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from £80 / night

£560 - £800 / week

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(11) Very Good 4.5/5 

1 / 18

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

Apartment / 2 Bedrooms / sleeps 4

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £80 / night

£560 - £800 / week

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Casa Florio is situated in Podere Torrichi of 16th Century farm buildings. Beautifully restored with stunning views of rolling Tuscan countryside the house has a private garden with access to a pathway through communal gardens to the swimming pool and secure parking. Communal garden and large pool. Own private garden with terrace and gazebo, ideal for al fresco dining.  …see more

from £42 / night

£288 - £432 / week

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(4) Excellent 5/5 

1 / 22

Apartment rental in Monteriggioni with swimming pool

Province of Siena / Monteriggioni

Apartment / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

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from £42 / night

£288 - £432 / week

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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

from £31 / night

£216 - £698 / week

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(6) Excellent 5/5 

1 / 22

Gracciano holiday cottage rental

Montepulciano / Gracciano

Cottage / 2 Bedrooms / sleeps 6

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £31 / night

£216 - £698 / week

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This charming rural cottage is a converted farm building in the heart of the countryside near Montepulciano. It is ideally situated with its own private garden space surrounded by hills and vineyards, where guests can relax and enjoy the peaceful surroundings. It is also only a few minutes away from the shops, restaurants and bars of the nearby villages.  …see more

Featured properties

from £51 / night

£353 - £403 / week

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(6) Very Good 4.5/5 

1 / 23

Holiday tower in Asciano

Province of Siena / Asciano

Tower / 2 Bedrooms / sleeps 4

  • Nearest beach 100 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

Very Good 4.5/5 

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Not on the map

from £51 / night

£353 - £403 / week

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The enchanting Torre Giordano will give you the unique opportunity to spend your vacations in a centuries-old tower!  …see more

from £51 / night

£353 - £378 / week

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(2) Excellent 5/5 

1 / 26

Holiday apartment with shared pool in Monteroni d'Arbia

Province of Siena / Monteroni d'Arbia

Apartment / 1 Bedroom / sleeps 2

  • Nearest beach 60 km
  • Swimming pool
  • Not suitable for children
  • Car advised

Excellent 5/5 

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Not on the map

from £51 / night

£353 - £378 / week

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Casanova di Lucignano is an old farmhouse completely restored and set in the Crete Senesi. It is an ideal place to relax, admire the landscape and enjoy many outdoor activities or for a short romantic getaway. Experience the homely atmosphere of the Tuscan countryside.  …see more

from £40 / night

£275 - £603 / week

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(1) Very Good 4/5 

1 / 4

Holiday apartment in Cetona

Province of Siena / Cetona

Apartment / 2 Bedrooms / sleeps 4

  • Not suitable for children
  • No pets allowed

Very Good 4/5 

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Not on the map

from £40 / night

£275 - £603 / week

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"N? 2", 3-room apartment 70 m2 on 1st floor, rustic and tasteful furnishings: living/dining room with open fireplace and satellite-TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (micro wave). Shower/bidet/WC.

Lovely, typical Tuscan house, whose first  …see more

from £72 / night

£500 - £716 / week

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(6) Excellent 5/5 

1 / 24

Holiday farmhouse with shared pool in Casole d'Elsa

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 4

  • Nearest beach 68 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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Not on the map

from £72 / night

£500 - £716 / week

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Ground floor of the smaller farmhouse.Accommodates up to 4 Large master bedroom and a 2nd bedroom with twin beds.Big living room with fireplace, flat screen TV,a comfortable sofa and armchair. Outside a very big loggia with private BBQ for alfresco dining and relaxing Our agrtiturismo is part of a bigger ranch, with 1.100 hectares of land and woods.  …see more

from £55 / night

£379 - £675 / week

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(6) Very Good 4.5/5 

1 / 21

Holiday farmhouse in San Gimignano

Province of Siena / San Gimignano

Farmhouse / 2 Bedrooms / sleeps 5

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

Very Good 4.5/5 

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from £55 / night

£379 - £675 / week

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Self-catering child-friendly Tuscan farm building. On 10 hectares of wooded hillside, outside midieval fortress town of San Gimignano. Large shared pool, and private shaded terrace for al fresco dining. Perfect base for exploring San Gimignano, Siena and Florence. Family-friendly two-bed, two-bath restored Tuscan farm with shared pool sleeps 5 just outside San Gimignano  …see more

from £42 / night

£293 / week

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(2) Excellent 5/5 

1 / 11

Holiday home in Chiusi

Province of Siena / Chiusi

House / 2 Bedrooms / sleeps 4

  • Not suitable for children
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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Not on the map

from £42 / night

£293 / week

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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

from £23 / night

£159 - £529 / week

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(1) Very Good 4/5 

1 / 18

Farmhouse rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

Farmhouse / 2 Bedrooms / sleeps 6

  • Nearest beach 75 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4/5 

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from £23 / night

£159 - £529 / week

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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

from £36 / night

£250 - £450 / week

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(2) Very Good 4/5 

1 / 15

Holiday apartment in Isola d'Arbia

Siena / Isola d'Arbia

Apartment / 1 Bedroom / sleeps 5

  • Great for children of all ages
  • Car advised
  • No pets allowed

Very Good 4/5 

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Not on the map

from £36 / night

£250 - £450 / week

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Fully equipped self catering apartment, ideally located for exploring the spectacular castles, cities and villages of the beautiful wine making region of Tuscany and beyond. Perfect for families, lovers of good food and wine, short breaks and long stays.  …see more

from £84 / night

£585 - £900 / week

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(31) Excellent 5/5 

1 / 23

Holiday home with shared pool in San Gimignano

Province of Siena / San Gimignano

House / 2 Bedrooms / sleeps 4

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

Excellent 5/5 

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from £84 / night

£585 - £900 / week

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Beautifully restored 16th century Granary building; stunning views of the Tuscan hills. Perfect for a romantic holiday; explore the best Tuscany has to offer or a family getaway. Gorgeous pool area and large private garden. Easy access to Florence, Pisa and Siena. The house has been tastefully renovated and is equipped to a very high standard throughout.  …see more

from £58 / night

£403 - £684 / week

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(11) Excellent 5/5 

1 / 22

Castelnuovo Berardenga holiday apartment rental

Province of Siena / Castelnuovo Berardenga

Apartment / 1 Bedroom / sleeps 4

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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Not on the map

from £58 / night

£403 - £684 / week

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The apartment has been made from the rooms where the farm cellar was once located. It measures 70 square metres. 1 bedroom with bathroom, large kitchen/diner, lounge with FIREPLACE and SATELLITE TV; VERANDA overlooking the swimming pool  …see more

from £65 / night

£454 - £605 / week

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(2) Excellent 5/5 

1 / 24

Barn rental in Radda in Chianti

Province of Siena / Radda in Chianti

Barn / 2 Bedrooms / sleeps 5

  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

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Not on the map

from £65 / night

£454 - £605 / week

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Casa ben restaurata e arredata con senso sia estetico che pratico con vista unica sulla valle nel cuore del Chianti Classico. Ideale per chi vuole visitare le città d'arte della Toscana e avere anche delle giornate di relax in un ambiente tranquillo e confortevole.  …see more

from £155 / night

£1080 - £1727 / week

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(1) Excellent 5/5 

1 / 57

Pienza holiday villa rental

Province of Siena / Pienza

Villa / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden

Excellent 5/5 

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Not on the map

from £155 / night

£1080 - £1727 / week

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I CIPRESSINI - Pienza - Val d'Orcia - casolare con piscina, con 3 camere 3 bagni, posti letto 6+2, a 500 mt da Pienza, in paese a piedi in 15 minuti. VRBO : 445398ha altre informazioni e reviews clienti.  …see more

from £185 / night

£1295 / week

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(1) Excellent 5/5 

1 / 17

Holiday farmhouse in Abbadia San Salvatore

Province of Siena / Abbadia San Salvatore

Farmhouse / 8 Bedrooms / sleeps 12

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Pets welcome

Excellent 5/5 

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Not on the map

from £185 / night

£1295 / week

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il casale Roccone è immerso nel verde del monte Amiata, con oltre cento ettari di parco naturale privato all'interno della riserva del Pigelleto. 12 posti letto, possibilità di avere un servizio di cuochi, visite guidate nella miniera, passeggiate nella foresta. Il Roccone ha anche una sala multimediale, adatta per corsi yoga, pilates, proiezioni, conferenze.  …see more

from £114 / night

£792 - £1511 / week

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(1) Excellent 5/5 

1 / 53

Holiday b&b in Siena

Province of Siena / Siena

B&B / 3 Bedrooms / sleeps 6

  • Nearest beach 80 km
  • Great for children of all ages
  • Car advised
  • No pets allowed

Excellent 5/5 

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from £114 / night

£792 - £1511 / week

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Comfortable rooms,on request is possible room with bouble bed or single beds, large breakfast buffet, a large private parking with automatic gate, free wifi throughout the hotel. Structure for families, singles, couples and business trips. Reception has the following opening hours for check-in: afternoon 15:00 to 18:30  …see more

from £103 / night

£720 - £1008 / week

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(1) Excellent 5/5 

1 / 24

Holiday home rental

Province of Siena / Chiusdino

House / 5 Bedrooms / sleeps 8

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

Excellent 5/5 

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Not on the map

from £103 / night

£720 - £1008 / week

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The house is ideal for eight people. It is consists of a living room, a spacious kitchen that overlooks the large outdoor terrace with furniture, three double bedrooms, two single bedrooms, four bathrooms.  …see more

from £71 / night

£497 - £1080 / week

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(1) Excellent 5/5 

1 / 21

Holiday villa with swimming pool in Val di Merse

Siena / Val di Merse

Villa / 5 Bedrooms / sleeps 16

  • Nearest beach 70 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Excellent 5/5 

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from £71 / night

£497 - £1080 / week

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Exclusive estate on top of a green hill, the image that you have is to be completely isolated from the world, from the pool and terrace overlooking a panoramic view of Siena and unique, just 4 km away and do at your disposal all the civilizations that you want!  …see more

from £102 / night

£713 - £2015 / week

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1 / 33

Villa rental in Casole d'Elsa with swimming pool

Province of Siena / Casole d'Elsa

Villa / 5 Bedrooms / sleeps 11

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

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from £102 / night

£713 - £2015 / week

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Villa Maretta un antico casolare recentemente restaurato con raffinatezza e arricchito dai più moderni comforts. Situata sulle colline senesi offre una vacanza in pieno relax e al tempo stesso l'opportunità di visitare le più belle città storiche e d'arte della Toscana.  …see more

from £45 / night

£310 - £483 / week

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(1) Excellent 5/5 

1 / 22

Holiday barn with shared pool in Torri

Sovicille / Torri

Barn / 1 Bedroom / sleeps 4

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

Excellent 5/5 

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Not on the map

from £45 / night

£310 - £483 / week

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Close to Florence, pool, free wifi, huge panoramic terrace, romantic, panoramic windows, free loundry, free bikes, wine road and good restaurants in the area, typical products, garden with barbecue, pacific, calm, isolated, top of a hill between olives trees  …see more

from £70 / night

£490 - £864 / week

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(2) Very Good 4.5/5 

1 / 23

Holiday farmhouse with shared pool in Torri

Sovicille / Torri

Farmhouse / 4 Bedrooms / sleeps 7

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

Very Good 4.5/5 

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Not on the map

from £70 / night

£490 - £864 / week

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La Favilla is an apartment in a Farmhosue with pool only 20 km far from Florence, but immersed in the typical tuscan countryside, surrounded by a peaceful and silent atmosphere. Great connection with Florence In the surrounding: Golf, fishing, restaurant, winetaste Free wifi connection; free bikes, swimming pool, terraces, panoramic landscapes, free washing machine  …see more

from £129 / night

£900 - £1152 / week

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(3) Very Good 4.5/5 

1 / 15

Holiday apartment in Radicondoli

Province of Siena / Radicondoli

Apartment / 3 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car essential
  • Pets welcome

Very Good 4.5/5 

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from £129 / night

£900 - £1152 / week

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3 bedrooms apartment for at least 6 people with 3 bedrooms, 2 bathrooms living room and kitchen. Private terrace in front of the pool. Jacuzzi, BBQ and swimming pool are shared with other 9 apartment,  …see more

from £52 / night

£360 - £648 / week

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(1) Excellent 5/5 

1 / 18

Apartment accommodation in Buonconvento with shared pool

Province of Siena / Buonconvento

Apartment / 2 Bedrooms / sleeps 5

  • Swimming pool
  • Great for children of all ages
  • Pets welcome
  • Private garden

Excellent 5/5 

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Not on the map

from £52 / night

£360 - £648 / week

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Una tavolozza di colori , dati dall'alternanza delle stagioni, rende piacevole all' occhio il soggiorno e la tranquillità del luogo rigenera lo spirito. Piscina, palestra, mountain bike e servizio accoglienza per biciclette, pin pong, barbeque e parco giochi per bambini  …see more

from £29 / night

£202 - £1083 / week

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(1) Excellent 5/5 

1 / 10

Holiday townhouse with swimming pool in Sovicille

Province of Siena / Sovicille

Townhouse / 2 Bedrooms / sleeps 5

  • Nearest beach 72 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £29 / night

£202 - £1083 / week

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L'agriturismo offre ospitalità in un appartamento completamente rinnovato dotato di una completa autonomia sia nell'ingresso che nello spazio esterno attrezzato con piscina. Si trova nel cuore della Montagnola Senese, a pochi minuti dalla città di Siena.  …see more

from £257 / night

£1799 - £2806 / week

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(2) Excellent 5/5 

1 / 24

Holiday villa with swimming pool in Castelnuovo Berardenga

Province of Siena / Castelnuovo Berardenga

Villa / 9 Bedrooms / sleeps 20

  • Nearest beach 90 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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Not on the map

from £257 / night

£1799 - £2806 / week

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Poggio Lungo is set amid the rolling green hills of Tuscany, in a peaceful setting where you can enjoy total relax during your stay. It has two kitchens, a dining room, a lounge with satellite tv, there are 9 bedrooms and a further double bedroom in an annexe.  …see more

from £42 / night

£288 - £1008 / week

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(3) Excellent 5/5 

1 / 13

Holiday villa with swimming pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • No pets allowed

Excellent 5/5 

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Not on the map

from £42 / night

£288 - £1008 / week

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Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, 45 km from Arezzo and 55 km from Florence. Fontecaresino 2 when rented without Fontecaresino 1 does not have access to the swimming pool.  …see more

from £114 / night

£792 - £1655 / week

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(1) Very Good 4/5 

1 / 17

Villa rental in Gaiole in Chianti with swimming pool

Province of Siena / Gaiole in Chianti

Villa / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner

Very Good 4/5 

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Not on the map

from £114 / night

£792 - £1655 / week

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Fontecaresino, located in the hills of Chianti, in the heart of Tuscany, with ready access to the culinary, cultural and artistic heritage of this region, is only 4 km from Gaiole in Chianti, 35 km from Siena, and 55 km from Florence. EXCLUSIVE USE of the Swimming Pool! The swimming pool is available from April 1 to October 15, it may varies depending on weather conditions.  …see more

from £53 / night

£367 - £828 / week

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(7) Excellent 5/5 

1 / 24

Apartment rental in San Quirico d'Orcia

Province of Siena / San Quirico d'Orcia

Apartment / 2 Bedrooms / sleeps 5

  • Nearest beach 80 km
  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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Not on the map

from £53 / night

£367 - £828 / week

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The rooms are equipped with lots of services such as ( free WIFI, Satellite tv channel,private bathroom, save) The bathrooms have linens, soap, shampoo, headset and hair dryers. The Kitchen is equipped with all the accessories and can be used by all guests. - Breakfast upon request - at Caffe Italiano in Via Dante Alighieri 37 (a 2-minutes-walk)  …see more

from £124 / night

£864 - £2662 / week

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(1) Excellent 5/5 

1 / 16

Villa rental in Gaiole in Chianti with swimming pool

Province of Siena / Gaiole in Chianti

Villa / 6 Bedrooms / sleeps 12

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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Not on the map

from £124 / night

£864 - £2662 / week

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2 Villas in the heart of Chianti with the exclusive use of a swimming pool! Beautiful, isolated property with breathtaking views of the hills of Tuscany. The villas are located close by to Gaiole in Chianti and all the cultural and artistic activities of the region.  …see more

from £144 / night

£1008 - £1295 / week

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(1) Excellent 5/5 

1 / 13

Holiday apartment in Radda in Chianti

Province of Siena / Radda in Chianti

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed

Excellent 5/5 

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from £144 / night

£1008 - £1295 / week

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Charming Apartment in the heart of the Chianti countryside with the Hotel Services.  …see more

from £123 / night

£861 - £1193 / week

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(27) Excellent 5/5 

1 / 20

Holiday apartment with shared pool in San Gimignano

Province of Siena / San Gimignano

Apartment / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Suitable for children over 5
  • Car essential
  • Air conditioning

Excellent 5/5 

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from £123 / night

£861 - £1193 / week

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Sleeps 6. 3 bedroom apartment with two private covered terraces and shared pool. Central heating. Peaceful location with panoramic views of the countryside. 20 minutes drive to San Gimignano. 50km to beaches. 20 min drive to golf course.  …see more

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