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Province of Siena Villas

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    Travellers to Province of Siena are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    518 Matching Rentals in Province of SienaView all 3 481 rentals
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    Restored stone built villa near San Gimignano1 / 19
    (23)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Villa Nobile, Luxury Tuscan Home, Walk to Town1 / 34
    (37)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    Villa private pool, tennis, relaxing, luxury rural, in Italy, Tuscany, Siena1 / 46
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Villa Leone - Pienza (Val d'Orcia area)1 / 24
    (1)Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 October 2018
    Villa Leone is quite large and lovely, surrounded by olive groves and gardens with five comfortable bedrooms and recently renovated attached baths located on two separate floors...
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    About this property
    EXTERNAL DESCRIPTION Villa Leone is a beautiful villa located inside the village of Castelmuzio, near Pienza, in the province of Siena. In Castelmuzio you can find some restaurants, bar, grocery stores and other shops that can be easily reached on foot. Immersed in a typical Tuscan hilltop village,...
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    53020, Castelmuzio, Province of Siena
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 98
    (40)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Mountain Views
    • Housekeeping Included
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2019
    We just returned from a week's stay at La Valiana and can't say enough good things about this amazing villa and the exceptional hospitality offered to us by its owners Cecilia...
    Reviewed 10 June 2019
    Just wow! If you’re looking for a beautiful villa with a Tuscan feel and to experience Italy like no other, book here. The villa is gorgeous, the pool is amazing the views are...
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    About this property
    LA VALIANA is glad to welcome you in the very heart of Tuscany, right midway among Montepulciano, Cortona and Trasimeno Lake. This elegant villa has been thought as the ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Spacious Stone Villa in the Heart of Tuscany1 / 20
    (7)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This traditional tuscan home was within 45 minutes to the attractions we had wanted to visit. Easy day trips to Siena, Florence, various wineries and olive producers. Great...
    Reviewed 25 July 2019
    This gorgeous villa is set right at the top of a typical Tuscan village. It was comfortable for the 6 of us and suited our needs. From there we were able to explore the area...
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    About this property
    Magnificent stone villa in lovely hill town 20 minutes from Siena. Five spacious bedrooms furnished in country antiques. Wooded yard. Two fireplaces. Gas grill, large outdoor terrace. Outdoor dining area. Town has restaurant, three coffee bars, post office, general store and grocery store. Ample...
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    Location Information
    53016, Casciano, Province of Siena
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    8 BDR Historic Villa in a village close to Montalcino: garden,pool,WiFi1 / 40
    (12)Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 July 2019
    Our stay at La Consuma surpassed expectations.The villa's location, pristine town w/full services, access to amazing Tuscan towns and cities, along with the hospitality of the...
    Reviewed 19 August 2017
    For our annual family meeting, I chose villa " La Consuma" . It has been a great success. Villa La Consuma is beautiful, convivial, located in a superb spot. It is...
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    About this property
    An old historic family house with a large hanging garden and fenced swimming pool (6x12) nestled in the middle of a tiny village, San Giovanni d'Asso (Community of Montalcino), in the Siennese countryside: the comfort to be in a village and the privacy of a place hidden at the sight. The extensive...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    3BDR Casale Il Tribbio Il ,view on the Crete ,close to a village1 / 38
    (4)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Private Garden
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Everything about our four day stay was perfect. Lorenzo was a gracious host and the villa was spacious and luxurious. The setting and picturesque views were magnificent. The...
    Reviewed 4 October 2018
    Our welcome from Federica was a lovely beginning to our Tuscany stay, we were shown the grounds and villa and everything about the property was explained to us. The villa was...
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    About this property
    Il Tribbio II is a section of a farmhouse (in Italian :Casale) set within the beautiful Tuscan landscape, in walking distance to the little hilltown of San Giovanni d'Asso (1 km).The landscape in this region of Tuscany is spectacular: the Crete Senesi are the eroded clay hills in the Orcia valley....
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
    Country chic 3BDR house with pool,view, WiFi, walking to a village1 / 41
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 July 2017
    A comfortable and well-equipped house in a beautiful setting. The village has several food shops and two restaurants and there are numerous places to visit in the area.
    Reviewed 22 October 2016
    From the time I first corresponded with Federica, I knew this place was special. She was so very helpful. Because we were not arriving until late, she arranged for a cook...
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    About this property
    La Capanna is situated in a very nice small town with all the conveniences, yet the back of the house looks out over the beautiful country landscape of an area known as Le Crete, with beautiful grounds and unbelievable views of the Siena countryside. It is a small indipendent antique house with...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
    Villa La Casella1 / 36
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Central Heating
    • Wi-Fi
    • Washer
    • Patio
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2018
    La Casella is a lovely, well-maintained villa with two separate, self-contained levels. As we were on our honeymoon, we had the whole villa to ourselves and we chose the upper...
    Reviewed 3 May 2016
    Gosh, I hate to give this secret out as I plan to return and want it to be available!Only a 2.5 hour drive from Vatican City, Roma and nestled only one mile from Cetona...
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    About this property
    Treat yourself to the ideal 2-bedroom home for your dream vacation in Tuscany! La Casella is a luxurious private villa in lush gardens with private pool, outside dining, views and close enough to walk into town. This well furnished villa is set on two levels, and perfectly suited for couples,...
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Villa with Pool and Jacuzzi private Deal 20191 / 50
    (2)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Central Heating
    • Hot Tub
    • DVD Player
    • Grill
    • Balcony
    • Housekeeping Included
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 August 2017
    Fantastic villa, located down a private road with fabulous views and no near neighbours. The owners have made this a "home from home" and have thought of everything to...
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    About this property
    A private villa with pool and jacuzzi 115sqm situated at the center of Tuscany between Siena, Volterra, Pisa and Florence. Ideal Fo summer holiday or Honeymoon. Villa exclusive (you will not find other guests in the area) with a view of the pool and the Tuscan countryside, surrounded by greenery...
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    Location Information
    56041, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 7
    Casa del Neri, Camporsevoli1 / 28
    (6)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Central Heating
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 May 2018
    Welcoming, charming, comfortable location with a great history and friendly owners. I look forward to returning soon.
    Reviewed 6 November 2017
    Casa del Neri was wonderful. We stayed while attending a wedding at Camporsevoli. Between the house and the hamlet we really went away with a taste of Tuscany. The house had...
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    About this property
    Camporsevoli is unique in providing guests with the opportunity to live in a private medieval hamlet in the heart of the Tuscan countryside. It's strategic location, on the border of Umbria and Lazio, and just an hour and a half from both Florence and Rome provides for limitless travel...
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
    Independent villa with private pool in Siena countryside - 3 bedrooms1 / 57
    (3)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Wi-Fi
    • Patio
    • Porch
    • Balcony
    • Private Outdoor Pool (Unheated)
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 July 2018
    This 18th century renovated farmhouse is located near Sinalunga, right in the heart of Tuscany with easy access to all of the world famous vineyards. The villa was great...
    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...
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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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    Location Information
    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Secluded private hideaway in the middle of Chianti vineyards in silent position1 / 70
    (14)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2019
    Our second stay here, and we're homesick for it already! This is our favorite villa because it is very private and comfortable and works so well for families. Secluded...
    Reviewed 1 October 2018
    We spent 2 weeks at Villa LisiDor during July 2018 hosting family and friends in this wonderful, spacious villa. For years, I've been searching for the perfect villa with a...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... *** First of all we will present you with an appetizing light dinner at your arrival, which you may enjoy any time you will arrive! *** THE VILLA: Villa LisiDor has been fully renovated beginning of 2016...
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    Location Information
    53010, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Terrace
    • Balcony
    • Washer
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Montisi has been restored over the last few years with all the modern facilities within a traditional tuscan villa this makes for a truly unique holiday experience. Located in the scenic Val d'Orcia region which was declared a world heritage site by UNESCO. Three Double Bedrooms and two...
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    Location Information
    53020, Montisi, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Stunning Tuscan views from traditional farmhouse 10mins to downtown Siena1 / 52
    (13)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Balcony
    • Central Heating
    • Mountain Views
    • Porch
    • Grill
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    AMAZING! Absolutely the BEST trip we've had all due to the wonderful hospitality and location of this authentic Tuscan farmhouse. The pictures do not do it justice! It still...
    Reviewed 27 July 2019
    We just wanted to say to anyone interested in experiencing a true Tuscan stay then definitely consider this place......it was close to everything “Siena” but also do yourselves...
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    About this property
    This beautifully renovated rustic villa is only 10 minutes' drive from the heart of Siena. Built in the 1500's, Belvedere (beautiful view) is situated on a remote hilltop with breathtaking views of the Tuscan countryside with vineyards and olive trees in the immediate vicinity. It's near enough for...
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    Location Information
    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
    Poderino, Camporsevoli1 / 24
    (4)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Private Garden
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 October 2018
    My two-week stay at Poderino was restorative and inspiring. Here as part of the Lemon Tree Writer's Residency, the house was perfect for four guests who had never met. We now...
    Reviewed 12 December 2017
    A group of friends booked the entire hamlet of Camporsevoli for a women's yoga retreat. All I can say is WOW! This place is magical. My group stayed in il Poderino, which was a...
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    About this property
    Of about 300 sq/mt (3200 sq/ft), it is the estate’s most recent restoration, where we tried to condense all of the experiences, lessons and tips we have accumulated over the years. It is a scenically located, with breathtaking views all around. It is an independent eight person house, about 1 km...
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    Location Information
    53040, Le Piazze, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Romantic farm for 2/4 persons with pool near Siena1 / 9
    (5)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • DVD Player
    • Central Heating
    • Patio
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 July 2019
    Old farmhouse with modern interior. Very hot inside - the fan was practically useless and no aircon although leaving the windows and doors open did create a breeze. Contract...
    Reviewed 5 July 2015
    Which is large enough for 4 people. Private garden is well fenced including a seperate gate to the communal garden/pool area (good if you need to keep children away from pool...
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    About this property
    Romantic farm recently refitted 50 m2 for 2/4 people with pool near Siena. Rooms: Bathroom, Bedroom, Kitchen, Living room. Double bed and sofa bed. Heating, fireplace, BBQ, charcoal grill, Private Garden. Pets Welcome The small farm Poggiolino has become a charming and romantic apartment ideal...
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    53020, Trequanda, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Le Capanne, Camporsevoli1 / 27
    (4)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
    • Patio
    • Private Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Cable/satellite TV
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2018
    My wife and I shared the house with another family, 5 adults and 6 children in total for 4 nights in this location, that I highly recommend for the following reasons:- clean...
    Reviewed 8 November 2017
    I'm not very good at reviews but here goes! This was our first trip to Italy. Our stay at Camporsevoli was towards the end of our 3 week tour of Italy! But it was the best part...
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    About this property
    This is the largest accommodation offered in Camporsevoli, a private Tuscan medieval hamlet, spanning across three levels, complete with gated parking, garden and pool. Le Capanne is a spacious farmhouse just below Camporsevoli perfect for hosting large families or groups of friends. The house is...
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    Location Information
    53040, Le Piazze, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    2 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Superb farm refitted climate control with pool. Ideal for families, groups of friends or for a luxurious and exclusive elopement. Arranged over 3 floors with 2 bedrooms, dining room, kitchen, living room, study, 2 bathrooms, parking, private garden. Equipped with dishwasher, microwave, gas stove...
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    Location Information
    53020, Trequanda, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 9
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    Incredible, large Tuscan villa boasts jacuzzi, private outdoor pool, billiard room, tennis court, tripadvisor Certificate of Excellence1 / 48
    (79)Excellent
    12 Bedrooms, 9 Bathrooms, Sleeps 26 Quick View
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    Amenities & Details
    • 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 28 May 2019
    great people, great service, awesome food, beautiful place on so many levels and the families were just in love with the experience. My daughter basically announced, "i need...
    Reviewed 4 November 2018
    I’ve been waiting to write this review until we received our pictures back from our photographer so I can showcase the details of Sonja’s work. We chose Villa Scopotello to have...
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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
    Bright, spacious villa with pool near Siena1 / 40
    (6)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2019
    A great spot with good facilities and location. We had a fabulous week and hope that it isn't another 16 years until we are back in Tuscany again. Thoroughly recommend this...
    Reviewed 26 June 2019
    We had a wonderful stay at your location. Not only well situated and beautiful surroundings, but a wonderful, helpful hostess. We are more than gracious for your warm welcome...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Tuscany, Private Villa with swimming pool1 / 22
    (3)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Terrace
    • Grill
    • Wi-Fi
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2018
    We stayed at this private place in the hills of Radicondoli for a fortnight. We've all been seeking time to relax, sleep and for each other. This place is a perfect location for...
    Reviewed 25 August 2017
    Our stay in the villa in Radicondoli was probably the best holiday ever. We visited Tuscany in a big group of 9 people. (Big by our standards anyway) The villa is very spacious...
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    About this property
    The Casale is a very nice private villa, reachable through a dirt road easy to go also with a city car! The villa has a private swimming pool, outdoor BBQ and Jacuzzi, 5 bedrooms and 5 bathrooms (at least 10 people), it also has a big kitchen a big living room with fireplace and two patio one with...
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    Location Information
    53030, Radicondoli, Province of Siena
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    Stunning Villa with Pool in Siena Countryside1 / 61
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Children's Pool
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Waterfront
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2014
    What a special place run by two great hosts, Grazia and Oscar. Great location, beautiful characterful villa and also very well equipped. Loved every minute and was very sorry to...
    Reviewed 17 July 2014
    My husband, friends and I couldn't have enjoyed ourselves more while in beautiful Tuscany. Oscar and Grazia, our hosts, were so wonderful and accommodating. Also, the pictures...
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    About this property
    Nice villa 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, the...
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    Location Information
    53048, Sinalunga, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Villa Vianci1 / 43
    (29)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Balcony
    • Secure Parking
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We are a group of friends who have rented luxury properties on many continents for many years and without a doubt this is the best value for money and possibly the best property...
    Reviewed 3 weeks ago
    Villa Vianci was our home for two glorious weeks, August 24- September 7. Situated right between Siena and Florence, we were in close proximity to many hill towns, each one...
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    About this property
    Villa Vianci is luxurious villa dating back to the eighteenth century, located in the heart of Chianti, just 17 Km away from Siena and 45 Km from Florence. It is located on hill overlooking the medieval Castle of Monteriggioni Recently subjected to an attentive renovation which has enhanced the...
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    Location Information
    53036, Staggia, Poggibonsi
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
    Villa Chieteno with Swimming Pool1 / 120
    (15)Excellent
    10 Bedrooms, 9 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The venue,the location in quiet Tuscany,the peaceful country ,the accommodation ,the large swimming pool ,the maintenance of the villa and grounds all exceeded expectations. The...
    Reviewed 2 weeks ago
    Our extended family of 6 siblings, spouses and a few adult kids stayed in this amazing villa. Everyone had a bedroom with a bathroom. There are several small gathering areas...
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    About this property
    Villa Chieteno, a splendid property of about 500 square metres built on two levels with a tower comprising the third, is located near the attractive medieval village of Cetona, just an hour's drive from important centres such as Florence, Arezzo, Perugia, Assisi and Roma. The property is surrounded...
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 10 Bedrooms, 9 Bathrooms, Sleeps 20
    7 Bedrooms, 8 Bathrooms, Sleeps 13 Quick View
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    • Wi-Fi
    • Washer
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    • Private Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa al Tramonto is a superb villa located near the village of Buonconvento, in the Val d'Orcia area. The property is at the end of an initially surfaced and then dirt road, which stretches for 1.5 km into a 100-metre cypress-lined avenue, leading directly to the entrance....
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    Location Information
    53014, Buonconvento, Province of Siena
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 13
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Wi-Fi
    • Central Heating
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely holiday home in the Middle Ages was probably a resting place for pilgrims travelling on the Via Francigena, that passes nearby. Furthermore, opposite the property is the 13th century Castello di Spedaletto, one of the most important monastic granges of the Spedale Santa Maria della...
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    Location Information
    53026, Pienza, Province of Siena
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Wi-Fi
    • Sauna
    • Washer
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge villa located 26 km from the city of Siena with 8 bedrooms (all with en suite bathroom) able to host up to 16 guests. The villa is equipped with swimming-pool, sauna, astronomical observatory and provides several activities to the guests. External Description: This is a country villa sitting...
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    Location Information
    53015, Monticiano, Province of Siena
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
    IL POGGIARONE1 / 33
    (1)Average
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 July 2019
    Loved the location. LOved Montepulciano. The road up to the villa was quite bumpy, hard on the car.Wished there were screens on the windows. The owner was very helpful but...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    The VILLA of your dreams: FAMILY GROUPS, KIDS, FRIENDS and PETS - Siena: 12min1 / 40
    (10)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Air Conditioning
    • Children's Pool
    • Washer
    • DVD Player
    • Parking
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2019
    This is truly the Villa of our dreams ! The home is extremely spacious, with all comforts, perfectly clean, all bathrooms and showers work perfectly well, the kitchen is...
    Reviewed 26 July 2018
    We rented a beautiful house with a lot of space. We were a large family but it never felt crowded. All the meals from breakfast to dinner were spent on the nice patio that was...
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    About this property
    The English text is automatically translated by Google Translator in your language. This could cause some imprecisions. This modern 6BR/4BA villa is an enchanted paradise for friends & families with kids (barbeque, trampoline, basketball area, soccer & volleyball/beach tennis nets and table...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 18
    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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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Agricola Neci: Tuscan Rural Luxury1 / 33
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Housekeeping Included
    • Cable/satellite TV
    • Grill
    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 July 2019
    We had a great time, everyone was so helpful. I would recommend Patrick to everyone who wants to be in a central location and have a beautiful villa with almost 600 acre to...
    Reviewed 11 August 2016
    My husband and I stayed at Agricola Neci for 3 weeks with our 1 yr old, 3.5 yr old, and nanny. We have memories that will last for a lifetime. My husband and I took one...
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    About this property
    Where can you escape the world and slow down your pace? Where can you find an untouched land that still maintains the old customs of a rural culture that not even global technology has touched? The answer is quite simple: Agricola Neci. Here you can enjoy intimacy, privacy and relaxation in a...
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    Location Information
    53041, Buonconvento, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
    Exclusive Tuscan Villa with pool,hot tub,A/C,5 bd, free wi-fi,15 km from Siena1 / 186
    (53)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
    From the first moment of booking to our final farewell, this villa provided the perfect setting for 4 couples to experience both the local culture and the peace and tranquillity...
    Reviewed 3 July 2019
    My husband and I stayed at this gorgeous villa for our 25th wedding Anniversary and it was perfect! Situated near Siena but in the lovely Tuscan countryside with birds singing...
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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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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
    Villa Gaiole - Beautiful villa in the heart of Chianti area1 / 30
    (7)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2019
    Our family stayed at Villa Gaiole and we cannot say enough great things about it. From the moment we drove up the driveway we knew that we had made a great choice. We were met...
    Reviewed 19 August 2019
    The Villa is perfect for large families or families traveling together. Beautiful views, great location and lots to do. The owner David and his family were kind and generous...
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    About this property
    EXTERNAL DESCRIPTION Villa Gaiole is a beautiful villa located near Gaiole in Chianti, in the heart of Chianti area. The property is accessed through a short tree-lined path, along which you can admire a wonderful panorama of the surrounding countryside. The villa boasts a large private garden...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    Villa Edera 14 - Prestigious villa nestled in the very heart of Chianti1 / 25
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Mountain Views
    • Grill
    • Washer
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2019
    The villa is very well equipped and maintained. Large and spacious in all rooms, with a well equipped kitchen. The grounds are well manicured and the pool area is very inviting...
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    About this property
    Villa Edera 14 is part of a stunning estate surrounded by the beautiful hills of Chianti. Nestled in one of the most famous countrysides of the world, this property boasts spectacular views and is the ideal starting and returning point for touring in Chianti and Tuscany thanks to its priviledged...
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    Location Information
    53036, Poggibonsi, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    Tuscan Villa, Il Coccio1 / 17
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Washer
    • Patio
    • Balcony
    • DVD Player
    • Grill
    • Housekeeping Included
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 July 2018
    Peaceful and relaxing Villa in quiet hill town, yet very near Pienza, Montalpulciano, and Montalcino for exploring. Poolside setting is heaven for morning coffee or to take a...
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    About this property
    Il Coccio was designed in the traditional Tuscan style, and its highlights include a stunning 20m infinity swimming pool with amazing views and a large terrace with panoramic views of the Tuscan countryside and olive grove (40 olive trees which are pressed for olive oil and used in the property...
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    Location Information
    53020, Petroio, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Tuscany Villa with pool - Villa le Capanne holday in private villas1 / 38
    (72)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Cable/satellite TV
    • Central Heating
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Hot Tub
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Our stay at Le Capanne way exceeded our expectations. The villa was perfect, spotlessly clean and well equipped. Upon arrival our hosts met us with a very warm welcome. There...
    Reviewed 25 July 2019
    Where do i start to review this amazing villa?! I spent a long time choosing a villa and am so glad i picked this one! I wanted stunning views, peace and quiet but crucially...
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    About this property
    Villa with private pool located in Tuscany near Siena and Volterra. This private tuscan villa has been recently renovated in rustic style. Villa le Capanne is particularly suitable for those who love nature, privacy and relax. From the villa you can enjoy beautiful sunsets! The holiday Villa is...
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    Location Information
    56041, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Beautiful  tuscan Villa not far from Siena 14+2pax1 / 52
    (4)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Patio
    • Washer
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2018
    We booked the whole villa for 3 nights in mid-May. We were a family group of 17 and were very comfortable in the 9 bedrooms in the 3 wings. The villa (built in 1840), is a...
    Reviewed 8 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
    Description Podere incrociati Is a mid 19th century Leopoldian Villa a few KMS from Siena surrounded by gorgeous typical Tuscan countryside. The building has been recently renovated and we have been able to combine 200 years of architecture and the most modern facilities both indoors and aoutoors,...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
    11 Bedrooms, 12 Bathrooms, Sleeps 21 Quick View
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    • Central Heating
    • Washer
    • Patio
    • Terrace
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of Tuscany, Podere Ferranesi is an old farm, which was completely renovated. Dating back from the middle of the 19th century, it was abandoned in the fifties and remained a ruin until 2002. The farm was reconstructed in the original rural Tuscan style found in the ”Crete...
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    Location Information
    53041, Asciano, Province of Siena
    Holiday Rental House - 11 Bedrooms, 12 Bathrooms, Sleeps 21
    LA CASETTA NEL BOSCO1 / 34
    (1)Excellent
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Wi-Fi
    • Air Conditioning
    • Private Garden
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    This place was so beautiful and huge! We stayed for one week with 4 adults, 2 kids and 1 dog and loved the tranquility of the place. The property is completely locked off with...
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    53048, Sinalunga, Province of Siena
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 8
    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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    Location Information
    53048, Bettolle, Sinalunga
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    • Grill
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    EXTERNAL DESCRIPTION Villa Rosa is an elegant 19th-century villa, located in the Municipality of Monteroni d'Arbia, in one of the most beautiful landscape of Tuscany, the Val d'Arbia with its 'Crete Sienesi'. Nestled in the Tuscan countryside among vineyards and woods, the villa is reached via an...
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    Location Information
    53014, Bagnaia, Murlo
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
    Tuscan/Siena Villa 22 pax  Fenced Pool, Hot tub, WiFi,A/C, Outdoorkitchen1 / 49
    (1)Excellent
    11 Bedrooms, 11 Bathrooms, Sleeps 22 Quick View
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    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 November 2018
    I rented the villa for my daughter's wedding. The villa and grounds were beautiful. All of the guests had their own bedroom and bathroom. There was enough room for everyone...
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    About this property
    Podere incrociati Is a mid 19th century Leopoldian Villa a few KMS from Siena surrounded by gorgeous typical Tuscan countryside. The building has been recently renovated and we have been able to combine 200 years of architecture and the most modern facilities both indoors and aoutoors, where you...
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    Location Information
    53018, Siena, Province of Siena
    Holiday Rental House - 11 Bedrooms, 11 Bathrooms, Sleeps 22
    Villa Patrignone - a beautiful large Tuscany Villa1 / 38
    (26)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Balcony
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Mountain Views
    • Patio
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 September 2018
    Nine of us, four children and five adults, just returned from an Italian adventure of a lifetime. The highlight of our trip (agreed by all) was a wonderful week at Podere...
    Reviewed 4 June 2016
    Our family stayed in the main villa for 11 days at the beginning of August. We rented 6 of the 7 bedrooms for our wide-ranging group (a baby, 2 eight-year olds, a teen, 2 in...
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    About this property
    Villa Patrignone has 7 large double bedrooms, each with private bathroom, a cavernous kitchen-dining room with large fireplace, and a lovely living room, with high vaulted ceilings, comfortable sofas and a library. The house was built sometime in the 1500s and still has most of its original...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
    6 Bedrooms, 7 Bathrooms, Sleeps 13 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    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 - 6 Bedrooms, 7 Bathrooms, Sleeps 13
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Air Conditioning
    • Washer
    • DVD Player
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    53042, Macciano, Chiusi
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Three bedroom apartment in stunning villa1 / 20
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Grill
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2016
    Out of the way, beautiful getaway. Traveler's tip: for GPS, use Localite Montignoso...do NOT put in the address as this is a former farm, and the "address" is not...
    Reviewed 8 December 2014
    We had the downstairs apartment which was beautifully maintained and an excellent size for a family of four but would still be great for 3 couples. Lovely sitting area and...
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    About this property
    Osservatorio is a stunning villa for up to 11guests divided into two independent units. Orione apartment for up to 6 guests.The property is extraordinarily cool and pleasant throughout the summer, thanks to its location on a higher altitude (about 500 AMSL) and the beautiful structure in heavy...
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    Location Information
    50050, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    15 Bedrooms, 15 Bathrooms, Sleeps 33 Quick View
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    • Balcony
    • Washer
    • Central Heating
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Mountain Views
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    Location Information
    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 15 Bedrooms, 15 Bathrooms, Sleeps 33
    Al Sassone Holiday Home, val d'Orcia, Toscana1 / 39
    (16)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Mountain Views
    • Wi-Fi
    • Washer
    • Private Garden
    • Patio
    • DVD Player
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53023, Vivo d'Orcia, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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