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Gaiole in Chianti

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  • Lecchi (3)
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Filters applied: Private pool (41)

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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 £64 / night

£442 / week

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(1) Excellent 5/5 

1 / 10

Holiday villa rental

Villa / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • No pets allowed
  • Private garden

Excellent 5/5 

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from £64 / night

£442 / week

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Una vacanza all'insegna del riposo con l'alternativa di poter viaggiare e visitare i luoghi che furono di Dante, dei Medici e di quanti hanno sete di cultura. Gaiole in Chianti cittadina divenuta famosa per "L'EROICA" si trova al centro della Toscana.  …see more

Featured properties

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 £354 / night

£2478 - £3250 / week

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1 / 12

Holiday villa with swimming pool in 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 £354 / night

£2478 - £3250 / week

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In un antico Borgo del Chianti, immerso nella natura e nella storia, l'avvolgente fascino del passato prende forma in un elegante Palazzo del 1600. Sapientemente restaurata all'interno è un armonioso connubio di comfort moderno e raffinata eleganza.  …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 £40 / night

£279 - £662 / week

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1 / 24

Holiday townhouse with indoor pool in Gaiole in Chianti

Townhouse / 1 Bedroom / sleeps 2

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

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from £40 / night

£279 - £662 / week

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"Cerbiatto n°5A", 2-room apartment 35 m2 on 2 levels, on the ground floor: living/dining room with satellite-TV. Kitchenette (4 hotplates). On the lower ground floor: 1 double bedroom. Shower/bidet/WC. Small patio. Terrace furniture. Please note: only 1 dog accepted. The showwer  …see more

from £44 / night

£306 - £584 / week

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1 / 12

Holiday apartment with indoor pool in Montegrossi

Apartment / 1 Bedroom / sleeps 3

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £44 / night

£306 - £584 / week

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"Trebbiano n°5", 2-room apartment 40 m2, on the lower ground floor: living/dining room with satellite-TV. 1 double bedroom with 1 bed and 1 double bed. Kitchenette. Shower/WC. Maximum 1 pet/ dog allowed.

Farm house Ensoli, approx 1600, has been recently  …see more

from £55 / night

£383 - £762 / week

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1 / 12

Holiday apartment with indoor pool in Montegrossi

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £55 / night

£383 - £762 / week

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"Malvasia n°6", 3-room apartment 60 m2, on the lower ground floor: living/dining room with 1 double sofa bed and satellite-TV. 1 double bedroom. 1 room with 1 x 2 bunk beds. Kitchenette. Shower/bidet/WC. Maximum 1 pet/ dog allowed.

Farm house Ensoli, approx 1600  …see more

from £37 / night

£256 - £511 / week

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1 / 14

Holiday apartment with indoor pool in Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 2

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £37 / night

£256 - £511 / week

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"Prugnolino n°7", 1-room apartment 25 m2, on the ground floor: 1 double bedroom with satellite-TV. Kitchen (2 hotplates) with dining table. Shower/WC. Maximum 1 pet/ dog allowed. Private outdoor area, 6 m2, furnished with 2 loungers and sunbed.

Farm house Ensoli  …see more

from £66 / night

£457 - £1068 / week

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1 / 18

Holiday apartment with indoor pool in Montegrossi

Apartment / 3 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £66 / night

£457 - £1068 / week

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"San Giovese n°4", 4-room apartment 105 m2, on the upper ground floor: living room with satellite-TV. 1 room with 1 bed and 1 double bed. 1 double bedroom. 1 room with 1 bed. Kitchen (4 hotplates, dishwasher) with open fireplace and dining table. Shower/WC, shower/bidet/WC.  …see more

from £59 / night

£407 - £967 / week

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1 / 26

Holiday apartment with indoor pool in Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £59 / night

£407 - £967 / week

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"La Colomba n°4", 3-room apartment 75 m2 on 2 levels, on the ground floor: living room with 1 double sofa bed (160 cm), satellite-TV. Kitchenette (4 hotplates). Shower/WC. Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Small patio. Terrace furniture. Maximum  …see more

from £51 / night

£356 - £739 / week

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1 / 24

Holiday apartment with indoor pool in Montegrossi

Apartment / 2 Bedrooms / sleeps 4

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £51 / night

£356 - £739 / week

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"Il Pettirosso n°7", 2-room apartment 55 m2 on 2 levels, on the ground floor: kitchen (4 hotplates) with dining table and satellite-TV. Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 pet/ dog allowed.

see more

from £59 / night

£407 - £940 / week

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1 / 22

Holiday apartment with indoor pool in Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • Pets welcome

Add to shortlist

from £59 / night

£407 - £940 / week

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"La Farfalla n°5", 3-room apartment 75 m2 on 2 levels, on the ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. Kitchenette (4 hotplates). Sep. WC. Upper floor: 1 double bedroom. 1 room with 2 beds. Shower/bidet/WC. Small patio. Terrace furniture.  …see more

from £48 / night

£333 - £685 / week

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1 / 22

Holiday apartment with indoor pool in Gaiole in Chianti

Apartment / 1 Bedroom / sleeps 4

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £48 / night

£333 - £685 / week

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"Pulcino n°3", 2-room apartment 32 m2, on the ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. 1 small double bedroom. Kitchenette. Shower/WC. Small patio. Maximum 1 pet/ dog allowed.

Località la Massa 15 km from Gaiole in Chianti:  …see more

from £59 / night

£407 - £839 / week

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1 / 21

Holiday apartment with indoor pool in Gaiole in Chianti

Apartment / 2 Bedrooms / sleeps 6

  • Swimming pool
  • Not suitable for children
  • Pets welcome

Add to shortlist

from £59 / night

£407 - £839 / week

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"Coccinella n°6", 3-room apartment 50 m2, on the upper ground floor: living/dining room with 1 double sofa bed (160 cm), satellite-TV. 1 double bedroom. 1 room with 2 beds. Kitchenette (4 hotplates). Shower/bidet/WC. Small patio. Terrace furniture. Maximum 1 pet/ dog allowed.  …see more

from £139 / night

£967 - £1980 / week

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1 / 39

Holiday apartment with indoor pool in Gaiole in Chianti

Apartment / 7 Bedrooms / sleeps 16

  • Swimming pool
  • Not suitable for children
  • Pets welcome

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from £139 / night

£967 - £1980 / week

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"Il Gufo n°1", 9-room apartment 180 m2 on 2 levels on 1st floor: living/dining room with open fireplace. Small living room with 1 double sofa bed (160 cm), satellite-TV. 1 double bedroom. Kitchenette (4 hotplates, dishwasher, micro wave). Shower/WC. Upper floor: 2 double bedrooms  …see more

from £158 / night

£1103 - £1692 / week

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1 / 15

Gaiole in Chianti holiday villa rental

Villa / 6 Bedrooms / sleeps 12

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

Add to shortlist

from £158 / night

£1103 - £1692 / week

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Tranquilla Confortevole Cibo Cucina Salumi Vino Olio Piscina Palestra Panorama Chianti Castello  …see more

from £578 / night

£4045 - £4780 / week

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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 £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 £179 / night

£1247 - £2762 / 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 £179 / night

£1247 - £2762 / 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 £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

from £536 / night

£3751 - £5762 / week

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(1) Excellent 5/5 

1 / 19

Holiday villa in Gaiole in Chianti

Villa / 4 Bedrooms / sleeps 8

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

Excellent 5/5 

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from £536 / night

£3751 - £5762 / week

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This beautiful, rustic villa is built on the side of a hill and surrounded by vineyards and woods. The villa is at the heart of an agricultural estate that produces organic wine and extra virgin olive oil. Good food, wine and relaxation await you in the heart of Tuscany  …see more

from £315 / night

£2203 - £4059 / week

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(7) Excellent 5/5 

1 / 24

Gaiole in Chianti holiday villa rental

Villa / 6 Bedrooms / sleeps 12

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

Excellent 5/5 

Add to shortlist

from £315 / night

£2203 - £4059 / week

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Private Villa with pool in Gaiole in Chianti in Tuscany sleeping up to 12 people with 5 beds 5 baths in main house and a barn conversion with a separate one bedroomed apartment in the grounds. A great property for large families or groups travelling together.  …see more

from £174 / night

£1214 - £2023 / week

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(2) Excellent 5/5 

1 / 20

Holiday villa with swimming pool in Gaiole in Chianti

Villa / 3 Bedrooms / sleeps 6

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

Excellent 5/5 

Add to shortlist

from £174 / night

£1214 - £2023 / week

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La Fontanella is fantastically located in the heart of the Chianti, just on the edge of a quaint stone village filled with Tuscan character and charm. Several of the main Chianti vineyards can easily be reached for wine tastings, these include Brolio, Dievole and Meleto  …see more

from £629 / night

£4398 - £6559 / week

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1 / 16

Holiday farmhouse with swimming pool in Gaiole in Chianti

Farmhouse / 7 Bedrooms / sleeps 13

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

Add to shortlist

from £629 / night

£4398 - £6559 / week

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Breathtaking views over the Chianti Classico valleys. Attractive and panoramic terrace.  …see more

from £876 / night

£6132 - £7154 / week

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1 / 24

Gaiole in Chianti holiday villa rental

Villa / 7 Bedrooms / sleeps 13

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

Add to shortlist

from £876 / night

£6132 - £7154 / week

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This exclusive villa with private swimming pool and tennis court offers luxurious accommodation in Tuscany for 13 people. The apartments and farmhouse can be rented separately or combined with the villa to accommodate up to 35 guests.  …see more

from £136 / night

£949 - £2299 / week

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1 / 17

Gaiole in Chianti holiday farmhouse accommodation

Farmhouse / 4 Bedrooms / sleeps 8

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner

Add to shortlist

from £136 / night

£949 - £2299 / week

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This beautiful, detached farmhouse has been carefully restored by the architect owner to the highest standards. He has maintained the original structure, while adding modern design ideas.  …see more

from £153 / night

£1070 - £1783 / week

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Gaiole in Chianti holiday farmhouse rental

Farmhouse / 3 Bedrooms / sleeps 8

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

Add to shortlist

from £153 / night

£1070 - £1783 / week

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Villa / Farmhouse / Home in San Sano with 3 bedrooms sleeps 8  …see more
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