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Province of Siena

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  • Bagno Vignoni (2)
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  • Casole d'Elsa (7)
  • Castellina In Chianti (1)
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from £111 / night

£773 - £7721 / week

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(13) Excellent 5/5 

1 / 14

Holiday apartment in Val d'Orcia

Montalcino / Val d'Orcia

Apartment / 10 Bedrooms / sleeps 20

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

Excellent 5/5 

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from £111 / night

£773 - £7721 / week

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Wonderfull apartments for unforgettable holiday in Montalcino, Tuscany, Italy. Wine tasting in the neighbouring wineries and bicycle or hiking tours in the World Heritage Site Val d'Orcia - you have the choice!  …see more

from £42 / night

£290 - £508 / week

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(1) Excellent 5/5 

1 / 11

Holiday apartment letting

Province of Siena / Montepulciano

Apartment / 2 Bedrooms / sleeps 6

  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £42 / night

£290 - £508 / week

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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

from £32 / night

£219 - £365 / week

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(2) Excellent 5/5 

1 / 17

Holiday townhouse in San Gusme

Castelnuovo Berardenga / San Gusme

Townhouse / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner

Excellent 5/5 

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from £32 / night

£219 - £365 / week

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casale, appartamento, colline senesi, relax, vacanza, holiday, famiglia, loggia, sauna Ad uso gratuito WI-FI, sauna e doccia emozionale in comune.  …see more

Featured properties

from £37 / night

£253 - £653 / week

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(9) Very Good 4.5/5 

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Holiday farmhouse in San Gusme

Castelnuovo Berardenga / San Gusme

Farmhouse / 2 Bedrooms / sleeps 4

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

Very Good 4.5/5 

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from £37 / night

£253 - £653 / week

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Chianti, Siena, Casale, Relax, sauna, doccia emozionale,  …see more

from £360 / night

£2518 - £5108 / week

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1 / 44

Holiday villa with swimming pool in San Gimignano

Province of Siena / San Gimignano

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 71 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

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from £360 / night

£2518 - £5108 / week

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Stupenda Villa ubicata in posizione unica sulla collina di fronte alle famose torri di San Gimignano.A disposizione degli ospiti tutti i comfort di ultima generazione per una vacanza veramente indimenticabile.,immersi nella tranquillità di questo luogo incantevole. E' possibile organizzare in Villa cene tipiche Toscane con cuoco Italiano, lezioni di cucina e Wine Testing  …see more

from £31 / night

£217 - £275 / week

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1 / 17

Holiday townhouse in San Gusme

Castelnuovo Berardenga / San Gusme

Townhouse / 2 Bedrooms / sleeps 3

  • Great for children of all ages
  • Air conditioning
  • No pets allowed

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from £31 / night

£217 - £275 / week

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vacanze, famiglia, relax, sauna, doccia emozionale, terme, Siena, Chianti, campagna  …see more

from £67 / night

£464 - £824 / week

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(1) Good 3/5 

1 / 24

Bagno Vignoni holiday b&b rental

Province of Siena / Bagno Vignoni

B&B / 1 Bedroom / sleeps 2

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Good 3/5 

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from £67 / night

£464 - £824 / week

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Un benessere che comincia dalle camere arredate con gusto e dotate di tutte quelle piccole comodità capaci di farvi sentire in vacanza e che prosegue con il piacere del palato con la cucina tipica ed anche Gluten Free della Taverna del Barbarossa antico casale del 1200 Camera Confort 16/18 mq : minibar tv satelittare cassaforte asciuga capelli, lato piscina e A/C su richiesta  …see more

from £352 / night

£2460 - £3227 / week

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1 / 12

Holiday villa with swimming pool in Gaiole in Chianti

Gaiole in Chianti / Montefienali

Villa / 7 Bedrooms / sleeps 18

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

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from £352 / night

£2460 - £3227 / week

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The Village was completely restored for everyone loves take a refuge in a uncontaminated place that is the kingdom of silence and serenity. Come to Villa degli Albizi to stay the calm of a panorama out of the time. Montefienali, 53010 Gaiole in Chianti (SI)  …see more

from £89 / night

£618 - £1648 / week

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1 / 20

Monteriggioni holiday apartment accommodation

Province of Siena / Monteriggioni

Apartment / 3 Bedrooms / sleeps 8

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £89 / night

£618 - £1648 / week

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Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to enjoy: Breakfast Dinner Wine tasting  …see more

from £286 / night

£2000 - £3325 / week

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1 / 4

Holiday villa with swimming pool in Buonconvento

Province of Siena / Buonconvento

Villa / 5 Bedrooms / sleeps 10

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

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from £286 / night

£2000 - £3325 / week

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Sited in rich agricultural countryside above the unspoilt Ombrone valley, the villa commands a spectacular view of nearby vineyards, distant farmhouses and castles which line the horizon.  …see more

from £185 / night

£1295 - £2590 / week

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1 / 23

Holiday villa with swimming pool in Cetona

Province of Siena / Cetona

Villa / 5 Bedrooms / sleeps 9

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

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from £185 / night

£1295 - £2590 / week

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Holiday villa with private pool and sauna within walking distance from Cetona – sleeps 9 From 1800€ to 3600€ a week  …see more

from £57 / night

£398 - £1030 / week

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1 / 19

Holiday apartment in Monteriggioni

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 4

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £57 / night

£398 - £1030 / week

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Self catering holiday suite apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes from Siena, San Gimignano and Florence. Fantastic view from terrace. Shared pool  …see more

from £64 / night

£442 - £1030 / week

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1 / 21

Monteriggioni holiday apartment rental

Province of Siena / Monteriggioni

Apartment / 2 Bedrooms / sleeps 6

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £64 / night

£442 - £1030 / week

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Charming holiday apartment in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area.  …see more

from £788 / night

£5515 - £7096 / week

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1 / 19

Holiday villa with swimming pool in Val d'Orcia

Montalcino / Val d'Orcia

Villa / 8 Bedrooms / sleeps 16

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

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from £788 / night

£5515 - £7096 / week

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Recently restored to the highest standard, the Villa is a deluxe country house in the beautiful Val D’Orcia in the South-Eastern part of the Siena province in Tuscany.  …see more

from £48 / night

£331 - £875 / week

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1 / 20

Apartment rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 4

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £48 / night

£331 - £875 / week

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Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

from £38 / night

£265 - £721 / week

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1 / 20

Apartment rental in Monteriggioni with shared pool

Province of Siena / Monteriggioni

Apartment / 1 Bedroom / sleeps 2

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Add to shortlist

from £38 / night

£265 - £721 / week

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Self catering holiday apartments in heart of Tuscany; excellent for families and couples seeking relaxation. Just few minutes to Siena, San Gimignano and Florence. Pool and fresco dining area. In our restaurant is possible to take: Breakfast Dinner Wine tasting  …see more

from £258 / night

£1800 - £2638 / week

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1 / 51

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

Apartment / 4 Bedrooms / sleeps 8

  • Great for children of all ages
  • Car not necessary
  • No pets allowed

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from £258 / night

£1800 - £2638 / week

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5-room apartment for 8 people, 240 m2 on 2 levels, comfortable and antique furnishings. Living/dining room with local TV, open fireplace, dining-table and dinette. Smoking allowed. Internet (Wireless LAN [WLAN]). 4 single beds and 2 double beds. Sleeping room with 1 d  …see more

from £911 / night

£6375 / week

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1 / 16

Holiday villa in Montalcino

Province of Siena / Montalcino

Villa / 7 Bedrooms / sleeps 14

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner

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from £911 / night

£6375 / week

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Excellent furnished property set In a dominant position and close to the wonderful Castle of Velona, this property is on the top of a high hill overlooking the vineyards of Brunello. Historians will appreciate that its only 1 km from the magnificent abbey of Sant'Antimo  …see more

from £90 / night

£625 - £1103 / week

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1 / 21

Apartment rental in Cetona

Province of Siena / Cetona

Apartment / 3 Bedrooms / sleeps 6

  • Not suitable for children
  • Car advised
  • No pets allowed

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from £90 / night

£625 - £1103 / week

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Experience life as a local in this magnificent property in the main square of Cetona. Located in an historic "palazzo" from the 1700s, but updated to offer every convenience, this three bedroom, two bathroom flat puts you right in the heart of daily life. Frescoed walls and ceilings, beautiful furnishings set this property apart.  …see more

from £52 / night

£363 - £508 / week

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1 / 5

Farmhouse rental in Casole d'Elsa with shared pool

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 5

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £52 / night

£363 - £508 / week

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ADATTO PER FAMIGLIE CON BAMBINI E GRUPPI DI AMICI  …see more

from £52 / night

£363 - £508 / week

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1 / 7

Holiday farmhouse in Casole d'Elsa

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 4

  • Great for children of all ages
  • Pets welcome

Add to shortlist

from £52 / night

£363 - £508 / week

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ADATTO A FAMIGLIE CON BAMBINI E GRUPPI DI AMICI  …see more

from £52 / night

£363 - £508 / week

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1 / 5

Holiday farmhouse with shared pool in Casole d'Elsa

Casole d'Elsa / Monteguidi

Farmhouse / 2 Bedrooms / sleeps 5

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

Add to shortlist

from £52 / night

£363 - £508 / week

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ADATTO A FAMIGLIE CO BAMBINI E GRUPPI DI AMICI  …see more

from £105 / night

£730 - £1424 / week

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1 / 25

Home rental in Montepulciano

Province of Siena / Montepulciano

House / 3 Bedrooms / sleeps 6

  • Suitable for children over 5
  • Car advised
  • No pets allowed

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from £105 / night

£730 - £1424 / week

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CAMERE 3 POSTI LETTO 6 BAGNI 3 1/2 SAUNA CAMINO  …see more

from £29 / night

£202 - £475 / week

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1 / 24

Holiday apartment with shared pool, tennis court in San Gimignano

Province of Siena / San Gimignano

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • No pets allowed

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from £29 / night

£202 - £475 / week

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"La Chicca", 2-room apartment 50 m2, on the ground floor: living/dining room with 1 sofabed (140 cm), TV. Exit to the swimming pool. 1 double bedroom. Kitchenette (4 hot plates, oven, dishwasher, freezer). Shower/bidet/WC. Garden 20 m2. Terrace furniture. Included: Cot  …see more

from £125 / night

£870 / week

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1 / 5

Holiday farmhouse rental

Casole d'Elsa / Monteguidi

Farmhouse / 4 Bedrooms / sleeps 8

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Pets welcome

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from £125 / night

£870 / week

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ADATTO PER AMIGLIE CON BAMBINI E GRUPPI DI AMICI  …see more

Pricing unknown

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1 / 19

Holiday home rental

Province of Siena / Monteriggioni

House / 15 Bedrooms / sleeps 30

  • Nearest beach 84 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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Pricing unknown

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Poggiarello is a special place to spend a charming holiday in close contact with nature, where is possible to reach in few minutes Siena, San Gimignano, Firenze, Pisa, Lucca, Monteriggioni,Montalcino.  …see more

from £74 / night

£515 / week

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1 / 24

Ski farmhouse to rent in Rapolano Terme

Province of Siena / Rapolano Terme

Farmhouse / 6 Bedrooms / sleeps 10

  • Nearest beach 80 km
  • Swimming pool
  • Ski
  • Great for children of all ages

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from £74 / night

£515 / week

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The position between Siena and Arezzo, at ca. 3 km from the medieval village Serre di Rapolano (basic shops), makes it ideal for day trips to Siena (30 km) and Florence (90 km), but also to charming landscapes such as the Chianti and Crete hills,  …see more

from £105 / night

£735 - £1025 / week

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1 / 12

Monteriggioni holiday hotel apartment rental

Province of Siena / Monteriggioni

Hotel apartment / 10 Bedrooms / sleeps 20

  • Nearest beach 70 km
  • Swimming pool
  • Not suitable for children
  • Air conditioning

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from £105 / night

£735 - £1025 / week

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Dimora Storica di lusso con migliori viste della Toscana. Vicino a Chianti, Monteriggioni, Siena, San Gimignano, Volterra, Firenze, Pienza e Montepulciano. Sperimentate la magia di un luogo senza tempo dove la storia incontra la natura e la tranquillità avvolge l'anima Appartamenti di Lusso, Spa,Piscina, Sauna, Bagno turco, ristorante, vista su Siena,relax, Tuscan Experience.  …see more

from £578 / night

£4045 - £4780 / week

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1 / 45

Holiday villa with swimming pool in Gaiole in Chianti

Province of Siena / Gaiole in Chianti

Villa / 5 Bedrooms / sleeps 10

  • Nearest beach 120 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

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from £578 / night

£4045 - £4780 / week

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VILLA DEL SOLE is a lovely Tuscan villa near the popular towns of Gaiole and Radda in Chianti. This wonderful villa comprises of the main house which is spread over three floors and a separate ground floor villa which is aproximately 50 metres away.  …see more

from £95 / night

£660 - £1340 / week

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1 / 24

B&b rental in San Quirico d'Orcia with shared pool

Province of Siena / San Quirico d'Orcia

B&B / 1 Bedroom / sleeps 4

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

Add to shortlist

from £95 / night

£660 - £1340 / week

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Un benessere che comincia dalle camere arredate con gusto e dotate di tutte quelle piccole comodità capaci di farvi sentire in vacanza e che prosegue con il piacere del palato con la cucina tipica ed anche Gluten Free della Taverna del Barbarossa antico casale del 1200 Junior Suite 40 mq su due livelli minibar, tv satellitare, asciuga capelli lato piscina e A/C su richiesta  …see more

from £36 / night

£252 - £432 / week

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1 / 16

Gaiole in Chianti holiday condo rental

Province of Siena / Gaiole in Chianti

Condo / 3 Bedrooms / sleeps 5

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

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from £36 / night

£252 - £432 / week

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Nel periodo invernale l'uso del riscaldamento AUTONOMO è a pagamnento euro 4,00 a metro cubo. Tassa di soggiorno dal 6 Aprile al 31 Ottobre da pagare all'arrivo, euro 1,50 a notte per persona per un massimo di sette pernottamenti esclusi i minori fino a 14 anni.  …see more

from £103 / night

£721 - £1184 / week

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1 / 23

Holiday b&b with shared pool in Bagno Vignoni

Province of Siena / Bagno Vignoni

B&B / 1 Bedroom / sleeps 3

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning

Add to shortlist

from £103 / night

£721 - £1184 / week

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Un benessere che comincia dalle camere arredate con gusto e dotate di tutte quelle piccole comodità capaci di farvi sentire in vacanza e che prosegue con il piacere del palato con la cucina tipica ed anche Gluten Free della Taverna del Barbarossa antico casale del 1200 Camera Superior 25 mq : minibar tv sat, cassaforte, asciuga capelli, A/C bagno con vasca o doccia idro  …see more
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