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Holiday Lettings
> Europe
> Italy
> Tuscany
> Province of Siena
> Villas and apartments in Montepulciano

Villas in Montepulciano and Apartments - Holiday Lettings - Holiday Rentals Montepulciano

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£1 £750 -

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  • Apartment (11)
  • Villa (4)
  • House (3)
  • Lodge (1)
  • Townhouse (2)
  • Farmhouse (5)

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26 Holiday homes

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Water sports
Pets allowed

Great rentals within 20 miles that match your search

Holiday villa in Piegaro

Piegaro villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 14

Great rentals within 20 miles that match your search

Lucignano holiday villa rental

Lucignano villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £525 / night

£3,673 / week

1 / 21

Great rentals within 20 miles that match your search

Passignano Sul Trasimeno holiday apartment rental

Passignano Sul Trasimeno apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £158 / night

£1,102 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Passignano Sul Trasimeno

Passignano Sul Trasimeno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£818 / week

1 / 18

Great rentals within 20 miles that match your search

Cortona holiday farmhouse rental

Cortona farmhouse

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16
8 reviews

from £539 / night

£3,771 / week

1 / 30

Great rentals within 20 miles that match your search

Apartment rental in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £118 / night

£823 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Passignano Sul Trasimeno

Passignano Sul Trasimeno apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £167 / night

£1,166 / week

1 / 20

Great rentals within 20 miles that match your search

Passignano Sul Trasimeno holiday apartment rental

Passignano Sul Trasimeno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£818 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment rental

Passignano Sul Trasimeno apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £118 / night

£818 / week

1 / 17

Great rentals within 20 miles that match your search

Passignano Sul Trasimeno holiday apartment let

Passignano Sul Trasimeno apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £132 / night

£916 / week

1 / 19

Great rentals within 20 miles that match your search

Cortona holiday villa rental

Cortona villa

  • 7 bedrooms
  • 1 bathroom
  • sleeps 2

from £74 / night

£515 / week

1 / 13

Great rentals within 20 miles that match your search

Townhouse rental in Castiglione del Lago with shared pool

Castiglione del Lago townhouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £79 / night

£539 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Cortona

Cortona farmhouse

  • 10 bedrooms
  • 6 bathrooms
  • sleeps 20

from £1,120 / night

£7,836 / week

1 / 101

Great rentals within 20 miles that match your search

Holiday home in Casa Maggiore

Casa Maggiore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Pricing unknown

1 / 13

Great rentals within 20 miles that match your search

Holiday lodge in Pienza

Pienza lodge

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8
17 reviews

from £451 / night

£3,154 / week

1 / 57

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Citta della Pieve

Citta della Pieve farmhouse

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16
1 review

from £735 / night

£5,143 / week

1 / 22

Great rentals within 20 miles that match your search

Ranciano holiday apartment rental

Ranciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £126 / night

£882 / week

1 / 8

Great rentals within 20 miles that match your search

Passignano Sul Trasimeno holiday farmhouse rental

Passignano Sul Trasimeno farmhouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
1 review

from £118 / night

£818 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Cortona

Cortona apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4
1 review

from £177 / night

£1,225 / week

1 / 83

Great rentals within 20 miles that match your search

Holiday home in San Giovanni d'Asso

San Giovanni d'Asso house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

Pricing unknown

1 / 24

Great rentals within 20 miles that match your search

Holiday home in Cortona

Cortona house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £74 / night

£392 / week

1 / 30

Great rentals within 20 miles that match your search

Apartment rental in Cortona with shared pool

Cortona apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6
1 review

from £216 / night

£1,470 / week

1 / 89

Great rentals within 20 miles that match your search

Townhouse rental in Citta della Pieve

Citta della Pieve townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6
2 reviews

from £147 / night

£784 / week

1 / 14

Great rentals within 20 miles that match your search

Villa rental in Cortona with swimming pool, golf nearby

Cortona villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8
1 review

from £392 / night

£1,959 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday farmhouse with swimming pool in Lucignano

Lucignano farmhouse

  • 10 bedrooms
  • 10 bathrooms
  • sleeps 28
1 review

Pricing unknown

1 / 48

Great rentals within 20 miles that match your search

Apartment rental in Perugia with shared pool, golf nearby

Perugia apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7
16 reviews

from £441 / night

£2,743 / week

1 / 32

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

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Pienza holiday villa rental

Pienza villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 11

1 filter does not match: Pets allowed

from £816 / night

£4,477 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday home in Asciano

Asciano house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £116 / night

£809 / week

1 / 45

Great rentals within 20 miles that match your search

Holiday villa accommodation

Sant'Albino villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

1 review

from £179 / night

£1,248 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday farmhouse in Camucia

Camucia farmhouse

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Pets allowed

from £177 / night

£1,235 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday villa in Pierle

Pierle villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £123 / night

£857 / week

1 / 21

Great rentals within 20 miles that match your search

Camucia holiday apartment rental

Camucia apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

from £84 / night

£583 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Camucia

Camucia apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £98 / night

£686 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday apartment in Fratticciola

Fratticciola apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Pets allowed

1 review

from £84 / night

£583 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment in Fratticciola

Fratticciola apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Pets allowed

from £98 / night

£686 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Lucignano

Lucignano villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

1 review

from £216 / night

£1,509 / week

1 / 22

Great rentals within 20 miles that match your search

Sinalunga holiday villa rental

Sinalunga villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Pets allowed

2 reviews

from £216 / night

£1,509 / week

1 / 48

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in Torrita di Siena

Torrita di Siena villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

1 filter does not match: Pets allowed

from £400 / night

£2,798 / week

1 / 26

Great rentals within 20 miles that match your search

Lucignano holiday villa rental

Lucignano villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 filter does not match: Pets allowed

3 reviews

from £216 / night

£1,509 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa in Foiano Della Chiana

Foiano Della Chiana villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

1 filter does not match: Pets allowed

from £231 / night

£1,612 / week

1 / 39

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