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Hiking & Walking Holiday Accommodation in Gaiole in Chianti - Holiday Lettings

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28 properties suitable for rambling, hiking & walking

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Gaiole in Chianti holiday home rental

Gaiole in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from £108 / night

£757 / week

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Holiday home with swimming pool in Gaiole in Chianti

Gaiole in Chianti house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £786 / night

£4,911 - £6,875 / week

1 / 42

Gaiole in Chianti holiday apartment rental

Gaiole in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £216 / night

£1,327 / week

1 / 11

Gaiole in Chianti holiday apartment rental

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £200 / night

£1,375 - £2,200 / week

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Gaiole in Chianti holiday apartment rental

Gaiole in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £335 / night

£2,138 - £3,438 / week

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Gaiole in Chianti holiday apartment rental

Gaiole in Chianti apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £335 / night

£2,138 - £3,438 / week

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Holiday guest house in Montefienali

Montefienali guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £66 / night

£457 / week

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Holiday apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £309 / night

£1,987 - £4,125 / week

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Holiday villa in Nusenna

Nusenna villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £275 / night

£1,925 / week

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Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 10 bedrooms
  • 7 bathrooms
  • sleeps 20

from £1,235 / night

£8,642 / week

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Holiday apartment with shared pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £83 / night

£580 / week

1 / 12

Gaiole in Chianti holiday apartment accommodation

Gaiole in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“Fantastic stay in a beautiful setting” Have just returned from a week stay in Gaiole in Chianti following l'eroica and everything you hear and read about the region is true - it really is idyllic and a perfect place to relax, visit local villages, cycle or walk around. Siena, which is equally stunning, is also barely 30 minutes away. The apartment is perfectly located with stunning views overlooking the village - it was great to sit out in the private garden in the morning and at sunset and just relax. However this wasn't at the expense of being away from the centre of the village and the amenities - it was not even a 5 minute walk to the deli, butcher etc. (and only 3 minutes to the local takeaway pizza - I timed it!). The apartment itself is very well appointed with seemingly everything thought of - there were even umbrellas that we could use when there was rain one morning. The 'borgo' also has a swimming pool and gym as well as plenty of parking nearby. From the initial booking, John and Tracy made everything very easy and the service was simple and hassle free. - we'd definitely go again!

from £92 / night

£642 / week

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Apartment accommodation in Gaiole in Chianti with shared pool

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £86 / night

£573 / week

1 / 20

Gaiole in Chianti holiday apartment rental

Gaiole in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£963 / week

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Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from £618 / night

£3,342 - £5,562 / week

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Holiday apartment with swimming pool in Gaiole in Chianti

Gaiole in Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £118 / night

£491 / week

1 / 13

Nusenna holiday villa rental

Nusenna villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £590 / night

£4,125 / week

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Nusenna holiday villa rental

Nusenna villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £413 / night

£2,888 / week

1 / 29

Holiday home in Gaiole in Chianti

Gaiole in Chianti house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £562 / night

£3,929 / week

1 / 7

Holiday townhouse in Gaiole in Chianti

Gaiole in Chianti townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £197 / night

£1,375 / week

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Holiday villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £463 / night

£3,241 / week

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Holiday villa with shared pool in Gaiole in Chianti

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £148 / night

£1,032 / week

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Villa rental in Gaiole in Chianti with swimming pool

Gaiole in Chianti villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from £609 / night

£4,258 / week

1 / 30

Gaiole in Chianti holiday barn let

Gaiole in Chianti barn

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £128 / night

£884 / week

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Holiday villa in Gaiole in Chianti

Gaiole in Chianti villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 13

“Idyllic stay in very comfortable, beautifully furnished house” Driving up to La Pratola you get a great view of the house as you climb the hill to it, but nothing could have prepared us for the amazing view back down the hill and across the valley from the infinity pool. Breathtaking. We were supplied with amazing food and service by a really sweet lady who looked after us well, whilst also discretely blending in, never making us feel self-conscious, and the maid service was excellent. Nearby Gaiole has all you could need, and is pretty, but Florence and Siena are wonderfully close by for a day trip. There are good walks and bike rides ( or runs) straight out from the house, but we just wanted to chill out by the pool or in the lovely courtyard most of the time. The Interior is very comfortably furnished to a high standard, with plenty of places for people to relax, so if you are in a big group it works well to go off and do you own thing for a while - the upstairs living room is great- huge squishy leather sofas and a big screen TV. We particularly enjoyed the pool table too. We weren't disappointed by La Pratola and would happily go back there again.

from £1,895 / night

£13,259 / week

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Holiday villa with swimming pool in Gaiole in Chianti

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Excellent, spacious accommodation with a fantastic pool and view.” Very good, clear communication with the owner. Spacious, clean property Wonderful pool About 2 miles from villa to nearest village with bar, restaurant and small store Character property with high ceilings and lots of room Keeps cool indoors

from £547 / night

£3,831 - £5,795 / week

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Holiday farmhouse with swimming pool in Gaiole in Chianti

Gaiole in Chianti farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £288 / night

£2,014 - £3,094 / week

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Holiday villa in Barbischio

Barbischio villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 11

from £516 / night

£4,008 - £4,580 / week

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Great rentals within 20 miles that match your search

Holiday villa rental

San Casciano in Val di Pesa villa

  • 11 bedrooms
  • 10 bathrooms
  • sleeps 15

from £1,094 / night

£7,656 / week

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Holiday apartment in Torri

Torri apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£884 / week

1 / 14

Holiday apartment rental

Torri apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £138 / night

£884 / week

1 / 17

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£393 / week

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Holiday farmhouse in Ville di Corsano

Ville di Corsano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £79 / night

£491 - £698 / week

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Colle di Val d'Elsa holiday home rental

Colle di Val d'Elsa house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £177 / night

£1,061 - £1,336 / week

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Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £99 / night

£688 / week

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Holiday villa in Bucine

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £557 / night

£3,586 / week

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Holiday villa with shared pool in Bucine

Bucine villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £557 / night

£3,586 / week

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Holiday home with shared pool in Bucine

Bucine house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £527 / night

£3,390 / week

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Holiday home with shared pool in Bucine

Bucine house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £372 / night

£2,391 / week

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Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £227 / night

£1,461 / week

1 / 19

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