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Province of Siena Villas

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    Travellers to Province of Siena are booking August dates now. Secure your holiday rental today, and have the perfect trip.
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    Elegant 2 bedroom apt. in historic Siena residence1 / 18
    (29)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Podere Ferranino Townhouses -Brunelleschi1 / 37
    (8)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    VILLA TALCIONA1 / 34
    (16)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Podere Ferranino Townhouses- Cimabue1 / 37
    (4)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Washer
    • 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<BR>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...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    La Proda - apartment La Corte1 / 35
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Central Heating
    • Wi-Fi
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2015
    Five of us rented both apartments at La Proda for two weeks, September 25th to October 10th. From the moment we arrived to the morning we left, Juliette and Andrea were warm and...
    Reviewed 2 August 2015
    We have recently returned from our 2 week stay in the apartment and had the very best holiday, due largely to such fantastic accommodation and the help of Andrea and...
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    About this property
    Less than 1km away from the Via Francigena, La Proda is part of a little rural hamlet, whose ancient nucleus dates back to the Middle Ages. The area toponym “Strada” attests to these places' historical value. Carefully restored, surrounded by centuries-old cypresses and an organically-farmed olive...
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    Location Information
    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool1 / 31
    (45)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Grill
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 September 2015
    We stayed here in 2009 and hardly a day went by that we didn't think about our stay and Verity and Simon and the kids and of course Charlie and Lola and Meow. When we arrived...
    Reviewed 10 November 2014
    We spent 5 nights at Podere Patrignone after travelling for 3 weeks. It was the perfect place to stop, rest and base ourselves for our Tuscan adventure. Our teenage children...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Podere Ferranino Townhouses-Fra Angelico1 / 31
    (11)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Satellite TV
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 18 October 2016
    We have just spent a week in Fra Angelico and it has been the perfect base for exploring Tuscany. We have visited Montepulciano, Montalcino, Siena, San Gimignano, Pienza, and...
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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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    Luxury Tuscan Villa in Montepulciano - HEATED POOL / FREE WI-FI1 / 98
    (31)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    La Valiana is a gorgeous villa with magnificent views of the Tuscan skyline.One can visit many closeby beautiful towns like Pienza, Montepulciano, and othersBut make sure you...
    Reviewed 15 October 2016
    We just returned from our third visit to La Valiana and look forward to going back again. Before our first stay at La Valiana, I researched many villas in Tuscany. I was drawn...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. An elegant holidy villa, perfect place to stay for independent travellers - for families or small groups (max. Occupancy 8) - desiring to experience authentic Tuscany...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Agriturismo Podere San Giusto1 / 10
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Grill
    • Parking
    • Satellite TV
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Our four day stay was far too short! Fabio and Ursula were delightful and welcoming.They made our stay in this lovely area of Tuscany that much more special by giving us much...
    Reviewed 4 November 2016
    We thoroughly enjoyed our stay at Podere San Guisto! Fabio & Ursula were warm and welcoming, and very helpful in guiding us through the area and offering suggestions for...
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    53018, Sovicille, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Delightful 2 bedroom farmhouse with beautiful private grounds and pool1 / 24
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Children's Pool
    • Satellite TV
    • Air Conditioning
    • Terrace
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 April 2016
    Our stay was very relaxing and the villa and surrounding countryside was beautiful. Our hosts were very welcoming and accommodating. I would highly recommend this vacation rental.
    Reviewed 29 September 2014
    We were met at the villa by grandmother and mother. We couldn't speak Italian and they didn't speak English but with much arm waving, pointing and laughter we managed to make...
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    About this property
    The Agriturismo Sferracavalli is the best way to enjoy Italian genuine food, which can be gathered in the back garden, and to feel compleatly plunged in peace and relax among Tuscany nature. Medieval villages complete the perfect Tuscany atmosphere all around, so that who wants to learn about...
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    Location Information
    53047, Sarteano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Appartamento La Signoria 1212 in Monteriggioni1 / 19
    (20)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2016
    we decided to stay here to visit Sienne. What a great choice: the owner was marvelous. She was helpful, enthusiastic and her breakfast were really good! We had a huge bathroom...
    Reviewed 8 July 2016
    The B&B is very nice and well decorated. I had the back bedroom with the large bathroom. I used Booking and before arriving in Italy, sent an email confirming parking since it...
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Unique, charming farmhouse in Tuscany countryside with shared outdoor pool, sleeps up to 61 / 41
    (9)Very good
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Grill
    • Balcony
    • Terrace
    • Parking
    • Washer
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 October 2015
    We stayed at this lovely restored farm house for 10 days during the second half of October. It was perfect for two couples, with a spacious living room and kitchen, comfortable...
    Reviewed 17 June 2013
    We spent a very happy two weeks here last summer, with our two small children. We visited lots of beautiful Tuscan places, for which Poggio Saragio is well located. The house...
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    About this property
    The main arched entrance leads past a utility room and downstairs bathroom into the open plan kitchen and dining room with dining table for 6 guests. The lounge has two sofa's one of which is a comfortable double sofa bed There is a wood burning stove in the lounge for the winter, but central...
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    Location Information
    SI, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    New Casa Titta apt 3 bedrooms , amazing view1 / 14
    (4)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Parking
    • Private Garden
    • Wi-Fi
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    The apartment has a beautiful garden with great pool area and a fantastic view. It is located in a small village which has a good restaurant a shop and a bar. Only a short drive...
    Reviewed 3 November 2016
    Having stayed in Carlo and Emanuela's two other apartments at Casina di Manu we thought we knew the standard to expect from their new apartment......but it was even better than...
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    About this property
    C asa Titta is our third apartment ,completely new ,really comfortable, placed on the first floor with three bedrooms for 5 people and a large open space living . A new kitchen equipped with dishwasher , fridge/freezer, microwave and electrical hoven. The bathroom has a large shower and a little...
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    Location Information
    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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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
    • 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<BR>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...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Appartamento Siena centro storico Verbena1 / 32
    (3)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2016
    This apartment rental was one of the highlights of our trip! The apartment was very charming with the essence of Italy. The accommodations were exactly what we wanted and the...
    Reviewed 6 May 2016
    The apartment is charming and spotless . The landlords are very gracious and accommodating . We used 'What's app ' to stay in touch with them . Absolutely fabulous...
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    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Elegant Tuscan Villa with Spa1 / 35
    (6)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • Washer
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • DVD Player
    • Central Heating
    • Private Indoor Pool
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 April 2017
    For those looking for that perfect, tiny, authentic village in Tuscany, Belfort is your place. If you are looking for a spectacular, unique and luxuriously appointed Italian...
    Reviewed 5 April 2017
    I stayed here in August 2016 with six other adults for nine days. It was incredible. The villa has four bedrooms, and a TV / lounge room (which could also be a bedroom. The...
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    About this property
    Set in the heart of Tuscany this spacious, detached, hilltop villa has 180° views from a grand terrace and is close to Siena, the beach and all the other important sights. Enjoy fantastic indoor and outdoor spaces. Every room has a view of Tuscany as it unfolds beneath you. Finely decorated with...
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    Location Information
    53030, Radicondoli, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    Poggio Senese - Pianello mq1101 / 37
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2015
    Our apartment was clean and very well stocked in the kitchen area, including having a dishwasher. The bedroom was large, airy and very comfortable with stunning views down the...
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    53049, Montefollonico, Torrita di Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (68)Excellent
    12 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    • DVD Player
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Children's Pool
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    Sonja and Michael are great hosts of this beautiful house in Tuscany. The views are spectacular, pool and tennis courts well kept, great outdoor dining location and nearby to...
    Reviewed 4 weeks ago
    my son booked this villa for his wedding ,and everything was perfect ,the couple that run the villa catered to our every need . they were extremely nice and welcomed us with...
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    About this property
    Villa Scopetello is the perfect holiday home for large groups and families who wish to spend their holidays together. (Between September and May it is also possible to rent just a portion of the Villa or even one bedroom) The 1000 square meter large Villa with 12 bedrooms, 8 bathrooms, 2 kitchens,...
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    53048, Sinalunga, Province of Siena
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 26
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    VILLA Le Corolline1 / 22
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Outdoor Dining Area
    • Grill
    • Balcony
    • Air Conditioning
    • Terrace
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 May 2017
    If you are looking for a peaceful, quiet villa in an iydillic location amongst olive trees and vines, then this is perfect. Ideal for a family or two couples and within a short...
    Reviewed 16 October 2016
    I usually do not write reviews, but I will for this property. And I am writing this early, so I do not forget. This place is nicer than the pictures. Love the grill in the...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Holiday Apartment in historical palace.Marina1 / 46
    (10)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Washer
    • Mountain Views
    • Wi-Fi
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    Spent two nights at the Historical Palace while on a family trip to Tuscany. The location was great, the sceneries from the apartment awesome and the flat comfortably...
    Reviewed 16 November 2016
    We had a wonderful stay in 2 of the apartments in this amazing building.... beautiful modern amenities, with touches of antiques for character and interest! So cosy and...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    The Beautiful Sun Apartment1 / 24
    (23)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Satellite TV
    • Wi-Fi
    • Parking
    • Terrace
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    The location was easy to find with a supermarket close by. Apartment is large, in good shape and well cleaned. Free parking 150 meters from the house and 3 minutes from the old...
    Reviewed 22 May 2017
    The Beautiful Sun apartment has been our "home away from home" in Montepulciano on 2 trips to Tuscany. Elias Mele is an exemplary host who is attentive to every detail...
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    About this property
    This spacious and modern apartment (140sq.mt.) offers a pleasant, shining, fresh and convenient permanence in the core of Tuscany. It has two large bed rooms (25 sq.mt.), two large living rooms whose one with a new and fully equipped kitchen (dish washer machine included). The other living room...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool1 / 64
    (33)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Garden
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2016
    We loved our stay at castle San Gimiginano. A great place to relax and also travel around parts of Tuscany . Very clean and comfortable accommodation with great views. We would...
    Reviewed 19 August 2016
    My family & I stayed in Carlo & Emanuela's beautiful apartment for a week whilst we toured Tuscany. Carlo & his family (Emanuela, Tommaso and his Mother and Father...
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    About this property
    The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding...
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    Location Information
    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Casa Verbena, 3 bedrooms apartment, first floor, terrace1 / 43
    (22)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Shared Garden
    • Terrace
    • Central Heating
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We couldn't have asked for a better vacation location. The breath-taking views were only matched by the hospitality of the owners and their parents. Our apartment was furnished...
    Reviewed 11 October 2016
    We had a really great week in Castel San Gimignano. The welcome of Carlo's mother was so warm and although she just spoke Italian she made us feel almost like one big...
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    About this property
    The apartment is placed in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding...
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    Location Information
    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Monteriggioni Suite1 / 49
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Parking
    • DVD Player
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2015
    Spent 2 weeks in Monteriggioni Suite with with my wife and 2 children. The property is perfect for a family of 4. There is a mezzanine sofa bed so you could fit in another...
    Reviewed 22 June 2015
    Arrived a little early, but Carlo, the owner, turned out to greet us with no problem. He's extremely friendly and approachable and took much time to show us around this...
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    About this property
    Monteriggioni Suite<BR><BR>A suite with a view of Monteriggioni<BR>Immersed in the Tuscan countryside<BR>next to the city walls of Monteriggioni,<BR>in the valley dominated by the imposing shape of Montemaggio<BR>next to Chianti vineyards, between fields of grain, sunflowers, vegetables gardens and...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Al Sassone Holiday Home, val d'Orcia, Toscana1 / 39
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Mountain Views
    • Wi-Fi
    • Washer
    • Private Garden
    • Patio
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53023, Vivo d'Orcia, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in...
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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Romantic farm for 2/4 persons with pool near Siena1 / 9
    (3)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • DVD Player
    • Central Heating
    • Patio
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2015
    Which is large enough for 4 people. Private garden is well fenced including a seperate gate to the communal garden/pool area (good if you need to keep children away from pool...
    Reviewed 16 June 2015
    A quaint little cottage for two nestled in the Tuscan countryside, this was just what we were looking for. The pool provided a welcome break from the glorious weather, and the...
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    About this property
    Romantic farm recently refitted 50 m2 for 2/4 people with pool near Siena. Rooms: Bathroom, Bedroom, Kitchen, Living room. Double bed and sofa bed. Heating, fireplace, BBQ, charcoal grill, Private Garden. Pets Welcome The small farm Poggiolino has become a charming and romantic apartment ideal...
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    Location Information
    53020, Trequanda, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hilltop Poolside 2 Bedroom Villa in Chianti1 / 27
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    • Central Heating
    • Satellite TV
    • Washer
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2015
    We spent 15 days at la Pieve Marsina. The host Gabriele, the old-stone house on a hilltop, the swimming pool, and the countryside (we were surrounded by Chianti vineyard) were...
    Reviewed 1 August 2014
    With my husband and 2 daughters we had a great vacation in Tuscany.The oldest is 17 and the youngest is 13 year old. We had a split level appartement with authentic...
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    About this property
    On the highest point of a hill set among the mosaic of the vineyards, typical of the Chianti Classico area, in the heart of a medieval village, you'll find the Pieve Marsina The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    CasaMontepulciano Into the sunset1 / 24
    (12)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Satellite TV
    • Mountain Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2016
    A first class apartment for four people, situated in the upper part of Montepulciano, with magnificent view of the Tuscan countryside. A well appointed apartment with...
    Reviewed 15 July 2016
    Beautiful furnished appartment with magnificient views over surrounding landscape in great location and magnificient support of Luca were perfect!
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    About this property
    .The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you can admire splendid...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Policiano Suite at La Casa delle Querce - Montepulciano1 / 42
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Satellite TV
    • Balcony
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 October 2015
    Firstly, the views from this property blew me away. Typical rural Tuscany.and stunning at sunset. The apartment itself is very old style Tuscany and reasonably well equipped...
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    About this property
    An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in...
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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa di Geggiano1 / 56
    (8)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Grill
    • Wi-Fi
    • Balcony
    • Air Conditioning
    • Housekeeping Included
    • DVD Player
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 May 2017
    We were very lucky to spend 4 nights at Villa di Geggiano with friends. It truly is a special place. If your dream is to be situated in the rolling vineyards and olive groves of...
    Reviewed 29 July 2016
    On a recent European trip with my husband and some close friends we had the pleasure of meeting Andrea and experiencing his working vineyard. The accommation is separate to the...
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    About this property
    One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it has been designed to be...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Buonconvento luxury and romantic Borgo House surrounded by medieval walls!1 / 23
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Children's Pool
    • Parking
    • Wi-Fi
    • Washer
    • Central Heating
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 May 2017
    We just spent a wonderful five days here. The apartment is exactly as described: beautiful, spacious, and comfortable, nestled inside a medieval fortress wall. Buonconvento is...
    Reviewed 6 November 2016
    Casa Prisca is very beautifully decorated, cosy and spacious. Kitchen is well equipped and there is also washing machine for visitors to use. Buonconvento is rather small town...
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    About this property
    "Prisca House" is a wonderful first floor apartment lovingly restored to a high standard, set as a precious stone on the heart of Buonconvento Borgo. Tastefully and comfortable furnished, this apartment has a warm and friendly atmosphere and it offers guests a truly unique opportunity to spend a...
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    53022, Buonconvento, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Agriturismo Cantagalli - Appartamento Cedrone1 / 22
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Parking
    • Private Garden
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We have been to San Querico several times before and really enjoyed it but this was our first time staying in an agriturismo. It could not have been better. Fabiana is so kind...
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    53027, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Beautiful setting for the perfect Tuscan vacation1 / 35
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Balcony
    • Parking
    • Central Heating
    • Washer
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ginestra [200 sqm] This House is a restored barn and it was restored in 2008. Ginestra farmhouse 6/7 persons The main entrance is at ground floor up 2 steps from the gardenThe entrance is directly into the dining room. Through an open door passage and down 1 step there is a fully equipped...
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    Location Information
    53037, Castel San Gimignano, San Gimignano
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Beautiful Tuscan Independent Cottage With Views1 / 62
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Porch
    • Central Heating
    • Satellite TV
    • Washer
    • Mountain Views
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2016
    Arriving at the cottage took our breath away with the intimate private garden setting overlooking the olive orchard and beyond to the expanse of shouldering Tuscan hills and...
    Reviewed 25 August 2014
    My husband and I absolutely loved our stay at this charming home this summer. It is beautifully decorated, extremely comfortable and has magnificent views of the Tuscan...
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    About this property
    Welcome to La Ginestra, a newly renovated cottage nestled inside Tuscany's most romantic landscape, southern Siena Province. It's an exceptional independent house for two, offering privacy, a perfect location, and stellar views. The house is located near San Casciano dei Bagni on a ridge between...
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    Location Information
    53040, San Casciano dei Bagni, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Large  bright apartment in countryside near Siena1 / 35
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Central Heating
    • Satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    My wife and I stayed at Podere Eleccetro for 4 wonderful weeks. The apartment is very well equipped and very comfortable. It is located in a quiet location but short drives...
    Reviewed 18 July 2012
    I have been at the Podere Leccetro in June 2012 - was looking for a nice and quiet place to write. Must say that it was a good choice, the renovated flat is of an excellent...
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    About this property
    Podere Leccetro is a farm holiday cottage situated in the natural Park of Val di Merse, only a 20-minute drive from Siena city centre. Near San Galgano Abbey and Terme Petriolo. The farm, situated in a glade circled by woods of elm, oak and chestnut trees, is surrounded by lush, green lawns and has...
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    Location Information
    53015, Monticiano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Balcony
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Wi-Fi
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An 18th century country houseset amidst the verdent hills of the route of the Noble Montepulciano wine. Surrounded by a park with swimming pool, “La Casa delle Querce” sits on a hillock between olive groves and vineyards in the sublime simplicity of the Tuscan countryside. The holiday house in...
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    Location Information
    53045, Acquaviva di Montepulciano, Montepulciano
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    I'l Granario - Lovingly restored stone-built Tuscan barn1 / 25
    (47)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 May 2017
    Steve's place is fantastic and we had 5 amazing nights. He supplied plenty of great info for us to maximize our visit. The location is easy access to so many beautiful...
    Reviewed 9 January 2017
    The location of this farmhouse was perfect for us for Christmas week. We knew a lot of places would be closed so we needed a place to hunker down and enjoy the holiday. It is in...
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    About this property
    Podere Torricchi is a small collection of beautifully renovated 16th Century farm buildings converted into houses and apartments. Set on a hill the entire site has stunning views of the rolling Tuscan countryside. I'l Granario' is a house set on two floors, tastefully renovated to retain...
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    Location Information
    FI 50050, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxurious Vacation Rental at Palazzo Cinotti in Si1 / 20
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2017
    The location is perfect - short strolls to all the wonderful sights of Siena. The Palazzo was exactly as shown - ceiling frescos, interesting furnishings, comfortable beds and...
    Reviewed 18 August 2016
    If you are planning to be in Siena for Il Palio, this is the place to be. The apartment is just steps from Il Campo, local shops and restaurants.From the window you have your...
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    About this property
    The Palazzo Cinotti, historical residence, is located in Siena Tuscany along the exclusive via di Citta', between the square il Campo and the cathedral. The apartment is 135 sq ft, with tre bedrooms and two bathrooms, suitable for families with children, young couples, and sophisticated travellers....
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Beautiful villa in Chianti, pool & sunset views1 / 30
    (35)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Grill
    • Secure Parking
    • Internet Access
    • Mountain Views
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 September 2014
    We adored our stay in Le Stalle, a two-bedroom apartment in the main building. We travelled with three boys (14, 12 and 6) and all of us loved every minute of our stay. Our...
    Reviewed 13 September 2014
    If you are looking for a quiet and authentic place to stay in the Tuscan countryside, consider Podere Patrignone. Simon and Verity will welcome you with homemade bread, local...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Podere Rosignano  cosy and bright1 / 24
    (10)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Wi-Fi
    • Mountain Views
    • Washer
    • Outdoor Dining Area
    • Parking
    • Shared Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Podere Rosignano is a beautiful house with plenty of space for the families to spread out. The four bedrooms were comfortable for our party of 6 adults and one child. The...
    Reviewed 6 October 2016
    Rosalba and Maurizio also will come to your holiday villa and cook an authentic Tuscan dinner. We organised this through the Tourist information office. We emailed them and...
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    53030, Radicondoli, Province of Siena
    Private Room - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    Villa Luna1 / 32
    (12)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    We recently visited the Tuscany area of Italy and found the location of Villa Luna to be very centrally located and allowed us to explore the whole area with ease. The owner...
    Reviewed 16 May 2017
    Christine, Michael and the rest of the staff did a phenomenal job! Don't hesitate book this place!!!
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    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Villa Caprera. Casa Borgianni1 / 24
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • DVD Player
    • Grill
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    This house is really beautiful, the bathrooms very contemporary, the kitchen very well-appointed with everything we could hope for (including dishwasher and refrigerator/freezer...
    Reviewed 10 June 2017
    We are a group of 5 friends traveling to celebrate a special birthday.Villa Caprera has lived up to all our expectations plus more. The villa is in a beautiful location...
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    About this property
    A stylish apartment close to Siena ancient city walls, still surrounded by olive groves and fields; ideal for visitors looking for a quite lodge. The farmhouse is part of a unique Liberty village built by Garibaldi's doctor in 1880. Local shops are at walking distance. In the surrounding area you...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Poggio Senese- Triano mq.2901 / 56
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2015
    We stayed at Poggio Senese, in the Triano apartment as our base to explore Tuscany and the surrounding area. The apartment is indeed unique, and has all of the comforts required...
    Reviewed 12 September 2014
    This apartment is located in a medieval village, Montefollonico, and the apartment definitely has lots of character! It's completely built of stone and masonry, and the layout...
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    53049, Montefollonico, Torrita di Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Villa PoliFlora1 / 43
    (21)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2017
    Great place to stay and enjoy southern Tuscany. We liked sleepy Montecchiello better than busy Piensa, Montepulciano, and Montalcino nearby, although they all are very...
    Reviewed 4 April 2017
    The place is amazing. It is few min walk from old town of Monticchiello, local grocery is in the next house, quite place with large room inside, big dinner table, kitchen, very...
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    About this property
    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in...
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    Location Information
    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Apartment with spectacular views: Girasole1 / 26
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Mountain Views
    • Parking
    • Patio
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2014
    Such a lovely location. We loved the gardens, the countryside and the town of Certaldo. The old town is great. Very convenient to get to other places. We did Florence by train...
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    About this property
    Apartment Girasole: 538666 ( Details below ) Price for 2 guests Euro 125,00 per day Price for 4 guests 199,00 per day Girasole is on the first floor of the villa. The apartment comands spectacular views of what amny believe to be the most beautiful part of Tuscany. It has a very large sitting...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Bibi 5 posti a Montepulciano1 / 47
    (8)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Central Heating
    • Balcony
    • Parking
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Great location for exploring Montepulciano. However, there's no AC and no fans! It was extremely hot. We had to leave the windows open all night and there are many dogs living...
    Reviewed 31 August 2015
    One week in the beautiful appartement Casa Bibi! Virginia and her mother Silvana were very hospitable! Cake, fruit and wine were given to us at our late arrival. There was...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Bright, spacious villa with pool near Siena1 / 39
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    Could not have been more perfect!Spacious, comfortable and location was ideal, as close to all main attractions, although still had a country feel.Pool area was wonderful...
    Reviewed 1 April 2016
    We have been there in October 2015 and it was a lovely journey. The house has 3 bedrooms and 2 bathrooms. The surrounding is really beautiful and it's about 5 min from the...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    CasaMontepulciano  Into the sunset1 / 36
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Mountain Views
    • Washer
    • Wi-Fi
    • Satellite TV
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 November 2015
    The owner met us at the entrance to town and led us up to the apartment. We had a parking place right in front of the building.The apartment looks just like the photos...
    Reviewed 21 September 2015
    The flat, "Into the Sunset" isn't kidding with the name. We saw several amazing sunsets from the large windows and the view was amazing at all other times as well. The...
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    About this property
    The apartment, Into The Sunset, owes its name to the magnificent views of the hills of Val d'Orcia which you can enjoy from its windows. It is located in the center of Montepulciano, via Collazzi 10, only 200 meters from Piazza Grande, the heart of the city, where you can admire splendid...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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