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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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  • Sanlucchese 3

    Poggibonsi

    Grade
    3
    1
    1
    1
    Ref: ITC907

    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 ITC525) 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 room with sofa bed (for alternative sleeping only)/dining room. Kitchen. 1 double bedroom. Shower room with toilet.

    CH. Cot on request. Satellite TV. Cooker. Shared w/machine. Lawned garden with terrace and furniture. Roof terrace. Parking (1 car). Pet free of charge. NB: Steps 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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  • Le Palme

    San Gimignano

    Grade
    3
    1
    0
    1
    Ref: ITN194

    This beautiful property in the heart of the Chianti region, just 7km from San Gimignano, has been split into 3 lovely holiday apartments. Apartments (ITN194 and ITN195) have private outdoor spaces, and (ITN196) has a private garden and terrace for outdoor dining. Surrounded by a beautiful park with swimming pool, shared with the owner, who lives nearby. The ideal location for a relaxing holiday in a quiet and elegant environment. The apartments are in a beautiful hilly and panoramic position overlooking San Gimignano, and Certaldo is only 8km, Colle Val d’Elsa, 20km, Siena, 41km, and Florence 48k.

    All on ground floor: Living room with French doors and single sofa bed/dining room/kitchen. 1 double bedroom with French doors. Shower room with toilet. Beams throughout.

    CH. Cot. Satellite TV. Gas cooker. D/washer. Internet connection. Garden with terrace and furniture. Shared grounds. Parking (1 car). Shared swimming pool (50m²), open Apr-Oct. No children over 2 years. NB: Steps to pool area. Steps and pond in grounds.

    • Distance to San Gimignano 7km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Casa Sabrina

    Cortona

    Grade
    3
    1
    0
    1
    Ref: ITA876

    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. 1 step to living room with sofa bed/dining room/kitchen with tiled floor. Open-tread stairs to first floor: 1 double bedroom with tiled floor. Shower room with bidet and toilet.

    Woodburner in living room. Satellite TV. Gas cooker. W/machine. Wi-fi. Terrace. 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 in grounds.

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

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  • I Pini

    San Gimignano

    Grade
    3
    1
    0
    1
    Ref: ITN195

    This beautiful property in the heart of the Chianti region, just 7km from San Gimignano, has been split into 3 lovely holiday apartments. Apartments (ITN194 and ITN195) have private outdoor spaces, and (ITN196) has a private garden and terrace for outdoor dining. Surrounded by a beautiful park with swimming pool, shared with the owner, who lives nearby. The ideal location for a relaxing holiday in a quiet and elegant environment. The apartments are in a beautiful hilly and panoramic position overlooking San Gimignano, and Certaldo is only 8km, Colle Val d’Elsa, 20km, Siena, 41km, and Florence 48k.

    All on ground floor: Living room with French doors and single sofa bed/dining room/kitchen. 1 double bedroom with French doors. Shower room with toilet. Beams throughout.

    CH. Cot. Satellite TV. Gas cooker. D/washer. Internet connection. Garden with terrace and furniture. Shared grounds. Parking (1 car). Shared swimming pool (50m²), open Apr-Oct. No children over 2 years. NB: Steps to pool area. Steps and pond in grounds.

    • Distance to San Gimignano 7km
    • Nearest facilities 1km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Monastero 5

    Colle Val d’Elsa

    Grade
    3
    1
    1
    1
    Ref: ITN486

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km from centre of the medieval town of Colle Val d’Elsa. The apartments are equipped with comfortable, rustic-style furniture. Guests can enjoy walks through the beautiful wooded hillside. On site visitors have shared use of the outdoor swimming pool with changing room. San Gimignano is 12km, Siena 20km, Volterra 28km, Florence 45km and 70km from the Tyrrhenian Sea. Although the apartments are independent, they are accessed via a shared room with a fireplace.

    External steps to entrance (no handrail). All on first floor: Living/dining room with single sofa bed/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floors throughout.

    Central heating. Satellite TV. Gas cooker. Shared laundry room with washing machine. Wi-fi (in communal area). Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (98m²) open May-Sep.

    • Distance to Colle Val d’Elsa 1km
    • Nearest facilities 1km
    • Nearest airport Florence

    Discounted Price Today's Price
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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

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  • Il Focolare

    San Gimignano

    Grade
    3
    2
    1
    1
    Ref: ITN155

    Located near the beautiful medieval town of San Gimignano is this beautiful estate consisting of two buildings, which were divided into 9 apartments. Accessed by a rough track, the facility is located in a peaceful setting in an elevated location, with views of the surrounding hills and vineyards. The owner conveniently lives on-site, and guests to this holiday apartment have access to the lovely grounds, shared outdoor swimming pool and barbecue area. The world-famous walled town of San Gimignano is just a short drive away and Siena is just 35km away.

    External stairs to entrance. All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with toilet.

    Open fire in kitchen. CH. Satellite TV. Gas cooker. Shared w/machine. Wi-fi. Shared grounds with furniture. Shared BBQ. Parking. Shared outdoor swimming pool (98m²), open May-Sep. No smoking. NB: Drops in grounds.

    • Distance to San Gimignano 4.5km
    • Nearest facilities 3km
    • Nearest airport Florence

    Discounted Price Today's Price
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  • Ginestra 1

    Castelnuovo D’Elsa

    Grade
    3
    2
    1
    2
    Ref: TV092

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years. In this charming natural setting, discerning guests are welcomed to a selection of perfectly kept holiday apartments situated in the old castle. Restored in keeping with their Tuscan traditions, the comfortable properties are attractively furnished. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa. An excellent location for excursions, guests can visit San Gimignano, San Miniato, Certaldo and Vinci, as well as day trips to Lucca, Pisa, Volterra, Siena and Florence. By request, you can visit the deep cellars of the old villa.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 single. 2 shower rooms with toilet.

    CH. Satellite TV. Gas cooker. M/wave. Shared laundry. Shared garden and furniture. Parking (1 car). Shared swimming pool (5 x 8m; depth 0.5-2m), open mid May-Sep. Pet free of charge. NB: Steps and slopes in grounds.

    Distance to Castelnuovo 3km

    • Distance to Lucca 50km
    • Distance to Forte di Marmi beach 55km
    • Nearest facilities 3km
    • Nearest airport Pisa

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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

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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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  • 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

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