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Holiday Rentals with Pools in Montalcino

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    Travellers to Montalcino are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    96 Matching Rentals in MontalcinoView all 149 rentals
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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 39
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Fornello di Sopra, luxury villa with private pool1 / 57
    (3)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (10)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    I MELOGRANI I:5 BDR Tuscan villa,view,pool ,WiFi1 / 66
    (12)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2016
    Perfect for our family of 10 - 3 generations. Lovely stone villa set in the gorgeous rolling hillside of Tuscany, Large spacious rooms with every amenity and comfort. All...
    Reviewed 17 August 2016
    5 stars for this wonderful home, our hosts Federica and Lorenzo, and our chef Grazia. Everything about this place is wonderful. Majestic views of the Tuscan countryside from...
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    About this property
    You could not ask for a more special place in which to celebrate an important anniversary or simply spend a vacation with your family and friends ! I Melograni is a beautiful antique,indipendent, 'casale' with a large fenced swimming pool (5x12 mt), 1km away (walking distance!) from the village...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Podere Ferranino Townhouses- Alberti1 / 49
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 2016
    This house was of a very high standard with light rooms, beautiful views and an excellent swimming pool. It was situated within an easy drive of many beautiful towns and...
    Reviewed 30 August 2016
    Patricia made us most welcome and was extremely helpful both with our pre-holiday arrangements and while we were at the apartment.The property was spacious, comfortable and...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five comfortable townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Podere Ferranino Townhouses- Cimabue1 / 37
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 August 2016
    We rented one of the renovated houses. First off i have to say that the renovation has been done close to perfection. They managed to incorporate all modern equipment without...
    Reviewed 19 June 2016
    Recently stayed one week in this fabulously restaured Villa. Everything from the outside patio, the pool, the quality of the beds, the linnen and kitchen supplies was excellent...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a glass...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (12)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2017
    We had a great time at this property. Clean and light and very good quality facilities in the townhouse. We would all had a relaxing stay and would love to go back some time.
    Reviewed 10 June 2017
    We have just returned from a lovely week at Villa Ferranino, staying in Fra Angelico. The townhouses are beautifully restored and furnished, each with its own peaceful terrace...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five duplex townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    This is a really gorgeous place to stay. The views could not be better, the garden is eclectic and the pool is warm and inviting. We were slightly unsure whether to book based...
    Reviewed 9 November 2016
    Our family thoroughly enjoyed this stay in Tuscany. My husband and I have been to Italy many times, but this is the first time we brought the kids with us. (Ages 3 and 6...
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    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from the center of Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The...
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    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Glorious historic 8BDR Tuscan villa , pool,WIFI,AC1 / 82
    (11)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    For our annual family meeting, I chose villa " La Consuma" . It has been a great success. Villa La Consuma is beautiful, convivial, located in a superb spot. It is...
    Reviewed 5 November 2015
    I recently stayed here with 11 of my friends for our 50th birthdays. When we walked into the home all I could say was, "Wow!" The location was amazing among the hills...
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    About this property
    A beautiful old historic family house with a large hanging garden and fenced swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso, in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. Becoming somewhat familiar...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    Charming Tuscan villa with pool, Montalcino, Siena1 / 24
    (7)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Parking
    • Grill
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2015
    The villa was everything we imagined a villa in Tuscany would be like. It was charming and spacious; the grounds beautiful - cypresses, lavender and of course the inviting pool...
    Reviewed 20 July 2015
    We just got back from a week at Simona and Michael's fabulous villa and I'm already planning another trip! The house itself is absolutely beautiful, exactly what you imagine...
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    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful senese countryside a few km's from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context. Here you will feel embraced by the fascinating old architecture of the...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    I MELOGRANI II: 3BDR Tuscan villa,view,pool,WiFi1 / 41
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    The small village location was a perfect for our visit to the Tuscany area. We were able to use this central location to visit many beautiful villages like Montepulciano, Siena...
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    About this property
    I MELOGRANI II is a section of a villa settled in the heart of Siena countryside :I MELOGRANI I. WHEN THIS PART OF THE HOUSE IS RENTED THE OTHER PART REMAINS CLOSED AND VACANT. REVIEWS : if you like to read some reviews about this property please go to ID 285259 on this same website This beautiful...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Country house,Montalcino, Tuscany, TENUTA CANINA1 / 45
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Central Heating
    • Housekeeping Included
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2016
    A lovely comfortable well cared for villa set in a glorious location with a great pool. We went as a family (all adults) and really enjoyed the place. Stunning views of the area...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • Washer
    • Porch
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Cozy Collection of Villas in Tuscany1 / 30
    (51)Excellent
    14 Bedrooms, 14 Bathrooms, Sleeps 26 Quick View
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    • Balcony
    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Wi-Fi
    • Mountain Views
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2017
    We loved our villa, the property, our host and the region. The property was amazing. Wine, olives, lavender and lots of property. Located about 10-15 kilometers from...
    Reviewed 29 March 2017
    Matteo was a great host. Our stay was very enjoyable. The setting is as beautiful as all the pics! The cellar was terrific to see and the wine - even better!!
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    About this property
    PLEASE NOTE: THE PROPERTY IS DIVIDED INTO EIGHT SELF CONTAINED APARTMENTS, EACH SLEEPING 2-4 PEOPLE. THIS LISTING IS FOR A SINGLE APARTMENT. IF YOU CANNOT FIND YOUR DESIRED AVAILABILITY, PLEASE CONTACT US AND WE WILL TRY TO FIND A SUITABLE ARRANGEMENT. RATES VARY ACCORDING TO APARTMENT SIZE AND...
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    53024, Montalcino, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 26
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    La Palazzetta di Luca e Flavio Fanti1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    We don't know where to start. This was a wonderful location, a small and very quiet town, very accessible (we are traveling by car). This family will welcome you and treat you...
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    About this property
    On the hill with view on the S.Antimo Church, 100 meters from the medieval village of Castelnuovo dell'Abate, is the country house La Palazzetta with 3 separate apartments; everyone has room, kitchen and bathroom. Outside the property have large open spaces: a garden with barbecue area and gazebo,...
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    53024, Castelnuovo dell'Abate, Montalcino
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Comfort and style in the Siena counrtyside,1 / 21
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2015
    Simona and Michele were perfect hosts for our family week in Toscany. The Villa is magnificent offering a beautiful setting for a relaxing stay. It is ideally located for...
    Reviewed 4 September 2013
    We have just returned from a truly memorable stay in Siena. The villa is perfect! Beautifully decorated, light and airy and a huge living space - perfect for families or large...
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    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms from Montalcino, in the natural park of the Val d'Orcia, a precious architectural and natural context. Here you will feel embraced by the fascinating old architecture of the...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    wonderful hamlet apartments -Clementina1 / 23
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Parking
    • Shared Garden
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Suite d'Artista: Basile1 / 18
    (3)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Parking
    • Shared Garden
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2015
    The studio is exactly as pictured with all the amenities listed by the other reviewers. It is a very well thought out and well designed space in a beautiful, peaceful location...
    Reviewed 10 June 2014
    We loved our stay! The apartment is great, nice, clean and ventilated! There were many amenities in our room and there was even a Nespresso machine! The location is also very...
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    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
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    53024, Montalcino, Province of Siena
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    • Terrace
    • Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
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    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The farm-house is finely fitted-out, floors are in baked-clay Sienese cotto and ceilings are of traditional tile-and-beam. The layout consists of: a kitchen; a sitting-room with couches; 3 bedrooms - a triple and 2 doubles - with wrought-iron beds; and 4 bathrooms, each with a shower. Recent...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Villa with 3 double bedrooms and private pool1 / 17
    (2)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Casa Giovanni1 / 22
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 October 2013
    My wife and I spent three weeks in the Cipresso apartment on the lovely farm of the Giovanni family. We used the apartment as our base of operations for our day trips to many of...
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    About this property
    Italian village rental - This charming historic residence is part of a larger building, located in the village of San Giovanni d'Asso, just beyond the original castle walls and a short walk to the centre.With origins dating back to the 15th century this property certainly has character, with...
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    52020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful property can host up to 16 people with 8 bedrooms and it has an incredible covered/outdoor pool and an enormous garden. This beautiful property can host up to 16 people with 8 bedrooms and it has an incredible covered/outdoor pool and an enormous garden. Additional amenities...
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    Location Information
    53026, Montalcino, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontanelle is without doubt one of our loveliest Tuscan properties. It is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position, surrounded by vineyards, olive trees, cypresses...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for authenticity, style and a special atmosphere Lavacchio is the perfect choice. This gorgeous property belongs to a well-known Italian interior designer the owner of one of our most prestigious properties, Fontanelle who restored and furnished it to a very high standard. Both...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    LAVACCHIO1 / 40
    (2)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 July 2015
    Lavacchio is synonymous with paradise in the minds of my family. Extraordinarily beautiful, in the middle of a vineyard, perfectly located, each room stunningly designed and...
    Reviewed 20 August 2014
    The Villa is roomy and nicely furnished, and the swimming pool,accessed through the vineyard, was a great feature--especially for the grandkids.My only suggestion is that the...
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    About this property
    This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 16
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    8 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tuscan period villa rental - Centred around a pretty garden, Casa Vittorio is a notable, historic residence set over several levels, elegantly furnished with antiques and typical Tuscan furnishings. The house itself enjoys a village location with other properties in close proximity, but still...
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    52020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 4 Bathrooms, Sleeps 16
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Internet Access
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino1 / 46
    (34)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2014
    Outstanding location and home. It was great having a pool (even though it was above ground, fabric, four feet deep and had a manual cover you had to put back every time you...
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    About this property
    This beautiful villa for rent in Tuscany is in a great location - within walking distance of the town of Montalcino and is an ideal starting point for excursions around southern Tuscany. You'll love exploring Siena and the other surrounding towns, but you'll also want to spend plenty of time at...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Outdoor Dining Area
    • Central Heating
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pozzo is an elegant and bright apartment of about 80m2 that can accommodate 4 persons. There are 2 bedrooms, a large bathroom with a shower cabinet and a nice living room with a fully equipped kitchen. The apartment is situated on the ground floor and suitable for handicapped people. Both bedrooms...
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    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Suite d'Artista: Riddell1 / 19
    (1)Average
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Wi-Fi
    • Parking
    • Balcony
    • Children's Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2017
    This review is for Suite d’Artista Riddell (a 2 bedroomed apartment) for 7 nights at a cost of approximately 320 euro per night.Location and parkingWe picked up a hire car...
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    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday, combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, Turkish bath, gazebo,...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casale d’Asso is an ancient 18th-century holiday house, recently restored, on the edge of small Medieval hamlet which has been the property of the Piccolomini family for six hundred years, an ancient family whose name is strongly tied to the Italian Renaissance. Situated in the whereabouts of San...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 7
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    22 Bedrooms, 25 Bathrooms, Sleeps 44 Quick View
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    • Washer
    • Internet Access
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Here every detail has been thought of, with impeccable service that puts all at ease. Whether a family gathering or a corporate retreat, our staff of 19 professionals, including general manager, ensure the success of your trip, providing support every step of the way. Services included in your stay...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 22 Bedrooms, 25 Bathrooms, Sleeps 44
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    Loggia1 / 21
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Secure Parking
    • Central Heating
    • Outdoor Dining Area
    • Terrace
    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2016
    Very cofortable!! Very good hospitality!! We stayed 3 couple and every couple has own bathroom and room, since it is a big hose , it felt like private rooms in a hotel!! It was...
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    About this property
    A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Private Garden
    • Parking
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The barn is part of a 19th century farm complex. It has been sympathetically renovated to its original beauty by focusing on the conservation of its impressive stone walls, Tuscan-style roofline, and rustic ceiling with beams. The main part of the barn is an open-space loft. The two bedrooms have...
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    Location Information
    58033, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Washer
    • Outdoor Dining Area
    • Wi-Fi
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    • Internet Access
    • Cable/satellite TV
    • Outdoor Dining Area
    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    7 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Terrace
    • Balcony
    • Patio
    • Air Conditioning
    • Parking
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    San Giovanni d'Asso is a small village located in the heart of the Crete Senesi , the unique landscape and spectacular in the south of Siena.Villa Asso offers visitors the perfect blend of classic Tuscan style , fabulous views and contact with nature and the Italian luxury.Located in the heart of...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Internet Access
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Shared Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 6 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Cable/satellite TV
    • Central Heating
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful senese countryside a few km's from Montalcino, in the natural park of the Val d' Orcia, a precious architectural and natural context. Here you will feel embraced by the fascinating old architecture of the...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 6 Bathrooms, Sleeps 9
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    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Private Garden
    • Wi-Fi
    • Shared Garden
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Suite d'Artista is a perfect place to enjoy a relaxing holiday combining the atmosphere of typical Tuscan countryside with Montalcino's amenities. Nestled just below Montalcino's historical centre, a peaceful spot with a large panoramic garden, swimming pool, Jacuzzi, steam bath, gazebo, barbeque,...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 3
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    5 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Terrace
    • Balcony
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fontanelle is without doubt one of our loveliest Tuscan properties. It is located to the west of Montalcino, an area renowned for its beauty and for its wines, especially the famous Brunello di Montalcino. The property is in a spectacular position, surrounded by vineyards, olive trees,...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 16
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    EXTENSIVE VILLA WITH PANORAMIC VIEWS1 / 47
    (7)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2017
    Montelandi is just the most magical tuscan retreat. We stayed here for our honeymoon back in 2000 and have returned many times since so suffice to stays Montelandi holds a...
    Reviewed 9 August 2017
    Our stay at Montelandi was incredible in every way! I so miss the pace of life we experienced in Tuscany, from waking to the sound of the bells as the sheep crossed the fields...
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    About this property
    The living room of Montelandi is large; it has a marble floor, a beamed ceiling and a hooded Tuscan fireplace. The room is comfortably furnished with English upholstery and antiques. Doors from the living room lead onto a covered loggia with arches framing the view across the valley. For...
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    Location Information
    53022, Montalcino, Province of Siena
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 16
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Garden
    • Washer
    • Central Heating
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A few kilometers from Montalcino on the way to Castelnuovo Abate, in a finely renovated ancient stone farmhouse, five spacious apartments await you for your Tuscan vacation. All the apartments feature authentic period furnishings and modern amenities. Ville di Castelnuovo is situated at the top of...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Washer
    • Parking
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming old hamlet is located at 5 km from San Giovanni d'Asso, in the heart of the Crete Senesi, at just 13 km from Pienza and 16 km from Montalcino. The estate belonged for six hundred years to the notorious Piccolomini family, a protagonist of Italian Renaissance. The landscape...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Parking
    • Private Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Le Macine is a farmhouse which the owners finished renovating with great skill in 2011. It dates to the beginning of the 20th century and its name derives from the fact that along the entrance drive are present two antique millstones of an old oil mill. The renovation was...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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