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Pet Friendly Holiday Rentals in Province of Siena

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    Travellers to Province of Siena are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    2 225 Matching Rentals in Province of SienaView all 4 856 rentals
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    Tegline Chianti Tuscan accomodation with pond1 / 70
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 November 2017
    What a lovely place to spend a week, the house has everything that you could need. It was clean. To look around day after day was so very pleasant. It is central, with easy day...
    Reviewed 12 July 2017
    Casanuova di Pietrafitta lovely cottage worked very well for us as a base to explore the beautiful Tuscany region. Day after day of exploring nearby villages when we came back...
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    About this property
    Farmhouse in the heart of Chiantishire at 3 kms minutes distance from the historical township of Castellina in Chianti. 23 kms from Siena and 37 kms from Florence. The villa is set at an altitude of 600 meters. We are surrounded by vineyards and oak woods a perfect place to run away from busy city...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    VILLA Le Corolline1 / 30
    (15)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Parking
    • Washer
    • Grill
    • Air Conditioning
    • Outdoor Dining Area
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 May 2018
    Great, relaxing retreat! Wished we could have stayed longer than two nights. Roberto is a gracious host. Already planning to make it back here on our next trip to Tuscany.
    Reviewed 6 March 2018
    We will always remember our 3 week stay in Roberto's family farm house. We used it as a base to travel Tuscany and Umbria. Beautiful setting in the family's olive grove in a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Fonte Tuscany Holiday Apartment Chianti with pond1 / 72
    (7)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Outdoor Dining Area
    • Balcony
    • Secure Parking
    • Central Heating
    • Wi-Fi
    • Porch
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2018
    We had a fantastic time during our stay in Tuscany. Simonetta and family were so friendly and helpful in suggesting places to see and things to do in the area. To top it all off...
    Reviewed 28 March 2017
    If you want to feel the real Tuscany, this is the perfect stay for you! My family and I stayed in this lovely house in September 2016 and enjoyed every second of it. The...
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    About this property
    This Apartment named Fonte, for two people, ( and 2 little children under 12 years old) is the most independent apartment of the farmhouse (64 square meters), with a large living room with direct access to private garden, a well equipped kitchen with fridge, stainless steel sink, microwave,...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Torre Moreschini1 / 19
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Washer
    • Wi-Fi
    • Private Garden
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2018
    If you are looking to avoid tourists and feel the pace of a small medieval town, this is it! Anna and Andrea are super sweet hosts, willing to help with requests. They are very...
    Reviewed 25 June 2015
    My wife, 7 month old daughter and I stayed here for 3 nights. Andrea and Anna were wonderful hosts, making sure we had everything we needed even to the point of having a high...
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    53049, Torrita di Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Lovely 2 bedroom holiday apartment in Tuscany near Termal Places 'THEIA' open1 / 35
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Shared Garden
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2017
    I spent a week here in July with my husband and 2 children ( 8 & 10 ).Olimpia and her family are the perfect hosts. So friendly, helpful and fun! The villa is stunning...
    Reviewed 6 July 2017
    Fantastic location, amazing views, big garden with lots of activities for kids, beautifully arranged pergola for each appartment and very nice pool at the back with sunbeds...
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    About this property
    The apartment Tino is 55 Square meters and accommodates up to 4 people. First floor is composed of sitting/dining room with cooking area (dishwasher) and fireplace, 2 bedrooms, 1 bathroom with shower. sofabed for one people in living room for a child. In the garden , gazebo with table and chairs,...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Podere Val delle Corti1 / 24
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • Private Garden
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 April 2015
    My wife and I have vacationed in the Radda area several times over the past decade or so. All of the rentals we had were nice but "The Barn" is far and away our...
    Reviewed 21 October 2014
    Just returned from a delightful one week stay with Lis and Roberto at Val delle Corti. "The Barn" (guest house) is large, well appointed (including a full kitchen), and...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Torre Farmholiday  Tuscan Chianti with pond1 / 79
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    • Washer
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Central Heating
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 February 2018
    We loved our stay on Podere Tegline, a wonderful farm from Roman times in the middle of the Chianti area and taken good care of by the family for many centuries. Our apartment...
    Reviewed 5 February 2018
    Wow! This was an incredible place to stay - full of history and so much love! The house and the surrounding land was absolutely gorgeous!! The hosts, Simonetta and Giovanni...
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    About this property
    Farmholiday Agriturismo Podere Tegline is of a family from the Chianti region for many centuries, and always produce Chianti Classico wine and extra virgin olive oil organic.We restored the farmhouse of the 15th century and Giovanni has personally followed all the works to preserve the history of...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 3
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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    A superb, newly renovated farm house belonging to the owner's family since the 17th century. Whilst preserving its charming character , the house is an extremely comfortable...
    Reviewed 30 June 2017
    This is a gorgeous farmhouse converted lovingly to a residence. Grazia has decorated it in the beautiful simplicity of the Tuscan style. It is located about 30 min from Siena...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 35
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Terrace
    • Central Heating
    • Washer
    • Private Garden
    • Cable/satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 June 2017
    In the old part of Colle this apartment could not be more convenient.Fabulous internal facilities, we were very at home.Would have been too tight for 4 adults, but a...
    Reviewed 8 October 2016
    We stayed at Dietra Le Mura for a week. The two bedrooms apartment, each with its own bathroom, was perfect for our needs. Antonella and her husband were wonderful hosts, and...
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    About this property
    The Dietro Le Mura holiday home has been completely renovated and is located in the historical town centre of Colle di Val d'Elsa, a characteristically medieval town steeped in history. The apartment is on the first floor, has its own entrance and possible parking at just a few dozen metres away....
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    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 111
    (50)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Our family group of 9, ranging in age from 8 to 72, was indeed fortunate to have stayed in this beautiful villa for 2 weeks. I researched vacation rentals in Tuscany for months...
    Reviewed 4 weeks ago
    We were a group of 12 - 4 couples and 4 kids (ages 7,11,2 and 7) who stayed in Villa Le Caggia for 3 nights from May 29 to 31. Everyone had a wonderful time!Villa La Caggia...
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    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    53018, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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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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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/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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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Elegant three bedroom Tuscan-style apartment to re1 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 February 2017
    Our stay at Villa Amadeo was just about perfect. We were greeted by Chiara, who was lovely and informative. We were lucky to be the only guests in the apartments during our...
    Reviewed 15 July 2015
    Located in the sleepy village of Brenna, initially the villa was difficult to find. A nice Italian lady was there waiting for us but she spoke little English and eventually...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. A large fireplace in the living This elegant, well-appointed apartment is complete with stylish fitted bathroom and...
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    53018, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Patio
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53037, Radda in Chianti, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Apartment 'Casa Laura'1 / 22
    (6)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Washer
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2015
    I have just spent two fabulous days with my wife Alison and friend Jim in this lovely part of Tuscany. We rented a two bedroom apartment which had every amenity who could want...
    Reviewed 20 October 2013
    8 km from Siena, few more from San Gimignano, Monteriggione at hand, Chanti very close - ,what can a Tuscany traveller want more. If you want the top tourist places as well as...
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    About this property
    Casa Laura is an independent apartment in a restored farmhouse Agriturismo la Magione that is situated on an agricultural estate on a hilltop at about 300 meters above sea level. It offers a wonderful panorama of the surrounding countryside with fields, olive groves, vineyards and woodlands. The...
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Appartamento il Girasole1 / 12
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Mountain Views
    • Shared Garden
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53040, Radicofani, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villetta 3 p. - Villa 3 fl. garden1 / 26
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Balcony
    • Housekeeping Included
    • Parking
    • Air Conditioning
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Lucky enough to have scored this house in Tuscany, we spent three months in Sinalunga and enjoyed all the conveniences in walking distance: Several bars for a lovely breakfast...
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    53048, Sinalunga, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Borgo dei Fondi -La Loggia-1 / 16
    (8)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Terrace
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    We stayed here four four nights during our trip to Tuscany. It was the perfect location to visit the nearby towns (including Siena) while enjoying the quiet setting of a...
    Reviewed 18 July 2015
    Just stayed 3 nights here. Weather was very hot which actually was the only issue as there was no air conditioning in our house. Other than that the facilities were very good...
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    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    2 Bedrooms  Apartments (Camelia)1 / 19
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    This comfortable, three level apartment, is very clean and located a short walk from the bus station and near a taxi stand. The air conditioning, wifi and water flow in the...
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    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Apartment 4071 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    The villa was clean, rustic and as it appeared in the photo's.When we were at the property, the villa next to it was being renovated with work beginning at 9am. This would not...
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    About this property
    Consists of entrance hall, living room, kitchen, 2 double rooms with a double bed, 2 bathroom. For 4 people. Heating. First floor. The apartment is characterized by the typical ceilings made of wooden beams. About 20 years ago our family decided to renovate an old farmhouse, pursuing a dream that...
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    antico casale delle more1 / 27
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Parking
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53048, Bettolle, Sinalunga
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Antico Molino della Tuoma San Quirico D'Orcia1 / 61
    (14)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Parking
    • Hot Tub
    • Grill
    • Shared Garden
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 May 2018
    If you are looking for peace and quiet, this is the place. All by itself between fields and woods, serenity abounds. We saw some kind of wildlife every time we rode up the long...
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    53027, San Quirico d'Orcia, Province of Siena
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 6
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    Agriturismo IL PODERUCCIO appartamento1 / 43
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Mountain Views
    • Balcony
    • Grill
    • Washer
    • Parking
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 October 2017
    A cosy house in a beautiful landscape. A clean flat with a well organised kitchen, comfortable sleeping rooms an enough space for a family with kids. And a very helpful and...
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    53023, Castiglione D'Orcia, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casanova dei Boschi1 / 29
    (2)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Balcony
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 October 2017
    Last stop to relax with friends for a couple nights, after 2 weeks of touring Rome & Florence, before heading home. It was perfect. Beautiful views from every window. Very...
    Reviewed 9 December 2015
    I cannot express how deeply satisfied we were with the villa and support received from Mr Franco. Our expectations were exceed at every turn; from the grounds to the expansive...
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    53011, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    agriturismo La torre di monsindoli1 / 28
    (14)Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Wi-Fi
    • Washer
    • Parking
    • Grill
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2016
    Our family of 4 had a lovely week staying in one of a small number of apartments in the Tuscan hills, only a few minutes drive from the outskirts of Siena. The setting was...
    Reviewed 29 October 2015
    Wow 13th century home minutes from Siena. Wonderful stay at a beautiful property. It was great to be away from people and just enjoy this beautiful part of Italy.the owner could...
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    53100, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Tuscany country apartment for 41 / 20
    (2)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Outdoor Dining Area
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    • Washer
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 September 2015
    La Ripolina is set in a beautiful location with easy access to the local town of Buonconvento and surrounding areas of Montalcino and Montepulciano.Laura and her family could...
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    53022, Buonconvento, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Villa PoliFlora1 / 43
    (25)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 18 May 2018
    Poliflora is a comfortable apartment, very cozy and with everything you need. It is located in a good place to visit the entire Orcia Valley. And the best, the hosts. Poli and...
    Reviewed 17 September 2017
    This location is excellent for being in the heart of Tuscany. The accommodations were very nice everything was well kept and clean. We enjoyed using this as our home base...
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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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    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Agriturismo IL PODERUCCIO Bilocale1 / 45
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Mountain Views
    • Wi-Fi
    • Washer
    • Grill
    • Parking
    • Private Garden
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 days ago
    Was nice to stay a week in good appartment (size OK for 2 adults, kitchen well equiped, frendly owners). Great toscany land arround you, you can eat outside, you need car to get...
    Reviewed 29 October 2017
    The view (oh my goodness), the tranquility, the facilities; all exceptional. It's 5km down a white road with fantastic views and great walks. Overlooking vineyards and olive...
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    53027, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Lovely detached cottage with view of San Gimignano1 / 26
    (24)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Great place, spacious, clean, and comfortable, with idyllic atmosphere and surroundings. And, above all, the great hospitality of the owner family!!!
    Reviewed 1 October 2017
    a real home from home nothing missing. good location good base to visit all of tuscany very family frendly.
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    About this property
    Surrounded by idyllic countryside, this pretty holiday home contains flat-screen TV, free Wi-Fi and a barbeque. Parking is available onsite as is gas central heating. Decorated in a typical country-style using rustic furniture and bright terracotta floors, the airy home contains 2...
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    Location Information
    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Borgo dei Fondi - Il Forno ground floor1 / 16
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Quiet, beautiful location, all the amenities you need, we were on a 4 week holiday so the washing machine was a life saver. Each part of the villa/apartment has a separate...
    Reviewed 21 July 2017
    The Borgo Dei Fondi is an ancient farmhouse located some 10 km from Siena, in the middle of the famous Tuscan countryside and surrounded by beautiful forests. The house has 3...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (76)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
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2018
    We had our wedding here and everything far exceeded any expectations we had. Sonja and Michael were terrific and the food they prepared was amazing. I miss my coffee and...
    Reviewed 1 June 2018
    When my now husband and I decided to get married in Italy, we had no place where to start. Almost immediately after we started our search, we found Villa Scopetello. Based on...
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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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    Location Information
    53048, Sinalunga, Province of Siena
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 26
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    Farmhouse near Siena, private pool, brilliant views1 / 50
    (18)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • Central Heating
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 July 2017
    We did a lot of research to find this ideal farmhouse and we were not disappointed. The location is peaceful, unspoilt and beautiful. The grounds and pool are well maintained...
    Reviewed 13 October 2015
    I truly enjoyed my stay. Fernando was most helpful and kind. The grounds are beautiful, freshly refilled, heated Jaccuzzi, and beautiful infinity pool with wonderful vies...
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    About this property
    Farmhouse 'I Moraioli' is in Montebenichi in the heart of the Chianti hills. A unique panorama, a breathtaking view over a valley among the most beautiful and unspoilt ones of Tuscany and ... the view goes as far as the south of Crete Senesi with a view of the whole Province of Siena to Monte...
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Casa Gioconda Crete Senesi1 / 26
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • Housekeeping Included
    • Private Garden
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 March 2017
    We loved the views of the surrounding countryside. We will never forget sitting watching the sun set while the abbey bells tolled.
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    About this property
    Enjoy a relaxing trip in the area of Sienese Clays, a breathtaking corner in Tuscany! My flat is located Chiusure, a small village equidistant from Siena, Pienza and Montalcino and a short walk from the Abbey of Monte Oliveto. The village has two restaurants and a small drugstore: pharmacy, bank...
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    Location Information
    53041, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casa Lorenzo: Charming Tuscan house,pool, AC,WiFi1 / 40
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • 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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    Casa Lorenzo is a small indipendent antique house suitable for 5 +1. 'what a beautiful charming house you have;we expecially enjoyed the view from the pool ;unparalleded beauty! San Giovanni is a wonderful little town..although we enjoyed all of our day excursion to Montalcino,Montepulciano etc. we...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Garden
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53024, San Quirico d'Orcia, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Private Villa,Pool, Hot tub,A/C,WiFi,5BR,15km from Siena1 / 67
    (6)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Hot Tub
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 December 2015
    I rented Le Caggia for a yoga retreat. The hosts, Jacopo & Fabio are simply amazing. They asked me to tell them what I wanted, offered suggestions, and then came up with an...
    Reviewed 5 August 2015
    From the beginning, when we decided to book this property everyone in our group felt in love with this home. Now I am so happy that we chose this Villa Our week there was...
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    About this property
    OUR LAST MINUTE SPECIAL OFFERS : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....No extra expenses, No final cleanings, No damage deposit, city tax included, the rate you see it's what you will pay! YOUR DREAM VACATION IN TUSCANY BEGINS...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    CASTELLO DI MONTALTO - 2 bedroom Villa in Chianti1 / 24
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Grill
    • Parking
    • Central Heating
    • Washer
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2011
    Steeped in history, our first view of Castello di Montalto is one we will never forget. The huge but utterly beautiful castle set in exquisite countryside reflects a rare old...
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    About this property
    Montalto is a true medioeval castle located in the beautiful Chianti region of Tuscany, near Siena. The owners live here all year round and offer the houses of the little hamlet as vacation villa rentals. There are four 2-bedroom villas for rent, each suitable for 4 people:'Casa di Giocche', 'La...
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    Location Information
    53019, Castelnuovo Berardenga, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Siena Romantic Escape1 / 20
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 May 2017
    The location was perfect, located on a quiet street with a grocery store down the block. The apartment was just like the photos. Clean and most importantly - a comfortable queen...
    Reviewed 23 September 2016
    A beautifully furnished apartment, well equipped, comfortable, and spacious. Great location. The entire city is comfortably walkable from here. The managing agency is very...
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    About this property
    Siena Romantic Escape is a boutique retreat right in the center of Siena, 400 mts from the Square il Campo in a Medieval palazzo,close to the major attractions. The apartment was restored in 2014 by the owner with antiques and offers all major comforts. It is suitable for 3 peoplewith one double...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    4 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    OUR LAST MINUTE SPECIAL OFFER : - BEST RATES ON MAY! - OVER 30% DISCOUNT ON WEEKLY RATES ALL YEAR!! - OUR RATES ARE PROUNDLY ALL INCLUDED....no extra expenses,no final cleanings, no damage deposit, city tax included, the rate you see it's what you will pay! ALL PROPERTY IS FOR YOUR EXCLUSIVE USE...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 10
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    Renovated antique apartment in Tuscan countryside1 / 23
    (6)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Central Heating
    • Grill
    • Parking
    • Washer
    • Terrace
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 May 2018
    Everything was amazing. The views, the accommodation, the facilities. We were only here for 2 nights, but we absolutely utilised all that was on offer. We would definitely stay...
    Reviewed 28 April 2017
    This is the perfect place to stay! A wonderful renovated Tuscan estate with 5 authentic flats. We spent a week in a beautiful 3 room apartment. Everything is just in perfect...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. This elegant, well-appointed apartment is complete with stylish fitted bathroom and kitchen.It has its own unique style, with...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Villa Amedeo - Giotto1 / 22
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Parking
    • Patio
    • Cable/satellite TV
    • Shared Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2018
    We fell in love with this place. Agostino was very friendly and helpful, we enjoyed the stay in his appartments with full equipped kitchen, nice bathroom and nice seat with a...
    Reviewed 28 February 2015
    This rental is in a really small town called Brenna about 20 minutes south of Siena. The house itself is pretty much at the end of the main road when you drive into the town...
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    About this property
    The antique spaces of the apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. Giotto is one of six complete and elegant, well-appointed apartments, complete with stylish fitted bathrooms...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Private Garden
    • Central Heating
    • Mountain Views
    • Wi-Fi
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Villa is part of a hamlet settled on top of a hill in the Orcia valley. It is just at 2,5km from the village Cartiglion d'Orcia and just about 10 km far from Monte Amiata. The villa has a wide private garden and a stunning vieux over the countryside of Val d'Orcia up to Montalcino, and in...
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    Location Information
    53023, Castiglione D'Orcia, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
    • Wi-Fi
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    • Patio
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    VILLA TALCIONA1 / 32
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 October 2017
    This was our fourth stay and was as fantastic as the first! The views from the Villa are beautiful, the facilities excellent. Francesco and Elena are wonderful hosts, who can...
    Reviewed 5 October 2017
    Villa Talciona is surrounded by the beautiful Tuscan Hills. Surrounded by greenery and blue skies no better place to stay in Poggibonsi. The hosts, Francesco and Elena were...
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    53036, Poggibonsi, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Minnie's Cottage: L'Olivo Gino1 / 52
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Outdoor Dining Area
    • Terrace
    • Balcony
    • Mountain Views
    • Wi-Fi
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2016
    We had a lovely weeks stay in Minnie's Cottage.The cottacge had everything we needed, very homely with the addition of a very friendly, well behaved cat, (Sophia), who stayed...
    Reviewed 12 August 2016
    Delicious hosting, fantastic Place, Nice Village vith two delicious Restaurant walking distant. Strategic location colse to The main attraction of The area
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    About this property
    We are in Sant'Angelo in Colle, a suburb of Montalcino, surrounded by the most beautiful Brunello vineyards. We offer a cosy 2-floor terrace house in typical Tuscan style, with wooden beam ceilings and a colourful, warm ambiance, offering every comfort for up to five guests. Minnie's Cottage was...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Appartamento uso turistico IlGiardinoDellaFortezza1 / 12
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Outdoor Dining Area
    • Parking
    • Central Heating
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Wow what a beautiful apartment. Very well finished and beautifully decorated. The garden is a real bonus to be able to sit outside on a morning. Parking was another bonus.The...
    Reviewed 3 January 2018
    My family and I stayed here for three nights during a trip through Tuscany. The owners, Davide and Raphaella couldn't have been nicer or more helpful. The partment was so...
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    Location Information
    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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