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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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  • 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

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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

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  • Woodland View

    Capolona

    Grade
    3
    2
    1
    1
    Ref: ITA705

    An ideal base for guests who want to spend a nice holiday in their own littlel paradise. This beautiful Italian property is set in a quiet hillside position, located about 1km above Capolona /Subbiano. The living room boasts an open fireplace and leads out to the covered terrace. Guests are spoilt for choice with outdoor spaces to relax in with another terrace situated on the rear side of the house, and the grounds include a large natural plot with various romantic seats, as well as a barbecue under the shade of tall trees. Your four-legged friend can join you on your holidays too. Capolona offers all amenities including shops, restaurants, bars and a tennis court. Visit castles and borghi of the Casentino region or travel to Arezzo only 15km away.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with shower attachment and toilet.

    Open fire in living room. CH. Cot. DVD. Stereo/CD. Gas/elec cooker. M/wave. W/machine. T/dryer. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars).

    • Distance to Capolona 1km
    • Nearest facilities 600m
    • Distance to airport 80km

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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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  • Al Bosco da Stefania

    Seravezza-Casala

    Grade
    4
    2
    0
    1
    Ref: ITV116

    This charming holiday property comes complete with stunning sea views of the Versilia. The property is well-equipped and comfortable, and the garden offers a panoramic view of the surroundings. Visit Forte Marmi, with its beach, designer shops, cafés, restaurants and nightlife. Pisa, with its famous leaning tower, is only 43km.

    All on ground floor: Living/dining room. Kitchen. 2 double bedrooms. Shower room with toilet.

    CH. No TV. Gas/elec cooker. M/wave. W/machine. Lawned garden. BBQ. Parking (3 cars). NB: Steps and drops in garden.

    • Distance to Forte Marmi 6km
    • Nearest facilites 3km
    • Distance to the beach 6km.

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  • Borgo Montelefienali

    Gaiole In Chianti

    Grade
    4
    2
    1
    1
    Ref: ITC101

    This renovated stone house is located in the medieval village of Gaiole which the American magazine Forbes named number one in its list of "Europe’s Most Idyllic Places to Live”. The region of Chianti offers a unique landscape, with green, gentle hills covered with wide fields of vineyards and olive groves, small stone villages, beautiful castles and churches. The cities of Siena and Florence are only a short drive away and well worth a visit.

    Ground floor: Living/dining room/kitchen. First floor: 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. D/washer. Fridge. Tel. Shared garden. Terrace and furniture. Parking (2 cars). Shared swimming pool (128m²), open mid-May – mid-Sep. NB: Difficult access road to property.

    • Distance to Siena 30km
    • Nearest facilities 4km
    • Distance to Florence 40km

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  • La Casetta

    Montepulciano

    Grade
    4
    2
    1
    2
    Ref: ITS971

    This little holiday house, accessed by an unmade road, is furnished and decorated in rustic style, and is ideally set in a quiet valley. It enjoys lovely views over the surrounding countryside and features a natural outdoor space which is equipped with a barbecue. Do not miss the opportunity to visit Pienza (15km) and the picturesque Val d’Orcia. Also worth visiting whilst in the area are the famous thermal baths of Bagno Vignoni (25km) and Montepulciano (3km).

    All on ground floor: Living/dining room/kitchen. 2 double bedrooms, one with en-suite shower room and toilet. Shower room with toilet.

    CH. Satellite TV. Gas/elec cooker. W/machine. Garden with sitting-out area and furniture. BBQ. Parking (2 cars). Pet free of charge.

    • Distance to Montepulciano 3km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • Casa Sud

    Volterra

    Grade
    4
    2
    0
    2
    Ref: ITN197

    Located in a small medieval village, this cosy holiday apartment is set over two floors and has a covered terrace with wonderful views over the hills of Volterra. It also has shared use of an outdoor swimming pool. Volterra lies 9km away, and the small medieval town of San Gimignano, with its distinctive stone towers rising against the skyline, is 25km away. Well worth a visit is Siena, 50km, with its cathedral, museums and famous Piazza del Campo where the twice-yearly Palio horse race takes place. The sea at Cecina is 50km.

    Ground floor: Living/dining room/kitchen. Shower room with toilet. First floor: 2 bedrooms: 1 double, 1 twin, both with sloping ceilings. Bathroom with shower attachment and toilet. Most rooms with beams and tiled floors.

    Open fire in living room. CH. Satellite TV. DVD. Elec cooker. W/machine. Internet connection. Terrace. Shared grounds and furniture. Parking (2 cars). Shared outdoor swimming pool (90m²) open Jun-Sep. NB: Steps to pool area.

    • Distance to Volterra 9km
    • Distance to beach 50km
    • Nearest facilities 9km
    • Nearest airport Florence

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  • Lavanda 2

    Palaia

    Grade
    4
    2
    0
    1
    Ref: ITP471

    This characteristic hayloft has been divided into two charming apartments (refs ITP470 and ITP471), set in the green Tuscan hills between the provinces of Pisa and Florence. The restoration has highlighted the typical elements of Tuscan houses, combining prestigious materials, which have given it its distinctive appearance, with its excellent practicality. Located between the hills, the property has beautiful views over the surrounding hills, all placed within a peaceful position. Shared with the owner, there is a spacious and equipped lawn and swimming pool in a 15ha estate. The apartment has its own private and equipped outside area. Nearby sites are Capannoli e Peccioli (various shops), 8km, San Gimignano, 30km, Pisa, 40km and Florence, 65km.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    CH. Satellite TV. Gas cooker. D/washer. Tel. Sitting-out area and furniture. Shared garden. Parking (1 car). Shared swimming pool (128m²), open May-Sept. NB: Open-sided stairs to first floor. Sloping banks in garden.

    • Distance to Montefoscoli 5.5km
    • Nearest facilities 8km
    • Distance to the beach 40km
    • Distance to airport 40km

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  • Palazzuolo

    Monte San Savino

    Grade
    4
    2
    1
    1
    Ref: ITA210

    This comfortable and tastefully decorated, air conditioned, holiday home is ideally situated on the hills between Siena and Arezzo, about 10km from Monte San Savino. Bordering a forest and close to a small hamlet, it’s a perfect location to relax and unwind. You can enjoy the sun by the outdoor swimming pool, where there is also a shower available, or relax in one of the many shaded seating areas in the small garden. The house benefits from air conditioning and there is access to an additional terrace from the first floor bedroom. If you do not want to cook for yourself, you will find great restaurants close-by where they serve local specialities; a worthy destination for a walk as well. The house, besides its private location, is centrally placed for trips to Arezzo, Siena and into the Chianti area.

    Ground floor: Two steps down to living/dining room. Kitchen. 1 double bedroom with en-suite toilet and bidet. Open tread stairs to first floor: 1 double bedroom. Shower room with toilet.

    Open fire. Electric heating. Cot. Satellite TV. DVD. CD. Gas/electric cooker. M/wave. W/machine. D/washer. Wi-fi. Lawned garden with terrace, sitting-out area and furniture. BBQ. Parking (2 cars). Swimming pool (50cm², open May-Sep). NB: Some internal steps. Access via unpaved road.

    • Distance to Arezzo 25km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Piazzale 2

    Castellina in Chianti

    Grade
    4
    2
    0
    1
    Ref: ITC756

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here, guests get a beautiful view of the countryside all within a peaceful location. Each apartment has a fantastic, private outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti and Poggibonsi, both lovely places perfect for culture or shopping. There is also a horse riding school within 15km of the property.

    All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in living room. CH. Cot. W/machine. D/washer. Internet connection. Shared garden and furniture. BBQ. Parking (1 car). Shared, outdoor swimming pool (98m²), open May–Sep.

    • Distance to Castellina in Chianti 7km
    • Nearest facilities 7km
    • Distance to Sienne 28km.

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