Short city breaks Pienza

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  • Italy
  • Tuscany
  • Province of Siena
  • Montepulciano

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  • Monticchiello (7)

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50 Holiday homes

Filters applied: City breaks (25)

Travellers going to Pienza are booking April dates now. Secure your holiday home today and have the perfect trip.

(3) Excellent 

1 / 23

Holiday apartment in Pienza

Province of Siena / Pienza

4 8 Min stay varies

Apartment / 4 bedrooms / sleeps 8 / Min stay varies

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from £107 / night

£749 / week

Book

from £107 / night

1 / 23

Holiday home with swimming pool in Pienza

Province of Siena / Pienza

1 3 5 nights min stay

House / 1 bedroom / sleeps 3 / 5 nights min stay

Add to shortlist

from £62 / night

£428 / week

Book

from £62 / night

(1) Very Good 

1 / 23

Holiday b&b rental

Province of Siena / Pienza

10 20 1 night min stay

B&B / 10 bedrooms / sleeps 20 / 1 night min stay

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from £58 / night

£375 / week

Book

from £58 / night

(2) Excellent 

1 / 24

Holiday b&b in Monticchiello

Pienza / Monticchiello

4 7 1 night min stay

B&B / 4 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £72 / night

£481 / week

Book

from £72 / night

1 / 15

Holiday apartment rental

Province of Siena / Pienza

3 6 2 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £184 / night

£626 - £917 / week

Book

from £184 / night

1 / 11

Ski apartment to rent in Pienza

Province of Siena / Pienza

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £54 / night

£306 / week

Book

from £54 / night

(1) Excellent 

1 / 12

Monticchiello holiday b&b rental

Pienza / Monticchiello

1 2 1 night min stay

B&B / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £69 / night

£382 / week

Book

from £69 / night

1 / 45

Monticchiello holiday townhouse rental

Pienza / Monticchiello

2 4 Min stay varies

Townhouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £119 / night

£802 - £1069 / week

Book

from £119 / night

1 / 24

Holiday b&b in Monticchiello

Pienza / Monticchiello

4 8 1 night min stay

B&B / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £69 / night

£459 - £1901 / week

Book

from £69 / night

1 / 12

Pienza holiday apartment rental

Province of Siena / Pienza

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £55 / night

£382 / week

Book

from £55 / night

(1) Excellent 

1 / 6

Farmhouse rental in Pienza

Province of Siena / Pienza

2 4 1 night min stay

Farmhouse / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £107 / night

£420 / week

Book

from £107 / night

1 / 21

Ski apartment to rent in Pienza

Province of Siena / Pienza

2 4 1 night min stay

Apartment / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £107 / night

£420 / week

Book

from £107 / night

1 / 17

Holiday farmhouse in Monticchiello

Pienza / Monticchiello

1 2 1 night min stay

Farmhouse / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £92 / night

£573 / week

Book

from £92 / night

1 / 10

Pienza holiday apartment rental

Province of Siena / Pienza

1 2 2 nights min stay

Apartment / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £58 / night

£268 / week

Book

from £58 / night

1 / 22

B&b rental in Pienza

Province of Siena / Pienza

3 2 1 night min stay

B&B / 3 bedrooms / sleeps 2 / 1 night min stay

Add to shortlist

from £81 / night

£481 / week

Book

from £81 / night

(1) Excellent 

1 / 12

Holiday b&b in Monticchiello

Pienza / Monticchiello

1 2 2 nights min stay

B&B / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £69 / night

£382 / week

Book

from £69 / night

1 / 5

Holiday farmhouse in Pienza

Province of Siena / Pienza

1 4 Min stay varies

Farmhouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £107 / night

£535 / week

Book

from £107 / night

1 / 7

Holiday farmhouse rental

Province of Siena / Pienza

5 14 Min stay varies

Farmhouse / 5 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

Pricing unknown

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Pricing unknown

1 / 9

Holiday apartment with shared pool in Pienza

Province of Siena / Pienza

3 5 Min stay varies

Apartment / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £153 / night

£542 - £817 / week

Book

from £153 / night

1 / 5

Holiday apartment in Pienza

Province of Siena / Pienza

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £123 / night

£512 - £749 / week

Book

from £123 / night

(1) Excellent 

1 / 11

Ski apartment to rent in Pienza

Province of Siena / Pienza

1 3 1 night min stay

Apartment / 1 bedroom / sleeps 3 / 1 night min stay

Add to shortlist

from £69 / night

£268 / week

Book

from £69 / night

1 / 7

Holiday b&b rental

Pienza / Monticchiello

1 3 1 night min stay

B&B / 1 bedroom / sleeps 3 / 1 night min stay

Add to shortlist

from £69 / night

£382 / week

Book

from £69 / night

1 / 44

Villa rental in Pienza with swimming pool

Province of Siena / Pienza

4 8 7 nights min stay

Villa / 4 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £216 / night

£1512 - £2142 / week

Enquire

from £216 / night

1 / 48

Holiday villa with swimming pool in Pienza

Province of Siena / Pienza

6 11 7 nights min stay

Villa / 6 bedrooms / sleeps 11 / 7 nights min stay

Add to shortlist

from £246 / night

£1720 - £2546 / week

Enquire

from £246 / night

1 / 15

Holiday townhouse in Pienza

Province of Siena / Pienza

2 5 7 nights min stay

Townhouse / 2 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £96 / night

£668 - £859 / week

Enquire

from £96 / night

More results near

Distance approx 0.38 miles from Pienza Show on Map

1 / 16

Holiday farmhouse with shared pool in Montepulciano

Province of Siena / Montepulciano

2 4 1 night min stay

Farmhouse / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £115 / night

£726 / week

Book

from £115 / night

Distance approx 2.73 miles from Pienza Show on Map

(1) Excellent 

1 / 29

Holiday farmhouse in Montepulciano

Province of Siena / Montepulciano

4 8 Min stay varies

Farmhouse / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £207 / night

£1146 - £1794 / week

Book

from £207 / night

Distance approx 3.61 miles from Pienza Show on Map

(1) Good 

1 / 24

Bagno Vignoni holiday b&b rental

Province of Siena / Bagno Vignoni

1 2 Min stay varies

B&B / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £63 / night

£278 - £642 / week

Book

from £63 / night

Distance approx 3.64 miles from Pienza Show on Map

1 / 23

Holiday b&b with shared pool in Bagno Vignoni

Province of Siena / Bagno Vignoni

1 3 Min stay varies

B&B / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £134 / night

£936 - £1230 / week

Book

from £134 / night

Distance approx 3.66 miles from Pienza Show on Map

1 / 24

B&b rental in San Quirico d'Orcia with shared pool

Province of Siena / San Quirico d'Orcia

1 4 Min stay varies

B&B / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £149 / night

£1042 - £1411 / week

Book

from £149 / night

Distance approx 4.42 miles from Pienza Show on Map

1 / 17

Villa rental in Montepulciano with swimming pool

Province of Siena / Montepulciano

5 10 3 nights min stay

Villa / 5 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £611 / night

£3054 / week

Book

from £611 / night

Distance approx 4.46 miles from Pienza Show on Map

1 / 5

Holiday apartment rental

Province of Siena / Bagno Vignoni

2 5 1 night min stay

Apartment / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £42 / night

£176 / week

Book

from £42 / night

Distance approx 4.48 miles from Pienza Show on Map

1 / 24

Holiday villa with swimming pool in Castelmuzio

Province of Siena / Castelmuzio

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £382 / night

£2672 - £3626 / week

Enquire

from £382 / night

Distance approx 4.48 miles from Pienza Show on Map

(2) Excellent 

1 / 24

Holiday villa with swimming pool in Castelmuzio

Province of Siena / Castelmuzio

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £382 / night

£2672 - £3626 / week

Enquire

from £382 / night

Distance approx 4.55 miles from Pienza Show on Map

1 / 12

Holiday b&b rental

Montalcino / Val d'Orcia

1 2 2 nights min stay

B&B / 1 bedroom / sleeps 2 / 2 nights min stay

Add to shortlist

from £92 / night

£611 / week

Book

from £92 / night

Distance approx 4.67 miles from Pienza Show on Map

1 / 12

Holiday farmhouse with swimming pool in Montepulciano

Province of Siena / Montepulciano

9 20 4 nights min stay

Farmhouse / 9 bedrooms / sleeps 20 / 4 nights min stay

Add to shortlist

from £611 / night

£3130 / week

Book

from £611 / night

Distance approx 4.87 miles from Pienza Show on Map

1 / 19

Montepulciano holiday home rental

Province of Siena / Montepulciano

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £144 / night

£1003 - £2023 / week

Enquire

from £144 / night

Distance approx 4.89 miles from Pienza Show on Map

(4) Excellent 

1 / 19

Torrita di Siena holiday apartment rental

Province of Siena / Torrita di Siena

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £69 / night

£443 / week

Book

from £69 / night

Distance approx 4.92 miles from Pienza Show on Map

(6) Excellent 

1 / 37

Holiday apartment in Montefollonico

Torrita di Siena / Montefollonico

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £92 / night

£993 - £1794 / week

Book

from £92 / night

Distance approx 4.93 miles from Pienza Show on Map

(6) Very Good 

1 / 56

Holiday apartment rental

Torrita di Siena / Montefollonico

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £168 / night

£1176 / week

Book

from £168 / night

Distance approx 5.05 miles from Pienza Show on Map

(2) Excellent 

1 / 25

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 3 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 3 nights min stay

Add to shortlist

from £92 / night

£573 / week

Book

from £92 / night

Distance approx 5.26 miles from Pienza Show on Map

(5) Very Good 

1 / 23

Holiday apartment rental

Province of Siena / Montepulciano

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £65 / night

£420 / week

Book

from £65 / night

Distance approx 5.28 miles from Pienza Show on Map

(2) Excellent 

1 / 48

Montepulciano holiday villa rental

Province of Siena / Montepulciano

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £262 / night

£1833 - £2863 / week

Enquire

from £262 / night

Distance approx 5.34 miles from Pienza Show on Map

1 / 14

Holiday b&b in Montepulciano

Province of Siena / Montepulciano

4 9 3 nights min stay

B&B / 4 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £688 / night

£3512 / week

Book

from £688 / night

Distance approx 5.35 miles from Pienza Show on Map

(1) Excellent 

1 / 29

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

2 4 2 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £90 / night

£562 - £711 / week

Book

from £90 / night

Distance approx 5.35 miles from Pienza Show on Map

(3) Very Good 

1 / 52

Apartment rental in Montepulciano

Province of Siena / Montepulciano

2 5 2 nights min stay

Apartment / 2 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £100 / night

£497 - £688 / week

Book

from £100 / night

Distance approx 5.35 miles from Pienza Show on Map

(1) Very Good 

1 / 49

Holiday townhouse rental

Province of Siena / Montepulciano

2 4 2 nights min stay

Townhouse / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £115 / night

£535 / week

Book

from £115 / night

Distance approx 5.39 miles from Pienza Show on Map

(8) Excellent 

1 / 25

Holiday apartment in Montepulciano

Province of Siena / Montepulciano

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

Add to shortlist

from £68 / night

£359 - £549 / week

Book

from £68 / night

Distance approx 5.4 miles from Pienza Show on Map

1 / 64

Villa letting in Montepulciano with swimming pool

Province of Siena / Montepulciano

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £400 / night

£2794 - £4237 / week

Enquire

from £400 / night

Distance approx 5.55 miles from Pienza Show on Map

1 / 47

Fort rental in Montisi with shared pool

Province of Siena / Montisi

2 5 4 nights min stay

Fort / 2 bedrooms / sleeps 5 / 4 nights min stay

Add to shortlist

from £139 / night

£946 - £1033 / week

Book

from £139 / night

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