Minimum of one week rental required) This enchanting villa is located on a naturally formed terrace of the Val d'Orcia, nestled by oak-tree woods and stately olive trees. From its stunning position, Villa Cappelli enjoys incredible views of the surrounding countryside extending as far as the eye... View all property information
    Location Information
    53026, Monticchiello, Pienza
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Terrace
    • Private Garden
    • Balcony
    • Grill
    • Satellite TV
    • Parking
    • Central Heating
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • 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. <BR><BR>Our farmhouse is made up of two independent apartments with private garden. They can be rented by either families or small groups of friends. <BR><BR>The... View all property information
    Location Information
    53020, Pienza, Province of Siena
    1 / 16
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Outdoor Dining Area
    • Wi-Fi
    • Grill
    • Private Garden
    • Central Heating
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Pienza, Province of Siena
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Satellite TV
    • Shared Garden
    • Skiing: Property Is...
    • Central Heating
    • Parking
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 17
    Monticchiello
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Private Garden
    • Grill
    • Parking
    • Washer
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 4
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Pienza, Province of Siena
    1 / 18
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Washer
    • Grill
    • Internet Access
    • Terrace
    • Balcony
    • Shared Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    (Minimum of one week rental required) On the ground floor there is the living room with fireplace and a fully-equipped corner kitchen (fridge with freezer, oven, 4 ring stove, microwave, toaster, kettle, washing machine, dishwasher, American coffee maker, and Italian "moka"), Satellite TV, DVD... View all property information
    Location Information
    Pienza, Province of Siena
    1 / 12
    Monticchiello
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Central Heating
    • Parking
    • Private Garden
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 21
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Monticchiello, Pienza
    1 / 49
    Monticchiello
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Balcony
    • Grill
    • Central Heating
    • Mountain Views
    • Washer
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 38
    8 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
    Show Prices
    Payment Protection
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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
    Location Information
    53026, Pienza, Province of Siena
    1 / 4
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
    other traveller has booked this property
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Monticchiello, Pienza
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    This agritourism is settled at about 15 km from Pienza, in Val d’Orcia Valley. There are about 100 ha cultivated fields. The owners also breeds the famous Chianina cows and produces wine. Clients will be welcome to taste both of them!. Sabrina, the owner, will be glad under request to prepare for... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 40
    9 Bedrooms, 8 Bathrooms, Sleeps 17 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    1 / 35
    Monticchiello
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Parking
    • Patio
    • Private Garden
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Monticchiello, Pienza
    1 / 4
    Private Room, 2 Bathrooms, Sleeps 3 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • Grill
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    Location Information
    53026, Pienza, Province of Siena
    1 / 5
    Private Room, 5 Bathrooms, Sleeps 10 | Quick View
    Show Prices
    Payment Protection
    Amenities & Details
    • Satellite TV
    • Porch
    • Grill
    • Wi-Fi
    • Central Heating
    • Private Garden
    • Outdoor Dining Area
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53026, Pienza, Province of Siena
    Also consider these instantly bookable condos
    5 of 5 bubbles (33) Excellent
    Borgo Sant'Ambrogio
    Apartment / Speciality Lodging
    Show Prices
    4.5 of 5 bubbles (18) Very good
    Agriturismo Il Casalino
    Apartment / Speciality Lodging
    Show Prices
    4.5 of 5 bubbles (3) Very good
    La Chiocarella
    Apartment / Speciality Lodging
    Show Prices
    3.5 of 5 bubbles (22) Average
    Oliviera Camere
    Apartment / Speciality Lodging
    Show Prices