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.
397 cottages are available
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  • La Chiocciola

    Gaiole-in-Chianti

    Grade
    4
    2
    0
    2
    Ref: ITC233

    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. Set in the heart of the Chianti region, it offers holidaymakers the tranquillity of a rural village, combined with the richness of the Tuscan architectural style consisting of fired bricks, wooden beams and centuries-old stones which were smoothed by nature and time. The hamlet has been developed to offer 20 apartments, each with its own equipped outdoor area and there is wi-fi in a designated area. The garden and swimming pool are shared between all guests.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with toilet.

    CH. Satellite TV. Gas cooker. M/wave. Shared w/machine. D/washer. Wi-fi in shared area. Sitting-out area and furniture. Shared grounds and furniture. Parking. Shared outdoor swimming pool (112m²), open mid May-mid Sep. NB: Spiral, open-tread stairs to first floor. Beams and sloping ceilings throughout. Steps in grounds.

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

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  • Argentarola

    Porto Santo Stefano

    Grade
    4
    1
    0
    1
    Ref: ITM405

    This handsome apartment sits at the heart of a complex, in the middle of typically Mediterranean vegetation on the Argentario peninsula. The complex is positioned on the coastal side of the headland, with views of the sea,the complex is 200m away as the crow flies. There is a sunbathing platform with a gravel floor, which extends to the coast, and a swimming pool as well.

    All on first floor: Living/dining room. Kitchen. 1 double bedroom. Bathroom with shower attachment, bidet and toilet. Steep, open-tread stairs to galleried area with double bed.

    CH and air conditioning. Gas cooker. M/wave. Balcony and furniture. Parking (1 car). Shared swimming pool (70m²) open mid-June - mid-Sept. NB: Grounds lead to sea, 200m.

    • Distance to Porto Santo Stefano 8km
    • Nearest facilities 8km
    • Distance to the beach 12km.

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  • Bucine

    Ambra

    Grade
    4
    2
    0
    2
    Ref: ITS119

    This bright holiday apartment is set over two floors and is situated inside the medieval hamlet of Sogna high up in the mountains. Full of character and originality, an external stone staircase leads to the cosy living room with fireplace and kitchen. On the lower floor there are two bedrooms, one with terrace access. There is the added benefit of an outdoor swimming pool, that resembles a lake, a sauna, a small church and some modern sculptures. Siena and Arezzo are both about 30km away and there is a tennis court within 100m.

    External steps to entrance: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. Shower room with toilet.

    Open fire in living room. CH. Satellite TV. DVD. Gas/elec cooker. Shared washing machine. Lawned garden with terrace and furniture. BBQ. Parking (2 cars). Sauna. NB: Slopes and drops in grounds.

    • Distance to Montevarchi 19km
    • Distance to Arezzo 32km
    • Nearest facilities 3.5km

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  • Pergola

    Montaione

    Grade
    4
    2
    0
    1
    Ref: TV018

    Attractive terrace

    This pleasant little holiday apartment is situated in the heart of a tiny hamlet. Reached by external stairs, it has an attractive covered terrace for al fresco dining. The interior is traditional country style. There is a small garden area in front of the apartment with garden furniture. Well located for exploring Tuscany including Pisa, Lucca, Siena, San Gimignano and Florence, as well as the Tuscan coast.

    External steps entrance: All on first floor: Living/dining room/kitchen area with patio doors and beams. 2 double bedrooms with beams. Shower room with toilet. Tiled floors throughout.

    Open fire in living room. Gas CH. Satellite TV. DVD. Gas/elec cooker. W/machine. Internet connection. Shared lawned garden with furniture. Terrace. Shared BBQ. Parking (1 car). Shared swimming pool (40m²), open mid May-Sep.

    • Distance to San Gimignano 25km
    • Distance to Montaione 6km
    • Distance to beach 65km
    • Nearest facilities 6km
    • Nearest airport Florence

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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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  • Casa Panoramica

    Vicopisano

    Grade
    4
    1
    0
    1
    Ref: ITP398

    From this lovely small cottage on the Monte Pisano, above the characteristic medieval hamlet of Vicopisano, you can enjoy a great view over the valley up to the sea. Do not miss the medieval festival that takes place in mid-September and the antique market every second Sunday of the month. Within easy reach are the towns of Pisa, 20km, Lucca, 30km and the beaches on the Pisan coast, 30km.

    Ground floor: Living/dining room. Second living/dining room. Kitchen. Shower room with toilet. First floor: 1 double bedroom with additional bunk (no door).

    Open fire in living room. Central heating. Satellite TV. Gas/electric cooker. W/machine. D/washer. Garden and furniture. BBQ. Parking (2 cars). NB: Sloping ceiling in bedroom.

    • Distance to Vicopisano 1km
    • Distance to beach 30km
    • Nearest facilities 1km
    • Nearest airport Pisa

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  • Piazzale 1

    Castellina in Chianti

    Grade
    4
    2
    0
    2
    Ref: ITC754

    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, equipped outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti and Poggibonsi, both lovely places, perfect for culture or shopping. Other places to visit include Gimignano, 2km, Siena, 28km, and Florence, 40km.

    All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Bathroom with toilet. 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 swimming pool (98m²), open May–Sep.

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

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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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  • Etrusco

    Camucia, Cortona

    Grade
    4
    1
    1
    1
    Ref: TA050

    Pretty shared gardens

    This little group of cottages lies in a village at the foot of the hill town of Cortona. Guests share the pretty gardens and the attractive pool. The garden is the perfect location for relaxing during those lazy summer evenings. The properties are within walking distance of the shops, a busy colourful weekly street market and the nearby train station, making it an excellent choice as a touring base. After a hard day sightseeing why not take advantage of a local restaurant that will deliver breakfast, lunch or dinner to your door (approximately two hours notice is required). If you would like a meal on your first night, please ask us for a menu so this can be arranged with the owner in advance.

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

    • Distance to Camucia 200m
    • Distance to Cortona 3km
    • Distance to Lake Trasimeno beaches 10km
    • Nearest facilities 200m
    • Nearest airport Perugia
    Distance to Camucia 200m
    • Distance to Cortona 3km
    • Distance to Lake Trasimeno beaches 10km
    • Nearest facilities 200m
    • Nearest airport Perugia

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  • Casa Bucine

    Bucine

    Grade
    4
    2
    0
    2
    Ref: ITS349

    This stylishly restored and tastefully decorated, semi-detached holiday property is set in a picturesque hamlet. The living area is on the ground floor and the bedrooms are located on the first floor accessed either via an internal spiral staircase or an external staircase. Guests have use of an outdoor swimming pool with a sunbathing area and a tennis court, 100m, which are shared with other similar properties on the complex. Discover Monte San Savino and the warm thermal baths of Rapolano, 15km away. Explore Siena, 30km, or a little further, Arezzo at 35km away.

    Ground floor: Living room with double sofa bed/dining room. Kitchen. Open-sided, open-tread, spiral stairs to first floor: Second living room. 2 bedrooms: 1 double, 1 twin. 2 bathrooms with bath, shower cubicle and toilet.

    Open fire in living room. CH. Two satellite TVs. CD. Gas/electric cooker. D/washer. Shared garden and furniture. Terrace. Shared BBQ. Parking (2 cars). Shared outdoor swimming pool (162m²), open mid-May to mid-Oct. Shared tennis court. No smoking. NB: Property accessed by rough track. Alternative external stairs to first floor.

    • Distance to Ambra 6km
    • Nearest facilities 6km
    • Nearest airport Florence

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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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  • Carmen

    Marcialla, nr. Barberino Val d’Elsa

    Grade
    4
    2
    0
    2
    Ref: ITF390

    This holiday apartment lies on the first floor and is part of an old building dating back to the 18th century. It lies next to the main square of Marcialla, a small village just 4km from Barberino Val D’Elsa, and is situated halfway between Siena and Florence. The Chianti region is famous both for its landscape and for the produce of its land. The great wine produced in the area has given to the area celebrity and fame all over the world.

    All on first floor: Living/dining room. Kitchen with dining area. 2 bedrooms: 1 double, 1 twin. Bathroom with shower attachment, bidet and toilet. Shower room with toilet. Tiled floors throughout.

    Central heating. Cot. Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. On road parking.

    • Distance to Marcialla 5m
    • Nearest facilities 30m
    • Nearest airport Florence

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