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563 Results  |  
23 Photos

Fort | 1 Bedroom | sleeps 3

3 Nights min stay

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from £108 /night

£751 - £834 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

23 Photos

Fort | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £155 /night

£1085 - £1185 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £56 /night

£386 - £877 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
The accommodation is very comfortable and well equipped.There are several tables and chairs outside where one can enjoy a meal and glass of wine watching the stunning view until darkness falls then watching the fireflies float around as you appreciate the calm serenity  …see more

Featured properties

24 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

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from £48 /night

£331 - £414 / week

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Key info:

  • Nearest beach 120 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Nicely furnished country style apartment, S. Andrea is part of a restored 15 century Monastery with an antique chapel and a brick courtyard. Located in the historic medieval city of Siena. Peaceful and reserved atmosphere. Private Garden, secure indoor parking, WiFi. 1 hour drive from main Tuscan attractions, Florence, S. Gimignano, Montalcino, Chianti vineyard, Hill towns.  …see more

24 Photos

Farmhouse | 1 Bedroom | sleeps 4

2 Nights min stay

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from £60 /night

£420 - £735 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea. Fantastic swimming pool with amazing view of San Gimignano and Tuscany country side. It is very Relax Place!  …see more

24 Photos

House | 13 Bedrooms | sleeps 36

Very Good 4/5 

2 Nights min stay

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from £472 /night

£3300 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
On the sweet hills of the Chianti shire between vineyardand and olive groves, stands the "Podere il Pino". It offers a spectacular view on the beautiful medieval village of San Gimignano and it is very close to art cities as Florence, Siena, Pisa, Volterra and the sea.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £69 /night

£482 - £701 / week

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Key info:

  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Self-catering apartment, very comfortable, three bedrooms, a large living with two comfortable armchairs, and an open well furnished kitchen. Located in a wonderful Tuscan countryside, surrounded by a very large garden and a new pool. Ideal for families.  …see more

10 Photos

Apartment | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £138 /night

£964 - £1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
.This charming accommodation lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away. It is a lovely location for enjoying country walks and relaxingr The pool and the garden are not shared  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £88 /night

£614 - £964 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This charming apartment lies in the countryside enjoying the most marvellous views of the undulating landscape and the towers of the city of San Gimignano only 3km away Next to the garden and enjoying a spectacular panorama is the splendid new swimming pool (12m x 5m)  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Nearest beach 50 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
This house is set in a very convenient location for touring the cities of Tuscany. Siena, Florence and Pisa are all easily accessible by car or public transport.  …see more

24 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £63 /night

£439 - £1840 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
www.ilcellese.it  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Excellent 5/5 

4 Nights min stay

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from £151 /night

£1052 / week

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Key info:

  • Nearest beach 65 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Completely restored old country villa surrounded by private garden with superb views on one of the most pristine parts of Tuscany.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £58 /night

£405 - £868 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Rustic and romantic apartment for up to 7 people (5+2) with swimming pool (1 May-30 Sep), four-poster beds, rustic, classic furniture, garden, terrace, private sunbeds/umbrellas.Situated near San Gimignano with breathtaking views all the way to Volterra Air-cond in every room, very well equipped kitchen, garden + terrace. Internetcafé + Wifi in Montaione 10 km  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £54 /night

£372 - £455 / week

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Key info:

  • Nearest beach 55 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Excellent base for exploring the jewels of Tuscany.  …see more

17 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £76 /night

£530 - £944 / week

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Key info:

  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
2 bedroom beautiful 500 year old restored farmhouse. 7km outside of Montepulciano. Pool, terrace, garden area, patio, and BBQ. 5 minute drive to nearest supermarket, shops, bars and restaurants.  …see more

20 Photos

House | 4 Bedrooms | sleeps 5

Very Good 4/5 

7 Nights min stay

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from £89 /night

£622 - £1288 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
CASALTA di PESA: Beautiful stone Tuscan hamlet in the splendid Chianti Classico vineyards. This property still shows the blazon of the astronomer Galileo Galilei who stayed in this hamlet many years and drew inspiration from the beauties of the surrounding landscape. Casalta di Pesa is an Holiday Home surrounded by vineyards, just outside Castellina in Chianti  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 9

Excellent 5/5 

7 Nights min stay

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from £276 /night

£1928 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
A really charming and full of style apartment in a XVI th century stone villa near Montalcino, Pienza, Siena, Montichiello. An enchanted garden and an amazing swimming pool with view on Montalcino for an unforgettable holiday: good food and wine, art, sport and relax..  …see more

21 Photos

Apartment | 4 Bedrooms | sleeps 9

7 Nights min stay

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from £213 /night

£1490 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £157 /night

£1096 - £1709 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable 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

House | 1 Bedroom | sleeps 5

Very Good 4/5 

3 Nights min stay

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from £50 /night

£348 - £538 / week

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Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Tuscany, near Siena. Lovely small villa in the beautiful countryside, with large garden, veranda and private pool. Ideal for a relaxing holiday in full nature as well as for interesting visits to the sites of art in the area. The house is really cosy, situated in a very central and tranquil location. Siena is only 20 min. drive.  …see more

13 Photos

Farmhouse | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £76 /night

£526 - £1315 / week

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Late Deal: save up to €402 (approx. £332)

Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , TOSCANA , AGRITURISMO , WINE , COOKING CLASS , LANDSCAPE , VIEW , SWIMMING POOL  …see more

14 Photos

Farmhouse | 1 Bedroom | sleeps 4

Min stay varies

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from £76 /night

£526 - £1271 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI CLASSICO , CHIANTI , COOKING CLASS , VIEWS , LANDSCAPE  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

Excellent 5/5 

4 Nights min stay

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from £188 /night

£1315 - £2720 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Typical Tuscany stone house with private swimming pool, large fenced garden and tennis court. Easy day trips to Florence, Siena, San Gimignano and many Tuscan villages. Cooking lessons and dinners at home on request. Countryside villa in silent and strategic position. Very spacious rooms, sleeps up to 7/8 persons.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

4 Nights min stay

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from £58 /night

£400 - £700 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Tuscan style apartment with pool, ideally situated on the outskirts of the medieval town of Cetona, with panoramic views. Two minute walk from local amenities. Perfect for exploring cultural Tuscany.  …see more

14 Photos

Farmhouse | 2 Bedrooms | sleeps 7

Min stay varies

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from £101 /night

£701 - £1577 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
WINE , CHIANTI , DOCG, VIEW , LANDSCAPE , AGRITURISMO  …see more

18 Photos

Farmhouse | 1 Bedroom | sleeps 3

Min stay varies

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from £51 /night

£351 - £1052 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
CHIANTI , SWIMMING POOL , VIEW , COOKING CLASS, AGRITURISMO , NATURE , RELAX , LANDSCAPE , WINE  …see more

21 Photos

Villa | 5 Bedrooms | sleeps 12

7 Nights min stay

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from £185 /night

£1290 - £2281 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Luxurious detached villa in hilly and quiet location with a beautiful panorama in southern Tuscany. Pool, Jacuzzi (all for private use of the tenant).  …see more

20 Photos

Villa | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £154 /night

£1075 - £2191 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Detached villa with private pool in southern Tuscany. 4 bedrooms up to 10 sleeps.  …see more

21 Photos

Villa | 9 Bedrooms | sleeps 21

7 Nights min stay

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from £414 /night

£2893 - £4050 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Detached villa with private pool 35 km eastern of Siena. It is an expansive property providing a high standard of accommodation. Tasteful furnished. Hilly and quiet location. The whole property is for private use of the tenant. 9 bedrooms, 17+4 sleeps. Billiard room.  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £201 /night

£1402 - £1928 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
The views from the terrace, the convenience of being right in the middle of things without needing a car to get food, lunch or dinner, and the beautifully renovated 17th century apartment.  …see more

19 Photos

Farmhouse | 2 Bedrooms | sleeps 4

rentals_reviews_rating_2_5 

3 Nights min stay

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from £69 /night

£482 - £640 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
Surrounded by vineyards growing grapes for the famous local wines, Wine Noble of Montepulciano and Red of Montepulciano, the farmhouse is peaceful and quiet, perfect place for person who loves the nature and the quietness. APP. 2 BEDROOMS, LIVING -COOKING AREA, BATHROOM Spiga is composed of 2 bedrooms, living room with cooking area, bathroom with shower. private garden, bbq.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 5

Very Good 4/5 

4 Nights min stay

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from £65 /night

£455 - £728 / week

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Key info:

  • Nearest beach 65 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
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

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £79 /night

£550 - £780 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Beautiful brick farmhouse built in the XVIII century. It is plunged into the peace of a sweet Tuscan hill, on the border between Tuscany and Umbria. It has been built in the respect for the old architecture and tastefully furnished with the family valuable furniture.  …see more

14 Photos

Villa | 7 Bedrooms | sleeps 14

Min stay varies

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from £248 /night

£1736 - £2521 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
This detached house with private garden and pool inside an agricultural business cultivated with olive trees, features also a park and views of Siena and is set in the beautiful Sienese countryside, just 3 km from Vescovado and 5 km from Monteroni away.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £105 /night

£732 - £1135 / week

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Key info:

  • Nearest beach 25 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
In the heart of Valdorcia, on the west side of Mt Cetona, our “Borgo” has been dominating for more than 400 years this exceptional valley that the UNESCO declared to be one of humankind’s treasures.  …see more

16 Photos

Apartment | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £81 /night

£562 - £1158 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
The Azienda Agricola Montalceto is located at the end of a scenic country road in the midst of the enchanting landscape of the Crete area, at just 27 Km from Siena.  …see more

16 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £83 /night

£579 - £744 / week

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Key info:

  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
San Lorenzo is an antique tuscan farmhouse built around the end of the 18th century, in the heart of "Sienesian Clays" (Crete Senesi).  …see more

8 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £64 /night

£447 - £703 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The Terrarossa farm holiday resort is deep in the stunning hills around Montepulciano.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £78 /night

£546 - £802 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
“Casa al bosco” is an elegant house restored in the second half of the 1800s. It is situated in a property of approximately 12 hectares where there are olive trees and a vineyard.  …see more

17 Photos

Villa | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £265 /night

£1852 - £3472 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Villa Pietra del Diavolo, recently renovated, is located on one of the most panoramic hills around Montepulciano. Its name comes from the place where it was built on a base that is very rocky and mainly composed of layers of tuff  …see more

20 Photos

Apartment | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £53 /night

£368 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
To experience the Tuscany - Chianti life as well as Italian language there is nothing better than living for some time as Italians do, inside a village located in the nicest area of Tuscany, near arts towns, at a short distance from all the nicest Tuscany locations. Suitable for montly rentals. Ask me a discounted rate!  …see more

12 Photos

Villa | 8 Bedrooms | sleeps 25

7 Nights min stay

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from £151 /night

£1052 - £4381 / week

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Key info:

  • Swimming pool
  • Suitable 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

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £88 /night

£614 - £1315 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
At MOntorio is easy to arrive and difficult to live, will be your home in Tuscany. Montorio has a special and unique spot , and you will feel in love for it  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £51 /night

£351 - £614 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
A romantic, panoramic location in the heart of Montepulciano, for a delightful holiday in an ancient home in the historical centre in one of the most beautiful towns of Tuscany! Charming House in Montepulciano!  …see more

9 Photos

Apartment | 1 Bedroom | sleeps 2

Min stay varies

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from £60 /night

£414 - £631 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
Guests will find inspiring spaces for reading and relaxing, a beautiful swimming pool, a panoramic terrace, solarium, barbeque and a bread-oven with covered area. Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

Min stay varies

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from £76 /night

£526 - £780 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
It's composed from a stay- kitchen with read couch and fire place, two double bedrooms and a big bath with double console and Jacuzzi. In the stay-kitchen: tv sat. Guests can purchase Vino Nobile di Montepulciano and Extra Virgin Olive Oil from the farm  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £48 /night

£331 - £496 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Five apartments in a pretty, rural location in Chianti. Within very easy access of routes to Florence and Siena, Podere Oliveta is a good choice for exploring the area , a relaxing holiday with a beautiful swimming pool and stunning views. While staying in this peaceful property you may enjoy wine tasting from the producers or cooking lessons.  …see more

15 Photos

Apartment | 3 Bedrooms | sleeps 6

rentals_reviews_rating_2 

7 Nights min stay

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from £90 /night

£629 / week

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Key info:

  • Nearest beach 110 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • Private garden
If you're looking for an environment that's completely natural, strong sensations to thrill with excitement, the warmth of a home and a discreet, family hospitality that's attentive to every detail: Podere Casetta is the place to be."Wherever you are, you feel at home” Podere Casetta the place of the emotions in the heart of Tuscany.  …see more

15 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Very Good 4/5 

2 Nights min stay

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from £63 /night

£439 - £789 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
We are an old Tuscan farm half way between Siena and Florence, a few miles of a drive from Monteriggioni, San Gimignano, Volterra and the Chianti. We are located on the top of a hill, in a very quiet spot. Here you can enjoy the country with its beautiful landscape.  …see more

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Farmhouse | 5 Bedrooms | sleeps 10

Min stay varies

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from £1 /night

£2 - £1490 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Self-catering apartments in a Tuscan still working farm half way between Siena and Florence, few miles drive from Monteriggioni, San Gimignano, Volterra and the Chianti. We are located on the top of a hill, in a very quiet spot that dominates a green valley  …see more