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Holiday Rentals and Homes in Pienza, Italy

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    1 / 43
    5 of 5 stars (14) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 57
    5 of 5 stars (7) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 23
    5 of 5 stars (3) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    8 Bedrooms, 10 Bathrooms, Sleeps 15 | Quick View
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    • Air Conditioning
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    • Private Indoor Pool
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    • ?
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    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
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    53026, Pienza, Province of Siena
    1 / 24
    5 of 5 stars (2) Excellent
    Monticchiello
    Private Room, 10 Bathrooms, Sleeps 7 | Quick View
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    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed 12 January 2015
    This place was wonderful, Francesco couldn't do enough for you. Its located in a gorgeous little town in Val d'Orcia area. There are three restaurants in the town and a...
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    Monticchiello
    Private Room, 10 Bathrooms, Sleeps 8 | Quick View
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    53026, Monticchiello, Pienza
    1 / 55
    5 of 5 stars (1) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Villa I CIPRESSINI è la casa più fotografata della zona, raffigurata da anni su cartoline e calendari proprio perchè rappresenta intatto il fascino della antica casa colonica Toscana. In piena campagna ma a soli 500 mt.dal paese offre grandi spazi esterni; la piscina aperta 15/6-15/9 offre relax... View all property information
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    53026, Pienza, Province of Siena
    1 / 37
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Poggio ai Gelsi is located in the south of Tuscany between the hills of Val d'Orcia, Siena and halfway between Montepulciano and Pienza. The property enjoys a magnificent view over Montichiello and Pienza. The colours of the nature in this corner of Tuscany are beautiful and change day after day,... View all property information
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    53026, Pienza, Province of Siena
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Washer
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    • ?
    • x
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    About this property
    This magnificent holiday villa with swimming pool (18mx4, open Apr-Oct) sits on one of the knolls at the foot of Pienza (3km) with a breathtaking 360 degree view over the Val d'Orcia countryside. The villa is a tastefully restored stone farmhouse, beautifully furnished in a fine country style, and... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 8
    8 Bedrooms, 8 Bathrooms, Sleeps 9 | Quick View
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    • Grill
    • Washer
    • Internet Access
    • Hot Tub
    • Private Indoor Pool
    • Mountain Views
    • Satellite TV
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    http://crazyforitaly.com/property.aspx/61/Pienza_Villa_heated_pool_ Beautiful new villa located in the heart of Tuscany, near the town of Pienza. It is elegant in it's rustic decor. In the spring you are surrounded by hilss of wheat and sunflower fileds. The warm colors and open air rooms provide... View all property information
    Location Information
    1111, Pienza, Province of Siena
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    7 Bedrooms, 5 Bathrooms, Sleeps 13 | Quick View
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    • x
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    About this property
    Ancient stone farmhouse, nowadays beautiful holiday villa, set in a very panoramic position inside the Parco Artistico Naturale of Val d'Orcia. Only 2 km far we find the well-known Renaissance village of Pienza. In a short drive there are renowned villages such as Monticchiello 2 km, Montepulciano... View all property information
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    53026, Pienza, Province of Siena
    1 / 10
    5 of 5 stars (5) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Wi-Fi
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    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed 16 July 2014
    By the time we arrived to the house and found Barbara waiting for us as we had planned,we where already fascinated by the surrounding landscape.Monticchiello is a little charming...
    4 of 5 stars Reviewed 22 October 2013
    Just returned from a week in Mirabelle 2. A lovely relaxing apartment in a very beautiful town called Monticchiello. Peace and solitude dominate. The views of the scenery are...
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 | Quick View
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    • Washer
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    • Children's Pool
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    • Balcony
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    • Pet-friendly
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    • ?
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    Location Information
    53026, Pienza, Province of Siena
    Monticchiello
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • Central Heating
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    • Private Garden
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    • Pet-friendly
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    • ?
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    • x
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    53026, Monticchiello, Pienza
    1 / 21
    5 of 5 stars (2) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Satellite TV
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    Location Information
    53026, Monticchiello, Pienza
    1 / 37
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
    • ?
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    • ?
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    About this property
    On a large estate surrounded by olive groves and flower fields, this Italian villa is just the place if you and your family are looking for beauty and tranquility. Whether its sunrises in the morning, sunsets in the evening, or midday gazing, you’ll have views that will take your breath away while... View all property information
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    53026, Monticchiello, Pienza
    1 / 24
    4 of 5 stars (1) Very good
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Central Heating
    • Private Garden
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    • Pet-friendly
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    53026, Monticchiello, Pienza
    1 / 8
    5 of 5 stars (2) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    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 stars 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 stars 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...
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    1 / 54
    Monticchiello
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • ?
    • ?
    About this property
    Highlights This very well furnished farm is situated in one hundred and fifty hectares of farm land producing excellent extra virgin olive oil, the farmhouse is set on a natural terrace overlooking the beautiful valley below. The house was built in the first half of the 18th century and has been... View all property information
    Location Information
    Monticchiello, Pienza
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
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    • x
    • x
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    • x
    • x
    About this property
    the villa is dated back XI century is semidetached 3 levels tipical medioeval house. Compleltly restored maintened all storical signs: stone walls.stairs as a castle,tipicalTuscany beems in wood . You will be in Unesco's heritage and you will enjoy the quiet , the art the special atmosphere and... View all property information
    Location Information
    53020, Monticchiello, Pienza
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    1 / 22
    5 of 5 stars (1) Excellent
    Monticchiello
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
    • ?
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    • Elder access
    • ?
    • ?
    About this property
    Situated in a prominent position overlooking the Val d’Orcia, this villa for rent in Tuscany offers incredible views and is in a peaceful and natural setting. It’s within walking distance of Monticchiello, which is home to many shops and restaurants as well as a castle. You’ll be able to enjoy the... View all property information
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    53020, Monticchiello, Pienza
    1 / 24
    Monticchiello
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Pet-friendly
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    • ?
    • x
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    • Elder access
    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. The owners have carefully furnished the property with wrought iron lamps, linen... View all property information
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    53026, Monticchiello, Pienza
    1 / 23
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Central Heating
    • Satellite TV
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    • Shared Garden
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    • Pet-friendly
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    • Child-friendly
    • x
    • x
    • x
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    • Elder access
    • x
    • x
    About this property
    Farmhouse Casa Orcia - holiday accommodation in Tuscany with swimming pool is for discerning travelers wishing to spend their holidays in Tuscany. This rental farmhouse is wonderful for a family holiday and located between Pienza (where the english patient was filmed) and San Quirico (a lovely... View all property information
    Location Information
    Pienza, Province of Siena
    1 / 12
    4 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    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 stars 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...
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    Monticchiello
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Central Heating
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    Location Information
    53026, Monticchiello, Pienza
    1 / 20
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    • x
    About this property
    Situated on a farm of 150 hectares producing excellent extra virgin olive oil, the 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 own it and who have... View all property information
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    53026, Pienza, Province of Siena
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Washer
    • Central Heating
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    • DVD Player
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    • Balcony
    • Terrace
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    • Pet-friendly
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    • x
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    About this property
    In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches. It was meant to become the owner's residence therefore everything is... View all property information
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    53020, Pienza, Province of Siena
    1 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • ?
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    • ?
    • ?
    About this property
    Four Bedroom Semi-Detached Villa Val d'Orcia Villa Four Seasons is situated in a beautiful position in the heart of Tuscany with stunning views of the surrounding hills. It is one half of a Tuscan Stone built Farmhouse and was recently renovated in traditional Tuscan style. It boasts a private... View all property information
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    Pienza, Province of Siena
    1 / 42
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    • x
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    • ?
    • ?
    About this property
    Highlights This large farmhouse was famous as far back as the 10th century as a post-house for changing coaches and horses along the Via Francigena and the architecture of the house shows this origin. A beautiful garden surrounds the elegant farmhouse and a lovely swimming pool looks over the Val... View all property information
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    Pienza, Province of Siena
    1 / 25
    Monticchiello
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Pet-friendly
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    • ?
    • ?
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    • ?
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    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
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    Monticchiello, Pienza
    1 / 20
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Location Information
    53026, Pienza, Province of Siena
    4 of 5 stars Reviewed 4 October 2015
    This apartment's location are what make it special. It's just steps out the door into charming and picturesque Pienza. Alice and Simone are very nice and helpful. The apartment...
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    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Pet-friendly
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    Location Information
    53026, Pienza, Province of Siena
    1 / 47
    4 of 5 stars (1) Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • ?
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    About this property
    Isn't it about time you organize that family reunion you've all been meaning to do, but can't seem to figure out where to go or where to stay? This farmhouse for rent in Tuscany is a perfect destination for families coming together once again! Large, spacious, and well equipped with enough room and... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 20
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Internet Access
    • Balcony
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    • Terrace
    • Private Outdoor...
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    • x
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    About this property
    Ground floor: a large living room with fireplace, small kitchen, a double bedroom with a separate entrance from the outside with an en-suite bathroom with washing machine. First floor: a double bedroom with Jacuzzi inside the room and en-suite bathroom with shower, a double bedroom with en-suite... View all property information
    Location Information
    53026, Pienza, Province of Siena
    5 Bedrooms, Sleeps 10 | Quick View
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    • ?
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    About this property
    Immersed between the winding hills of the Sienese Crete, rising between the oak tree woods and the branches of the olive trees lies the ancient cottage Villa Le Crete. Situated on a naturally formed terrace of the Val d'Orcia, which formerly was the home of many peasants and their families, has... View all property information
    Location Information
    53026, Pienza, Province of Siena
    Monticchiello
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • Mountain Views
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • x
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    • Elder access
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    Location Information
    53026, Monticchiello, Pienza
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Central Heating
    • Shared Garden
    • Terrace
    • Internet Access
    • Balcony
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    About this property
    La Quercia is the largest apartment of our recently-renovated farmhouse. Ideal for 6 people, this apartment can also be rented on request to a lower number of people or even to couples. The kitchen and bedrooms are decorated with the farmhouse's original furnishings. Also the large fireplace, the... View all property information
    Location Information
    53026, Pienza, Province of Siena
    Monticchiello
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    • Shared Garden
    • Wi-Fi
    • Air Conditioning
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53026, Monticchiello, Pienza
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Private Outdoor...
    • Terrace
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    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This is a fantastic 5 bedroom villa near the wonderful town of Montepulciano in Tuscany. Completely surrounded by olive grove and vineyards, it occupies an idyllic setting for guests to enjoy a peaceful and relaxing holiday. Recently restored, it offers a perfect mix of traditional Tuscan... View all property information
    Location Information
    Pienza, Province of Siena
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    Location Information
    53026, Monticchiello, Pienza
    1 / 35
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • DVD Player
    • Balcony
    • Housekeeping...
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Arriving at Villa Leccetino, down a short tree covered road is like entering a very secret location. Tucked into the hillside surrounded by olive trees, this is a spectacular masonry villa, made with stones dug up from the ground on this terraced property. It has been masterly reconstructed just a... View all property information
    Location Information
    53020, Pienza, Province of Siena
    1 / 22
    5 of 5 stars (2) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    other travellers have booked this property
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    • Satellite TV
    • Parking
    • Washer
    • Wi-Fi
    • Private Garden
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    Location Information
    53026, Monticchiello, Pienza
    1 / 21
    4 of 5 stars (1) Very good
    Private Room, 5 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • ?
    • x
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    • ?
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    Location Information
    53026, Pienza, Province of Siena
    1 / 41
    6 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • Hot Tub
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Prugnolo is located in the heart of the wine country and surrounded by probably the most spectacular views. Rolling hills, vineyards and cupressus trees surround the villa and it offers views of Montepulciano, Mount Amiata and, of course Pienza.This fabulous six bedroom air conditioned 19th... View all property information
    Location Information
    53026, Pienza, Province of Siena
    1 / 36
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • Hot Tub
    • DVD Player
    • Satellite TV
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa Dimora is set in the heart of the Val d’Orcia, now the most sought-after and the most photographed valley in Tuscany, and it won't disappoint you in real life either!The rooms have exposed beamed ceilings and all  have the most breathtaking views. The decor of the house is very attractive and... View all property information
    Location Information
    53026, Pienza, Province of Siena
    Monticchiello
    Private Room, 8 Bathrooms, Sleeps 12 | Quick View
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    • Wi-Fi
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Sul Corso Rossellino, proprio nel centro di Pienza, a meno di cento metri da Piazza Pio II con la sua magnifica cattedrale e lo splendido Palazzo Piccolomini, l'Antica Locanda offre ad ospiti esigenti una piacevole ed esclusiva sistemazione. L'Antica Locanda è ubicata in un palazzo del XV secolo... View all property information
    Location Information
    53026, Monticchiello, Pienza
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
    other traveller has booked this property
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    • Parking
    • Private Garden
    • Shared Outdoor Pool...
    • Washer
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    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    Location Information
    Pienza, Province of Siena
    1 / 21
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • DVD Player
    • Washer
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Casavecchia is situated in the heart of Val D'Orcia, close to Pienza. This property consists of a main villa and of a guesthouse. The villa is surrounded by a 360 degrees view on the valley close to Pienza. From the main entrance there is the direct access to the kitchen which combines the... View all property information
    Location Information
    Pienza, Province of Siena
    1 / 27
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Situated in the heart of Val d'Orcia, an ancient corner of Tuscany, where the architecture is more essential and humble than in the rest part of it, the villa represents a stone-built house decorated with a rustic yet aristocratic style and is provided with every comfort. In the 18th century when... View all property information
    Location Information
    Pienza, Province of Siena
    1 / 12
    5 of 5 stars (1) Excellent
    Monticchiello
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
    • Outdoor Dining Area
    • Wi-Fi
    • Central Heating
    • Shared Garden
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    Location Information
    53026, Monticchiello, Pienza