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Poggibonsi Holiday Rentals

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    Travellers to Poggibonsi are booking June dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 34
    5 of 5 bubbles (15) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    1 / 24
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    1 / 30
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    Location Information
    50036, Poggibonsi, Province of Siena
    5 of 5 bubbles Reviewed 14 July 2016
    Il Casale Villore could not have been more perfect. As you first drive up towards the property you just know it's going to be amazing. And it was! The property with the cypress...
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    1 / 13
    4 of 5 bubbles (4) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 3 | Quick View
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    53036, Poggibonsi, Province of Siena
    1 / 20
    5 of 5 bubbles (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa del Settecento finemente ristrutturata con tutti i confort moderni. La struttura comprende l'intero piano terra per un totale di circa 200 mq. Biblioteca, ampi living con 2 cucine moderne, due camini, due bagni di cui uno con hammam e uno con Jacuzzi, gazebo privato, piscina, barbecue. Vista... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 20
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    About this property
    Prestigioso appartamento al piano terra in casale del 700 finemente ristrutturato con vista strepitosa di fronte a San Gimignano. L'appartamento risulta composto da due ampie camere da letto triple, bagno con Jacuzzi doccia biposto, ampio living con cucina. Gazebo privato esterno, barbecue e... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 20
    4.5 of 5 bubbles (3) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Agriturismo VERNIANELLO is a small farm set in the heart of the Chianti hills, surrounded by forests, vineyards and olive groves.<BR> <BR>Relax , peace and a wonderful panorama view in a pleasant and comfortable homely atmospere will give you the possibility to enjoy your holiday in a REAL... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    5 of 5 bubbles Reviewed 6 November 2011
    We have stayed at this place 8 times. We really enjoy the place, the family, the restaurant and the wine. A small place with a lot of charm. It is our favorite place in Tuscany...
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    1 / 15
    5 of 5 bubbles (5) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Air Conditioning
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    • Balcony
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    • Porch
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    • x
    Location Information
    53036, Poggibonsi, Province of Siena
    5 of 5 bubbles Reviewed 17 August 2016
    Great place and residence surrounded by the beautiful nature! The owner - Elda, took care of every request we did have so we could enjoy the beauty of Toscana in the heart of it...
    5 of 5 bubbles Reviewed 30 September 2015
    Elda, the owner of this lovely quaint apartment certainly understands customer service. She cares very much for her property and the guests that use it. She has put such special...
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    1 / 14
    4.5 of 5 bubbles (4) Very good
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • x
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    • x
    About this property
    Podere Oliveta , which translates as ' Olivegrove farm', offers the Rondine apartment which enjoy a pretty location up in the hills near Gavignano, about 10 km east of S.Gimignano. The apartment has its own independent entrance and own garden area with barbecue . Much careful thought... View all property information
    Location Information
    Poggibonsi, Province of Siena
    4 of 5 bubbles Reviewed 12 September 2014
    Had a great stay in Falco recently. The apartment is rustic and comfortable. Lovely old furniture and a small TV with only news channels in English. Wifi is good but charged as an...
    5 of 5 bubbles Reviewed 19 November 2013
    Beautifully quaint apartments surrounded by amazing views of the Tuscan countryside. Lovely pool and we were the only ones in it for most of our stay. Fabio the owner was very...
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    1 / 24
    5 of 5 bubbles (3) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 5 | Quick View
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    53036, Poggibonsi, Province of Siena
    1 / 43
    5 of 5 bubbles (13) Excellent
    Staggia
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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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... View all property information
    Location Information
    53036, Staggia, Poggibonsi
    5 of 5 bubbles Reviewed 2 weeks ago
    Villa Vianci is one of those places you will never forget... The house is gorgeous, immaculate, considered and set on the most spectacular grounds. Spring had just arrived when we...
    5 of 5 bubbles Reviewed 2 weeks ago
    Thank you both Chiara and Tomasso for making our stay with you so wonderful, the villa is absolutely stunning and your hosting was second to none, we all had a fantastic time
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    1 / 51
    4 of 5 bubbles (1) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    This large apartment for 4 persons is located next to the apartment Cypress. The apartments CYPRESS TREE and are on the first floor and have a large sitting room with a large fireplace in the common front - a meeting place for guests of both apartments. Large kitchen / dining room with sofa,... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    4 of 5 bubbles Reviewed 14 July 2014
    Prior to our stay at Agriturismo Saletta, Marion was very responsive to all of our email questions and provided driving directions from outside of Rome. Once we arrived, she gave...
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    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Secure Parking
    • Central Heating
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    • Pet-friendly
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    • x
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    About this property
    This house, located in Poggibonsi, is ideal for 6 vacationers. It offers 3 bedrooms, a furnished garden and a terrace. The lounge is perfect for unwinding after a day in the sun. Curl up on the comfortable sofa and enjoy a good book in front of the fireplace or take advantage of the amenities on... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    53036, Poggibonsi, Province of Siena
    1 / 37
    Staggia
    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    • x
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    About this property
    Beautiful restored farmhouse with swimming-pool situated in the heart of the Chianti Classico area, a few kilometers away from Castellina in Chianti. This property is quietly situated on a large 220-hectare farming estate producing excellent wines. Tastefully furnished, spacious and comfortable... View all property information
    Location Information
    53011, Staggia, Poggibonsi
    1 / 34
    5 of 5 bubbles (7) Excellent
    Studio, 7 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
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    • ?
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    About this property
    This hilltop villa in the Tuscan countryside is located near the charming village of Monteriggioni and offers close proximity to Siena, San Gimignano, and Florence as well as the Chianti Classico. With panoramic views, a private pool, and a peaceful atmosphere, a family or group of friends is sure... View all property information
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    53038, Poggibonsi, Province of Siena
    1 / 29
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    1 living/dining room with kitchenette 1 double bedroom 1 open gallery with twin beds (gallery looks onto the living room) 1 bathroom with shower Just up the lane from the farmhouse, there is a smaller farm cottage. A garden path with some steps leads to an upper level of the house with large... View all property information
    Location Information
    50021, Poggibonsi, Province of Siena
    1 / 9
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    <b>Two Bedroom First Floor Apartment Poggibonsi </b><br /><br /><b>Tresor GN is on a working farm situated in a lovely elevated position with fine views of the countryside all around. The apartment has its' own area in the grounds with table and chairs for relaxing or dining al fresco and there is... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 46
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enchanting Winery At the top of a hill with 309 hectares between wood, olive trees and wine yards is located this enchanting winery, with it’s amazing medioeval castle, the pool villa, the farmhouse and a real good Chianti wine production. This property is the cherry on the cake for Chiantishire... View all property information
    Location Information
    50021, Poggibonsi, Province of Siena
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    1 / 28
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Private Garden
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    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    Location Information
    53036, Poggibonsi, Province of Siena
    5 of 5 bubbles Reviewed 1 week ago
    Charming little apartment tucked in on the side of a hill overlooking a lush valley in Poggibonsi in the Chianti region. Very well tastefully furnished by a father-daughter team...
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    1 / 10
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • ?
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    About this property
    <b>Three Bedroom First Floor Apartment Poggibonsi </b><br /><br /><b>Tresor GG is on a working farm situated in a lovely elevated position with fine views of the countryside all around. The apartment has its' own area in the grounds with table and chairs for relaxing or dining al fresco and there... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 19
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
    About this property
    This property is situated in the hills between Florence and Siena and has all the characteristics for which this region is famous throughout the world: the Chianti countryside, its gentle rolling hills covered in vineyards (where a famous wine is produced), dotted with small wood and olive tree... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 27
    5 of 5 bubbles (63) Excellent
    Studio, 2 Bathrooms, Sleeps 7 | Quick View
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    • Internet Access
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    • ?
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    About this property
    Enjoy a farm holiday in Tuscany! This farmhouse accommodation in Tuscany, perfect for a family vacation, is actually located on a working farm that produces wine, olive oil, vinsanto, and grappa. Observe wine making first hand before sampling a glass, or spend your days taking day trips to various... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    4 of 5 bubbles Reviewed 31 March 2013
    Because of Canadian spring break we went in late march and I expected spring to be farther ahead then it was. The leaves weren't out yet so I would go later next time. You will...
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    1 / 30
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    This beautiful villa rental is located in the Chianti hills and is part of a large farm where excellent wine is produced. It has been recently renovated with great care, elegantly combining the ancient Tuscan farmhouse structure with new materials and light colors. The bathrooms, each different... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 30
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    1 living/dining room with kitchenette (additional bed available on request) 1 double bedroom 1 bathroom with shower Looking out over the valley towards the skyline of S. Gimignano, Rondine is approached by an outside stone staircase at the side of the house. A little hallway opens into the double... View all property information
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    50021, Poggibonsi, Province of Siena
    1 / 27
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • ?
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    • x
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    53036, Poggibonsi, Province of Siena
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • x
    About this property
    Casale Oliveta is located in a little hamlet with a few houses up in the hills. Altthough only 3 km distant from the town of Poggibonsi where you can also find supermarkets, banks, cafés, pubs, cinemas, a theatre and a railway station, the hamlet is located in a completely quiet landscape... View all property information
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    Poggibonsi, Province of Siena
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    In a panoramic position in the hills of the Chianti Classico stand two typical barns that have been recently restored with great care and equipped with every comfort and every convenience in order to allow their guests to enjoy the most of this splendid corner of Tuscany with family and friends.... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 21
    3 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Modern apartment in a small residential complex built in Tuscan style, near Poggibonsi, a town bordering the provinces of Florence and Siena. Situated at the foot of the Chianti hills, the countryside is typical of this part of Tuscany with vineyards and olive groves surrounded by cypress trees.... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 36
    5 of 5 bubbles (1) Excellent
    Staggia
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Terrace
    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Villa Cherubina is a splendid sixteenth-century three-story villa located on top of a small hill. It sleeps 14 people. From Villa Cherubina you will enjoy a wonderful view of the Senesi hills. Villa Cherubina is 500 square meters (5380 square feet). It features a private swimming pool, a private... View all property information
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    Staggia, Poggibonsi
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    The TUSCAN COUNTRYSIDE with its aligned vineyards, the olive trees that cover the hills, groves, the cypresses...<BR><BR> It is a landscape that takes your breath away and gives you peace and quiet. And so dawns the realization that the most beautiful things in life are the simplest.<BR><BR><BR>The... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 31
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    1 living/dining room with kitchenette (additional bed available on request) 1 double bedroom 1 bathroom with shower A green painted iron staircase leads up to the private balcony which measures approx. 5 sqm, well equipped to eat outside. French windows open into the spacious bedroom, with wrought... View all property information
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    50021, Poggibonsi, Province of Siena
    1 / 24
    3 of 5 bubbles (1) Average
    7 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Mountain Views
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    Location Information
    53036, Poggibonsi, Province of Siena
    3 of 5 bubbles Reviewed 17 September 2014
    It is like we were staying in someone else's house. There were personal effects everywhere. Owner lived in apartment adjoining the house. Beautifully painted room advertised on...
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    1 / 28
    7 Bedrooms, 4 Bathrooms, Sleeps 18 | Quick View
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    About this property
    This lovely villa sleeps up to 18 people. It affords a kitchen, ample living areas, comfortable bedrooms and bathrooms, and a large garden with swimming pool and outside furniture. It is the perfect place for a tranquil vacation in the countryside. This lovely villa sleeps up to 18 people. It... View all property information
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    53036, Poggibonsi, Province of Siena
    1 / 22
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    This property is situated in the hills between Florence and Siena and has all the characteristics for which this region is famous throughout the world: the Chianti countryside, its gentle rolling hills covered in vineyards (where a famous wine is produced), dotted with small wood and olive tree... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 23
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • ?
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    About this property
    The “Saletta” farm located in the midst of the beautiful Tuscan countryside, among characteristic olive groves and vineyards, is a perfect place to stay if you want a peaceful holiday surrounded by nature. There are many walking and mountain bike itineraries to be enjoyed. Services to guests:... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 16
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Description: In the most coveted region of Tuscany Casale Poggio is located in the most coveted region of Tuscany, in the western Chianti, one of the most beautiful stretches of land in central Tuscany - in the Val d'Elsa. Set on a hilltop, with views over the surrounding vineyards and across the... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 37
    5 of 5 bubbles (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Wi-Fi
    • Central Heating
    • Washer
    • Parking
    • Private Garden
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 8
    5 of 5 bubbles (1) Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Washer
    • Grill
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • ?
    About this property
    Two Bedroom First Floor Apartment San Gimignano Verona is a spacious apartment on a working farm situated in a fantastic elevated position with beautiful views of the countryside all around. A perfectly placed swimming pool also enjoys a lovely panorama and there is plenty of space around the... View all property information
    Location Information
    Poggibonsi, Province of Siena
    1 / 52
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Secure Parking
    • Wi-Fi
    • Balcony
    • Grill
    • Air Conditioning
    • Outdoor Dining Area
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    About this property
    Villa Senese is an ancient mansion dating back to the eighteenth century, located in the heart of Chianti Senese, just 17 km away from Siena and 45 Km from Florence. Villa Senese is an holiday villa in Tuscany, located in a vantage position on a hill above the old town of Staggia Senese. Recently... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Your Holiday Home to experience the real Tuscan way of life! Vecchio Fienile (Old Barn) is a nice hamlet nestled in the hills of Chianti area. Being very close to both Florence and Siena the villa enjoys a quiet and sunny location with wonderful views over the most typical Tuscan... View all property information
    Location Information
    50021, Poggibonsi, Province of Siena
    1 / 30
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Your Holiday Home to experience the real Tuscan way of life! Vecchio Fienile (Old Barn) is a nice hamlet nestled in the hills of Chianti area. Being very close to both Florence and Siena the villa enjoys a quiet and sunny location with wonderful views over the most typical Tuscan... View all property information
    Location Information
    50021, Poggibonsi, Province of Siena
    1 / 14
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Parking
    • Central Heating
    • Grill
    • Shared Garden
    • Shared Indoor Pool
    • Washer
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This apartment for 6 persons is located on the ground floor, facing the pool. In front of the entrance is a covered area with table and chairs for outdoor dining. Large living room with comfortable sofa and fireplace, kitchen with table and chairs, 3 beautiful double bedrooms, 2 large bathrooms... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 15
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Central Heating
    • Private Garden
    • Grill
    • Parking
    • Balcony
    • Terrace
    • Washer
    • Private Indoor Pool
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 21
    3 of 5 bubbles (1) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Parking
    • Terrace
    • Central Heating
    • Balcony
    • Private Garden
    • Washer
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    Location Information
    53036, Poggibonsi, Province of Siena
    1 / 24
    4.5 of 5 bubbles (7) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • Central Heating
    • Private Outdoor...
    • Grill
    • Wi-Fi
    • Washer
    • Balcony
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    <BR>This Tuscan holiday home for rent is set in a dominant position with magnificent views of the rolling Chianti hills and the famous towers of San Gimignano, within an estate of olive groves and vine-yards. This Chianti holiday accommodation extends over three levels, with the first and second... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena
    5 of 5 bubbles Reviewed 2 July 2016
    We Loved Villa Leoncini, we stayed last summer and fell in love, has everything you need, the grounds are spectacular, the home is lovely the owner is very nice and helpful. Can't...
    5 of 5 bubbles Reviewed 22 July 2013
    The villa's advertising did not deceive. This is, although on the top side of costs, a great villa & a great location. Only 35 minutes from Siena, one hour 20 from Florence and a...
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    1 / 25
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Your Holiday Home to experience the real Tuscan way of life! Vecchio Fienile (Old Barn) is a nice hamlet nestled in the hills of Chianti area. Being very close to both Florence and Siena the villa enjoys a quiet and sunny location with wonderful views over the most typical Tuscan... View all property information
    Location Information
    50021, Poggibonsi, Province of Siena
    1 / 77
    Studio, 6 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Grill
    • Internet Access
    • Washer
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This beautiful villa on the edge of the Chianti region is composed of a renovated main house and hay loft. There are six bedrooms with en suite bathrooms, and many amenities, including air conditioning, wireless internet, and a pizza oven. There are wonderful views over the Val d’Elsa from the... View all property information
    Location Information
    53036, Poggibonsi, Province of Siena