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Holiday Rentals in Castiglione D'Orcia - Holiday Lettings - Villas

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1 Holiday homes

Great rentals within 20 miles that match your search

Holiday townhouse with swimming pool, golf nearby in Vicopisano

Vicopisano townhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £74 / night

£565 - £948 / week

1 / 53

Great rentals within 20 miles that match your search

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Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

2 filters do not match: Heated pool, Safe

from £442 / night

£2,456 - £5,255 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday cottage with swimming pool in San Leolino

San Leolino cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

from £349 / night

£2,063 - £2,947 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home in Ruota

Ruota house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 18

1 filter does not match: Smokers

from £646 / night

£4,517 - £9,529 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday villa in Panzano in Chianti

Panzano in Chianti villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

2 filters do not match: Heated pool, Safe

from £541 / night

£3,782 / week

1 / 20

Great rentals within 20 miles that match your search

Farmhouse rental in Montespertoli with swimming pool

Montespertoli farmhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Heated pool

Pricing unknown

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool, golf nearby in Castel San Gimignano

Castel San Gimignano apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 22

1 filter does not match: Heated pool

from £904 / night

£6,286 / week

1 / 19

Great rentals within 20 miles that match your search

Monticchiello holiday villa rental

Monticchiello villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 20

2 filters do not match: Heated pool, Safe

from £983 / night

£6,876 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa in Siena

Siena villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Heated pool

from £562 / night

£3,929 / week

1 / 10

Great rentals within 20 miles that match your search

Holiday villa rental

Cortona villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Heated pool

from £218 / night

£1,523 - £1,763 / week

1 / 22

Great rentals within 20 miles that match your search

Mercatale Valdarno holiday farmhouse rental

Mercatale Valdarno farmhouse

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 10

1 filter does not match: Heated pool

from £423 / night

£2,534 - £3,664 / week

1 / 25

Great rentals within 20 miles that match your search

Tiglio Basso holiday villa rental

Tiglio Basso villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

from £182 / night

£1,107 - £2,008 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Impruneta

Impruneta apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £148 / night

£1,032 / week

1 / 10

Great rentals within 20 miles that match your search

Apartment rental in Serre di Rapolano

Serre di Rapolano apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (unheated)

from £79 / night

£422 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Arezzo

Arezzo b&b

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £89 / night

£588 / week

1 / 11

Great rentals within 20 miles that match your search

Acqualagna holiday tower rental

Acqualagna tower

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

from £206 / night

£1,437 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday b&b with swimming pool in Arezzo

Arezzo b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Heated pool

from £89 / night

£588 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday villa in Piana di Lucca

Piana di Lucca villa

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

1 filter does not match: Heated pool

from £557 / night

£3,893 / week

1 / 39

Great rentals within 20 miles that match your search

Florence holiday villa rental

Florence villa

  • 18 bedrooms
  • 16 bathrooms
  • sleeps 40

1 filter does not match: Private outdoor pool (unheated)

from £2,947 / night

£20,626 / week

1 / 122

Great rentals within 20 miles that match your search

Holiday villa in Avigliano Umbro

Avigliano Umbro villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (unheated)

from £472 / night

£3,300 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Pietraia

Pietraia villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 18

1 filter does not match: Heated pool

from £891 / night

£6,236 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Massarosa

Massarosa farmhouse

  • 3 bedrooms
  • 12 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

Pricing unknown

1 / 18

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in San Gemini

San Gemini farmhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

2 filters do not match: Freezer, Safe

Pricing unknown

1 / 23

Great rentals within 20 miles that match your search

Monte Santa Maria Tiberina holiday villa rental

Monte Santa Maria Tiberina villa

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 12

1 filter does not match: Heated pool

from £479 / night

£3,350 - £5,627 / week

1 / 26

Great rentals within 20 miles that match your search

Castelfiorentino holiday castle rental

Castelfiorentino castle

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Heated pool

from £1,120 / night

£7,838 - £9,675 / week

1 / 52

Great rentals within 20 miles that match your search

Montaione holiday villa rental

Montaione villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

1 filter does not match: Heated pool

from £261 / night

£1,758 - £3,340 / week

1 / 96

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Arezzo

Arezzo villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Safe

from £216 / night

£1,719 / week

1 / 15

Great rentals within 20 miles that match your search

Home letting in Montescudaio with swimming pool

Montescudaio house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Heated pool

from £101 / night

£688 - £1,169 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Gaiole in Chianti

Gaiole in Chianti villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 filter does not match: Heated pool

from £547 / night

£3,256 - £5,795 / week

1 / 56

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Heated pool

from £701 / night

£4,901 - £5,383 / week

1 / 25

Great rentals within 20 miles that match your search

Holiday home in Mercatale di Cortona

Mercatale di Cortona house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

2 filters do not match: Private outdoor pool (unheated), Safe

from £134 / night

£933 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Cortona

Cortona villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Heated pool

from £253 / night

£2,259 - £2,996 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa accommodation

Civitella in Val di Chiana villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

2 filters do not match: Freezer, Safe

from £295 / night

£983 - £1,474 / week

1 / 48

Great rentals within 20 miles that match your search

Monte a Pescia holiday villa rental

Monte a Pescia villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 7

1 filter does not match: Heated pool

from £236 / night

£1,650 / week

1 / 37

Great rentals within 20 miles that match your search

Villa rental in Camporgiano with swimming pool

Camporgiano villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Heated pool

from £101 / night

£702 / week

1 / 13

Great rentals within 20 miles that match your search

Villa rental in Fiesole with swimming pool

Fiesole villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

1 filter does not match: Heated pool

from £1,159 / night

£7,298 / week

1 / 67

Great rentals within 20 miles that match your search

Citta di Castello holiday villa rental

Citta di Castello villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 15

1 filter does not match: Heated pool

from £573 / night

£4,008 - £5,210 / week

1 / 33

Great rentals within 20 miles that match your search

Barn rental in Castelfiorentino with swimming pool

Castelfiorentino barn

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 9

1 filter does not match: Heated pool

from £285 / night

£2,063 / week

1 / 24

Great rentals within 20 miles that match your search

Holiday villa with indoor pool in Castelnuovo

Castelnuovo villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (unheated)

from £177 / night

£1,169 - £2,750 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa rental

Buchignano villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Heated pool

from £491 / night

£3,438 / week

1 / 25

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