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2,348 Results  |  
17 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £896 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful holiday resort near Montepulciano and Pienza  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £417 /night

£2918 - £3825 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Cottage in the tuscan countryside close to Siena and Florence, in the Chianti shire. Typical tuscan style and very comfortable place. Swimming pool and huge garden.  …see more

13 Photos

Apartment | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £187 /night

£1306 - £1894 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Around the 1756 building, the lawn borders the pinewood and surrounds the “Podere Costarella” swimming pool.
 Located on the ridge of a hillock overlooking the valley, the swimming pool with perimeter overflow offers guests a unique and suggestive view of the Tuscany co  …see more

Featured properties

24 Photos

Farmhouse | 10 Bedrooms | sleeps 20

Short stays welcome

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from £480 /night

£3359 - £3732 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
The Wine Estate of Castelnuovo Tancredi has 3 stone farmhouses with a shared pool overlooking the gorgeous countryside, set in a private game reserve. Rent a farmhouse individually, or the entire property. Ideal for family reunions and weddings. You haven't seen the real Tuscany until you seen the Val d'Orcia. Wine tastings and cooking classes on site.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £80 /night

£560 - £1157 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Siena Apartment sleeps 5 with 110 square metres set on two floors, complete with swimming pool. Air-conditioned. Its part of an old Tuscan farmhouse which has been completely restored.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £619 /night

£4329 - £7034 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden
Villa in San Casciano Dei Bagni with 5 bedrooms sleeps 10  …see more

18 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £246 /night

£1717 - £4254 / week

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Key info:

  • Nearest beach 150 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The villa is located 800 meters from a traditional Tuscan restaurant and four kilometers from the nearest village of Montepulciano where you'll find a few shops, restaurants, and a market. Nearby: Pienza, Montefollonico, Bagno Vignoni, Cortona, Orvieto, Castiglion del Lago, S.Quirico, Montalcino  …see more

8 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £171 /night

£1195 - £1866 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Not far from Siena, for 5 minutes along the road from San Gimignano goes towards Gambassi, we find the gates of Villa Panorama. It is an old building of more than 5 centuries and tastefully decorated and with quality furniture and style typical of the villas in Tuscany  …see more

18 Photos

Farmhouse | 3 Bedrooms | sleeps 6

1 night min stay

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from £29 /night

£200 - £1500 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
The feeling of being not only in a different age but even out of the world disappears when we realise that we are just a few kilometres away from cities rich in art, history and culture such as Siena, Pienza, Montalcino as well as Florence, Arezzo, Perugia.  …see more

7 Photos

Hotel apartment | 7 Bedrooms | sleeps 22

1 night min stay

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from £86 /night

£598 - £3657 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
It is the second structure that we have opened. Half way up the main street of Montepulciano, a few meters from Piazza delle Erbe and the Tower of Pulcinella, “La Dimora” provides large space and is equipped with every comfort, air conditioning and Wi-Fi included. On t  …see more

22 Photos

Cottage | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £179 /night

£1247 - £1642 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This holiday home in Tuscany is immersed in the green countryside of the Sienese hills, between the Chianti area and the Val d'Orcia. Located 40 km east of Siena, this charming old farmhouse is quite near to the medieval villages of Lucignano and Sinalunga,  …see more

100 Photos

Villa | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £155 /night

£1083 - £1866 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • No pets allowed
Il Torrino is a wonderful 4 bedroom villa set within a small and perfectly kept Tuscan medieval village and situated atop a hill with stunning views over the Chianti vineyards. Once a Medieval watch tower, the property oozes character and charm, but has been completely renovated to an extremely high standard providing holidaymakers with all the mod cons they could possibly want and need. Outside, the property is surrounded by a large field offering guests complete privacy. Guests also have a private garden equipped with table and chairs and parasol and enjoy use of a shared infinity swimming pool.  …see more

14 Photos

Farmhouse | 7 Bedrooms | sleeps 18

Short stays welcome

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from £192 /night

£1344 - £2165 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Entire Farmhouse in Montepulciano with 5 independent apartments, a large garden, seasonal outdoor pool. Tuscany country estate surrounded with the wonderful Nobile-vineyards and Touscany country.  …see more

20 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £180 /night

£1254 - £1754 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Beautiful house with private pool in one of the most interesting area of Tuscany. It also perfect for trekking, jogging and mountain biking among the forests of Monte Amiata.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

3 Nights min stay

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from £160 /night

£1120 - £2109 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
"Villa Palazzone" is a charming country house set in the Siena province in the heart of a large estate of 153 hectares. It is very close to the beautiful little towns of Sarteano, Cetona and Città della Pieve and within 30 minutes from the lakes Trasimeno and Bolsena.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £75 /night

£523 - £560 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
Double room with a double bed, bedroom with two single beds, living room with fireplace and double sofa bed, kitchenette, bathroom. The apartment has got beautiful arches and stone walls. Heating. Ground floor.  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

1 night min stay

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from £102 /night

£709 - £911 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • No pets allowed
Beautiful and typical apartment for 2/4 people located inside a wine farm up to a Chianti hill, close to Siena. The resort has also a restaurant that propose tuscan receipts, an enchanting swimming pool overlooking the valley  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £139 /night

£971 - £1642 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Offers a unique view of the surrounding valley typical of the Sienese hills (olives and grapes) and is located a short distance (3 km) from the town of San Gimignano famous for its medieval towers.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 13

7 Nights min stay

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from £297 /night

£2079 - £4851 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Luxury Villa near Pienza, ideal for large families or friend's group.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

4 Nights min stay

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from £262 /night

£1829 - £3336 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Nearby there are others agreeable towns like Pienza, Cortona, San Quirico d'Orcia, making it an ideal destination from which to savor the full essence of Tuscany. All around the villa an enchanting garden equipped with gazebo, table and chairs, the swimming pool  …see more

20 Photos

Villa | 5 Bedrooms | sleeps 12

3 Nights min stay

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from £160 /night

£1120 - £1254 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Farmhouse Casa Orcia is situated in the province of Siena in the peaceful heart of Val d'Orcia, a beautiful landscape of UNESCO patrimony. Also available for long term rentals Security deposit € 500 city tax € 2,50 for person/night up to 4 nights heat on consumption €50/day ask rega  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £208 /night

£1456 - £3396 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This superb villa with pool in Tuscany is located at 8 km from the pretty medieval village of Asciano, 30 km east of Siena. Surrounded by a private garden full of olive trees, this holiday home has been renovated to an extremely high standard  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £182 /night

£1269 - £3956 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

24 Photos

Villa | 8 Bedrooms | sleeps 14

7 Nights min stay

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from £235 /night

£1642 - £2986 / week

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Key info:

  • Nearest beach 40 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The Piaggione of Serravalle is like a gateway entrance that protects an uncontaminated hill that seems lost in time and where nature apparently undisturbed articulates its own natural rhythms. Located on one of the highest summits of Chianti, in between Siena and Flore  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

1 night min stay

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from £747 /night

£5224 - £9329 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
Amazing villa,with pool and large garden close to Siena  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 10

7 Nights min stay

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from £200 /night

£1396 - £2612 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Villa in Siena with SPA room, exclusive use.  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £70 /night

£486 - £598 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition  …see more

12 Photos

Villa | 8 Bedrooms | sleeps 25

7 Nights min stay

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from £86 /night

£598 - £2612 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Tuscany, Toscana, Casale, Piscina, Vigneto, Corsi cucina, Caccia al tartufo, Villa, Casa Vacanze, Italia, Equitazione, Matrimonio, matrimoni, eventi, lusso, Catering ;Tastings and Wine Tour's; Truffle Hunting ;Cooking Classes; Excursions; Horse Riding  …see more

15 Photos

Farmhouse | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £135 /night

£941 - £1642 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence privancy  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £363 /night

£2538 - £3583 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Cosoli is located in Chianti Classico, conveniently half way from Florence and Siena. The villa overlooks a massive olive grove but yet surrounded by a great view of surrounding vineyards and small cities in the distance. 3 hours weekly housekeeping is included as well as the complete house cleaning after leaving.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£374 - £1568 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Pets welcome
www.ilcellese.it  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 3

1 night min stay

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from £38 /night

£262 - £392 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
La Piccola Loggia è una locazione ad uso turistico privata Ideale per trascorrere vacanze tranquille nella campagna toscana La sua posizione è strategica in quanto si trova vicino alle strade di grande scorrimento e permette di fare  …see more

15 Photos

Watermill | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £187 /night

£1306 - £1978 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Beutiful old structure located in one of the most unspoiled place of the area. this Villa , with two annex one just adjacent , the second at 100 meters , is ideal for family or friends groups.  …see more

10 Photos

Apartment | 4 Bedrooms | sleeps 12

4 Nights min stay

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from £128 /night

£896 - £2165 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
We offer our guests secluded luxury close to most historic and picturesque towns of Siena, Pienza, Montalcino, Montepulciano and many others. Air conditioning, internet wi-fi, panoramic views, swimmingpool. The nearby Casciano di Murlo offers all kind of services. wonderful views, peace and quiet, nature and sports lovers will love hiking, biking in the neighbourhood.  …see more

13 Photos

B&B | 11 Bedrooms | sleeps 24

3 Nights min stay

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from £74 /night

£518 - £6238 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Romantic location surrounded by olive trees and vineyards Beauiful B&B near San Gimignano in the heart of Tuscany New comfortable rooms Rich breakfast buffet on the terrace Large swimming pool with loungers Free parking Olive oil and precious wines from home production  …see more

21 Photos

Tower | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £91 /night

£635 - £672 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Torre Romantic View Lake Vineyards Olive Grouth Swimming Pool Wine Relax Families Childrens Peacefull The Torre is 1,5 km from Radda enjoing all the facilities of a charming small village. Full of Activities!  …see more

24 Photos

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £214 /night

£1493 - £1792 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Warm and welcoming, ten kilometres away from Sienna this is an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer who has chosen to preserve the very best of the Tuscan tradition.  …see more

24 Photos

Castle | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £107 /night

£743 - £941 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
A country hideaway with traditional comforts. Excellent equestrian, golfing and spa activities, hiking and biking. An excellent base for touring art cities and Chianti and Brunello wine countries. For nature lovers, artists and photographers. Full concierge services. Please request for Formignano B&B, Horse Riding & Golf, Spa Days, Art City & Local Tours, Weddings & Events.  …see more

19 Photos

Villa | 5 Bedrooms | sleeps 12

Short stays welcome

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from £171 /night

£1195 - £2239 / week

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Key info:

  • Swimming pool
  • Suitable for children over 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Molino la Senna is a beautiful house for families and groups - a pool set in the landscape, a great pizza oven and fantastic wysteria.  …see more

14 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £150 /night

£1045 - £1866 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
  • Private garden
The Romance Cottage represents a slice of Italian life that's not easily replicated. This lovely cottage is set in a residential neighborhood less than two miles or a 10 minute drive from Siena with easy access into the city.  …see more

16 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £1000 /night

£7000 - £9400 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
Luxury Villa in Chianti panoramic view, private swimming pool, 6 bedrooms, ensuite bathrooms, air cond, heating, wine tasting and visit to cellar included. Half an hour from Florence and Siena, 15 minutes drive from San Gimignano  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £125 /night

£873 - £1040 / week

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Key info:

  • Nearest beach 90 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Rose apartment is a charming house, perfect for a pleasant holiday in Siena. Located in a noble palace, in the heart of the city, it is furnished with elegance, style, antique furniture, modern and fully equipped kitchen, two double bedrooms, two bathrooms. Air conditioning available in the common area. Euro 5,00 per day  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £59 /night

£411 - £590 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
The cottage is equipped with heating, sat TV, outside space with table and chairs under the shadow of garden plants, barbecue, private parking space.  …see more

24 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £92 /night

£640 - £711 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Romantic and charming 14th century fortress. Very authentic medieval atmosphere. Strategically located between Val d'Orcia and Crete Senesi, close to Montalcino, Montepulciano, Pienza and Siena. Shops at walking distance. Organic wine and extra virgin olive oil.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £773 /night

£5411 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • No pets allowed
  • Private garden
An independent farmhouse that sleeps 10 and is composed of a main building and a tower. The main house sleeps 6 people. Excellent furnishings and well appointed property.  …see more

13 Photos

House | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £108 /night

£750 - £950 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
Italy, Tuscany, Chianti, Castellina in Chianti, Florence, swimming pool, tennis court, private garden, stunning views, Luxury interior designed, house, beautiful gardens, San Gimignano, Siena, Florence, Firenze.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £53 /night

£366 - £445 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • No pets allowed
Two Rooms, 40 sqm, a kitchen and tv, a double bedroom, a bathroom with shower. The apartments are at the first floor. On the ground floor externally there are tables, chairs and umbrellas for common use.  …see more

20 Photos

Apartment | 4 Bedrooms | sleeps 9

1 night min stay

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from £127 /night

£889 - £1045 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
On the ground floor of a 1600 Villa ,completely renovated for the maximum comfort of guests. All windows facing the valley and the natural reserve below.50 square meter private terrace with incredible view on the countryside.15x4 meter swimming pool .  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 8

1 night min stay

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from £86 /night

£598 / week

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Key info:

  • Great for children of all ages
  • Pets welcome
  • Private garden
Siena apartment vacation by owner sunny rental homelidays housetrip Sienese countryside loggia quiet There are two little buses each 7' minutes that bring you in 5' minutes in Piazza del Campo or in Piazza del  …see more

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House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £356 /night

£2488 - £3376 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Walk to the local restaurants & grocery store or drive a short distance to numerous historical towns, but still enjoy the privacy & beautiful scenery of Tuscany. Dine 'al-fresco' under the vine-draped pergola & swim in the pool that looks out upon a timeless landscape. If you desire privacy with convenience; scenic views without isolation, Casa Oliveto is for you!  …see more

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