Updating

Dates
...

Viewing 40 of 1,195 rentals in Siena

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

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

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

Price per night

£1 £750 -

Bedrooms

Reviews
  • & up
  • & up
Property type
  • Apartment (7)
  • Villa (5)
  • Cottage (2)

All filters (2)

Filters (2)

Clear filters

14 Holiday homes

Why am I receiving these results?
Applied filters (2)
Trampoline
Under 5s

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 15 bedrooms
  • 15 bathrooms
  • sleeps 33

from £1,357 / night

£8,141 - £13,405 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Castellina In Chianti

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4
36 reviews

from £236 / night

£1,416 - £1,711 / week

1 / 30

Great rentals within 20 miles that match your search

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £212 / night

£1,269 - £2,094 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday villa with shared pool in Castellina In Chianti

Castellina In Chianti villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14
26 reviews

from £487 / night

£2,920 - £5,761 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Staggia Senese

Staggia Senese apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Pricing unknown

1 / 9

Great rentals within 20 miles that match your search

Holiday cottage with shared pool in Castellina In Chianti

Castellina In Chianti cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
46 reviews

from £148 / night

£900 - £1,210 / week

1 / 31

Great rentals within 20 miles that match your search

Montevarchi holiday apartment rental

Montevarchi apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2
3 reviews

from £89 / night

£620 / week

1 / 27

Great rentals within 20 miles that match your search

Sovicille holiday villa rental

Sovicille villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 20

from £786 / night

£4,916 / week

1 / 47

Great rentals within 20 miles that match your search

Holiday villa in Monteroni d'Arbia

Monteroni d'Arbia villa

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18
12 reviews

from £984 / night

£6,882 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday villa in Monteriggioni

Monteriggioni villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 20
12 reviews

from £413 / night

£2,891 / week

1 / 46

Great rentals within 20 miles that match your search

Holiday apartment in Poggibonsi

Poggibonsi apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 12
26 reviews

from £153 / night

£1,067 - £2,994 / week

1 / 43

Great rentals within 20 miles that match your search

Cottage rental in Monteguidi with swimming pool

Monteguidi cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4
23 reviews

from £197 / night

£1,377 / week

1 / 29

Great rentals within 20 miles that match your search

Apartment rental in Asciano with shared pool

Asciano apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £109 / night

£600 - £718 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Crete Senesi

Crete Senesi apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

from £227 / night

£1,269 - £1,544 / week

1 / 20

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Castellina In Chianti holiday apartment rental

Castellina In Chianti apartment

  • 5 bedrooms
  • 1 bathroom
  • sleeps 5

1 filter does not match: Under 5s

from £246 / night

£1,721 / week

1 / 10

Great rentals within 20 miles that match your search

Monteriggioni holiday hotel apartment rental

Monteriggioni hotel apartment

  • 10 bedrooms
  • 12 bathrooms
  • sleeps 20

1 filter does not match: Under 5s

2 reviews

Pricing unknown

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Asciano

Asciano apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from £99 / night

£689 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Gambassi Terme

Gambassi Terme apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Trampoline

from £236 / night

£1,426 / week

1 / 4

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from £68 / night

£475 / week

1 / 12

Great rentals within 20 miles that match your search

Radda in Chianti holiday home rental

Radda in Chianti house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £120 / night

£836 / week

1 / 18

Great rentals within 20 miles that match your search

Radda in Chianti holiday home rental

Radda in Chianti house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

from £211 / night

£1,475 / week

1 / 22

Great rentals within 20 miles that match your search

Holiday home in San Lorenzo a Merse

San Lorenzo a Merse house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

3 reviews

from £104 / night

£541 - £679 / week

1 / 34

Great rentals within 20 miles that match your search

San Gimignano holiday private room rental

San Gimignano private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £79 / night

£551 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment rental

Rapolano Terme apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

1 filter does not match: Trampoline

1 review

from £89 / night

£492 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday home in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £228 / night

£1,462 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday home with shared pool in Bucine

Bucine house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £228 / night

£1,462 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday studio in Siena

Siena studio

  • Studio
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

1 review

from £99 / night

£580 / week

1 / 19

Great rentals within 20 miles that match your search

Montalcinello holiday apartment rental

Montalcinello apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

from £118 / night

£826 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday home accommodation

Colle di Val d'Elsa house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from £59 / night

£413 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday villa with swimming pool in San Gimignano

San Gimignano villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Trampoline

from £984 / night

£7,371 / week

1 / 35

Great rentals within 20 miles that match your search

Holiday villa in Pievescola

Pievescola villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from £1,727 / night

£12,084 - £18,140 / week

1 / 14

Great rentals within 20 miles that match your search

Castelnuovo Berardenga holiday villa rental

Castelnuovo Berardenga villa

  • 9 bedrooms
  • 8 bathrooms
  • sleeps 12

1 filter does not match: Trampoline

from £1,325 / night

£9,272 - £13,598 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday villa rental

Buonconvento villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

1 filter does not match: Trampoline

from £1,360 / night

£9,518 - £12,979 / week

1 / 41

Great rentals within 20 miles that match your search

Holiday apartment in Casole d'Elsa

Casole d'Elsa apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Trampoline

from £197 / night

£1,475 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday b&b in Siena

Siena b&b

  • 4 bedrooms
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

from £197 / night

£1,377 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Barberino Val d'Elsa

Barberino Val d'Elsa apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Trampoline

from £158 / night

£1,102 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment rental in Castellina In Chianti

Castellina In Chianti apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

from £68 / night

£475 / week

1 / 16

Great rentals within 20 miles that match your search

Casole d'Elsa holiday home rental

Casole d'Elsa house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Trampoline

from £212 / night

£1,480 / week

1 / 34

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Trampoline

1 review

from £74 / night

£467 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Siena

Siena apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Trampoline

3 reviews

from £98 / night

£669 / week

1 / 14

×

Also consider