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1,701 Results  |  
19 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £223 /night

£1560 - £2400 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Elegant air-conditioned villa with private pool to rent close to Montepulciano – sleeps 6 From 2160€ to 3480€ a week  …see more

21 Photos

Castle | 6 Bedrooms | sleeps 16

7 Nights min stay

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from £412 /night

£2880 - £3080 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Pets welcome
  • Private garden
Romantic castle with pool to rent near Montepulciano – sleeps 14+2 From 3300€ to 3850€ a week  …see more

14 Photos

Villa | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £343 /night

£2400 - £3600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Large mansion with private pool to rent near Monteroni d'Arbia - sleeps 11 From 3000€ to 4500€ a week  …see more

Featured properties

19 Photos

Villa | 3 Bedrooms | sleeps 6

2 Nights min stay

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from £255 /night

£1781 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Vila is in Sarteano Italy which is a small Tuscan town rich in history and beautiful Tuscan Architecture. It has a Castle open to the public, a museum, and A Parc with Pools which consists of thermal spring waters. Town has a Fresh Pasta Store, Pasticceria, and a Market Need a Car  …see more

20 Photos

Farmhouse | 5 Bedrooms | sleeps 9

Short stays welcome

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from £124 /night

£864 - £1664 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
Comfortable country house with private pool to rent near San Casciano dei Bagni – sleeps 9 From 1080€ to 2040€ a week  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £55 /night

£382 - £509 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Giotto is a warm and welcoming two person apartment, ideal for a romantic stay just 10 kilometres away from Sienna. Set in an ancient, XVth century villa, recently restored by a sensitive and art historically conscious architect and designer. Virtual Visit Giotto http://www.visitesvirtuelles-360.com/hebergement/giotto/giotto.html  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

2 Nights min stay

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from £79 /night

£552 - £679 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
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

Apartment | 6 Bedrooms | sleeps 14

2 Nights min stay

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from £243 /night

£1696 - £2036 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Great for children of all ages 5
  • 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

23 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £150 /night

£1050 - £1147 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • 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

18 Photos

Fort | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £104 /night

£727 - £808 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • 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 | 3 Bedrooms | sleeps 9

7 Nights min stay

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from £110 /night

£764 - £1696 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • Pets welcome
  • Private garden
Thanks to its centrality and good road connection (the Florence-Siena dual carriage-way runs at just 7 km from the property) this place is an excellent starting point for daily trips to the main cultural sites of Tuscany: Colle di Val D'Elsa town is approx. 5 km. far. Within walking distance (approx.500 metres) a small village is offering a market, two bars and a restaurant.  …see more

21 Photos

B&B | 1 Bedroom | sleeps 2

2 Nights min stay

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from £68 /night

£475 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
In private cottage - "PANORAMIC DELUXE" double room (35 m2) with private terrace, free air conditioning, free wifi internet connection , swimmingpool in radda in chianti  …see more

22 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£424 - £1010 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
ARCOBALENO 110 m2 - 6 Guest . coveredy by free Wi-Fi Charmed Villa located 1km far from Radda in Chianti, Siena-Tuscany, in the heart of the Chianti Classico- with private garden, indipendent entrance, tv/sat, free WI-FI nternet connection and swimmingpool.  …see more

23 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Good 3/5 

7 Nights min stay

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from £61 /night

£424 - £959 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa ROSA 110 m2 - 6 Guest . coveredy by free Wi-Fi Charmed Villa located 1km far from Radda in Chianti, Siena-Tuscany, in the heart of the Chianti Classico- with private garden, indipendent entrance, tv/sat, free WI-FI nternet connection and swimmingpool.  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £60 /night

£416 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
The rooms is located 1 km from Radda in Chianti with indipendent entrance, outdoor sitting area, tv/sat , free WI-FI internet connection and swimmingpool use  …see more

21 Photos

Farmhouse | 1 Bedroom | sleeps 2

rentals_reviews_rating_2 

7 Nights min stay

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from £51 /night

£357 - £509 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children over
  • Car essential
  • No pets allowed
  • Private garden
Villa "VIOLA" - 2 Guest . Located 1 km far from Radda in Chianti town, with private and panoramic garden, indipendent entrance, fee SKY tv/sat, free WI-FI internet connection , swimmingpool use  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £59 /night

£408 - £789 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa MIMOSA - 4 Guest - 75 m2 Charmed villa located 1 km from Radda in Chianti, Siena-Tuscany, in Chianti Classico - with private garden, indipendent entrance, Sky Tv/Sat , free Wi-Fi internet connection, swimmingpool use free BBQ. 1 km far from Radda in Chianti.  …see more

20 Photos

Villa | 2 Bedrooms | sleeps 4

1 night min stay

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from £166 /night

£1162 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
You can upgrade your stay to include 2 Vespa 125cc Scooters for a daily cost of Euro 60 per day per scooter plus IVA tax. Ask when booking about the scooters!  …see more

10 Photos

Apartment | 5 Bedrooms | sleeps 9

2 Nights min stay

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from £91 /night

£636 - £1018 / week

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Key info:

  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A simple old house, functional and warm with manifold opportunities to fully enjoy the Tuscan atmosphere. The terrace with garden in the West side and the olive tree grove on the East, allow you to choose separate locations for your relax. Free in/outside wifi.  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 18

3 Nights min stay

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from £91 /night

£636 - £1018 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
we are in the middle of the crete senesi's heart , strategy point for found the fantastic and beautiful small medioval village  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £52 /night

£363 / week

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Key info:

  • Nearest beach 35 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
A place where where you can find, good temperature, nature, relax and fantastic italian food!! distances: - 30 km from Pescara (sea) - 20 km from the National Park of Gran Sasso/Monti della Laga, AQ - 40 km from the Majella National Park, Sulmona, AQ - 190 km from Rome Private entrance, parking, 2 double bedrooms + 1 single bedroom / study, living room / kitchen with fireplac  …see more

4 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £4028 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
Large stone farmhouse with gorgeous private swimming pool. Immaculately restored and lovingly furnished. Fully fenced grounds. Idyllic setting in tiny historic hamlet. Chianti on your doorstep, easy access to Tuscany's best loved cities (Florence, Siena, San Gimignano). Barbecue (coal). Wi-Fi included. Fly nets on all bedroom windows. Fans in all the bedrooms.  …see more

24 Photos

Lodge | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £197 /night

£1374 - £2502 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Modern and tastefully decorated cottages with an infinity swimming pool where you can totally relaxed surrounded by the typical tuscany landscape: a fantastic view. Perfect for families, couples or groups of friends to enjoy cultural, art, good wine and italian food:  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £128 /night

£891 - £1069 / week

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Key info:

  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Thanks to the “Self-catering Formula” our guests will feel like they're at home, the equipments of every flat are really complete. The position in the heart of Chianti makes Resort Olmo a privileged starting point to explore Tuscany.  …see more

16 Photos

Farmhouse | 4 Bedrooms | sleeps 10

1 night min stay

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from £170 /night

£1188 - £1959 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden
TUSCANY (Montepulciano) PODERE SAN PIETRO, ancient country house recently restored, with 3 bathrooms, 4 bedrooms (max 10 sleepers), provided of private swimmingpool, fenced garden 3000 sq.m. Medium and small size pets are allowed.  …see more

21 Photos

Villa | 8 Bedrooms | sleeps 12

Short stays welcome

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from £388 /night

£2714 - £5038 / week

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Key info:

  • Nearest beach 45 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

22 Photos

Apartment | 4 Bedrooms | sleeps 9

1 night min stay

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from £178 /night

£1240 - £2000 / week

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Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
Holiday accommodation / Villa in S. Gimignano PANORAMIC VIEWS  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £55 /night

£382 - £424 / week

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Key info:

  • Nearest beach 60 km
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
Quiet apartment, overlooking the valley of Elsa, renovated in 2012, near San Gimignano and Volterra  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £206 /night

£1442 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
A really charming and cosy mansard in the ancient stone villa Pian dell'Asso near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for a relaxing holiday: good food and wine, art and sport.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

Very Good 4/5 

4 Nights min stay

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from £63 /night

£440 - £560 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

23 Photos

Villa | 7 Bedrooms | sleeps 14

7 Nights min stay

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from £286 /night

£2000 - £4800 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Podere Sant'Albino is a 16th century farmhouse built on Roman foundations, nestled between woods and olive groves.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £119 /night

£832 - £1300 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Colonica Gigli is a portion of a typical Tuscan farmhouse immersed in the green Chianti hills covered with vineyards and olive groves. Recently restored the original stone building stands in a well tended green lawn.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £29 /night

£200 - £784 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
I Tigli is a splendid apartment with two bedrooms and two bathrooms which is part of a property with a total of 6 apartments sharing a pool.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £143 /night

£1000 - £1480 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 8 Bedrooms | sleeps 16

4 Nights min stay

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from £486 /night

£3400 - £3920 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Villa Bossona is an impressive villa which dates back to the eighteenth century. Ideal for quiet and relaxing holidays it is located in the sweet Montepulciano hills few minutes from the town.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £343 /night

£2400 - £3160 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

15 Photos

Townhouse | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £100 /night

£700 - £900 / week

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Key info:

  • Nearest beach 100 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
In the very center of a lovely ancient medieval village stands Casa Marelli. Recently carefully restored preserving all the traditional Tuscan characteristics of the building such as wooden beamed ceilings and brick work arches.  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 12

7 Nights min stay

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from £389 /night

£2720 - £4800 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

19 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £263 /night

£1840 - £2960 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

23 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £218 /night

£1520 - £2880 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

21 Photos

Villa | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £79 /night

£552 - £840 / week

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Key info:

  • Nearest beach 95 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
This Tuscan 17th century farmhouse with 2 bedrooms, Villa Arpicella, is located very close to Pienza and it enjoys the stunning countryside setting with spectacular wide open views.  …see more

22 Photos

Villa | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £120 /night

£840 - £1200 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 10 Bedrooms | sleeps 20

7 Nights min stay

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from £629 /night

£4400 - £5600 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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

24 Photos

Villa | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £134 /night

£936 - £2120 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
  • Private garden
A cypress tree lined road will lead you to Villino le Tortore and it represents a perfect introduction to this amazing Tuscany villa located just 15 minutes walking from Piazza del Campo, the very heart of Siena.  …see more

24 Photos

Villa | 9 Bedrooms | sleeps 18

7 Nights min stay

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from £1000 /night

£7000 - £10176 / week

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Key info:

  • Swimming pool
  • Great for children of all ages 5
  • 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 £136 /night

£952 - £2040 / week

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Key info:

  • Nearest beach 95 km
  • Swimming pool
  • Great for children of all ages 5
  • 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 | 5 Bedrooms | sleeps 8

3 Nights min stay

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from £458 /night

£3200 - £4640 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • No pets allowed
  • Private garden
This comfortable, cosy villa nestles on a sheltered incline among gently rolling hills. These are covered in Brunello wine-producing vineyards, which border the lower pool-terrace. The San Giuseppe winery, from which the house takes its name, is situated nearby.  …see more

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Villa | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £151 /night

£1052 - £2120 / week

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Key info:

  • Nearest beach 115 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

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Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £389 /night

£2720 - £3800 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
Casa Oliveto is the guest villa, and sits at the end of an olive grove known for producing one of Italy's premier extra virgin olive oils. The villa, the pool & the gardens are totally private - separated from the main house by a large expanse of olive grove.  …see more

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Villa | 8 Bedrooms | sleeps 16

7 Nights min stay

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from £389 /night

£2720 - £4720 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Great for children of all ages 5
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Villa La Torre is a medieval lookout tower, built more than 8 centuries ago on Etruscan foundations, and at a later date incorporated into the farmhouse structure.  …see more