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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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  • Guest house (10)
  • Apartment (315)
  • Villa (158)
  • Cottage (19)
  • House (64)
  • Penthouse (1)
  • Chalet (1)
  • Manor House (1)
  • Barn (6)
  • Castle (2)
  • Townhouse (22)
  • Farmhouse (121)
  • Studio (7)
  • Finca (8)
  • Condo (1)
  • Private room (4)
  • B&B (42)
  • Hotel apartment (6)

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10 Holiday homes

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Great rentals within 20 miles that match your search

Holiday guest house in Poppi

Poppi guest house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 12

from £237 / night

£1,657 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday guest house with golf nearby in San Gimignano

San Gimignano guest house

  • 10 bedrooms
  • 5 bathrooms
  • sleeps 20

from £681 / night

£4,438 - £6,095 / week

1 / 29

Great rentals within 20 miles that match your search

San Gimignano holiday guest house rental

San Gimignano guest house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

from £385 / night

£2,466 - £3,709 / week

1 / 18

Great rentals within 20 miles that match your search

Guest house rental in Anghiari with shared pool

Anghiari guest house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
12 reviews

from £237 / night

£1,332 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday guest house with swimming pool in Val di Chiana

Val di Chiana guest house

  • 13 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,519 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday guest house with shared pool in Chiusi

Chiusi guest house

  • 15 bedrooms
  • 12 bathrooms
  • sleeps 30
8 reviews

Pricing unknown

1 / 21

Great rentals within 20 miles that match your search

Holiday guest house rental

Macchie guest house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 4
30 reviews

from £79 / night

£553 / week

1 / 37

Great rentals within 20 miles that match your search

Holiday guest house in Castiglion Fiorentino

Castiglion Fiorentino guest house

  • 14 bedrooms
  • sleeps 39
1 review

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday guest house in Citta della Pieve

Citta della Pieve guest house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16
3 reviews

from £888 / night

£4,833 / week

1 / 54

Great rentals within 20 miles that match your search

Guest house rental in Anghiari with shared pool

Anghiari guest house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6
3 reviews

from £237 / night

£1,332 / week

1 / 12

Great rentals within 20 miles that match your search

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Holiday apartment in Certaldo

Certaldo apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £197 / night

£1,374 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo

Certaldo apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

from £123 / night

£859 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo Alto

Certaldo Alto apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £115 / night

£802 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in Certaldo

Certaldo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £82 / night

£573 / week

1 / 3

Great rentals within 20 miles that match your search

Apartment rental in Certaldo with shared pool

Certaldo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £141 / night

£987 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday private room in Castel San Niccolo

Castel San Niccolo private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £99 / night

£641 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday apartment in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £99 / night

£691 / week

1 / 35

Great rentals within 20 miles that match your search

San Piero A Sieve holiday apartment rental

San Piero A Sieve apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £65 / night

£449 / week

1 / 7

Great rentals within 20 miles that match your search

Certaldo holiday apartment rental

Certaldo apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £99 / night

£691 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment in San Gimignano

San Gimignano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Siena

Siena apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £94 / night

£582 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday villa in Cortona

Cortona villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £138 / night

£967 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Castel San Niccolo

Castel San Niccolo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

2 reviews

from £134 / night

£878 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment accommodation in Castel San Niccolo

Castel San Niccolo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £134 / night

£878 / week

1 / 10

Great rentals within 20 miles that match your search

Gambassi Terme holiday private room rental

Gambassi Terme private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £119 / night

£829 / week

1 / 13

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: Property type

from £138 / night

£967 / week

1 / 11

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: Property type

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday finca in Pieve Santo Stefano

Pieve Santo Stefano finca

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £444 / night

£3,107 / week

1 / 24

Great rentals within 20 miles that match your search

Fucecchio holiday apartment rental

Fucecchio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

6 reviews

from £58 / night

£401 / week

1 / 6

Great rentals within 20 miles that match your search

Holiday farmhouse rental

Monticiano farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Property type

Pricing unknown

1 / 4

Great rentals within 20 miles that match your search

Dicomano holiday townhouse rental

Dicomano townhouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £12 / night

£97 / week

1 / 10

Great rentals within 20 miles that match your search

Apartment rental in Montepulciano

Montepulciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 6

Great rentals within 20 miles that match your search

B&b rental in Castelluccio, Arezzo

Castelluccio, Arezzo b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

Pricing unknown

1 / 12

Great rentals within 20 miles that match your search

Pienza holiday home rental

Pienza house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £99 / night

£691 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Oliveto

Oliveto apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £79 / night

£503 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment rental in Greve in Chianti

Greve in Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Property type

from £94 / night

£470 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday cottage in Sansepolcro

Sansepolcro cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

6 reviews

from £58 / night

£338 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment in Montaperti

Montaperti apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

from £180 / night

£1,142 - £1,472 / week

1 / 29

Great rentals within 20 miles that match your search

Vicchio holiday apartment rental

Vicchio apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

1 filter does not match: Property type

2 reviews

from £198 / night

£1,381 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Montepulciano

Montepulciano apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £94 / night

£587 - £725 / week

1 / 9

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