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Holiday Homes in Province of Siena

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    All 4,574 Rentals in Province of Siena
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    Agriturismo Podere San Giusto1 / 10
    (11)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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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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    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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    Villa PoliFlora1 / 43
    (25)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Wi-Fi
    • Washer
    • Shared Garden
    • Outdoor Dining Area
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    Poliflora is a comfortable apartment, very cozy and with everything you need. It is located in a good place to visit the entire Orcia Valley. And the best, the hosts. Poli and...
    Reviewed 17 September 2017
    This location is excellent for being in the heart of Tuscany. The accommodations were very nice everything was well kept and clean. We enjoyed using this as our home base...
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    About this property
    Villa PoliFlora is a modern residence in Monticchiello in Val d'Orcia, a Unesco world heritage site. The owners and creators invite you for a relaxing stay, in the triangle among Montalcino, Pienza and Montepulciano. A few kilometers away from Siena and Chianti Classico, best destinations in...
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    53026, Monticchiello, Pienza
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedroom Stone Cottage Rental in Chianti Countryside1 / 19
    (8)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Cable/satellite TV
    • Grill
    • Washer
    • Hot Tub
    • Central Heating
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 November 2017
    What a lovely place to spend a week, the house has everything that you could need. It was clean. To look around day after day was so very pleasant. It is central, with easy day...
    Reviewed 12 July 2017
    Casanuova di Pietrafitta lovely cottage worked very well for us as a base to explore the beautiful Tuscany region. Day after day of exploring nearby villages when we came back...
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    About this property
    Farmhouse in the heart of Chiantishire at 3 kms minutes distance from the historical township of Castellina in Chianti. 23 kms from Siena and 37 kms from Florence. The villa is set at an altitude of 600 meters. We are surrounded by vineyards and oak woods a perfect place to run away from busy city...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Elegant three bedroom Tuscan-style apartment to re1 / 24
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • Wi-Fi
    • Washer
    • Parking
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 February 2017
    Our stay at Villa Amadeo was just about perfect. We were greeted by Chiara, who was lovely and informative. We were lucky to be the only guests in the apartments during our...
    Reviewed 16 July 2015
    Located in the sleepy village of Brenna, initially the villa was difficult to find. A nice Italian lady was there waiting for us but she spoke little English and eventually...
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    About this property
    The antique apartment have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terracotta, wrought iron, wood. A large fireplace in the living This elegant, well-appointed apartment is complete with stylish fitted bathroom and...
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    53018, Siena, Province of Siena
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    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
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    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Housekeeping Included
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Guesthouse is a renowned former residence of an aristocratic Senese family. a short walk from t the Piazza del Campo and next to the main bus.station (Piazza Gramsci) Our Apartments aim to offer a valid alternative to anyone who wants to live their Senese experience with total independence. We...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    La Casa di Alice - Montalcino1 / 18
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • 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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    Rocca dei Monaci1 / 11
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Grill
    • Parking
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Private Garden
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    53035, Monteriggioni, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bright, spacious villa with pool near Siena1 / 39
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 June 2017
    Could not have been more perfect!Spacious, comfortable and location was ideal, as close to all main attractions, although still had a country feel.Pool area was wonderful...
    Reviewed 1 April 2016
    We have been there in October 2015 and it was a lovely journey. The house has 3 bedrooms and 2 bathrooms. The surrounding is really beautiful and it's about 5 min from the...
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    About this property
    Key points: large apartment (140 m2) in a farmhouse renovated with taste and attention to details. Terrace and independent entrance into the courtyard of the property, large pool with view and garden-park with olive grove. Fully equipped kitchen, comfortable living room, bedrooms with exposed...
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    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    La Senesina , enchanting apartment near Siena1 / 27
    (7)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Reviewed 6 July 2017
    How should we even begin? We rented this glorious little two bedroom apartment in a converted 12 century convent for 7 weeks. It was perfect for us. This is somewhat hard to...
    Reviewed 6 June 2017
    As Americans traveling abroad, we have two main criteria when choosing a property:1. Helpfulness, attentiveness of the host2. Quality of the propertyAndrea and Barbara’s...
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    About this property
    “La Senesina” is an enchanting apartment immersed in the exquisitely beautiful Tuscan countryside, just 4 km from Siena, 8 km from Monteriggioni, and approximately 5 km from the raccordo autostradale Siena/Firenze (Siena/Florence highway.) Recently restored apartment situated in an historic 16th...
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    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Elegant 2 bedroom apt. in historic Siena residence1 / 36
    (32)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Andrea is a generous & thoughtful host, and was always available to answer any questions we had about the surrounding area (so patient!). His home was the perfect place for...
    Reviewed 16 April 2018
    Andrea was the perfect host, the apartment was immaculate and convenient to Siena sites. We could not have chosen a better place for our visit to Siena and Tuscany. When we...
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    About this property
    Historic Residence Palazzo Bichi Ruspoli is situated on the main street, in the heart of Siena. The entrance is from the ancient tower, one of the three buildings wich the palace is composed. The house is on the third floor with elevator and has a stunning view on the city, in particular on the...
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    53100, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Farfalle - stunning Tuscany landscape views1 / 25
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Mountain Views
    • Private Garden
    • Grill
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Finding your place in the world is the result of the efforts and dreams of a lifetime. Today such a place exists, it is found halfway between Siena and Montalcino and is called Farfalle. Take the dirt road that from the small town of Torrenieri winds through the gentle hills of Val d'Orcia. After a...
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    53020, San Giovanni d'Asso, Montalcino
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Borgo dei Fondi - Il Forno ground floor1 / 16
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2017
    Quiet, beautiful location, all the amenities you need, we were on a 4 week holiday so the washing machine was a life saver. Each part of the villa/apartment has a separate...
    Reviewed 22 July 2017
    The Borgo Dei Fondi is an ancient farmhouse located some 10 km from Siena, in the middle of the famous Tuscan countryside and surrounded by beautiful forests. The house has 3...
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    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    LA VALIANA Luxury Villa Rental (Montepulciano) - HEATED POOL Incl./ FREE WI-FI1 / 88
    (33)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 8 May 2018
    We arrived at La Valiana between visits to two beautiful Italian cities, Florence and Venice. It was our time in Tuscany and the plan was to visit area hill towns while staying...
    Reviewed 6 May 2018
    It starts before you actually get to La Valiana, when you communicate with the owner Cecilia with any questions about the area or the visit. The responses come quickly and 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 ideal accommodation for independent travellers (max. Occupancy 8) desiring to experience the more authentic Tuscan lifestyle, for a...
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    53045, Montepulciano, Province of Siena
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    La Tinaia, Podere Patrignone - a Tuscan cottage with garden, views and pool1 / 31
    (46)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Grill
    • Patio
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Mountain Views
    • Internet Access
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Super location centrally located in the Chianti region. Hosts were friendly and provided a custom booklet they filled with very useful information on restaurant recommendations...
    Reviewed 3 September 2015
    We stayed here in 2009 and hardly a day went by that we didn't think about our stay and Verity and Simon and the kids and of course Charlie and Lola and Meow. When we arrived...
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    About this property
    Podere Patrignone is a beautiful old 15th Century estate ('podere') which has been lovingly and tastefully restored. Patrignone is set on top of it's own hill reached by a long, winding private road that ends at Patrignone. It is set in 150 acres of forest, olives and vines, with uninterrupted 360...
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    53011, Castellina In Chianti, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Stunning Tuscan views from traditional farmhouse 10mins to downtown Siena1 / 31
    (8)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 26 September 2017
    Short distance from downtown Siena and all the sites and history it has to offer. Charming farmhouse villa nestled on a hill overlooking incredible countryside. Each window...
    Reviewed 7 July 2017
    We stayed here for 4 days while visiting nearby sites. The rooms were well furnished with beautiful furniture, some of which looked like antiques. The beds were comfortable...
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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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    53100, Costalpino, Siena
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    VILLINO DEL GRILLO1 / 126
    (29)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Housekeeping Included
    • Balcony
    • Grill
    • Patio
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    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    Lovely house amongst the vineyards and olive trees with its own lovely garden, which is perfect for a couple and an ideal base to visit the beautiful area. Giovanni and his...
    Reviewed 26 April 2017
    What can I say about this place? It was such a huge reason on why our trip to Tuscany was so incredible. We stayed 8 days in this property and I have nothing but good memories...
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    53037, Pancole, San Gimignano
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    3 bedroom farmhouse in the picturesque Tuscan hills boasting private pool, terrace and garden, sleeps 61 / 25
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • Balcony
    • Grill
    • Cable/satellite TV
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    • Central Heating
    • Children's Pool
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 November 2017
    Great location - in middle of village - one grocer, two restaurants and a church. So quiet and peaceful.What I liked - pool, veranda (come balcony), sculptures, location (walk...
    Reviewed 18 October 2017
    This villa in the small Tuscan hamlet of Iano, was perfectly located for our day trips to all the towns we wanted to see. Pisa, Lucca, San Gimignano,Siena, and others are all...
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    About this property
    Podere Le Monache set on a hillside dominates one of the most picturesque and spectacular landscapes in Tuscany. With distant views over hills, out to sea towards Livorno and Pisa. Originally a convent wrapped in history Le Monache has a magical and spiritual atmosphere. Whether you are lazing by...
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    50050, San Gimignano, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Agriturismo Sammonti1 / 31
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Terrace
    • Central Heating
    • Private Garden
    • Grill
    • Parking
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2014
    A compact, but suitable villa for two or three. Absolutely stunning scenery, with a fantastic view over the Tuscan countryside towards the sunset. And the property is well...
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    About this property
    The “borgo Sammonti” was built in the beginning of the 13th century as a fortress in the county of Scorgiano, and it is located near most beautiful and important tuscan cities. The structure is surrounded by woods and it offers many paths for walks and escursions. The beauty of the view guarantees...
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    50035, Monteriggioni, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    CASALE ROSANNA1 / 21
    (6)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Cable/satellite TV
    • Patio
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Central Heating
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    Beautiful place in a lovely setting , just the right distance from San Gimignano for a good hike, or to veiw it's iconic towers from afar . Sadly they had closed the pool , as...
    Reviewed 19 October 2016
    Perfect location for visiting all of Southeast Tuscany. Lovely and welcoming hosts (no English spoken but you're in Italy so talk with your hands!). Stunning panoramic views of...
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    53037, San Gimignano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casale in antico Mulino nelle colline del Chianti1 / 22
    (4)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Grill
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 2017
    Wonderfully restored thousand years old mill with great pool and very accommodating hosts. Short distance from Siena and other treasures of Toscany, well worth to stay.
    Reviewed 21 March 2017
    Wonderfully rustic Tuscan accommodation, full of history, with all our needs catered for. We had an open fire which was wonderful (and so relaxing). It is located 10 mins from...
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    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Casa Gelsomino, ground floor, 2 bedrooms, private garden and shared pool1 / 32
    (35)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Central Heating
    • Parking
    • Private Garden
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 October 2017
    Situated in the heart of Tuscany, this property has exceeded our expectations. Lovely hosts, beautiful house surrounded by astonishing views. A property with a nice history...
    Reviewed 24 September 2016
    We loved our stay at castle San Gimiginano. A great place to relax and also travel around parts of Tuscany . Very clean and comfortable accommodation with great views. We would...
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    About this property
    The apartment is located in the hamlet of Castel San Gimignano, very near to the best famous cities as Siena, Firenze, San Gimignano, Volterra and the sea is reachable in less than an hour by car. You can also start from here for a relaxing walk or ride through the olive groves and the surrounding...
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    53030, Castel San Gimignano, San Gimignano
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Villa di Geggiano1 / 56
    (9)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 3 weeks ago
    Great host and guided us through his historical family home. View was breathtaking. Modernized Villa.
    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...
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    About this property
    One of the original, charming and elegant garden pavilions, situated within the garden of Villa di Geggiano, has recently been renovated into two luxury suites which have now been opened to guests for reservation. The Pavilion has a total capacity of 4 persons but it has been designed to be...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    VILLA TALCIONA1 / 32
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Central Heating
    • Parking
    • Washer
    • Grill
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 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 6 October 2017
    Villa Talciona is surrounded by the beautiful Tuscan Hills. Surrounded by greenery and blue skies no better place to stay in Poggibonsi. The hosts, Francesco and Elena were...
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    53036, Poggibonsi, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 10
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    Agriturismo Sammonti1 / 35
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Parking
    • Terrace
    • Grill
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2017
    Our warm and wonderful host was available for anything we needed, yet gave us total privacy. The place was adorable, spacious and comfortable inside. Our towels had been dried...
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    About this property
    The “borgo Sammonti” was built in the beginning of the 13th century as a fortress in the county of Scorgiano, and it is located near most beautiful and important tuscan cities. The structure is surrounded by woods and it offers many paths for walks and escursions. The beauty of the view guarantees...
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    Location Information
    53035, Monteriggioni, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Villa Caprera. Casa Borgianni1 / 24
    (8)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Secure Parking
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 June 2017
    This house is really beautiful, the bathrooms very contemporary, the kitchen very well-appointed with everything we could hope for (including dishwasher and refrigerator/freezer...
    Reviewed 10 June 2017
    We are a group of 5 friends traveling to celebrate a special birthday.Villa Caprera has lived up to all our expectations plus more. The villa is in a beautiful location...
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    About this property
    A stylish apartment close to Siena ancient city walls, still surrounded by olive groves and fields; ideal for visitors looking for a quite lodge. The farmhouse is part of a unique Liberty village built by Garibaldi's doctor in 1880. Local shops are at walking distance. In the surrounding area you...
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    Location Information
    53100, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Delightful 2 bedroom farmhouse with beautiful private grounds and pool1 / 24
    (9)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Balcony
    • Children's Pool
    • Cable/satellite TV
    • Air Conditioning
    • Terrace
    • Washer
    • Secure Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 August 2017
    Just spent a week at Sarteano with my wife and two kids aged 10 and 12. This was our first villa holiday and it was great. The welcome by Bruna and Susana was lovely.I am an...
    Reviewed 26 April 2016
    Our stay was very relaxing and the villa and surrounding countryside was beautiful. Our hosts were very welcoming and accommodating. I would highly recommend this vacation rental.
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    About this property
    The Agriturismo Sferracavalli is the best way to enjoy Italian genuine food, which can be gathered in the back garden, and to feel compleatly plunged in peace and relax among Tuscany nature. Medieval villages complete the perfect Tuscany atmosphere all around, so that who wants to learn about...
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    Location Information
    53047, Sarteano, Province of Siena
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Villa La Casella1 / 36
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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 4 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...
    Reviewed 4 April 2016
    La Casella is a wonderful place to have a relaxing holiday. The villa is surrounded by a lovely garden and the beauty of the Tuscan landscape. The villa itself was ideal for us...
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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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    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
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    Romantic farm for 2/4 persons with pool near Siena1 / 9
    (4)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Secure Parking
    • DVD Player
    • Central Heating
    • Patio
    • Washer
    • Grill
    • Outdoor Dining Area
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2015
    Which is large enough for 4 people. Private garden is well fenced including a seperate gate to the communal garden/pool area (good if you need to keep children away from pool...
    Reviewed 16 June 2015
    A quaint little cottage for two nestled in the Tuscan countryside, this was just what we were looking for. The pool provided a welcome break from the glorious weather, and the...
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    About this property
    Romantic farm recently refitted 50 m2 for 2/4 people with pool near Siena. Rooms: Bathroom, Bedroom, Kitchen, Living room. Double bed and sofa bed. Heating, fireplace, BBQ, charcoal grill, Private Garden. Pets Welcome The small farm Poggiolino has become a charming and romantic apartment ideal...
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    53020, Trequanda, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Independent villa with private pool in Tuscany - 3 bedrooms1 / 46
    (2)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Wi-Fi
    • Washer
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2017
    A superb, newly renovated farm house belonging to the owner's family since the 17th century. Whilst preserving its charming character , the house is an extremely comfortable...
    Reviewed 30 June 2017
    This is a gorgeous farmhouse converted lovingly to a residence. Grazia has decorated it in the beautiful simplicity of the Tuscan style. It is located about 30 min from Siena...
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    About this property
    Nice farmhouse and outbuilding dating back to 17th century which have been tastefully restored preserving the ancient charm, beauty and the original architectural features like the beamed ceilings and the terracotta-tiled floors. Located between the Val d'Orcia and the hills of the Sienese Chianti,...
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    Location Information
    53048, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Cottage with pool for 2 couples - Summer is at Middle Season price! 1920 Euro1 / 36
    (14)Very good
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 September 2017
    As wonderful as expected - even better; in any way: Location, facilities, rooms...Perfect for trips on the countrysideVery kind ownersalso recommendable for families with...
    Reviewed 16 June 2017
    My family and i had a fantastic and absoultely relaxed holiday at PetrAlexa. You only hear the birds, when you wake up. You feel so free in the big garden and the Chianti Hills...
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    About this property
    Ciao from Petra &Alexa and thank you for stopping by! ***Spring Promotion*** Take advantage of our Summer promotion! PLEASE BE AWARE!: We can only accept WEEKLY bookings with change-over day on SATURDAYS: so 7 nights or multiple of 7 (7-14-21… nights). Otherwise we need to CANCEL the booking. An...
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    Location Information
    53013, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Luxury renovated Tuscan holiday apartment rental i1 / 24
    (1)Excellent
    6 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Washer
    • Parking
    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The antique spaces have been reinvigorated, made more comfortable and personalized whilst using traditional local materials, rough stone, terra cotta, wrought iron, wood. There are six complete and elegant, well-appointed apartments, complete with stylish fitted bathrooms and kitchens. A...
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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 6 Bedrooms, 3 Bathrooms, Sleeps 14
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    very central large quiet flat 10+ Duomo1 / 26
    (4)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Central Heating
    • Balcony
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    First like: the apartment is located on the ground floor. As a family of 4 with 5 bags, this made moving in & out a breeze. As advertised, the apartment is indeed spacious...
    Reviewed 4 November 2017
    This large spacious ground floor flat is perfectly located in the centre of Siena. Beds linen towels etc of the highest quality. A fully equipped kitchen is available but you...
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    About this property
    This is my holiday home in Siena, my home town. I have tried to tell you everything you need to know in my description, but please do not hesitate to ask me questions before booking - I am fluent in English, French and Italian. The flat is on the ground floor, on the same level as the street so...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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 10 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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    Raperonzolo1 / 20
    (9)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
    • Housekeeping Included
    • Patio
    • Mountain Views
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Casa Costaberci - Chianti -Siena1 / 34
    (6)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 8 January 2018
    The location is set in the most stunning Tuscan region and Marcus our host could not have been more helpful, he welcomed us and provided us with some lovely red wine and olive...
    Reviewed 15 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...
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    Location Information
    53019, Siena, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    TuscanFlat1 / 18
    (15)Very good
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Washer
    • Hot Tub
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Siena and Tuscan Flat was our third stop of four in the country. The view was, as stated before practically aerial and almost magical. Hearing the cathedral bells chime and the...
    Reviewed 3 weeks ago
    Having just come back from 5 days in Siena followed by 5 days in Florence, Siena ticked all the boxes. The city is just beautiful and made even better by the almost aerial view...
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    About this property
    This very stylish 430-square-foot apartment a few minutes walk from Piazza del Campo. You will not need anymore to walk up 66 steps to access this apartment,because now there is a new elevator to lift you on two amazing terraces and their spectacular views. The main living space here is a large,...
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    Location Information
    53100, Siena, Province of Siena
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    casole country house capinera1 / 27
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Washer
    • Central Heating
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 August 2016
    We are a family of with 3 children between 20 and 9 yrs. Le Mascie was a great base to explore Tuscany. The pool was perfect and the house was very relaxing. We received good...
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    About this property
    On two floors, this apartment of 96 qm, on the ground floor has an entrance, a sitting room with a double divan bed, a dining room with fully equipped kitchenette and a small bedroom with two single beds. The first floor consists of a double bedroom, a twin bedroom, two bathrooms of which one with...
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    Location Information
    53031, Casole d'Elsa, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Podere Ferranino Townhouses- Cimabue1 / 37
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Washer
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Mountain Views
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2016
    We rented one of the renovated houses. First off i have to say that the renovation has been done close to perfection. They managed to incorporate all modern equipment without...
    Reviewed 19 June 2016
    Recently stayed one week in this fabulously restaured Villa. Everything from the outside patio, the pool, the quality of the beds, the linnen and kitchen supplies was excellent...
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    About this property
    5 Townhouses Ferranino, the original carriage house for the Villa Ferrano, is now transformed into five townhouse apartments. The apartments vary in size from two bedrooms with one bath to four bedrooms with three baths. Each apartment has the original carriage house doorway enclosed with a glass...
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    Location Information
    53020, San Giovanni d'Asso, Montalcino
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Casa Vacanze San Giuseppe Villino Ginestra1 / 20
    (2)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53025, Piancastagnaio, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Appartamento il Girasole1 / 12
    (2)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Parking
    • Mountain Views
    • Shared Garden
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    53040, Radicofani, Province of Siena
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Experience the 'Chiantishire' at LisiDor - 30June-7July is at Low Season price!1 / 70
    (12)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 5 October 2016
    Villa LisiDor is located in the heart of Tuscany, near Gaiole in Chianti. The property is enclosed in one of the most beautiful regions of Italy, overlooking surrounding wine...
    Reviewed 22 October 2011
    Villa Lisidor is a lovely old villa located at the top of a hill. The views are gorgeous (would be even better if the high hedge was cut down), and the property is very private...
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    About this property
    Ciao from Petra & Alexa! We warmly welcome you in our unbeatable location, discover more ... SUMMER PROMOTION! Last available summer week: 30June-7July at 3.315 Euro instead of 5.100Euro PLEASE BE AWARE!: We can only accept WEEKLY bookings with change-over day on SATURDAYS: so 7 nights or...
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    Location Information
    53010, Gaiole in Chianti, Province of Siena
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Tuscan Style House Casetta1 / 21
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 August 2017
    La Casetta was even better than we had imagined. Our host Patrizia, welcomed us with a freshly baked fruit pie, a bottle of her own superb wine, home-made jam, and various other...
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    Location Information
    53040, Cetona, Province of Siena
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Beautiful Tuscan Independent Cottage With Views1 / 124
    (10)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
    • Porch
    • Central Heating
    • Cable/satellite TV
    • Washer
    • Mountain Views
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2016
    Arriving at the cottage took our breath away with the intimate private garden setting overlooking the olive orchard and beyond to the expanse of shouldering Tuscan hills and...
    Reviewed 25 August 2014
    My husband and I absolutely loved our stay at this charming home this summer. It is beautifully decorated, extremely comfortable and has magnificent views of the Tuscan...
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    About this property
    Welcome to La Ginestra, a newly renovated cottage nestled inside Tuscany's most romantic landscape, southern Siena Province. It's an exceptional independent house for two, offering privacy, a perfect location, and stellar views. The house is located near San Casciano dei Bagni on a ridge between...
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    Location Information
    53040, San Casciano dei Bagni, Province of Siena
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Apartment Camilla, countryside, not far from Siena1 / 17
    (5)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Grill
    • Parking
    • Outdoor Dining Area
    • Central Heating
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 October 2017
    What a wonderful place to stay. So very spacious for the four of us, great kitchen, bedrooms and baths. And, much to my personal pleasure, washers and dryers. So very quiet...
    Reviewed 20 September 2016
    We have just returned from our fantastic stay at Apartment Camilla, Podere Incrociati. Myself and partner along with my parents, absolutely loved this place. Great...
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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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    Location Information
    53018, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Spacious Stone Villa in the Heart of Tuscany1 / 13
    (4)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 23 October 2017
    A clean, crisp, artistic and aromatic environment, powerful views of serene fields and woods, horses to rent and ride around amazing roads and trails. Coffee shops, markets and...
    Reviewed 23 October 2017
    I had a fantastic stay in Tuscany! The accommodations were spacious and luxuriant and had an authentic Tuscan flair. I was surrounded by beautiful artwork that I found out was...
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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
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    La Senesina1 / 25
    (9)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Parking
    • Cable/satellite TV
    • Central Heating
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We stayed at this apartment in May 2018 and could not have been happier. We were met with a warm welcome from Andrea who very helpful, talked us through the apartment and...
    Reviewed 27 September 2017
    We were greeted by Andrea who took us though all the elements of the apartments. It was beautiful, clean and very well equipped. There was nothing negative about it at all and...
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    About this property
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    Location Information
    53011, Siena, Province of Siena
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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