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903 Holiday homes in Siena Province

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903 Results  |  
20 Photos

Barn | 2 Bedrooms | sleeps 4

Excellent 5/5 

7 Nights min stay

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from £96 /night

£670 - £1094 / 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
This is the most informal apartment of Piaggione of Serravalle, smaller than the other two, for this reason it's undoubtedly the coziest and most intimate. It's located in an independent structure from the main farmhouse, to which it's linked externally to La Loggia. The Piaggione of Serravalle is a lively farm that is in constant action and that brings forth its daily acti  …see more

16 Photos

Villa | 3 Bedrooms | sleeps 7

Short stays welcome

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 180 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
La Villa offre vacanze all'insegna del relax rimanendo vina al centro storico. Recentemente ristrutturata .Parcheggio privato e giardino.  …see more

16 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £37 /night

£255 - £408 / week

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Key info:

  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Casa Arianna self-cathering apartment in Montegabbro, a very little 12th century village in the hearth of Tuscany with Etruscan and Roman traces. Ideal for families seeking relaxation. Private area outside to enjoy the quite of the village and the Tuscan countryside  …see more

Featured properties

22 Photos

Villa | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £149 /night

£1039 - £1569 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
3 BDR cosy house with patio,small pool,AC,Wifi, in the heart of Siena countryside, nestled in a village Please,ALWAYS enquiry about prices.  …see more

15 Photos

Apartment | 1 Bedroom | sleeps 2

2 Nights min stay

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from £57 /night

£399 - £535 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
A 17th century stone hamlet situated in one of the most wonderful position of Tuscany. The apartment is furnished tastefully and with period furniture, fireplace, Sky TV, independent heating external, private space. Park, scenic swimming pool.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 3

6 Nights min stay

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from £91 /night

£636 / week

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Key info:

  • Suitable for children of all ages
  • Air conditioning
  • Pets welcome
  • Private garden
Charming holiday accommodation located just outside the walls of the historical center, with a 900 square meters private garden and a 30000 square meters private park, 7 minutes walk from Piazza del Campo, 3 minutes walk from Piazza San Francesco.  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £43 /night

£297 - £340 / week

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Key info:

  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
This apartment is in the historical center of a beautiful town near Siena. Its name is Monticiano. It's composed by 2 bedrooms (for 4 gests), 1 bathroom (with a shower box), 1 indipendent kitchen and a great dining room. The apartment is 75 mq.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

4 Nights min stay

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from £39 /night

£268 - £357 / week

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Key info:

  • Nearest beach 75 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
HOME / COTTAGE INDEPENDENT OF NEW CONSTRUCTION IN THE OPEN COUNTRYSIDE panoramic view on San Gimignano Pets: maximum 2 (small)  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

Excellent 5/5 

4 Nights min stay

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from £213 /night

£1491 - £3833 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
5 BDR beautiful indipendent house with pool,AC,WiFi in the Siena countryside, close to a village. Please,ALWAYS enquiry about prices.The house can be rented just in part (3BDR apt))  …see more

19 Photos

Villa | 4 Bedrooms | sleeps 7

Very Good 4/5 

3 Nights min stay

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from £82 /night

£569 - £984 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
Gorgeous holiday villa in Siena, just 5 minutes walking from the town. blloming garden, shared swimming pool, private car parking, internet (with flash drive), laundry room, chef for dinner or meal on request  …see more

17 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£297 - £594 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

23 Photos

Farmhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £134 /night

£933 - £1094 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire
  • Private garden
A fabulously romantic stone farmhouse with its own private garden and shared pool. Ideal for a family of 4 or 2 couples looking for peace and tranquility. Proximity to Siena (very easy 30 min drive), Montalcino and the wine region. Wine tastings offered onsite. Exclusive renovated hay loft with private garden, aircon and sweeping views of the surrounding Orcia valley.  …see more

16 Photos

Farmhouse | 1 Bedroom | sleeps 4

Short stays welcome

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from £64 /night

£446 - £536 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Romantic one bedroom apartment in a converted traditional Tuscan farmhouse between San Gimignano and Volterra. Beautifully renovated farm building, Terraces with fantastic views, pool, ideal for rest and relaxation! Easy access Siena , Pisa and Florence.  …see more

11 Photos

Guest house | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £73 /night

£509 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Originally I'm Norwegian, but I've been based in Italy for the last twenty years. My home is an authentic Tuscan 'cottage' being part of other rural houses in a classical old Tuscan hamlet. If you are in search of quiet and peace this house will definitely satisfy you. Car is required !  …see more

10 Photos

Farmhouse | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £77 /night

£535 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
We have 5 comfortable, spacious self catering apartments and 2 double rooms all with private bathrooms. All have their own kitchenettes including an oven, fridge and gas hobs. The use of our swimming pool, gardens, outdoor wood oven and BBQ is for all our guests. We have a restaurant 2 km's from the farmhouse offering typical tuscan cuisine & Pizza with outdoor terrace.  …see more

12 Photos

Apartment | 1 Bedroom | sleeps 3

2 Nights min stay

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from £73 /night

£505 - £535 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
“L'angolo di Pienza” for its central position is a good starting point to live an unique experience of life in a rich and delicious small country, with its lively community and its sights.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £37 /night

£255 - £408 / week

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Key info:

  • Nearest beach 60 km
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
Apartment in old Monastery, very small village in Tuscan country. 15 Kms to San Gimignano and Volterra, Colle di Val d'Elsa. Monteriggioni and Siena are at less than 30 minutes. Florence and Pisa are at about 1 hour. Cooking classes available in a near farm holiday  …see more

24 Photos

Farmhouse | 7 Bedrooms | sleeps 16

Very Good 4.5/5 

1 night min stay

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from £364 /night

£2544 - £3901 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Swimming pool 15x5mt, cleaned using salt not chlorine. 3D archery range with wild animal targets, bow rental and trainer available. Try Alessandro's traditional cousine, it will surprise you! Our cellar and vineyards are open for visit, taste our Rosso di Montepulciano  …see more

23 Photos

Tower | 2 Bedrooms | sleeps 4

Excellent 5/5 

4 Nights min stay

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from £60 /night

£416 - £475 / week

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Key info:

  • Nearest beach 100 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The enchanting Torre Giordano will give you the unique opportunity to spend your vacations in a centuries-old tower!  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 5

4 Nights min stay

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from £70 /night

£484 - £755 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Apartment in Tuscany , groundfloor, with special countryside vieuw from private terrace. At only 20 minutes from Siena. 2 km from village. Swimming pool in garden  …see more

11 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £102 /night

£713 - £832 / week

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Key info:

  • Nearest beach 60 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
We have 5 independent self catering apartments and 2 double rooms with private bathrooms. The apartments have their own kitchenettes inc. oven, fridge and gas hobs. Swimming pool, gardens, outdoor wood oven and BBQ are free to all our guests. We have a restaurant 2 km's from the farmhouse offering tuscan cuisine & Pizza with an outdoor terrace.  …see more

20 Photos

Castle | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £51 /night

£357 - £1103 / week

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Key info:

  • Nearest beach 75 km
  • Suitable for over 5s only
  • Car advised
  • Pets welcome
  • Private garden
Holidays in an original Castle near Siena! Castello di Capria offers the perfect location for history and nature loving guests. Space for up to 10 people in comfortable rooms, self catered or with catering. Special Getaway for smaller groups for up to 10 people. Golf nearby, Horse riding nearby, swimming nearby.  …see more

23 Photos

Villa | 5 Bedrooms | sleeps 7

7 Nights min stay

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from £182 /night

£1272 - £1951 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • Pets welcome
  • Private garden
Lovely villa, South of Siena, perfect base for the exploration of Tuscany. Private pool, isolated, complete privacy. Ideal for families or groups. Children and pets are welcome.  …see more

18 Photos

Farmhouse | 2 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £49 /night

£340 - £624 / week

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Key info:

  • Nearest beach 75 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
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

24 Photos

Villa | 8 Bedrooms | sleeps 16

Excellent 5/5 

3 Nights min stay

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from £433 /night

£3028 - £4847 / week

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Key info:

  • Nearest beach 120 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
8 BDR luxury historical villa with garden and pool in the heart of Siena countryside nestled in a village. Please,ALWAYS,enquiry about prices.The house can be rented just in part (4BDR).  …see more

17 Photos

Villa | 1 Bedroom | sleeps 4

Excellent 5/5 

Short stays welcome

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from £134 /night

£933 - £1188 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Wonderful Villa with private pool overlooking the castle of Monteriggioni  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

Excellent 5/5 

1 night min stay

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from £58 /night

£400 - £440 / week

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Key info:

  • Nearest beach 100 km
  • Suitable 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

10 Photos

Apartment | 3 Bedrooms | sleeps 7

4 Nights min stay

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from £146 /night

£1018 - £1866 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

9 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £97 /night

£679 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Situated on the hills of Val di Chiana, La Giuda country farm offers an ancient stable, completely restored and furnished, divisible in three apartments in a comfortable and friendly atmosphere. Guest can taste the delicious meals prepared with the products of the farm The farm produces organic Chianti classico vine and olive oil  …see more

17 Photos

House | 2 Bedrooms | sleeps 3

Excellent 5/5 

7 Nights min stay

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from £67 /night

£467 - £492 / week

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Key info:

  • Nearest beach 95 km
  • Suitable for over 5s only
  • Car not necessary
  • Pets welcome
Il palio di Siena, Firenze, Lucca, Val d'Orcia, Montalcino, Pienza, Bagno Vignoni, Montepulciano Private parking and bus stop for the center right in front of the villa!  …see more

24 Photos

Villa | 3 Bedrooms | sleeps 7

Very Good 4/5 

4 Nights min stay

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from £138 /night

£960 - £1920 / 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
Self-catering villa with stunning views over Tuscany vineyards. Private pool. Shared tennis court with villa LisiDor (#44909, same owner). Internet. Bbq and shaded eating area. Fenced garden. Midway to Siena and Florence Typical Tuscan countryside with private pool and garden in silent position in the middle of Chianti hills  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £58 /night

£400 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Outside of the Magione Agriturismo, a large, fenced garden will allow children to play in complete safety, while also offering the opportunity to dine outside enjoying the barbecues for guests.  …see more

19 Photos

Farmhouse | 3 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £49 /night

£340 - £594 / week

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Key info:

  • Nearest beach 50 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
In the Crete Senesi, a working organic farm focused on breeding/training thoroughbred horses. The two traditional farmhouses are beautifully furnished with family pieces. The Rapolano thermal spas are just a few minutes' drive, and Siena is within easy reach. A traditional farmhouse with a medieval tower and a water mill.  …see more

19 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £36 /night

£251 - £484 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £38 /night

£263 - £501 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …see more

14 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village  …see more

18 Photos

Apartment | 1 Bedroom | sleeps 4

7 Nights min stay

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from £38 /night

£263 - £509 / week

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Key info:

  • Swimming pool
  • Suitable for over 5s only
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 6 Bedrooms | sleeps 14

7 Nights min stay

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from £231 /night

£1612 - £2120 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
This enchanting holiday home is on a knoll overlooking the typical Tuscan countryside of the area around Pienza, San Quirico and Montalcino. In a very quiet position, only surrounded by a peaceful Tuscan countryside, this holiday accommodation consists of 4 apartments  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £38 /night

£263 - £501 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Nice and comfortable apartments in walking distance from the village  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 3

3 Nights min stay

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from £31 /night

£212 - £424 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
nice and comfortable apartments in walking distance from the village .  …see more

22 Photos

Apartment | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £45 /night

£314 - £636 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
Stunning apartments for holiday rental in Torrita di Siena, near Pienza and Montepulciano  …see more

24 Photos

Villa | 7 Bedrooms | sleeps 18

7 Nights min stay

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from £206 /night

£1442 - £4495 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Splendid villa with breathtaking view over the Castle of Strozzavolta, in the Chianti, between Florence and Siena.  …see more

11 Photos

Villa | 7 Bedrooms | sleeps 13

3 Nights min stay

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from £175 /night

£1225 - £2239 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • May take pets – please enquire
  • Private garden
Villa with swimming-pool just five kilometers from Siena in the middle of Tuscany. Originally a 17th century chapel, Villa del Cielo has been tastefully converted into a charming and unique villa rental in Tuscany.  …see more

18 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £145 /night

£1010 - £1773 / 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
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

20 Photos

Farmhouse | 1 Bedroom | sleeps 3

3 Nights min stay

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from £119 /night

£832 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Apartment located inside an Agriturismo in Montepulciano Tuscany. The apartment has a double room, a kitchen, a dining room with Fireplace and a private batrhoom with Jacuzzi. Available to clients: Private Parking, Gazebo and Swimming Pool.  …see more

20 Photos

Villa | 3 Bedrooms | sleeps 6

Short stays welcome

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from £181 /night

£1264 - £1773 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • 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

10 Photos

Farmhouse | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £44 /night

£302 - £509 / week

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Key info:

  • Suitable 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

4 Photos

B&B | 1 Bedroom | sleeps 2

1 night min stay

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from £72 /night

£499 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
ROOM: Double Room FACILITIES: Plasma Tv, Satellite Decoder Hairdryer, Minibar, Air Conditioning, Heating BATHROOM: Private Bathroom with Shower ROOM SIZE: 21 square meters SHARED AREAS: Private Parking, Gazebo, Swimming Pool  …see more

7 Photos

Farmhouse | 3 Bedrooms | sleeps 7

5 Nights min stay

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from £170 /night

£1188 - £1951 / week

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Key info:

  • Nearest beach 70 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
  • Private garden
Silence, nice countryside, good food.Relax  …see more

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House | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £50 /night

£345 / week

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Key info:

  • Not suitable for children
  • May take pets – please enquire
  • Private garden
Immerso nella meravigliosa campagna toscana LA DOLCE VITA è un affittacamere all'interno di un antico casolare ristrutturato, circondato dall'atmosfera magica della natura incontaminata.  …see more