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Holiday Rentals with Pools in Montalcino

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    ₹ 35,424 Average
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    Travellers to Montalcino are booking January dates now. Secure your holiday home today, and have the perfect trip.
    70 Matching Rentals in MontalcinoView all 142 rentals
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    8BDR Historic villa in the  Crete Senesi walking to a village : view,pool,garden1 / 40
    (11)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 7 Quick View
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    3BDR Casale Il Tribbio Il ,view on the Crete ,close to a village1 / 37
    (3)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 4 October 2018
    Our welcome from Federica was a lovely beginning to our Tuscany stay, we were shown the grounds and villa and everything about the property was explained to us. The villa was...
    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
    Il Tribbio II is a section of a farmhouse (in Italian :Casale) set within the beautiful Tuscan landscape, in walking distance to the little hilltown of San Giovanni d'Asso (1 km).The landscape in this region of Tuscany is spectacular: the Crete Senesi are the eroded clay hills in the Orcia valley....
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Cozy Collection of Villas in Tuscany1 / 30
    (53)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 20 October 2018
    We stayed at this location on our honeymoon for 5 nights in the Abate room and it was amazing! Matteo's hospitality was great- he provided us with a basket breakfast the first...
    Reviewed 26 July 2018
    We couldn’t be happier with our stay. Matteo was so helpful with every request we had. He arranged for our cooking lesson in our apt that was amazing. The pool was very nice...
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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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Poggetto is a typical stone farmhouse, 200 sq. m., for up to 8 persons with 4 double bedrooms, 2 bathrooms, air conditioning and internet. There is a large, private garden circling the house complete with barbecue, private swimming pool and parking. Outdoors and Swimming Pool The farmhouse...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Villa Spuntone1 / 22
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Grill
    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2018
    We’ve been to Tuscany before so looked long and hard to find a villa in Tuscany with a pool and in walking distance of a pretty town and Villa Spuntone exceeded our...
    Reviewed 24 June 2018
    The pictures of Villa Sputone are very accurate and we were most pleased with our one week stay (albeit time passed too quickly)! Sputone is everything you image when thinking...
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    About this property
    Beautiful stone-built villa rental accommodation (230 m2) situated approx. 500 m from the historical centre of Montalcino, ideal starting point for excursions to the spa resorts at Bagno Vignoni, the Orcia valley, Monte Amiata, the Maremma, Siena and the nearby wine producing estates for the...
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    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    3BDR cozy, hidden house overlooking the Crete Siennesi ,walking to a village1 / 37
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    A comfortable and well-equipped house in a beautiful setting. The village has several food shops and two restaurants and there are numerous places to visit in the area.
    Reviewed 22 October 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
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    About this property
    La Capanna is situated in a very nice small town with all the conveniences, yet the back of the house looks out over the beautiful country landscape of an area known as Le Crete, with beautiful grounds and unbelievable views of the Siena countryside. It is a small indipendent antique house...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (11)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Patio
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2018
    We stayed in the Duccio townhouse, which Patricia was very transparent in explaining was the smallest but most economical of the townhouses-it was amazing! We are a family of...
    Reviewed 18 July 2017
    We had a wonderful stay. Patricia was so helpful and gracious, and their villas are beautiful, and off the beaten path. It is a very special spot - we hope to come again soon!
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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 - 4 Bedrooms, 4 Bathrooms, Sleeps 7
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    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (14)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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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    Fornello di Sopra, luxury villa with private pool1 / 51
    (5)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    I’m still dreaming about our magical stay at Fornello di Sopra Villa. Two weeks of living the slow life in this tastefully restored, "rustic chic," farmhouse. Our group...
    Reviewed 27 August 2018
    We went there with my family and another family of friends last July. We all loved the place! It is super comfortable amazingly so for two families with 4 children aged between...
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    About this property
    Set within its own olive grove and surrounded by Brunello vineyards, our villa enjoys one of the best locations in Montalcino, with stunning views of the Val d'Orcia valley (UNESCO World Heritage Site) and within walking distance of the village. Fornello di Sopra is a an ancient stonehouse...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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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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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Podere Ferranino Townhouses- Alberti1 / 49
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • 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 6 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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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    PRIVATE STRUCTURE. Alborata is an old Tuscan farmhouse entirely built in stone, dating to the beginning of the last century and situated not far from the village of San Giovanni d’Asso, in the unmistakable and characteristic countryside of the Crete Senesi. During the recent, careful renovation...
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    53100, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Studio, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chic interior design, a private guest house and covered al fresco dining with stunning views are sure to please any group of friends or a large family looking for a one-of-a-kind Tuscan villa experience. Located south of Siena near the coveted Brunello vineyards of Montalcino, this villa was...
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    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bathrooms, Sleeps 10
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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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    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Gorgeous 2 bedroom  villa with  private garden and share pool1 / 36
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 September 2018
    In the heart of Tuscany, this villa sits high enough to admire the gorgeous views in every direction. We love surveying the scenery - the hills which fade out into infinity, the...
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    About this property
    Located in the Val d'Orcia region south of Siena. This area has been declared a world heritage site by UNESCO. The house is located on a hill with panoramic views over the countryside and only 2 mins from the village of Montisi. Sitting out on your terrazza overlooking your swimming pool soaking up...
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    SIENNA, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 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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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Villa San Giuseppe1 / 29
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Central Heating
    • Grill
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 July 2017
    We stayed a week in this gorgeous Villa. This Villa is surrounded by its own vineyard. It meant lovely walking after dinner.It was beautifully appointed, cosy & luxurious...
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    About this property
    This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderful countryside views can be...
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    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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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)
    • Wi-Fi
    • 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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    53024, Montalcino, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    EXTENSIVE VILLA WITH PANORAMIC VIEWS1 / 47
    (7)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Secure Parking
    • Washer
    • Cable/satellite TV
    • Balcony
    • Central Heating
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    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 18
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Sauna
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A design and art retreat for a luxury holiday in Tuscany; Capanno is the perfect choice for those aiming to relax in the countryside and love modern and minimalist style. Capanno is a modern 220 sqm industrial construction built in late sixties and transformed in 1999 into an art studio by an...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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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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    • 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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    5BDR Casale ,view on the Crete Senesi,walking to a village,private pool,WiFi1 / 46
    (14)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Porch
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2018
    Well we always wanted to have a week in a Tuscan Villa in Tuscany and we can finally say we can tick this one off the bucket list. We had a group of 10, 5 couples visit the...
    Reviewed 3 August 2018
    We were a group of 10 adults looking to experience Tuscany. This beautiful villa provided us just that. Located close to the gorgeous little village of San Giovanni d'Asso, the...
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    About this property
    Set among olive groves and spacious lawns surrounded by pomegranate trees and bay laurels, this antique,comfortable 'casale' ensures privacy yet within walking distance to a charming village with small shops, banks .Il Tribbio is a generously-sized villa with private pool, offering glorious...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • DVD Player
    • Secure Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Casale Montebendico is a gracious, recently restored property. The property is located on the border of Val d’Orcia, area renown for the “Crete Cenesi” and the “Maremma”, a land which extends from the splendid countryside to the Tyrrhenian sea. Situated only a few kilometres...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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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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    FONTANELLE1 / 26
    (4)Very good
    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
    Reviewed 31 October 2018
    I stayed at this beautiful house for a week and we had a great time. The location is perfect to explore the region and the house interior is just incredible. The outside eating...
    Reviewed 22 October 2018
    The decor of the house and the location are actually impossible to describe, really a dream coming true! I totally agree with the review left before by Sarah and I have booked...
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    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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    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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    ART-HANGAR BY TUSCAN-EXPERIENCE1 / 25
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Wi-Fi
    • Sauna
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 May 2018
    In a perfect location, surrounded by the hills of Tuscany you only imagined exististed in films, our family had a very pleasant stay in the modern, fresh, tastfully decorated...
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    About this property
    TUSCAN-EXPERIENCE is our new brand in which we have different locations from which Art-Hangar probably is the most special one. It is a place for artists, for dreamers, for people with an open mind, in a word: for people daring to leave the beaten path…If design and art makes part of your life,...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    14 Bedrooms, 14 Bathrooms, Sleeps 30 Quick View
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Perfect for weddings, business meetings or a quiet getaway, Villa Tolomei is on top of a hill with a spectacular view of the verdant Tuscan landscape. Exercise as well as relax while being transported to forgotten places of exquisite taste.
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    Location Information
    53015, Montalcino, Province of Siena
    Holiday Rental House - 14 Bedrooms, 14 Bathrooms, Sleeps 30
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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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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 16
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    Villa with 2 bedroom , private garden and share pool1 / 15
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 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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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RECEPTIVE STRUCTURE. Set in the heart of the Val d'Orcia, where the hill of Montalcino turns to the south-west facing the magnificent nature of the Maremma, is this splendid modern residence overlooking the valley, with a breathtaking view that stretches as far as the eye can see to the peaks of...
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    Location Information
    53024, Tavernelle, Montalcino
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Anyone with an appreciation for beautiful countryside, wine, and historic sites will love this rustic farmhouse in Southern Tuscany. Formerly a mill, this holiday rental near Montalcino provides privacy and seclusion, yet is very close to one of the jewels of Tuscany, the Abbey of San Antimo....
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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 - 8 Bedrooms, 7 Bathrooms, Sleeps 16
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    Villa Brunello1 / 29
    (1)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Washer
    • Grill
    • Central Heating
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 September 2017
    Rented this villa in 2004. Off the beaten track, located in a vineyard it was a truly idyllic setting. The villla itself was roomy and comfortable. There were only 2 of us but...
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    About this property
    This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby. Wonderful countryside views can be...
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    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    Studio, 8 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Chic interior design, a private guest house and covered al fresco dining with stunning views are sure to please any group of friends or a large family looking for a one-of-a-kind Tuscan villa experience. Located south of Siena near the coveted Brunello vineyards of Montalcino, this villa was...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 8 Bathrooms, Sleeps 16
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    La Palazzetta di Luca e Flavio Fanti1 / 12
    (3)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 9 July 2018
    Our first time to Italy. Being a Certified Sommelier and WSET advanced diploma I was dying to go to Montalcino and Montepulciano. La Palazzetta is 5 miles from Montalcino city...
    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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    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Giardinello, your dream villa in Tuscany1 / 59
    (2)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 11 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Il Giardinello offers simplicity, wellness and every comfort from a pleasant holiday retreat in the heart of Val d’Orcia, UNESCO world heritage. A typical Italian Cypress tree-lined dirt road welcomes you to the villa, set in the municipality of Montalcino. Whether you are a wine connoisseur...
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    Location Information
    53024, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 11
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Garden
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • Washer
    • Central Heating
    • Wi-Fi
    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 6
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    Villa Lorian1 / 53
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    We have spent here two marvellous weeks and Meri, the house maid, has been always available to support us : especially with breakfast. We had a great time. Salogi (our agency...
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    About this property
    Villa Lorian is a grand property located amidst mature cypresses, rolling hills and the vineyards of Montalcino from which Brunello di Montalcino wine, renowned as one of the best ones in the world, is produced. Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the...
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    Location Information
    53024, Poggio alle Mura, Montalcino
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Lavacchio 12 - Lavacchio1 / 41
    (2)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Parking
    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 19 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 12
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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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    Studio, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This large villa, characterized by its elegant country décor, has airy and spacious rooms. A beautiful, private swimming pool and green, sprawling lawns are ideal for taking in valley views. With both a main house and guest house, this property offers privacy, beauty, and modern conveniences....
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    Location Information
    Montalcino, Province of Siena
    Holiday Rental House - 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our agriturismo offers its guests wellness and tranquility on the spacious sunning patio around the swimming pool in the park that surrounds the old convent. The Antica Grancia di Quercecchio agriturismo is the ideal place to spend your Tuscan holiday in peace and quiet among olive groves and...
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    Location Information
    53024, Tavernelle, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Piombaia1 / 40
    (5)Very good
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Hot Tub
    • Central Heating
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 November 2017
    Piombaia is a dream. Located in the hills of Montalcino in Tuscany it is beautiful, surrounded by a garden and greenery everywhere. The staff is absolutely wonderful and...
    Reviewed 12 July 2017
    This is a really nice place to relax and it is perfect for a couple of days. The place is very well maintained.The rooms/apartments are big and well equipped. The location is...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Balcony
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Archi is a splendid independent apartment of about 130m2 which can host 4+2 persons. It's composed of 2 bedrooms (1 double + 1 twin), 2 bathrooms (1 with bathtub and shower + 1 with shower) and a huge open plan that serves as living room with 2 large couches (1 of the which can be turned into a...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Owner's description: Description: A cheerful house this property is located in the most desirable region south of Siena, in the Val d'Orcia, an enchanting and miraculously unspoilt valley in southern Tuscany, listed as UNESCO world heritage in 2004. This beautiful country house is located just...
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    Location Information
    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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