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Pienza Pet Friendly Rentals

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    Travelers to Pienza are booking September dates now. Secure your vacation rental today, and have the perfect trip.
    55 Matching Rentals in PienzaView all 165 rentals
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    Villa PoliFlora1 / 43
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Medioeval apartment1 / 13
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    agriturismo Selvoli  Istrice1 / 9
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Shared Yard
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    • Shared Outdoor Pool (Unheated)
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    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2016
    We have spent a few holidays in the Val d'Orcia over the last 20+ years and Selvoli has proved the most perfect accommodation for us - an idyllic Tuscan farmhouse in an idyllic...
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    53026, Pienza, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Casale Reggello Tuscany Vacation Rental1 / 22
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Balcony
    • Wi-Fi
    • Mountain Views
    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 weeks ago
    This is an absolutely beautiful villa. We got dry sunny weather when we stayed in late April, which showed the stunning countryside around the villa to the best effect. The...
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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...
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    53049, Pienza, Province of Siena
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    delizioso appartamento1 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Monticchiello, Pienza
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    2 Bedroom Vacation Apartment with Antique Charm1 / 13
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Internet Access
    • Outdoor Dining Area
    • Satellite TV
    • Shared Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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...
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    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Secret Tuscany property1 / 8
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
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    Reviewed September 17, 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...
    Reviewed January 2, 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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    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 ,...
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    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Monticchiello, Pienza
    Condo/Apartment - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Casa Oriolo1 / 24
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Satellite TV
    • DVD Player
    • Central Heating
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 18, 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...
    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...
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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,...
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    53026, Monticchiello, Pienza
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53049, Pienza, Province of Siena
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Back Home - Appartamento a Pienza1 / 36
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Patio
    • Wi-Fi
    • Private Yard
    • Grill
    • Mountain Views
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Pienza is described as Citta ideale - The ideal city - and Back Home is the ideal place to stay in the ideal city.When you enter you already feel yourself as at home: it is...
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    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    8 Bedrooms, 10 Bathrooms, Sleeps 15 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Private Indoor Pool
    Suitability
    Pet friendly
    Kid 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...
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    53026, Pienza, Province of Siena
    Condo/Apartment - 8 Bedrooms, 10 Bathrooms, Sleeps 15
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    Agriturismo Chiancianello IL FORNO1 / 21
    (1)Excellent
    2 Bedrooms, 6 Bathrooms, Sleeps 4 Quick View
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    • Porch
    • Outdoor Dining Area
    • Parking
    • Shared Yard
    • Skiing: Property Is In A Ski Resort
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 6 Bathrooms, Sleeps 4
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Satellite TV
    • Terrace
    • Balcony
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53026, Pienza, Province of Siena
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Private Yard
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53027, Pienza, Province of Siena
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Podere Villa Castelletto1 / 49
    (2)Very good
    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Balcony
    • Mountain Views
    • Patio
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2017
    I never stay before in a so beautiful place... simply magic! I was there with my family and my son was so happy to discover this beautiful country. I hope to come back again!
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    53026, Monticchiello, Pienza
    Rental Home - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    9 Bedrooms, 8 Bathrooms, Sleeps 17 Quick View
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    • Washer
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    53026, Pienza, Province of Siena
    Rental Home - 9 Bedrooms, 8 Bathrooms, Sleeps 17
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    53026, Pienza, Province of Siena
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
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    53026, Monticchiello, Pienza
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Satellite TV
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    • Terrace
    • Balcony
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53026, Monticchiello, Pienza
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Podere Ada1 / 12
    (1)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
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    53026, Monticchiello, Pienza
    Rental Home - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    • Grill
    • Wi-Fi
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    53026, Pienza, Province of Siena
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 50
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Central Heating
    • Private Yard
    • Grill
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    • Outdoor Dining Area
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Monticchiello, Pienza
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Private Yard
    • Balcony
    • Grill
    • Satellite TV
    • Parking
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    53020, Pienza, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Pienza, Province of Siena
    Private Room - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Washer
    • Parking
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Agriturismo Chiancianello App. Il Forno1 / 6
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Mountain Views
    • Parking
    • Air Conditioning
    • Grill
    • Shared Yard
    • Wi-Fi
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Pienza, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
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    • Mountain Views
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    Smoking allowed
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    53026, Pienza, Province of Siena
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 6 Bathrooms, Sleeps 10 Quick View
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    • Satellite TV
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    About this property
    RECEPTIVE STRUCTURE. The splendid countryside of the unmistakable Val d'Orcia, seen on every side of the large green panoramic garden at 472 m above sea level, a swimming pool set in a secluded position coloured by the reddish reflections of the sun setting over the gentle hills adorned with the...
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    Location Information
    53026, Pienza, Province of Siena
    Rental Home - 6 Bathrooms, Sleeps 10
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    Agriturismo Chiancianello App. Il Lago1 / 11
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Wi-Fi
    • Patio
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
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    53026, Pienza, Province of Siena
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Grill
    • Satellite TV
    • Shared Yard
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Parking
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Pienza, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Yard
    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Grill
    • Parking
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 3 Quick View
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    • Wi-Fi
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    53026, Pienza, Province of Siena
    Private Room - 1 Bedroom, 2 Bathrooms, Sleeps 3
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    IL GIARDINO SEGRETO1 / 16
    (2)Very good
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
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    53026, Pienza, Province of Siena
    Rental Home - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
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    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Terrace
    • Internet Access
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    • Shared Outdoor Pool (Unheated)
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    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...
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    53026, Monticchiello, Pienza
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    The property is located in a beatifull medioeval village between Pienza and Montepulciano in UNESCO'S Heritage The house is dates back XI century , you will feel the history in the meantime you will have every confort. The building is on 3 levels like a little tower as the medioeval architecture...
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    53026, Monticchiello, Pienza
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
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    • Sauna
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    Pet friendly
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    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...
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    53026, Pienza, Province of Siena
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
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    53026, Pienza, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Appartamento Palazzo1 / 15
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
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    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...
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    53026, Pienza, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
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    53026, Pienza, Province of Siena
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Smoking allowed
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    53026, Pienza, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53026, Pienza, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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