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

Holiday Rentals in Gaiole in Chianti - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

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Property type
  • Apartment (17)
  • Villa (1)
  • Cottage (1)
  • House (1)
  • Penthouse (1)
  • Barn (1)
  • Townhouse (5)
  • Farmhouse (3)
  • B&B (1)
  • Guest house (1)
  • Hotel apartment (1)

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33 Holiday homes

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City breaks
Pets allowed

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £94 / night

£582 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Pricing unknown

1 / 46

Great rentals within 20 miles that match your search

Holiday farmhouse in Siena

Siena farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 49

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 47

Great rentals within 20 miles that match your search

Greve in Chianti holiday apartment rental

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£493 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
2 reviews

from £365 / night

£2,365 / week

1 / 19

Great rentals within 20 miles that match your search

Montevarchi holiday b&b accommodation

Montevarchi b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Pricing unknown

1 / 15

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

£375 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Vagliagli

Vagliagli apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £60 / night

£395 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Holiday home in Casal Monastero

Casal Monastero house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Apartment accommodation in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

Pricing unknown

1 / 31

Great rentals within 20 miles that match your search

San Giovanni Valdarno holiday farmhouse rental

San Giovanni Valdarno farmhouse

  • 6 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 7

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 9 bedrooms
  • 18 bathrooms
  • sleeps 4
3 reviews

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Siena holiday townhouse rental

Siena townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
1 review

from £119 / night

£828 / week

1 / 31

Great rentals within 20 miles that match your search

Greve in Chianti holiday apartment rental

Greve in Chianti apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6
1 review

from £99 / night

£690 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday townhouse in Terranuova Bracciolini

Terranuova Bracciolini townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £55 / night

£276 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday hotel apartment in Montebenichi

Montebenichi hotel apartment

  • 17 bedrooms
  • 16 bathrooms
  • sleeps 40
1 review

from £3,187 / night

£16,259 / week

1 / 30

Great rentals within 20 miles that match your search

Barn rental in Sovicille with shared pool

Sovicille barn

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4
4 reviews

from £99 / night

£670 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Crete Senesi

Crete Senesi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £119 / night

£828 / week

1 / 22

Great rentals within 20 miles that match your search

Townhouse rental in Siena

Siena townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
5 reviews

from £119 / night

£828 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday apartment in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £84 / night

£434 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£621 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

Pricing unknown

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment rental

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £74 / night

£395 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Donato in Poggio

San Donato in Poggio apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
1 review

from £84 / night

£434 / week

1 / 24

Great rentals within 20 miles that match your search

San Donato in Poggio holiday penthouse rental

San Donato in Poggio penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
8 reviews

from £84 / night

£434 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday cottage in Montebenichi

Montebenichi cottage

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £725 / night

£5,069 - £7,565 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Sovicille

Sovicille townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5
20 reviews

from £109 / night

£759 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3
9 reviews

from £66 / night

£447 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday guest house in Siena

Siena guest house

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 4
13 reviews

from £444 / night

£2,709 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Greve in Chianti

Greve in Chianti villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

from £685 / night

£4,789 / week

1 / 47

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Apartment rental in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £158 / night

£690 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment rental

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Pets allowed

from £148 / night

£1,035 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

from £148 / night

£1,035 / week

1 / 16

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: Pets allowed

1 review

from £90 / night

£513 - £789 / week

1 / 24

Great rentals within 20 miles that match your search

Apartment rental in Siena

Siena apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Pets allowed

2 reviews

from £148 / night

£1,035 / week

1 / 17

Great rentals within 20 miles that match your search

Greve in Chianti holiday cottage rental

Greve in Chianti cottage

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Pets allowed

from £56 / night

£355 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday farmhouse in Greve in Chianti

Greve in Chianti farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

Pricing unknown

1 / 24

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