By Wyndham Vacation Rentals
Shortlist

Tuscany

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.
343 cottages are available
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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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  • 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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  • Casa Mila

    Iarnetella

    Grade
    4
    2
    0
    1
    Ref: ITS205

    This property, located in a peaceful hilltop setting, has been very tastefully renovated and offers a pretty garden with a large swimming pool, situated at the foot of the grounds. There is also a covered terrace and a barbecue to help guests enjoy their holiday. Here guests will feel really at home, it is ideal for relaxing, walking or reading in the sun. Enjoy sunrise with a cup of coffee on the terrace, or sunset with a glass of wine. This is also an excellent base from which to enjoy excursions to Siena, Arezzo, Montepulciano, Pienza and Lake Trasimèno. The Rapolano thermal spa, where you can bathe all year round, is just 10km. Guests are recommended to sample the specialities of the local cuisine.

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

    Glass-fronted fire in living room. CH. Cot. H/chair. CD. Gas/elec cooker. W/machine. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars). Swimming pool (50m²) open mid-May–Sept. NB: Slopes and drops in grounds.

    • Distance to Siena 40km
    • Nearest facilities 1km
    • Distance to Arezzo 45km

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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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  • Cavone 3

    Sovana

    Grade
    4
    2
    1
    1
    Ref: ITG515

    This holiday apartment, situated in a farmhouse, is located at the heart of a commercial estate producing organic products, DOC wines including Rosso di Sovana and Bianco di Pitigliano. It is possible to purchase products from the farm, including wine, olive oil, cheese and vegetables. There is also the opportunity to go horse riding on the farm’s horses, and to visit sites of archaeological interest. It is wonderfully surrounded by olive groves, woodlands and pasture land of the Etruscan park.

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

    CH. Gas cooker. W/machine. Shared garden and furniture. BBQ. Shared swimming pool (128m²) open May - Sep. Private parking for 1 car.

    • Distance to Sovana 2km
    • Nearest facilities 2km
    • Distance to the beach 45km

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  • Usignolo 26

    Reggello

    Grade
    4
    2
    0
    1
    Ref: ITF846

    This pretty holiday apartment is on a beautiful farming estate on a hillside covered with vineyards, olive groves, and meadows with grazing cows and horses. It has beautiful and panoramic views over the Tuscan hills and the Arno valley, and is set in a peaceful position with well-kept lawns surrounding the estate. There are shady olive groves and sun terraces with tables, chairs, and sunshades. There is also a children’s play area with swings and slide, table-tennis, aviary, a shared, outdoor swimming-pool, children’s pool, tennis court (at cost), boules pitch, ponds and guided trekking excursions. There is horse riding school with a 800m riding-track, riding-lessons and trekking on horseback (at cost), and roller-skating rink. Enjoy the large shared courtyard with berso in front of the villa, as well as a lounge with piano, and a bar/tavern with television. The village of San Donato in Fronzano is nearby, with Reggello 5km, and 7.5km to Sant’ellero with its railway station with trains every hour to the centre of Florence, which is 30km away.

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

    Gas CH. Cot. Satellite TV. Gas cooker. Wi-fi. Garden with terrace and furniture. Shared grounds. Parking (1 car). Shared outdoor swimming pool (120m²), open mid May-Mid Oct. Shared tennis court.

    • Distance to Reggello 5km
    • Nearest facilities 10m
    • Nearest airport Florence

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  • Sangiovese 4

    San Donato in Poggio

    Grade
    4
    2
    0
    1
    Ref: ITC635

    This first floor apartment forms part of an ancient farmhouse in the Chianti hills with 5 other holiday properties (ITC638, ITC617, ITC623, ITC631 and ITC637). 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 the arches of the loggias. The property benefits 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.

    All on first floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with shower over bath, bidet and toilet.

    CH. Cot on request. Cooker. W/machine. Shared garden and furniture. 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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  • Il Frantoio

    Loro Ciuffenna

    Grade
    4
    2
    0
    1
    Ref: ITA353

    This pretty, terraced house has been comfortably and traditionally furnished to provide the ideal holiday base for guests to relax and explore the local area. Situated in the hills in the town of Loro Ciuffenna, the property benefits from a private above-ground swimming pool and a sun terrace with furniture, ideal for dining al fresco. This accommodation provides the ideal start point for day trips to Florence, Siena, Arezzo and Chianti, as well as for trekking in the mountains of Pratomagno. The popular town of Arezzo is just 30km away.

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

    Open fire in living room. CH. Cot on request. Gas/elec cooker. W/machine. Terrace. Shared outdoor furniture. Parking (1 car). Shared outdoor above ground swimming pool (36m²), open mid June-mid Sep. NB: Steps to pool.

    • Distance to Montevarchi 13km
    • Distance to Arezzo 30km
    • Nearest facilities 1.5km
    • Nearest airport Siena

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  • La Colonica

    Cortona

    Grade
    4
    2
    0
    1
    Ref: ITA896

    This lovely, renovated stone and brick house, close to the owners’ home, is tastefully furnished and enjoys traditional rustic charm, with no separate living room. It is in the perfect location for admiring the charming landscapes, wandering through the picturesque villages and rolling hills, and tasting local delicacies such as olive oil or wine. Nearby places worth visiting are the Etruscan city of Cortana 9km away, and the islands and villages in and around the Trasimeno Lake, which are perfect for fishing and admiring castles, towers and ruins.

    Kitchen/dining room. 2 double bedrooms. Bathroom with bath, bidet and toilet. Tiled floors throughout.

    Open fire in kitchen/dining room. Satellite TV. Gas/elec cooker. D/washer. Fridge. Terrace with garden furniture. Shared grounds. Parking (2 cars). No smoking. NB: Turning stairs to first floor.

    • Distance to Terontola 2km
    • Nearest facilities 2km
    • Nearest airport Perugia

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