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Gaiole in Chianti

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  • Lecchi (4)
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from £65 / night

£450 - £800 / week

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(5) Excellent 5/5 

1 / 20

Apartment accommodation in Gaiole in Chianti with shared pool

Apartment / 2 Bedrooms / sleeps 6

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

Excellent 5/5 

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from £65 / night

£450 - £800 / week

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With beautiful views over the village, this ground floor, comfortable apartment is the perfect spot! Modern facilities including a Swimming pool a gym, and table tennis. The apartment has 2 bedrooms, a well equipped kitchen, a dining terrace, and underground parking. The multinational users are generally quiet and friendly, respectful of the natural ambience of the Borgo.  …see more

from £75 / night

£525 - £850 / week

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(4) Very Good 4.5/5 

1 / 23

Holiday apartment with shared pool in Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Very Good 4.5/5 

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from £75 / night

£525 - £850 / week

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Apartment with spectacular views in the heart of the Chianti Region in Tuscany. A €150 deposit for air con payable on arrival usage will be calculated and refund given.€1.50 p/n local tax  …see more

from £90 / night

£630 - £770 / week

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(30) Excellent 5/5 

1 / 24

Gaiole in Chianti holiday apartment accommodation

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning

Excellent 5/5 

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from £90 / night

£630 - £770 / week

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Ideal for couples seeking relaxation "Home from Home". Everything you need in walking distance to the village, private garden with views over the village, covered decking & pergola perfect for "al fresco" dining, patio heater, BBQ, sun loungers. Read our Guest Reviews There are five restaurants within walking distance and numerous more a short drive away. FREE WI-FI  …see more

Featured properties

from £43 / night

£295 - £1030 / week

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(3) Excellent 5/5 

1 / 13

Holiday villa with swimming pool in 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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from £43 / night

£295 - £1030 / 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 £85 / night

£589 - £1692 / week

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(1) Very Good 4/5 

1 / 17

Villa rental in Gaiole in Chianti with swimming pool

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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from £85 / night

£589 - £1692 / 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 £88 / night

£614 - £730 / week

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(2) Very Good 4.5/5 

1 / 24

Holiday apartment with shared pool in Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 6

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Very Good 4.5/5 

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from £88 / night

£614 - £730 / week

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L'appartamento " Brunello " è l'ideale per un unico nucleo familiare con bambini Max.6 px. L'Appartamento è composto da tre camere che sono disposte in sequenza e perciò comunicanti e di passo una dopo l'altra. L'appartamento ha un bagno con vasca, lavabo, bidet, wc -DINNER PARTY CON PRIVATE CHEF E LEZIONI DI CUCINA -WINE TASTING EXPERIENCE -BREAKFAST, LUNCH E DINNER  …see more

from £43 / night

£295 / week

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(2) Very Good 4.5/5 

1 / 11

Montegrossi holiday home rental

House / 2 Bedrooms / sleeps 5

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

Very Good 4.5/5 

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from £43 / night

£295 / week

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Located in an excellent position to visit the typical villages of the Chianti Classico and Chianti Fiorentino Chainti ... Paved road to the village Montegrossi  …see more

from £127 / night

£883 - £2721 / week

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(1) Excellent 5/5 

1 / 16

Villa rental in Gaiole in Chianti with swimming pool

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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from £127 / night

£883 - £2721 / 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 £316 / night

£2206 - £3162 / week

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1 / 24

Holiday castle accommodation

Castle / 6 Bedrooms / sleeps 16

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

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from £316 / night

£2206 - £3162 / week

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Castle, tuscany, italy, swimmingpool, bed and breakfast, gaiole in chianti, events, wedding, private castle, private villa, Yoga, wine  …see more

from £215 / night

£1500 - £2800 / week

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1 / 24

Farmhouse rental in Gaiole in Chianti with swimming pool

Farmhouse / 6 Bedrooms / sleeps 12

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

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from £215 / night

£1500 - £2800 / week

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Podere Scopeto, a former hill farm on sunset-facing slopes of the Chianti in the heart of the wine-region. Main House sleeps 10 and separately available self-contained studio for 2 in its own 30 acres of woodland. 15m saltwater pool on terraces with spectacular views.  …see more

from £85 / night

£589 - £1692 / week

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1 / 18

Villa rental in Lecchi with swimming pool

Villa / 4 Bedrooms / sleeps 8

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

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from £85 / night

£589 - £1692 / week

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Tuscany. Heart of Chiant.iExclusive use of private swimming pool. The Villa accommodates up to 8/9 people. Beautiful views of the country side. Only a few other farmhouses are visible in the distance. Outdoor dining area. Fontecaresino, located in the hills of Chianti, in the heart of Tuscany. Breathtaking views.  …see more

from £89 / night

£618 - £735 / week

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1 / 24

Apartment letting in Gaiole in Chianti with shared pool

Apartment / 3 Bedrooms / sleeps 5

  • Nearest beach 108 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

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from £89 / night

£618 - £735 / week

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L'appartamento " RICASOLI " è l'ideale per un unico nucleo familiare con bambini Max.5 px. L'Appartamento è composto da due camere. L'appartamento dispone di un bagno con doccia, lavabo, wc, bidet -DINNER PARTY CON PRIVATE CHEF E LEZIONI DI CUCINA -WINE TASTING EXPERIENCE -BREAKFAST, LUNCH E DINNER  …see more

from £42 / night

£292 - £365 / week

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1 / 18

Holiday apartment with shared pool in Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 3

  • Nearest beach 120 km
  • Swimming pool
  • Not suitable for children
  • Car advised

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from £42 / night

£292 - £365 / week

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La naturale estensione del paese di Gaiole in Chianti. Il concetto del “villaggio - nel - villaggio” unico nel suo genere. Il concetto del borgo che diventa parte integrante del villaggio. Una cura maniacale dell' architettura e dei materiali. Disponibilità di appartame  …see more

from £78 / night

£542 - £830 / week

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1 / 33

Holiday apartment with shared pool in Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

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

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from £78 / night

£542 - £830 / week

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The apartment Gaiole 40, is a beautiful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 4 person.  …see more

from £142 / night

£993 - £1177 / week

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1 / 11

Gaiole in Chianti holiday apartment rental

Apartment / 3 Bedrooms / sleeps 5

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

Add to shortlist

from £142 / night

£993 - £1177 / week

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Wine resort con piscina nel cuore del Chianti. Organizziamo corsi di cucina, visite e degustazioni.  …see more

from £43 / night

£295 - £589 / week

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1 / 24

Home letting in Gaiole in Chianti with shared pool

House / 1 Bedroom / sleeps 3

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

Add to shortlist

from £43 / night

£295 - £589 / week

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The house, composed of 5 delightful apartments, has as it's main objective the idea of offering guests the opportunity to enjoy the calm, the beauty and all the pleasures our region has to offer. Our apartments have been renovated with respect for tradition.  …see more

from £52 / night

£363 - £515 / week

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1 / 27

Holiday apartment with shared pool in Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

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

Add to shortlist

from £52 / night

£363 - £515 / week

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The apartment Gaiole 15, is a wonderful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 3 person.  …see more

from £52 / night

£363 - £515 / week

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1 / 28

Holiday apartment in Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

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

Add to shortlist

from £52 / night

£363 - £515 / week

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The apartment Gaiole 13, is a wonderful apartment in the heart of Chianti. This structure, located in the beautiful Borgo di Gaiole, can comfortably host up to 3 person.  …see more

from £53 / night

£368 - £552 / week

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1 / 11

Gaiole in Chianti holiday home rental

House / 2 Bedrooms / sleeps 6

  • Great for children of all ages
  • No pets allowed

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from £53 / night

£368 - £552 / week

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Un posto accogliente e familiare, ideale per chi vuole scoprire la terra del buon vino tra famosi vigneti e affascinanti castelliSiamo nel cuore del paese. Due passi per raggiunbere l'edicola, il tabaccaio, il market, la farmacia etc. La biancheria da letto, bagno e cucina è inclusa nel prezzo. Extra: garage, riscaldamento, legna camino.  …see more

from £57 / night

£398 - £559 / week

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1 / 19

Holiday apartment rental

Apartment / 1 Bedroom / sleeps 4

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

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from £57 / night

£398 - £559 / week

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This is a quiet and peaceful corner of the property idea for relaxing after sighseeing or for cooling off after the warm Tuscan day. Pool fenced - a 16x6 mtr pool open from mid-May to mid-September (weather permitting)  …see more

from £157 / night

£1095 / week

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1 / 19

Villa rental in Gaiole in Chianti

Villa / 2 Bedrooms / sleeps 5

  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner

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from £157 / night

£1095 / week

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Experience Tuscany cooking class, Italian dining and Tuscany tours to Siena, Cortona, San Giminiano and the wine regions of Montalcino and Montepulciano, Pienza, Volterra. Villa Oliviera is a really ' A Taste of Tuscany ' in an authentic, unique, Tuscany Villa Breakfast with home made specialities is served in a charming patio in the stunning Chianti wines view.  …see more

from £578 / night

£4045 - £4780 / week

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1 / 45

Holiday villa with swimming pool in 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 £37 / night

£258 - £442 / week

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1 / 16

Gaiole in Chianti holiday condo rental

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 £37 / night

£258 - £442 / 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 £64 / night

£442 - £625 / week

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1 / 12

Holiday home in Gaiole in Chianti

House / 2 Bedrooms / sleeps 4

  • Not suitable for children
  • Car essential
  • Some pets are welcome - please contact the owner

Add to shortlist

from £64 / night

£442 - £625 / week

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Casa colonica chiantigiana di grande charme, comoda e arredata con gusto e attenzione al dettaglio.  …see more

from £58 / night

£405 - £809 / week

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1 / 9

Villa rental in Gaiole in Chianti with shared pool

Villa / 2 Bedrooms / sleeps 5

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

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from £58 / night

£405 - £809 / week

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The Chianti As You Always Dreamed It. A charming Medieval borgo in the heart of Chianti Classico, 15 km far from Siena. Relax and discovery hour incredible landes. The charme of an ancient Medieval borgo in the heart of Chianti Classico  …see more

from £48 / night

£331 - £405 / week

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1 / 13

Holiday apartment with swimming pool in Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 4

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

Add to shortlist

from £48 / night

£331 - £405 / week

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Chianti, famous not only for its landscape but also for the fruit which its land offers. The exquisite wine that is produced here, known as far back as the Etruscan times, has given the region prestige and worldwide fame.  …see more

from £195 / night

£1361 - £2353 / week

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1 / 18

Gaiole in Chianti holiday villa rental

Villa / 6 Bedrooms / sleeps 14

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

Add to shortlist

from £195 / night

£1361 - £2353 / week

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The "Molino della Carpinese" is located in the municipality of Gaiole in Chianti. The peace and silence characterize the environment that makes it particularly suitable for a relaxing vacation that helps you to forget the stress of those who live in big cities. The Mill of Carpinese is located in the municipality of Gaiole in Chianti, Province of Siena. The peace and  …see more

from £177 / night

£1238 - £2741 / week

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(2) Excellent 5/5 

1 / 24

Gaiole in Chianti holiday villa rental

Villa / 5 Bedrooms / sleeps 10

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

Excellent 5/5 

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from £177 / night

£1238 - £2741 / week

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This comfortably furnished country style Tuscan villa sleeps up to ten persons. Set amongst a mature well tended garden with its own private swimming pool. The property is in a great location only five minutes away from Gaiole.  …see more

from £65 / night

£453 - £829 / week

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(2) Very Good 4/5 

1 / 21

Gaiole in Chianti holiday villa rental

Villa / 2 Bedrooms / sleeps 4

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

Very Good 4/5 

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from £65 / night

£453 - £829 / week

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This well positioned house has gardens to the South and East and enjoys a sunny aspect from sun rise to sun set, the house has a high quality finish in the old Tuscan style and has superb views all around of pine forest, vineyards and olive groves.  …see more

from £143 / night

£1000 - £1500 / week

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(11) Excellent 5/5 

1 / 23

Holiday apartment with shared pool in Gaiole in Chianti

Apartment / 3 Bedrooms / sleeps 8

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

Excellent 5/5 

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from £143 / night

£1000 - £1500 / week

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A bright roomy south facing 3 bed/2 bath apartment with panaramic views over Gaiole and the hills beyond. Enjoy al fresco dining on the terrace or doze in a wisteria shaded hammock. Relax by the pool, take a cycle ride or just stroll down to the village restuarants. Maggiore is ideally situated to enjoy the areas premier events including Siena Palio and Gaiole Eroica.  …see more

from £42 / night

£289 - £530 / week

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(1) Excellent 5/5 

1 / 20

Gaiole in Chianti holiday apartment rental

Apartment / 1 Bedroom / sleeps 3

  • Nearest beach 105 km
  • Swimming pool
  • Great for children of all ages
  • Car advised

Excellent 5/5 

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from £42 / night

£289 - £530 / week

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Ideal location for couples and families, set within walking distance of Gaiole in Chianti with the typical Tuscan lifestyle at your doorstep. Perfect place to unwind and come back to after a cycle, a walk, or discovering the artistic and historic cities of Tuscany. Gaiole is in the Chianti Classico area, ideal to taste and enjoy the best wines and olive oil in Italy.  …see more

from £199 / night

£1390 - £3052 / week

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(1) Very Good 4/5 

1 / 17

Villa rental in Gaiole in Chianti with swimming pool

Villa / 6 Bedrooms / sleeps 12

  • Nearest beach 125 km
  • Swimming pool
  • Great for children of all ages
  • Car essential

Very Good 4/5 

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from £199 / night

£1390 - £3052 / week

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The building of Villa Brolio was originally an old XII century watchtower later transformed into a mill and finally restored to become a villa.  …see more
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