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Vacation Rentals in Pienza, Italy

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    1 / 9
    5 of 5 stars (3) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 | 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 (5) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 55
    5 of 5 stars (2) 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 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    53026, Pienza, Province of Siena
    1 / 43
    5 of 5 stars (16) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in... View all property information
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    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed 3 weeks ago
    Poli and Flora are a delightful couple who welcome you with open arms. Nothing is too much trouble and they will advise you on where to go and how to get there. The apartment is...
    5 of 5 stars Reviewed July 18, 2015
    A beautifully appointed apartment. A short walk into Montichiello. We were joyfully greeted by Flora - who supplied breakfast fruit and pastries which we enjoyed in the garden...
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    1 / 21
    2 Bedrooms, 6 Bathrooms, Sleeps 4 | Quick View
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    53026, Pienza, Province of Siena
    1 / 24
    Monticchiello
    Private Room, 10 Bathrooms, Sleeps 8 | Quick View
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    53026, Monticchiello, Pienza
    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    53026, Pienza, Province of Siena
    1 / 21
    5 of 5 stars (2) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    53026, Monticchiello, Pienza
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    1 / 20
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    53026, Pienza, Province of Siena
    4 of 5 stars Reviewed October 4, 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 / 15
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    53026, Pienza, Province of Siena
    1 / 24
    4 of 5 stars (1) Very good
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    53026, Monticchiello, Pienza
    1 / 37
    5 of 5 stars (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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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
    1 / 12
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    53026, Pienza, Province of Siena
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    53026, Pienza, Province of Siena
    1 / 16
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    53026, 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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    53026, Monticchiello, Pienza
    1 / 24
    5 of 5 stars (2) Excellent
    Monticchiello
    Private Room, 10 Bathrooms, Sleeps 7 | Quick View
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    • Hot Tub
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    Location Information
    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed January 12, 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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    1 / 6
    5 of 5 stars (1) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    53026, Pienza, Province of Siena
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    1 / 12
    Monticchiello
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    53026, Monticchiello, Pienza
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    53026, Pienza, Province of Siena
    1 / 10
    5 of 5 stars (6) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    53026, Monticchiello, Pienza
    5 of 5 stars Reviewed July 16, 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 October 22, 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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    1 / 9
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Pienza, Province of Siena
    5 of 5 stars Reviewed 2 weeks ago
    Excellent holiday, the reception was generous and warm; the location is superb. It was our third stay and it is still Paradise on earth!
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    1 / 17
    Monticchiello
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Central Heating
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    53026, Monticchiello, Pienza
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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
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    53026, 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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    • Shared Yard
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    53026, Monticchiello, Pienza
    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 2 | 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
    1 / 22
    5 of 5 stars (6) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Casale Reggello is located in the gently rolling Tuscan hills, between the wonderful towns of Pienza and Montepulciano, just a short distance from the thermal baths of Bagno Vignoni. Reggello is a single House with 8/10 beds and as its own swimming pool and surrounding park. It has an external wood... View all property information
    Location Information
    53049, Pienza, Province of Siena
    5 of 5 stars Reviewed October 8, 2014
    We stayed at Villa Maggio for a week and wanted to stay much longer. The villa is amazing and the setting is extraordinary. We were centrally located near all the wonderful...
    4 of 5 stars Reviewed May 27, 2014
    Our group of 8 stayed at this charming renovated farmhouse located between Pienza and Montepulciano. The location, villa and grounds were wonderful. The villa is decorated in an...
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    1 / 24
    5 of 5 stars (1) Excellent
    Monticchiello
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    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 stars Reviewed July 5, 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...
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    1 / 24
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    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
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    53026, Pienza, Province of Siena
    1 / 15
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Ground floor: a large dining/living room overlooking the garden, kitchen, breakfast room, small sitting room with fireplace, study, twin bedded room with en suite bathroom with tub and shower, double bedroom with en suite bathroom with shower. <BR><BR>First floor: large lounge with imposing... View all property information
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    53026, Pienza, Province of Siena
    1 / 22
    5 of 5 stars (2) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    53026, Monticchiello, Pienza
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    53026, Pienza, Province of Siena
    1 / 19
    5 of 5 stars (1) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    53026, Monticchiello, Pienza
    1 / 4
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    53026, Pienza, Province of Siena
    1 / 13
    4 of 5 stars (2) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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
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    53026, Pienza, Province of Siena
    3 of 5 stars Reviewed September 4, 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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    1 / 21
    4 of 5 stars (1) Very good
    Private Room, 5 Bathrooms, Sleeps 12 | Quick View
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    53026, Pienza, Province of Siena
    1 / 12
    Monticchiello
    Private Room, 2 Bathrooms, Sleeps 2 | Quick View
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    53026, Monticchiello, Pienza
    1 / 38
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    About this property
    This exclusive villa works as the perfect starting point to explore the countryside and all the art cities in Tuscany and their surroundings. It is spacious, airy, welcoming and fully equipped and accommodates up to 16 people. This exclusive villa works as the perfect starting point to explore the... View all property information
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    53026, Pienza, Province of Siena
    1 / 11
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    53026, Pienza, Province of Siena
    1 / 22
    5 of 5 stars (1) Excellent
    Monticchiello
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Four Bedroom Semi-Detached Villa Val d'Orcia<br /><br />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... View all property information
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    Pienza, Province of Siena
    1 / 41
    Monticchiello
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    • Washer
    • Hot Tub
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    Location Information
    53026, Monticchiello, Pienza
    1 / 29
    5 of 5 stars (1) Excellent
    Monticchiello
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    When you look out the windows of this restored farmhouse in Tuscany, you’ll be gazing out on the landscape that has inspired everyone from Renaissance painters to modern-day UNESCO – the green, rolling hills of the Val d’Orcia. With views from the windows of the modern kitchen, the private pool,... View all property information
    Location Information
    Monticchiello, Pienza
    5 of 5 stars Reviewed December 18, 2014
    Two families travelling together, this property was perfect, seperate units for each family but big enough to share meals using the local produce and wines. You will need a car...
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    1 / 20
    Monticchiello
    3 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Mountain Views
    • Terrace
    • Central Heating
    • Washer
    • Wi-Fi
    • Parking
    • Balcony
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    About this property
    The Azienda Agricola Barbi, is situated in quiet and panoramic location in the heart of the Val D'Orcia, on the road from Pienza to Montichiello with breathtaking views of the valley and Mount Amiata.<BR>It is not easy to describe the feelings that can reserve a period spent in the apartments of... View all property information
    Location Information
    53026, Monticchiello, Pienza
    1 / 26
    9 Bedrooms, 9 Bathrooms, Sleeps 19 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Pienza, Province of Siena
    1 / 42
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • ?
    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
    Location Information
    Pienza, Province of Siena
    1 / 25
    Monticchiello
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    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
    Location Information
    Monticchiello, Pienza
    1 / 13
    Monticchiello
    2 Bedrooms, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • Patio
    • Washer
    • DVD Player
    • Balcony
    • Mountain Views
    • Satellite TV
    • Air Conditioning
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Half way between Rome and Florence in monticchiello among the verdant hills of an ancient land where the sound of nature pervades over silence and privacy stands our vacation home .Here it is possible to experience the country life of times gone by.At the foot steps of medieval Montichiello village... View all property information
    Location Information
    53026, Monticchiello, Pienza