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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Apartments and Villas in Gaiole in Chianti

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

Price per night

£1 £750 -

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  • Apartment (5)
  • Villa (3)
  • Cottage (2)
  • House (1)
  • Townhouse (2)
  • Farmhouse (2)
  • B&B (1)

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16 Holiday homes

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Fireplace
Water sports

Great rentals within 20 miles that match your search

Holiday apartment in Panzano in Chianti

Panzano in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£786 / week

1 / 17

Great rentals within 20 miles that match your search

Cavriglia holiday b&b rental

Cavriglia b&b

  • 28 bedrooms
  • 28 bathrooms
  • sleeps 2

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £63 / night

£440 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday townhouse in Greve in Chianti

Greve in Chianti townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £105 / night

£729 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday townhouse in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £49 / night

£374 / week

1 / 11

Great rentals within 20 miles that match your search

Campoli in Chianti holiday cottage rental

Campoli in Chianti cottage

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £128 / night

£855 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Armaiolo

Armaiolo villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £215 / night

£1,499 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in San Donato in Poggio

San Donato in Poggio villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £927 / night

£6,484 / week

1 / 38

Great rentals within 20 miles that match your search

Ambra holiday farmhouse rental

Ambra farmhouse

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10
1 review

from £772 / night

£5,402 / week

1 / 24

Great rentals within 20 miles that match your search

Bucine holiday apartment rental

Bucine apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £69 / night

£442 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
2 reviews

from £67 / night

£442 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday home in Greve in Chianti

Greve in Chianti house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5
2 reviews

from £59 / night

£413 - £722 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6
5 reviews

from £1,141 / night

£7,985 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday cottage in Castellina In Chianti

Castellina In Chianti cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
8 reviews

from £158 / night

£1,100 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8
87 reviews

from £491 / night

£3,438 / week

1 / 69

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Holiday villa letting

Castelfranco Piandisco villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Fireplace

from £181 / night

£1,265 / week

1 / 38

Great rentals within 20 miles that match your search

Gaiole in Chianti holiday villa rental

Gaiole in Chianti villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Fireplace

from £509 / night

£3,562 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Monte San Savino

Monte San Savino apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

from £98 / night

£681 / week

1 / 22

Great rentals within 20 miles that match your search

Apartment letting in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

from £104 / night

£516 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday b&b in Pieve A Presciano

Pieve A Presciano b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Fireplace

17 reviews

from £40 / night

£246 - £521 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday finca letting

Rapolano Terme finca

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

16 reviews

from £128 / night

£894 / week

1 / 5

Great rentals within 20 miles that match your search

Farmhouse rental in Figline e Incisa Valdarno

Figline e Incisa Valdarno farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

3 reviews

from £275 / night

£1,670 - £2,358 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday home in Siena

Siena house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Fireplace

11 reviews

from £118 / night

£825 / week

1 / 17

Great rentals within 20 miles that match your search

Rapolano Terme holiday b&b rental

Rapolano Terme b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

1 review

from £68 / night

£393 - £1,033 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday farmhouse in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

11 reviews

from £118 / night

£688 - £1,032 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday home with shared pool in San Gusme

San Gusme house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

from £290 / night

£1,925 - £2,579 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

2 reviews

from £364 / night

£2,358 / week

1 / 19

Great rentals within 20 miles that match your search

Villa rental in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Fireplace

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Farmhouse rental in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Fireplace

11 reviews

from £108 / night

£639 - £865 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday home in Figline e Incisa Valdarno

Figline e Incisa Valdarno house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Fireplace

2 reviews

from £99 / night

£619 / week

1 / 35

Great rentals within 20 miles that match your search

Farmhouse letting in Radda in Chianti

Radda in Chianti farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Fireplace

8 reviews

from £84 / night

£541 - £776 / week

1 / 47

Great rentals within 20 miles that match your search

Radda in Chianti holiday farmhouse rental

Radda in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

9 reviews

from £94 / night

£658 - £806 / week

1 / 49

Great rentals within 20 miles that match your search

Holiday b&b in Greve in Chianti

Greve in Chianti b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Fireplace

5 reviews

from £94 / night

£654 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Water sports

Pricing unknown

1 / 47

Great rentals within 20 miles that match your search

Holiday apartment in San Rocco a Pilli

San Rocco a Pilli apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Water sports

from £158 / night

£1,100 / week

1 / 7

Great rentals within 20 miles that match your search

Sovicille holiday apartment rental

Sovicille apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Water sports

Pricing unknown

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment with golf nearby in San Rocco a Pilli

San Rocco a Pilli apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Water sports

from £138 / night

£963 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday home in Radda in Chianti

Radda in Chianti house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Water sports

from £99 / night

£491 / week

1 / 20

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