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1,457 Results  |  
15 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £49 /night

£342 - £629 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Our farm is the only one with a horse on the property, offers a beautiful view, surrounded by green gardens, with a wood-burning oven in the central courtyard and have WI-FI internet access. We offer many services and activities of a different kind, for everyone.  …see more

20 Photos

Villa | 11 Bedrooms | sleeps 22

1 night min stay

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from £37 /night

£257 - £3249 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
On the ground floor there are large rooms, with fireplaces, which lead outside to a semi-circular parterre-solarium paved in terracotta.On the first floor there are 8 double rooms all with private bathrooms with shower. On the ground floor there's a double room with private bathroom  …see more

23 Photos

Apartment | 3 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £143 /night

£1000 - £1500 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
A bright roomy south facing 3 bed/2 bath apartment with panaramic views over Gaiole and the hills beyond. Enjoy al fresco dining on the terrace or doze in a wisteria shaded hammock. Relax by the pool, take a cycle ride or just stroll down to the village restuarants. Maggiore is ideally situated to enjoy the areas premier events including Siena Palio and Gaiole Eroica.  …see more

Featured properties

23 Photos

Farmhouse | 1 Bedroom | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £104 /night

£727 - £1197 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
Indipendent apartment in charming Tuscany farmhouse with private pool, in the heart of Val d'Orcia and Val di Chiana.Close to thermal centre and perfect to relax and discover some of the most characteristic villages of Tuscany.  …see more

21 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £58 /night

£404 - £904 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beautifully converted apartments in Tuscan farm buildings, perfectly situated between San Gimignano and Volterra. Fantastic views , pool,terraces, peaceful yet easy access to Siena, Florence and Pisa..  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

Very Good 4/5 

7 Nights min stay

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from £36 /night

£248 / week

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Key info:

  • Nearest beach 120 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
House with character, near 'Parco delle piscine', ideal to visit Tuscany and Umbria.  …see more

17 Photos

Apartment | 1 Bedroom | sleeps 2

4 Nights min stay

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from £43 /night

£299 - £646 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
holiday resort located in the middle of a vine yard, few minutes from Montepulciano. Excellent wine for tasting  …see more

24 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £110 /night

£770 - £5130 / 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
Private Apartment in historic Villa with swimming pool, tennis court and 5 hectare garden. Near Siena, Montepulciano, Cortona etc. 4 bedrooms (or more if needed) with 2 bathrooms, 1 separate WC, 1 kitchen, 1 living room, private terrace and garden!  …see more

24 Photos

Farmhouse | 10 Bedrooms | sleeps 20

Short stays welcome

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from £550 /night

£3847 - £4275 / 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

Farmhouse | 1 Bedroom | sleeps 4

5 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Romantic one bedroom apartment in Elegant Liberty country village close to Siena medieval city. Picturesque courtyard and garden for outdoor dining.  …see more

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £44 /night

£304 - £513 / week

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Key info:

  • Great for children of all ages
  • No pets allowed
  • Private garden
This apartment would be a good base to visit Siena and the hilltop towns – you would particularly like Monteriggioni, San Gimignano, Montalcino, Pienza, Montepulciano, and Castellina in Chianti!  …see more

16 Photos

Farmhouse | 6 Bedrooms | sleeps 20

Excellent 5/5 

2 Nights min stay

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from £513 /night

£3591 - £4959 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Climatized villa with swimming pool, wi-fi,and TV with Sky channels, offers relax and fun at only 7 miles from Siena. The Count Filippo Fiorentini, English speaking will welcome you with a good glass of wine, in his villa.  …see more

10 Photos

Farmhouse | 4 Bedrooms | sleeps 16

2 Nights min stay

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from £367 /night

£2565 - £3420 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
The Podere Podernovo offers accomodation up to 16 people,with all comforts,as heating, air condititioning, Internet,wi-fi, Tv with Sky.The Count Fiorentini will welcome you in his farmhouse just 12 km south of Siena in the Arbia valley.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £92 /night

£642 - £855 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The villa Podernovo offers a nice apartment called Il Forno, with stunning view on the sunflowers fields, with all comforts such air conditioning.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £98 /night

£684 - £1026 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
This the nice large apartment at the ground floor of our villa.  …see more

5 Photos

Apartment | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £92 /night

£642 - £855 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
The Il Pino apartmnet is located at the first floor of the Podere Podernovo at San fabiano farmestate  …see more

9 Photos

Farmhouse | 9 Bedrooms | sleeps 22

2 Nights min stay

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from £77 /night

£539 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
Beautiful estate were you can have organize a holiday in a private structure or bed and breakfast service.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

1 night min stay

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from £81 /night

£565 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Enjoy Tuscany, in a unique village in a UNESCO world heritage site: access to art, good food and excellent wine.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

Very Good 4/5 

4 Nights min stay

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from £64 /night

£444 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
Beautiful apartment in Tuscan villa on the Sienese hills, stunning views. Self catering, shared pool with garden and private verandas. 20 minutes away from Siena, 45 minutes away from Florence. Ideal location for families and groups. Casanova is ideally located to discover the most beautiful spots as well as the art treasures of Tuscany.  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £153 /night

£1069 / 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 | 5 Bedrooms | sleeps 11

Short stays welcome

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from £242 /night

£1693 - £2556 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Splendid 18th century mansion with typical Sienese architecture. It is situated next to the historical village of Basciano. The house position is ideal because one reaches the Chianti region in a few minutes or can enjoy the culture and convenience of the city of Siena.  …see more

16 Photos

Barn | 1 Bedroom | sleeps 3

Short stays welcome

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from £73 /night

£505 - £625 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
The property location allows a pleasant vacation in the countryside, and is a good point of reference for visiting Siena (5 miles).  …see more

14 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £81 /night

£561 - £803 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
This is a beautiful traditional stone house completely refurbished over two years ago. As a result the fit out is of a very high quality.Located on a hill overlooking a Unesco world heritage site with wonduferfu; views and sunsets to take home.  …see more

8 Photos

Farmhouse | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £62 /night

£428 - £513 / week

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Key info:

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
Excursions in the nature, the taste, the cities of art and the well-being. The Lands of the province of Siena offer one series of distances between art, nature, well-being and gastronomy like perhaps no other place to the world: leaving from Siena, with its ducky beau WiFi is available in all areas and is free of charge. Free private parking is possible on site (reservation  …see more

15 Photos

Cottage | 1 Bedroom | sleeps 4

2 Nights min stay

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from £61 /night

£424 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
An intimate and fully equipped flat in the heart of the old town of Sinalunga. Ideal for relaxing.  …see more

24 Photos

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £245 /night

£1710 - £2052 / 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

Guest house | 2 Bedrooms | sleeps 4

Excellent 5/5 

2 Nights min stay

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from £170 /night

£1189 - £2351 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa di Geggiano - home and winery of the Bianchi Bandinelli family since 1527. Just 5 kilometres from Siena, in the hills of Chianti Classico. Originally built in 14th century, the the Villa has now been complemented by the recent addition of two luxury guest suites. The Villa and its gardens are a National Heritage property and there is a great deal to see and enjoy!  …see more

13 Photos

Apartment | 1 Bedroom | sleeps 5

Very Good 4/5 

1 night min stay

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from £43 /night

£300 - £419 / week

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Key info:

  • Great for children of all ages
  • Some pets are welcome - please contact the owner
A few minutes' walk from Siena centre and Railway Station, this welcoming apartment overlooks the Tuscan hills. It is perfect for travelers looking to visit Siena and surrounding medieval towns and markets. Great for couples or single travelers.  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 12

Short stays welcome

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from £391 /night

£2736 - £5078 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • 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 Floren  …see more

19 Photos

Apartment | 2 Bedrooms | sleeps 6

1 night min stay

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from £74 /night

£513 / week

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Key info:

  • Nearest beach 170 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
You can easily access to the historic part of Montepulciano and its old style and art shops, monuments and churches (100mt.). Also very close to all of the others Montepulciano 's facilities.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £404 /night

£2823 - £5242 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Luxury air-conditioned villa with pool, Jacuzzi and sauna close to San Gimignano – sleeps 12 From 3500€ to 6500€ a week  …see more

19 Photos

Farmhouse | 6 Bedrooms | sleeps 12

2 Nights min stay

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from £98 /night

£684 - £2138 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Beautiful Tuscan country house and cottage set on a natural terrace with commanding views of the Tuscan hills. Deep in the countryside with easy day trips to Florence, Sienna and Perugia.  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £58 /night

£404 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
If you are looking for a romantic holiday, away from it all, in a perfect Tuscan village, to discover secret Tuscany this is the place: good food, wine , art and all set in an unique landscape.  …see more

22 Photos

Villa | 5 Bedrooms | sleeps 14

3 Nights min stay

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from £72 /night

£500 - £2400 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Italy, Tuscany, Siena , beautiful villa with swimming pool. Incredible views, perfect holiday location.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £202 /night

£1412 - £1775 / week

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Key info:

  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Farnetella is an old farmhouse dating back to the XVII century, which has been carefully restored respecting all the traditional architectural characteristics, preserving the stone walls, the original wooden beamed ceilings and the terracotta floors.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1009 /night

£7057 - £12380 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Set on a large estate with extensive views over the Crete Senesi and Siena countryside, this villa is just perfect for family reunions or large group of friends. Built in stone and brick, this Tuscany villa consists of a main villa and a dependence.  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £138 /night

£960 - £2057 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
It is the most photographed house in the area, a symbol of the Tuscany countryside, featured on many postcards and calendars simply because it has maintained the charm of the old farmhouse and the surrounding fields, without any new buildings as far as the eye can see.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £346 /night

£2420 - £3186 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Villa Nuti is an elegant XVII century manor only 3 km from the center of Siena. From its unique terrace it enjoys privileged magnificent views of the town with its famous bell towers.  …see more

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £634 /night

£4436 - £6291 / week

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Key info:

  • Nearest beach 85 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The large 800 sqm villa is an ancient historical residence. Villa Siena, an 18th century villa, rises within a secluded parkland in the hills of Tuscany.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £219 /night

£1533 - £1855 / week

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Key info:

  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Il Maggio is a typical 18th century Tuscan hill house. The villa offers all modern conveniences and some very particular details including a carefully designed and comfortably furnished solarium with large heated spa bath, a few steps from the house.  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 14

Excellent 5/5 

7 Nights min stay

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from £542 /night

£3791 - £6371 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
This spacious, stylishly furnished villa is set in extensive grounds, which offer a choice of venues for outdoor relaxation and dining. It is tucked away in a very secluded spot, amid gently rolling wooded hills.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £121 /night

£847 - £1210 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
This little, two-storey, converted Tuscany farmhouse has been meticulously restored in a simple, rustic style, employing high-quality traditional materials.  …see more

16 Photos

Villa | 2 Bedrooms | sleeps 4

Very Good 4/5 

7 Nights min stay

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from £172 /night

£1202 - £1605 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
San Donato is an exquisite gem set in rolling Chianti vineyards with views that stretch 360 degrees past a nearby 13th century hill town to Siena and into infinity.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £145 /night

£1009 - £1250 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Casa Oriolo is an elegant apartment with 3 bedrooms and it is part of a small complex with 3 apartments total sharing a pool. Here you can enjoy a sojourn in contact with nature in a protected and uncontaminated oasis.  …see more

22 Photos

Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £152 /night

£1061 - £2138 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This compact, two-storey, converted Tuscan farmhouse has been extensively renovated, employing in its restoration solely products certified as ecologically friendly.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £392 /night

£2742 - £4839 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa La Corte is a large farmhouse from the early 15th century, built around a thousand-year-old lookout Lombard tower and set inside six hectares of private grounds amidst the hills covered in vineyards and olive trees, just outside of San Gimignano.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £536 /night

£3750 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Just 4 km from Castellina in Chianti Villa Rosa boasts unique views over the Chianti countryside from its romantic terrace and from whole of the villa. The classically furnished interior complete the picture.  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £265 /night

£1855 - £2984 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
The villa is located in a natural reserve and offers walking paths and mountain bike trails, horse riding , historical churches and villas, refreshing dips in the rivers and small lakes.  …see more

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Villa | 4 Bedrooms | sleeps 10

7 Nights min stay

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from £39 /night

£271 - £1896 / week

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Key info:

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Abbadia is an ancient country house located in the village of Abbadia di Montepulciano about 10 km from Montepulciano. The villa is immersed in its green manicured garden with shady mature trees and pots of flowers.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £219 /night

£1533 - £2904 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Croce, recently restored, is situated on one of the most beautiful and panoramic hills around Montepulciano.  …see more