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Possibly Italy’s most quintessentially Italian region, Tuscany seems to have it all; from exquisite art, cities and towns packed full of Renaissance and medieval architecture, beautiful rolling countryside and wonderful cuisine. It’s no wonder why holidaymakers love it. If you’re looking for self catering accommodation in Tuscany, see our wide selection of villas in Tuscany.

Tuscany’s largest city is Florence which has the finest collection of Renaissance art and architecture found anywhere in the world. Thousands of visitors come here to see the multitude of cultural and historical attractions such as The Uffizi gallery, The Accademia with statue of Michelangelo''s David, the Palazzo Pitti, the Museo dell’Opera del Duomo and of course the Duomo and tapestry. Apart from the renowned buildings, great galleries and museums, there are fine restaurants, exclusive shops and some excellent outdoor markets.

Somewhat smaller than Florence, is Siena with its outstanding mediaeval architecture and pedestrianized streets. Its focal point is the Il Campo, a scallop-shaped piazza with a towering Duomo – a most impressive sight in a most impressive city. Also take some time to explore the pretty hill towns south of Siena; Montepulciano and Montalcino – well worth it.

This region of Italy has so many traditional, beautifully preserved, medieval towns and villages, just a few of which include elegant Lucca, San Gimignano with its famous towers, the hill-top town of Cortona and Volterra located on a plateau surrounded by volcanic hills.

The city of Pisa, with its world famous leaning tower, has more to offer than its most famous building, with many other fine examples of historic architecture, including a number of impressive churches throughout the ancient port city.

In the upper Arno Valley north of Arezzo in the Casentino region, you’ll find beautifully tranquil national park; this is the place for peaceful walks (there are 800 kilometres of paths) and exploring ancient castles amongst the hills and forests.

Another area noted for its natural beauty is the coastal plain that rises just south of Grosseto, offering a wonderful landscape that combines coastal marsh, forest covered hills, cliffs and great beaches – just perfect!

In fact Tuscany as a whole is known for its natural beauty, with great cycling trails, walks and nature reserves to explore, the area is also a prolific wine producing region so you will find plenty of tasting and vineyard tours available.

We have a great selection of holiday villas in Tuscany for you to choose from situated throughout the region – so whether you want the ultimate cultural experience or a restful retreat in the Tuscan countryside, take the opportunity to explore this beautiful region in Italy.

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  • Apartment 16A

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN169

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Open fire in living room. Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sept. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Sanlucchese 4

    Poggibonsi

    Grade
    2
    1
    1
    1
    Ref: ITC525

    This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The complex, which is accessed via a 1km rough track, also comprises of a small 18th-century church, a hayloft (ref ITC829) another independent farm building (ref ITC907) and the main farmhouse building (ref ITC952) which is also home to the owner. Set in a beautiful position amid the hills just outside of Poggibonsi where there are all kinds of shops. There are many places to visit nearby including San Gimignano and Siena, both 12km and Florence 40km.

    Steps to entrance: All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Cot on request. Satellite TV. Cooker. Shared w/machine. Lawned garden with furniture. Shared grounds. Parking (1 car). Pet free of charge. NB: Steps and drops throughout garden.

    • Distance to Poggibonsi 3km
    • Distance to Siena 12km
    • Nearest facilities 3km
    • Nearest airport Siena

    Discounted Price Today's Price
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  • Sangiovese 2

    San Donato in Poggio

    Grade
    3
    2
    0
    1
    Ref: ITC623

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC637, ITC631 and ITC635). Surrounded by vineyards and olive trees, it has been carefully decorated and furnished. The architectonic characteristics that have made this corner of Tuscany famous throughout the world have been conserved through the stone walls, windows and arches of the loggias. The property benefits its own terrace with barbecue and furniture, as well as from beautiful views of the countryside and shared use of the outdoor swimming pool. Completely fenced-in and made even more beautiful by blooming plants, the property includes a pretty lawn with garden furniture. Ideal location for exploring Florence and Siena.

    Step to entrance: All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with toilet.

    CH. Cot on request. Gas/elec cooker. W/machine. Terrace and furniture. Shared garden. Shared BBQs. Parking (1 car). Shared outdoor swimming pool (18m x 8m), open mid May-mid Sep.

    • Distance to San Donato in Poggio 1.5km
    • Distance to Florence 20km
    • Nearest facilities 1.5km
    • Nearest airport Florence

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  • San Giustino

    San Giustino

    Grade
    3
    2
    0
    1
    Ref: ITA205

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3 apartments. Wine, olive oil and local specialities are available on site. San Giustino is 2km. This is an ideal base for exploring the area with Chianti 30km, Florence 70km, Siena 50km and Arezzo 25km, all within easy reach.

    2 steps to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/electric cooker. Internet connection. Lawned garden with terrace, sitting-out are and furniture. Shared BBQ. Shared grounds. Parking (1 car). Shared outdoor swimming pool (162m² open mid May-Sep). NB: Slopes and drops in grounds.

    • Distance to San Giustino 2km
    • Distance to Arezzo 20km
    • Nearest facilities 2km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Il Portico

    Gaiole in Chianti

    Grade
    3
    1
    0
    1
    Ref: ITC232

    This medieval hamlet, dating back to the 18th century, was once a resting place along the ancient Roman road that linked the cities of Siena and Arezzo. This ground floor holiday apartment is set in the heart of the Chianti region, which offers the tranquillity of a rural village, combined with the richness of the Tuscan architectonic style consisting of fired bricks, wooden beams and centuries of old stone, which have been smoothed by nature and time. This beautiful Tuscan apartment is surrounded by other similar apartments and they each have their own equipped outdoor area, as well as a shared garden and swimming pool. Guests have free use of the internet at an allocated area on site.

    All on ground floor: Living/dining room. Kitchen. 1 double bedroom with additional single. Shower room with toilet. Tiled floors throughout.

    Woodburner in living room. CH. Satellite TV. Gas cooker. M/wave. Shared w/machine. D/washer. Terrace and furniture. Shared garden and furniture. Parking (1 car). Shared outdoor swimming pool (112m²), open mid-May to mid-Sept.

    • Distance to Gaiole in Chianti 8km
    • Nearest facilities 5km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Apartment 9A

    Arezzo

    Grade
    3
    1
    1
    1
    Ref: ITA888

    These three cosy apartments (ITA887, ITA888 and ITA889) are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana making easy access to an abundance of towns, villages and sights throughout the region. Lake Trasimeno, which is Italy’s fourth largest lake, is approximately a 1-hour drive away, offering a variety of water sports including swimming, windsurfing or sailing. After a day of exploring this amazing region, guests can relax in and around the lovely shared outdoor swimming pool.

    All on first floor: Kitchen/dining room with sofa/bunk bed (for alternative sleeping) and tiled floor. 1 double bedroom. Shower room with bidet and toilet.

    Gas heating. Satellite TV. Elec hob. M/wave. Shared w/machine and t/dryer. Wi-fi. Shared garden with sitting-out area and furniture. Shared 1.5km² grounds. On-site parking. Shared outdoor swimming pool (72m² open May-Sep) with outdoor shower. NB: Steps and slopes in grounds.

    • Distance to Arezzo 4km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Casato

    Poggibonsi

    Grade
    3
    1
    0
    1
    Ref: ITC645

    This pleasant and characteristic holiday apartment, which is part of a former convent, is set on the gentle hills typical of the Chianti, rich in olive groves and vineyards. In a peaceful location, the property has beautiful views of the countryside. The property is fully equipped and contains an exclusive lawn facing the house. The environment is particularly suitable for children. Behind the house, shared with the owner who lives in the other part of the house, is a swimming pool.

    All on ground floor: Living room with double sofa bed/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Open fire in living room. CH. Cot. Gas/elec cooker. W/machine. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (40m²) open May – Sept. NB: Steps to pool area.

    • Distance to Poggibonsi 3.5km
    • Nearest facilities 3.5km
    • Distance to Siena 23km

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  • Porcilaia-Sobborgo Camparboli

    Asciano

    Grade
    3
    1
    0
    1
    Ref: ITS152

    This pretty ground floor apartment, one of two with ref ITS153, is peacefully situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings, a furnished lawned garden and a shared outdoor swimming pool, perfect for cooling off on hot summer days. Set in a quiet and peaceful location, yet only a 5-minute walk to the town centre, it is an ideal destination for those wishing to visit the city and the most famous towns of the area, such as Siena, Arezzo, Florence and Montalcino. The owner lives on site.

    All on ground floor: Living room with sofa bed/dining room. Kitchen. 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. Satellite TV. Gas/elec cooker. M/wave. W/machine. Internet connection. Lawned garden with terrace and furniture. Parking (1 car). Shared swimming pool (72m²), open May-Sep.

    • Distance to Siena 25km
    • Distance to Arezzo 66km
    • Nearest facilities 200m
    • Nearest airport Siena

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  • Maddalena-Podere Moricci

    Montaione, San Gimignano

    Grade
    3
    1
    0
    1
    Ref: ITN182

    These eight holiday apartments are situated in a renovated manor house of an estate located on part of the Via Francigena, which passes through the village of Montaione. ITN176, ITN177, ITN178, ITN181 are on the ground floor, while ITN179, ITN180 and ITN182 are on the first floor, and ITN183 spans over two floors. The estate consists of a farmhouse and barn, dating back to the 18th-century, and it is preserved in the typical Tuscan style, with its hillside location surrounded by vineyards, olive groves and forests, making it an ideal place for a relaxing stay. Shared facilities include an outdoor swimming pool (72m², open May-Sep), connected by a children’s pool, outdoor shower and sun beds. There is also a shared children’s play area, shared barbecue and shared washing machine. Each apartment offers sun loungers and a parasol in the garden surrounding the pool, and private parking. It is an ideal location for exploring the area with Montaione 1.5 km, Certaldo 8km, San Gimignano, the famous medieval village with towers, 12km, Siena and Florence 50km, and a golf course 15km away. A baker passes the estate with fresh bread every morning, including Sundays.

    External steps to entrance. All on first floor: Living/dining room with single sofa bed. Kitchen. 5 steps up to 1 double bedroom with en-suite shower room with toilet. Tiled floors throughout.

    Central heating. Open fire in living room. Satellite TV. Gas/electric cooker. Shared w/machine at reception. D/washer. Wi-fi. Sitting-out area and furniture. Shared grounds. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (72m², open May-Sep). NB: No handrail on steps to bedroom. Slopes in grounds.

    • Distance to Montaione 1.5km
    • Nearest facilities 1km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Canonica 7

    Certaldo

    Grade
    3
    1
    0
    1
    Ref: ITF216

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of the Tuscan countryside. The complex consists of three country villas that have been completely renovated and divided into tastefully furnished apartments, and the discreet owner lives on site for your convenience. The apartments benefit from a shared outdoor swimming pool, and you can treat yourself to a meal at the on-site restaurant, where you can enjoy the local specialities, and horse riding lessons are also available on request. The beautiful art cities of Florence and Siena are easily reached by car and are worth spending the day exploring. This is the perfect location for enjoying a relaxing holiday in beautiful countryside. Please note: Accommodation is allocated on arrival and layout may vary.

    All on first floor: Living room with single sofa bed/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Satellite TV. Elec cooker. Shared w/machine and t/dryer. Shared garden and furniture. Parking (2 cars). Shared outdoor swimming pool (162m², open May-Sep). NB: Steps in grounds.

    • Distance to Certaldo 1km
    • Nearest facilities 5m
    • Nearest airport Florence

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  • Baciano Apartment

    San Giustino

    Grade
    3
    1
    0
    1
    Ref: ITA206

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3 apartments. Wine, olive oil and local specialities are available on site. San Giustino is 2km. This is an ideal base for exploring the area with Chianti 30km, Florence 70km, Siena 50km and Arezzo 25km, all within easy reach.

    Steps to entrance: All on ground floor: Living/dining room. Dining room/kitchen. 1 double bedroom with additional single. Shower room with toilet.

    CH. Cot on request. Satellite TV. Gas/electric cooker. Internet connection. Lawned garden with terrace, sitting-out are and furniture. Shared BBQ. Shared grounds. Parking (2 cars). Shared outdoor swimming pool (162m² open mid May-Sep). NB: Slopes and drops in grounds.

    • Distance to San Giustino 2km
    • Distance to Arezzo 20km
    • Nearest facilities 2km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Casa Anna

    Cortona

    Grade
    3
    1
    0
    1
    Ref: ITA877

    These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retain their own privacy. Not only do all three properties offer a great base to start touring the surrounding area, they also have use of a shared outdoor swimming pool with shower. The pool is perfectly situated within the green rolling hills and luscious green gardens which surround it. Do not miss a trip to the city of Cortona, just 12km away, with many attractions to keep all ages entertained. After a busy day, relax on the terrace or make use of the shared garden and dine al fresco whilst planning your next day’s adventure.

    Steps to entrance (alternative level access). All on first floor: Living room with sofa bed/dining room/kitchen with tiled floor. 1 double bedroom with tiled floor. Shower room with toilet.

    Gas cooker. Shared grounds and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (72m², open mid-May to Sep). NB: Steps, sloping banks and drops within grounds.

    • Distance to Cortona 12km
    • Nearest facilities 5km
    • Nearest airport Perugia

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