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Villas and Apartments in Pienza, Italy

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    140 Vacation Rentals in Pienza
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    $1,735
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    1 / 31
    5 of 5 stars (3) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    $79
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    1 / 16
    5 of 5 stars (7) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    From
    $321
    / Night
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    $86
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    $107
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    1 / 10
    5 of 5 stars (1) Excellent
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    $3,036
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    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • Dishwasher
    • Fireplace
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    • x
    • ?
    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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    $75
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    1 / 10
    5 of 5 stars (4) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (4)
    5 of 5 stars Reviewed September 2, 2014
    La nostra vacanza a Pienza è stata molto suggestiva e piacevole. Pienza e i paesini della Val d'Orcia sono incantevoli. Il soggiorno nella casa vacanze di Emanuele è stato...
    5 of 5 stars Reviewed July 7, 2014
    Appartamento delizioso... spazioso e ben tenuto. Camere e bagno ben puliti. Poi a 20 metri dal Duomo. Proprietari cortesi. Siamo stati benissimo
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    $54
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    1 / 22
    5 of 5 stars (1) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
    Overview Reviews (1)
    5 of 5 stars Reviewed April 1, 2014
    L'appartamento in cui abbiamo soggiornato, è molto bello e accogliente dotato di tutti comfort, dal phon alle sdraio per prendere il sole, ad un giardino riscaldamento (noi...
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    $3,855
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    1 / 24
    Monticchiello
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Dishwasher
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Is a typical Tuscan “farm” from the 1800's located in the heart of Tuscany, in the municipality of Pienza in the province of Siena, and in the Val d'Orcia Natural Park nominated by UNESCO as a human patrimony. At 500mt above sea level it has a unique view over the world of the Crete Sienese,... View all property information
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    $166
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    1 / 30
    Monticchiello
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    agriturismo Collosodo è situato a Monticchiello, una piccola frazione di Pienza, nella splendida Val d'Orcia (sito Unesco dal 1996), in Toscana. E' un antico casale costruito interamente in pietra, risalente alla fine del 1800 ed oggi finemente ristrutturato secondo lo stile originario con travi in... View all property information
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    $150
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    1 / 21
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick View
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    $161
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    1 / 13
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Air Conditioning
    • Grill
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • 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
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    $535
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    1 / 5
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    $75
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    1 / 11
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    $4,712
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    1 / 24
    8 Bedrooms, 8 Bathrooms, Sleeps 15 | Quick View
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    • 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
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    $118
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    1 / 23
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    From
    $177
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    From
    $91
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    1 / 10
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    From
    $166
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    1 / 45
    Monticchiello
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    $4,760
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    1 / 19
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Villa la Fonte is situated in the marvellous Val d'Orcia, the valley of the Sienese Crete. 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 during... View all property information
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    $105
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    1 / 12
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 2 | Quick View
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    From
    $214
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    1 / 15
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    From
    $469
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    1 / 24
    Monticchiello
    4 Bedrooms, 9 Bathrooms, Sleeps 8 | Quick View
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    $75
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    1 / 10
    Monticchiello
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    $4,634
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    1 / 37
    8 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Imposing farmhouse dating back to the 18th century comprising 2 independent units (rentable only together as a private property). This beautiful 5–hectare estate is situated in quiet and panoramic location, in the heart of the Val d’Orcia region, a short distance away from the charming medieval... View all property information
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    $78
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    1 / 24
    Monticchiello
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    $86
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    1 / 22
    4 of 5 stars (1) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
    Overview Reviews (1)
    4 of 5 stars Reviewed March 11, 2015
    Abbiamo soggiornato due notti a fine gennaio essendo un regalo cercavo un qualcosa di diverso dai soliti hotel che si trovano in zona. La stanza non era grande ma molto...
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    $75
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    1 / 10
    5 of 5 stars (6) Excellent
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
    Overview Reviews (6)
    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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    $118
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    1 / 7
    Monticchiello
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    The residence 'Il Torrino' is a panoramic apartment obtained from the restauration of an ancient tower belonging to the boundaries of the medieval suburb Monticchiello. The structure, in proximity of the principal access to the village, has been completely restructured from the owner with taste... View all property information
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    $1,769
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    1 / 33
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • 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
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    From
    $86
    / Night
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    1 / 4
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    From
    $86
    / Night
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    1 / 16
    7 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    From
    $75
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    1 / 4
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    From
    $91
    / Night
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    1 / 5
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    From
    $257
    / Night
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    1 / 20
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    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
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    From
    $139
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    1 / 5
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    From
    $96
    / Night
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    1 / 24
    5 of 5 stars (2) Excellent
    Monticchiello
    4 Bedrooms, 10 Bathrooms, Sleeps 7 | Quick View
    Overview Reviews (2)
    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...
    5 of 5 stars Reviewed January 27, 2015
    Io, mia moglie e la nostra piccola bimba abbiamo avuto il piacere di soggiornare a Maggio 2014 in questa deliziosa struttura, situata nel centro storico di Monticchiello (vicino...
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    $150
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    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    From
    $75
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    1 / 6
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    $1,751
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    1 / 41
    Monticchiello
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    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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    $96
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    1 / 6
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    From
    $96
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    1 / 11
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    From
    $124
    / Night
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    Overview Reviews (2)
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    New lower price - one of the nicest flat in Tuscany 5 star standard !! The apartment has its own entrance and occupies the whole 1st and top floors of this classical building next to the ancient city wall. Private parking, large roof terrace (55m2) with great views over the valley and... View all property information
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    5 of 5 stars Reviewed October 22, 2013
    Excellent location in delightful hillside village. Comfortable, well-equipped apartment with lovely rooftop terrace - great for drinking prosecco in the afternoon. Brilliant...
    5 of 5 stars Reviewed August 4, 2013
    Truly a maginificent apartment exceeding our expectations - really nice to cool down in the jacuzzi overlooking Montalcino when the weather was at its hottest ! Also very...
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    $193
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    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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
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    $7,020
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    1 / 20
    Overview
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (Minimum of one week rental required) Villa Chiara is a very exclusive villa in the Val D'orcia countryside, just three kilometers from Pienza. The villa sleeps up to 14 guests and is perfect for a large group or families traveling together. It boasts two living rooms (one elegant and the other... View all property information
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    $107
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    1 / 13
    Monticchiello
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
    • Balcony
    • Fireplace
    • Mountain Views
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • 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
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    From
    $375
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    1 / 24
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    From
    $193
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    1 / 19
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Balcony
    • Fireplace
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    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
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    $489
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    1 / 20
    Overview
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    • 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
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    $535
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    1 / 24
    5 of 5 stars (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
    Overview Reviews (2)
    Amenities & Details
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    When Eric and Kathy decided they wanted to settle in Tuscany and provide people with the sort of holidays they themselves had always dreamed of - but had rarely been able to find - they knew they had found the ideal property in Castelmuzio for many reasons, amongst which were. The views (made... View all property information
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