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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

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£1 £750 -

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  • Apartment (3)
  • Villa (3)
  • Barn (1)

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7 Holiday homes

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Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Mercatale Valdarno

Mercatale Valdarno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool, golf nearby in Moltacino

Moltacino villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £227 / night

£1,202 - £5,465 / week

1 / 36

Great rentals within 20 miles that match your search

Apartment rental in Radda in Chianti with shared pool

Radda in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
2 reviews

from £108 / night

£757 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £112 / night

£784 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday villa in Costalpino

Costalpino villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8
15 reviews

from £244 / night

£1,568 / week

1 / 52

Great rentals within 20 miles that match your search

Holiday barn with swimming pool in Quercegrossa

Quercegrossa barn

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £108 / night

£755 - £1,337 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Quercegrossa

Quercegrossa villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £560 / night

£3,585 - £5,897 / week

1 / 81

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Campoli in Chianti holiday barn rental

Campoli in Chianti barn

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

1 review

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Villa rental in Castelnuovo Berardenga

Castelnuovo Berardenga villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 10

Great rentals within 20 miles that match your search

Apartment rental in Mercatale Valdarno with shared pool

Mercatale Valdarno apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

2 filters do not match: Ceiling Fans, Garden

from £108 / night

£735 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in San Giovanni Valdarno

San Giovanni Valdarno apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Garden

from £79 / night

£549 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment letting

Greve in Chianti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

2 filters do not match: Ceiling Fans, Garden

2 reviews

from £147 / night

£1,029 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Giovanni Valdarno

San Giovanni Valdarno farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Montebenichi

Montebenichi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Ceiling Fans, Garden

2 reviews

from £196 / night

£1,372 / week

1 / 36

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

2 filters do not match: Ceiling Fans, Garden

from £55 / night

£353 / week

1 / 23

Great rentals within 20 miles that match your search

Cavriglia holiday b&b rental

Cavriglia b&b

  • 28 bedrooms
  • 28 bathrooms
  • sleeps 2

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Tavarnelle Val di Pesa

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

from £77 / night

£490 / week

1 / 19

Great rentals within 20 miles that match your search

San Donato in Poggio holiday home rental

San Donato in Poggio house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Ceiling Fans, Garden

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

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Montevarchi holiday b&b accommodation

Montevarchi b&b

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment accommodation

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 11

Great rentals within 20 miles that match your search

Tavarnelle Val di Pesa holiday apartment rental

Tavarnelle Val di Pesa apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Ceiling Fans, Garden

from £69 / night

£451 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Panzano in Chianti

Panzano in Chianti villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

2 filters do not match: Ceiling Fans, Garden

3 reviews

from £539 / night

£3,771 / week

1 / 40

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Barn rental in Sovicille with shared pool

Sovicille barn

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

4 reviews

from £98 / night

£666 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday farmhouse with shared pool in San Felice

San Felice farmhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Cot available, Garden

from £140 / night

£980 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in San Felice

San Felice apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Cot available, Garden

from £182 / night

£1,274 / week

1 / 16

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

2 filters do not match: Ceiling Fans, Garden

11 reviews

from £118 / night

£686 - £1,029 / week

1 / 55

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

2 filters do not match: Ceiling Fans, Garden

8 reviews

from £84 / night

£539 - £774 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday home with swimming pool in San Casciano in Val di Pesa

San Casciano in Val di Pesa house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

2 filters do not match: Ceiling Fans, Garden

6 reviews

from £113 / night

£769 - £1,364 / week

1 / 32

Great rentals within 20 miles that match your search

Montebenichi holiday apartment rental

Montebenichi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

2 filters do not match: Ceiling Fans, Garden

from £147 / night

£1,029 / week

1 / 13

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

2 filters do not match: Ceiling Fans, Garden

from £118 / night

£823 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

2 filters do not match: Ceiling Fans, Garden

from £560 / night

£3,918 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Castellina In Chianti farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 23

Great rentals within 20 miles that match your search

Loro Ciuffenna holiday villa rental

Loro Ciuffenna villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

2 filters do not match: Ceiling Fans, Garden

from £235 / night

£1,646 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Loro Ciuffenna

Loro Ciuffenna villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

2 filters do not match: Ceiling Fans, Garden

from £216 / night

£1,489 / week

1 / 24

Great rentals within 20 miles that match your search

Terranuova Bracciolini holiday farmhouse rental

Terranuova Bracciolini farmhouse

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

2 filters do not match: Ceiling Fans, Garden

Pricing unknown

1 / 25

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool in Sovicille

Sovicille townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

2 filters do not match: Ceiling Fans, Garden

20 reviews

from £108 / night

£755 / week

1 / 10

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

2 filters do not match: Ceiling Fans, Garden

from £138 / night

£617 / week

1 / 24

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