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Pienza Villas

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    S$927 Average
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    Travellers to Pienza are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    23 Matching Rentals in PienzaView all 125 rentals
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    The original symbol of Tuscany: luxury villa, pool, spa in Tuscany Pienza Siena1 / 41
    (3)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    7 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Parking
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Pienza, Province of Siena
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Podere Castelletto1 / 51
    (4)Excellent
    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 4 October 2017
    I can't say enough about this property. I just loved it. It will literally move you emotionally and pictures will never do it justice. My advice.........just let yourself go...
    Reviewed 23 March 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
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 16
    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This magnificent holiday villa with a heated swimming pool 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, 480 sq m, is a tastefully restored stone farmhouse, beautifully furnished in a fine country style, and...
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    53026, Pienza, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Wi-Fi
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Casale Tranquillo in Siena-Val d'Orcia, Tuscany is an authentic farmhouse dating back to the 19th century that has been transformed into a delightful six-bedroom villa with modern conveniences. From the moment you see the traditional stone structure tucked away in the Tuscan hills, you...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Villa Pienza1 / 148
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Patio
    • Hot Tub
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 November 2018
    Sabrina & Barbara where amazing hosts that went the extra mile to give us the best service and guidance in such a beautiful part of the world. For families, large groups or...
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    About this property
    Near the delightful village of Pienza, surrounded by the sublime greenery of Val d’Orcia, there is a beautiful villa, which welcomes its guests in an exclusive atmosphere of familiarity and peace. The house is part of the natural surrounds and is inseparable from them. The countryside is part of...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Villa Arpicella1 / 21
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Secure Parking
    • Grill
    • Wi-Fi
    • Terrace
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Arpicella really does offer the best of both worlds! Despite its prime location at just 10 minutes’ walking distance from Pienza, it enjoys the peace and quiet of a beautiful countryside setting with spectacular panoramic views. It is a large, traditionally Tuscan 17th century farmhouse, now...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Villa Apparita Val d'Orcia1 / 82
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
    • Central Heating
    • Patio
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed yesterday
    Our family stayed at Villa Apparita in May and can't wait to return! Laura was a fabulous host - warm, friendly, generous and helpful.The villa is beautiful and has the best...
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    Location Information
    53026, Monticchiello, Pienza
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    8 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Wi-Fi
    • Parking
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Casale Campagna in Siena-Val d\'Orcia, Tuscany is a classic country retreat in the heart of the Tuscan hills. This little gem of a home retains its traditional charm with all the modern conveniences, making it the perfect choice for those seeking an authentic Italian experience. Enter a...
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    Location Information
    Pienza, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 14
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Grill
    • Wi-Fi
    • Patio
    • Secure Parking
    • Shared Outdoor Pool (Unheated)
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The cottage, called Lucignanello, it is an old historical building placed 2km away from Pienza, in the heart of Val d'Orcia. Being our guests you would have the chance to be in an authentic, exclusive, historical and stunning environment. 'Lucignanello' offers an amazing, view onto Val d'Orcia,...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 10
    8 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Terrace
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A tiny angle of paradise for your unforgettable holidays in exclusive countryside of the Val d’Orcia, famous vineyards and superlative wines, villages and abbeys; A magic place with a view of 360 degrees out of the countryside which has made Val d’Orcia an UNESCO.heritage. Villa La Spiga offers you...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 14
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Washer
    • Private Garden
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
    Il Tiglio1 / 21
    (2)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    A lovely place to stay, very comfortable. Stunning views of the Tuscan countryside! We were grateful to have air-conditioning in the summer heatwave. We were there mainly to...
    Reviewed 7 July 2018
    Location very nice, quiet and peaceful, you can really relax, unfortunately I'm a little disappointed with the property, the house is fine, it was all we needed, a good...
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    Location Information
    53026, Monticchiello, Pienza
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Grill
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53020, Monticchiello, Pienza
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
    9 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Private Garden
    • Parking
    • Housekeeping Included
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53026, Monticchiello, Pienza
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 20
    7 Bedrooms, 8 Bathrooms, Sleeps 13 Quick View
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    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 800 sq.mts.Villa has been recently restored combining traditional materials as old cotto for the floors and oak beams for the ceilings with vintage furniture and contemporary art works. The insulated large walls and the ventilated roof keep the house naturally cool during hot summer months....
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    Location Information
    53045, Monticchiello, Pienza
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 13
    VILLA IL GELSO1 / 18
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Air Conditioning
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 July 2019
    We had the absolute pleasure of staying at Il Gelso in early June - and we highly recommend it to you.We travel a fair amount and rent high-end villas in different parts of...
    Reviewed 18 May 2019
    We were a group of 7 and spent a wonderful week in Tuscany at Villa Il Gelso. Mariacristina was wonderful in helping us with recommendations for a Chef at the house one night...
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    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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    Location Information
    53049, Pienza, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    8 Bedrooms, 8 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Internet Access
    • Hot Tub
    • Private Indoor Pool
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    1111, Pienza, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 9
    Casale Reggello Tuscany Vacation Rental1 / 22
    (7)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 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...
    Reviewed 28 May 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...
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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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    Location Information
    53049, Pienza, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    11 Bedrooms, 10 Bathrooms, Sleeps 24 Quick View
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    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located near the Via Francigena it seems that Villa Vittoria has hosted in its marvelous rooms even a Pope. Suggestive farm with swimming pool nestled in the heart of the Val d'Orcia, Villa Vittoria is located a few kilometers from Pienza and is located within the Nature Reserve of Lucciola Bella,...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 11 Bedrooms, 10 Bathrooms, Sleeps 24
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