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Villas in Province of Siena

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    Travellers to Province of Siena are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 3,621 Rentals in Province of Siena
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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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    Amazing Tuscan holiday apartment in the historical Town centre of Colle di Val d'Elsa, sleeps 41 / 20
    (33)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Agriturismo Podere San Giusto1 / 10
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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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    Chianti Cashmere Vacation Rentals, Rural Tuscany1 / 40
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Mountain Views
    • Balcony
    • Grill
    • Patio
    • Outdoor Dining Area
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    I stayed in the cute, cozy apt that ajoins the main house. Not the big house rental with the pool. It's lovely. The bedroom is a loft space. For those of us who are vertically...
    Reviewed 2 October 2016
    Stayed a week in September 2016. It was fantastic, everything abou it was as described in the description., we were able to bottle feed Jellybean, pet the very friendly guard...
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    About this property
    Only 3 km from Radda in Chianti, and midway between Florence and Siena, our 25-acre farm is nestled into the side of a hill at the end of its own 300 meter gated gravel road, and consists of the original 300 year old remodelled stone farmhouse available for year-round rental, a nearby stone hay...
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    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    11 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Grill
    • Wi-Fi
    • DVD Player
    • Outdoor Dining Area
    • Secure Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    53018, Siena, Province of Siena
    Holiday Rental House - 11 Bedrooms, 11 Bathrooms, Sleeps 22
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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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    Amenities & Details
    • 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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    Villa di Geggiano1 / 56
    (8)Excellent
    2 Bedrooms, 4 Bathrooms, Sleeps 4 Quick View
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    • Cable/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 28 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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    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    CASA DEL 300 IN BORGO MEDIOEVALE1 / 37
    (5)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Grill
    • Outdoor Dining Area
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53040, Rigomagno, Sinalunga
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    LUXURY APARTMENT WITH PRIVATE GARDEN & VIEWS1 / 24
    (38)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • DVD Player
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2017
    Loved, loved this classy apartment. John and Tracy (the owners) keep it stocked with everything you could possibly need to really enjoy being at home away from home, including...
    Reviewed 7 September 2017
    We stayed at John and Tracy's for a week at the end of August/beginning of September, and had such a relaxing holiday. The apartment itself was immaculate and had everything you...
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    About this property
    Ideal for couples looking for a relaxing romantic holiday, we provide everything you need in our fully equipped and tastefully decorated apartment, see our reviews. FREE WI-FI Walking distance to local restaurants. The large private garden for your exclusive use overlooks the village of Gaiole in...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Sangimignano1 / 43
    (6)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Parking
    • Washer
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 May 2017
    We had a loverly time great house and our hosts are loverly. Make sure you go to Marcos Restraunt fantastic. Thanks Maria Bill and Anna from Australia
    Reviewed 5 April 2016
    Villa San Gimignano was perfect for my family. Rooms are large and beautifully furnished, clean and bright. Owners Maria and Marco were very kind and accommodating of our very...
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    About this property
    The 200 sqm villa is a typical stone barn in an early '900 style, characterized by the tranquility of the Tuscan countryside of San Gimignano in which it is immersed. It can be accessed via a large private and completely fenced garden of 2,000 sqm. The house is the result of a recent and refined...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    MONTALCINO, Borghetto Casa di Alice1 / 18
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2017
    This home is beautiful, very clean, modern amenities, quiet, spacious yet cozy .... I can go on and on about how wonderful it was. The view from our window was spectacular...
    Reviewed 23 September 2017
    Beautifully decorated home and amazing views of the Tuscan countryside. Castelnuovo dellAbate is about 30 min. drive from Montalcino. Very quiet and peaceful. We did day trips...
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    53024, Castelnuovo dell'Abate, Montalcino
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Stunning Villa in Siena with exclusive spa1 / 24
    (4)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Sauna
    • Washer
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2017
    The house absolutely exceeded our expectations. Extremely charming and clean home in a great location. We were an extended family of 8 ages ranging from 10 to 80 and everybody...
    Reviewed 25 May 2017
    If you are looking for peace and beauty, and the feel of home, this is your spot! You could not find a warmer more helpful host than Marco. He is delightful. The home is so...
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    About this property
    This beautiful villa in Siena with private Spa-Wellness Center room is situated on the hills with a breathtaking view over the vineyards up to Siena. An ideal accommodation for all those seeking peace and quiet but also a perfect point of departure for visiting the beautiful attractions of the...
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    53100, Siena, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 10
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    Attico con altana: incanto e relax tra le bellezze di Siena1 / 22
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    This was a perfect place to stay in Seina. Everything was as described or better. The owner met us at street level upon arrival, so we knew we at the correct address. She...
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    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Beautiful  tuscan Villa not far from Siena 18 pax1 / 22
    (3)Excellent
    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Parking
    • Grill
    • Washer
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2012
    Very comfortable house with the necessary gadgets(dishwasher,2 washing machines,tv,a bathroom for each bedroom,table tennis etc., )very clean.The owners were very gentle people...
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    About this property
    Podere Incrociati rises in the heart of Montagnola Senese, just 15 km/9 miles far from Siena and 75 km/47,5 miles far from Florence, among the greenery of age-old oaks, holm-oaks and chestnut-trees. Thanks to its high position (500 mt./1640 ft. above sea level) you will enjoy a well-aired summer...
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    53018, Siena, Province of Siena
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    Lovely detached cottage with view of San Gimignano1 / 26
    (22)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Secure Parking
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2017
    a real home from home nothing missing. good location good base to visit all of tuscany very family frendly.
    Reviewed 9 November 2016
    It was verry lovely place and the family was great. We want to recomed this house for everyone who want to be on the country side quite near Rome.
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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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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Appartamenti Tinacci - Casa Giovanna1 / 10
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Central Heating
    • Washer
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53037, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Deluxe vacation rental in Tuscany in San Gimignano1 / 64
    (1)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Balcony
    • Patio
    • Parking
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 August 2017
    My family had a wonderful holiday in Italy. The house was excellent in all aspects and we had a great time, particularly at the swimming pool which was kept in a very good...
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    About this property
    Luxury and charm located on the outskirts of San Gimignano, tennis court and large garden areaDeluxe vacation rental in Tuscany near the wonderful cities of San Gimignano and Siena.Three large and charming bedrooms each with an en suite bathroomFully equipped kitchen including clothes washer,...
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    53037, Castel San Gimignano, San Gimignano
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 7
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    Podere Remignoli Apt Selva1 / 27
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    Our first booking in Tusacny and we were very happy with the location and accommodation. Franco and his son, Marco, were attentive and gracious hosts. The clean pool was always...
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    About this property
    The farm Podere Remignoli is set halfway between Florence and Siena on top of a hill overlooking the unique scenery of San Gimignano, from where you can admire the Chianti hills on the east, the Elsa valley on the north and the Montagnola Senese on the south. The farmhouse, surrounded by...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pretty 2 bedroom holiday apartment in the heart of1 / 33
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2016
    My husband and our niece and nephew stayed at this apartment over the from Wednesday through the Monday after Easter. Luca was great . He made sure we had everything hat was...
    Reviewed 13 May 2015
    We are in the final days of our stay in Montepulciano & Tuscany. Our stay here has been nothing short of wonderful. Montepulciano has been a great location from which to take...
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    About this property
    CasaMontepulciano is a flat of roughly 60 sq m (646 sq ft), located in via Cagnano 9. Restored in 2011 it is has high quality finishes and exposed beams. It consists of a large living room/kitchen, two bedrooms (one of which is a master bedroom but in the other room i can easily combine 2 single...
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    53045, Montepulciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Vacanze San Giuseppe Villino Ginestra1 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
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    53025, Piancastagnaio, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Traditional Tuscan-style country house with beautiful pool area, lush gardens and great views, sleeps 41 / 17
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Balcony
    • DVD Player
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    Beautiful Casa, stunning scenery, perfect quiet location but within easy reach of two amazing hilltop towns SAN Gimangino and Volterra. Our first time in Italy and fell in love...
    Reviewed 21 August 2017
    This holiday house and its setting far exceeded our already high expectations. The buildings are down a mile-long track, in the most stunning position imaginable. The gorgeous...
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    About this property
    Casa Florio' is a 2 bedroom apartment (upstairs apartment) incorporated into an ancient farm comprising 12 beautifully renovated stone buildings . Designed in traditional Tuscan country style with chestnut beamed ceilings and terraccota tiled floors. It is light and spacious with doors leading...
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    FIRENZE, San Gimignano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    PODERE SAN PIETRO1 / 16
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Secure Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 January 2017
    A group of 6 women, we stayed at the house for 5 nights. The house was immaculate, well situated and safe. The host was polite and readily available and offered valuable...
    Reviewed 25 April 2016
    I thought I had reviewed this over a year ago and am so disappointed in myself that I must not have submitted it because this was the BEST.Amazing place!The list: Beyond...
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    About this property
    Podere san Pietro is an ancient country house held in brick and stones with a living surface of 350 sqm. for a total of 3bathroom and 4 bedrooms, which accommodate up to 10 people , in addition to private swimming pool of 11X5 mt The house has been recently restored (2007) and brought to its...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Luxurious Vacation Rental at Palazzo Cinotti in Si1 / 20
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    The apartment is exactly as pictured and described. No photoshop; no hyperbole. The location is perfect, on Siena's main street (dual-pane windows eliminate noise). Kitchen and...
    Reviewed 5 September 2017
    We spent a month in Siena and stayed in two different suites offered by Antonio and Alexandra, the gracious and unobtrusive hosts. The apartments have high ceilings and are...
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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 three bedrooms and two bathrooms, suitable for families with children, young couples, and sophisticated...
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    53100, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Farmhouse near Siena, private pool, brilliant views1 / 49
    (17)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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    53019, Castelnuovo Berardenga, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Restored stone built villa near San Gimignano1 / 17
    (15)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • Central Heating
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    Great place ; thanks to Steve who made booking an absolute breeze, very helpful. Directions perfect. Views from all areas fantastic. Villa is semi detached but still very...
    Reviewed 27 June 2017
    We spent a super relaxing week here, and it is ideally located near (like 20-30 mins) Volterra, San Gimignano, Colle d'Elsa, and Sacromonte di San Vivaldo. You definitely need...
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    About this property
    Podera collinella is ideally situated in a beautiful rural location with fabulous panoramic 360 degree views. The villa is a newly renovated 16th century converted farmhouse with a light & open feel. It has all 21st century amenities with well equipped bathrooms & kitchen and bespoke locally made...
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    Location Information
    50500, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Casa Costaberci - Chianti -Siena1 / 34
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Terrace
    • Wi-Fi
    • Balcony
    • Washer
    • Secure Parking
    • Air Conditioning
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 August 2017
    We stayed just two nights in Marcos House, but it was great. When we arrived he gave us some selfmade wine and his wife baked a cake for us. It was very nice and we will...
    Reviewed 15 July 2017
    First & foremost, the directions that Marco gave were very specific, he quickly met us at the landmark, where we then drove 10 minutes to the rental house, which was just...
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    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Casa in Contrada1 / 17
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Housekeeping Included
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 September 2017
    Maria is one of the best hosts I've ever met from 10+ rental stays. From booking to check out, Maria took a proactive initiative to make sure we are well taken care of. Given...
    Reviewed 10 July 2017
    Casa in Contrada is very well located close to the piazza del campo in Siena, around 150m from the front door. Maria, the host couldn't have been more helpful or friendly...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Relax nel Borgo Monaci-Relax sulle crete senesi1 / 49
    (13)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Wi-Fi
    • Balcony
    • Parking
    • Washer
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 November 2016
    yes..It is like a dream coming true. Amazing view, amazing appartment... Really recommended for a gateaway in Tuscany! Really confortable for 6 guest and kitchen well equipped...
    Reviewed 9 September 2016
    We were treated like family and welcomed with a lovely dinner package in case we could not get to to the shops - so thoughtful. The facilities were great and the views to die...
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    53041, Asciano, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Comfort and style in the Siena counrtyside,1 / 21
    (4)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Private Outdoor Pool (Unheated)
    • Parking
    • Grill
    • Wi-Fi
    • Central Heating
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2015
    Simona and Michele were perfect hosts for our family week in Toscany. The Villa is magnificent offering a beautiful setting for a relaxing stay. It is ideally located for...
    Reviewed 4 September 2013
    We have just returned from a truly memorable stay in Siena. The villa is perfect! Beautifully decorated, light and airy and a huge living space - perfect for families or large...
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    About this property
    One of three unique and charming apartments in a XVI century villa situated in the wonderful Siena countryside a few kms from Montalcino, in the natural park of the Val d'Orcia, a precious architectural and natural context. Here you will feel embraced by the fascinating old architecture of the...
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    53024, Montalcino, Province of Siena
    Condo/Apartment - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    VILLA TALCIONA1 / 34
    (19)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 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, 1 Bathroom, Sleeps 8
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    Private, elegant zen cottage, 10 min. from Siena1 / 25
    (18)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Patio
    • Parking
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2017
    We stayed 5 days at this beautiful cottage located 20 minutes from Siena. The cottage was very clean, well equipped and close to some wonderful family run Tuscan restaurants...
    Reviewed 15 September 2017
    We stayed for 5 nights in September. The property is well located for exploring Tuscany and the setting is private and secluded, yet just a few minutes drive from the closest...
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    About this property
    Totally renewed ancient tuscan house with air conditioning and radiant panel heating system. The cottage is located in a natural reserve however it is just 2 km from the closest village with all facilities: supermarket, banks, gas stations, pharmacy. Siena is 15 minutes driving. The property is...
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    Location Information
    53010, Siena, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Patio
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The watermill “Il Molinaccio”, near the renaissance town of Montepulciano, was already present in the old maps of the Granduchy of Tuscany . The original building, duly and let me say passionately restored, now reopens as a luxury country house where the guests may spend their time, in absolute...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 96
    (69)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 23 July 2017
    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 22 June 2017
    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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    Location Information
    53048, Sinalunga, Province of Siena
    Holiday Rental House - 12 Bedrooms, 9 Bathrooms, Sleeps 26
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    Tegline Chianti Tuscan accomodation with pond1 / 37
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Private Garden
    • Secure Parking
    • Washer
    • Grill
    • Balcony
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 March 2017
    Location is wonderful: vineyards and olive trees at the midpoint between Siena and Firenze. A bit difficult drive from the main road towards the house (800 m of a country road...
    Reviewed 17 June 2015
    We have been traveling to the Chianti in Tuscany area for many years and were so very pleased with Podere Tegline! The apartment is wonderful. Beautifully equipped and...
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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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    Location Information
    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    • Cable/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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    I'l Granario - Lovingly restored stone-built Tuscan barn1 / 25
    (50)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 October 2017
    Firstly I must say how helpful Steve the owner was. From questions before the booking to questions about the Sky box when we were there.Can't fault the house and the amenities...
    Reviewed 8 August 2017
    Couldn't fault anything with regards to the booking process,communication with the owner Steve and the property. Very detailed driving directions and information regarding the...
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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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    Large  bright apartment in countryside near Siena1 / 38
    (6)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Central Heating
    • Cable/satellite TV
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 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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    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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    Location Information
    53011, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fonte Aulente Montalcino1 / 26
    (31)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Parking
    • Central Heating
    • Outdoor Dining Area
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 August 2017
    This is a really gorgeous place to stay. The views could not be better, the garden is eclectic and the pool is warm and inviting. We were slightly unsure whether to book based...
    Reviewed 9 November 2016
    Our family thoroughly enjoyed this stay in Tuscany. My husband and I have been to Italy many times, but this is the first time we brought the kids with us. (Ages 3 and 6...
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    About this property
    Fonte Aulente is a Tuscan farmhouse from the 12th century recently restored and surrounded by beautiful garden-park, 2 km from the center of Montalcino, in a panoramic position with amazing views over the Tuscan hills. The apartment is a part of the old farmhouse, with its own entrance. The...
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    Location Information
    53024, Montalcino, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    New Casa Titta apt 3 bedrooms , amazing view1 / 14
    (8)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 5 September 2017
    A beautiful apartment set in fabulous grounds, ideally situated to explore Tuscany. Our first visit to Italy and we could not have picked a better location, ideal for exploring...
    Reviewed 5 August 2017
    I've already reviewed the wonderful Casa Titta from our last two visits in 2015 and 2016, but just as we come to the last couple of days here again, I thought it worth...
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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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    La Palazzetta di Luca e Flavio Fanti1 / 12
    (2)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 May 2017
    We don't know where to start. This was a wonderful location, a small and very quiet town, very accessible (we are traveling by car). This family will welcome you and treat you...
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    About this property
    On the hill with view on the S.Antimo Church, 100 meters from the medieval village of Castelnuovo dell'Abate, is the country house La Palazzetta with 3 separate apartments; everyone has room, kitchen and bathroom. Outside the property have large open spaces: a garden with barbecue area and gazebo,...
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    Location Information
    53024, Castelnuovo dell'Abate, Montalcino
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Pretty self catering apartment / private terrace:1 / 18
    (5)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Terrace
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2013
    We stayed a week at this beautiful villa in the Tuscan countryside. La Fonte met all our expectations and was ideally located for day trips to Florence, Pisa, Lucca, Siena, the...
    Reviewed 7 September 2013
    We stayed for a week at La Fonte and it was everything we imagined it would be - dream location, away from it all, but near enough to amenities. All local sights are charming...
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    About this property
    Apartment Gelsomino / La Fonte 519595 ( Details below ) Gelsomino: This bright, two roomed apartment has a private terrace which runs the length of the apartment which also has beautiful, origianl brick vaulted ceilings. One end of the terrace overlooks the garden, the other overlooks the...
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    Location Information
    53037, San Gimignano, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    La Casina Toscana, central with parking and wi-fi1 / 21
    (54)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Patio
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Position of house was excellent handy to everything we wanted very comfortable home host spoke English and was helpful the view were amazing
    Reviewed 28 September 2017
    Davide was a great host, meeting us on our arrival and thoroughly reviewing the property and the community. The house was spotless, tucked away on the side of a hill and only a...
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    About this property
    Placed in the countryside of Montepulciano, near the most important historical towns such as Pienza, Montalcino and Bagno Vignoni, the Casina Toscana is a historical residence of the nineteenth century, which allows guests to enjoy the tranquility and relaxation that this place offers. The Casina...
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    Location Information
    53045, Montepulciano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Apartment with spectacular views: Girasole1 / 26
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/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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    Balz Tuscan farmholiday Chianti  with pond1 / 30
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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    • Central Heating
    • Terrace
    • Washer
    • Private Garden
    • Secure Parking
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2017
    Tegline is a wonderful place in Tuscany, perfectly equipped and arranged in a charming traditional tuscan style. The casale is consisting of three apartments - they are all...
    Reviewed 28 March 2017
    What a wonderful place! An antique house, full of a history of 1500 years, with a beautiful view over a lovely valley and the own small lake. A terrace with both, shadow...
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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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    Location Information
    53017, Radda in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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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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    • 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 16 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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    Casina Pieve in Piano ( Casina PiP)1 / 18
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Housekeeping Included
    • Grill
    • Washer
    • Parking
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2016
    We normally chose rental properties in the countryside but made a change this time and were so pleased we did. Colle Val D'Elsa is an amazing place and so is Casina P...
    Reviewed 6 March 2016
    I went there with my boyfriend, it's a lovely apartment in a really beautiful and magic town. We stayed there for a couple of days, it's really cosy and has all that you could...
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    About this property
    A quiet and bright flat with big terrace in a strategic location to reach easily the most famous Art Cities in Tuscany. Perfect place for travellers which are looking for the warmth of a real home. With lift. Free Wifi 24hours no limits. Notice: according to Italian law regulations you are...
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    SIENA,villa,pool,tennis,relax,near Piazza IL CAMPO1 / 22
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Patio
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 August 2017
    We have stayed on this gated estate many times over the past forty years. Its location just outside the city walls with views over the Tuscan countryside, but within 15 minutes...
    Reviewed 22 July 2017
    We have just returned today from the beautiful Siena! The villa "Le Tortore" is beautiful, clean and perfect for our week away. We went with our two children who adored...
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    About this property
    La villa (5 posti letto ) è situata nella campagna di Siena a circa 15 minuti a piedi dalla famosa 'Piazza del Campo' di Siena. Si trova in cima ad una collina, corredata di piscina e campo da tennis, offre splendidi panorami sulla città e sulla campagna circostante. È immersa nel verde di una...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    chianti wine estate soppalco1 / 24
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • Central Heating
    • Wi-Fi
    • Washer
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 September 2015
    We enjoyed our stay very much. Spacious cottage on two levels. Good sized pool which never got over-crowded and a perfect base for exploring Sienna (less than half an hour by...
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    About this property
    These lovely rental apartments in Tuscany are located on a plateau in the heart of the Chianti countryside at only 5 km from Colle Val d'Elsa, internationally renowned for the production of crystal glassware and art. Surrounded by vineyards and olive groves, the residence was originally a medieval...
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    Location Information
    53034, Colle di Val d'Elsa, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
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