Holiday penthouses in Italy

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  • Abruzzo (11)
  • Basilicata (1)
  • Calabria (14)
  • Campania (31)
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  • Friuli Venezia Giulia (2)
  • Lazio (128)
  • Liguria (28)
  • Lombardy (52)
  • Marche (12)
  • Molise (1)
  • Piedmont (12)
  • Puglia (48)
  • Sardinia (47)
  • Sicily (134)
  • Trentino-Alto Adige (8)
  • Tuscany (45)
  • Umbria (3)
  • Valle d'Aosta (1)
  • Veneto (21)

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613 Holiday homes

Filters applied: Penthouse (613)

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(4) Excellent 

1 / 65

Holiday penthouse with shared pool in Italy

Province of Messina / Taormina

4 7 Min stay varies

Penthouse / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £108 / night

£716 - £1589 / week

Book

from £108 / night

(7) Excellent 

1 / 43

Holiday penthouse in Italy

Rome / Central Rome

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £262 / night

£1831 / week

Book

from £262 / night

(9) Excellent 

1 / 18

Italy holiday penthouse rental

Milan / Sant'Ambrogio-Milan

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £124 / night

£770 / week

Book

from £124 / night

Featured properties

(6) Excellent 

1 / 71

Holiday penthouse rental

Milan / Navigli

2 11 Min stay varies

Penthouse / 2 bedrooms / sleeps 11 / Min stay varies

Add to shortlist

from £97 / night

£674 / week

Book

from £97 / night

1 / 13

Holiday penthouse in Italy

Ugento / Torre San Giovanni

4 10 Min stay varies

Penthouse / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £93 / night

£693 - £2077 / week

Book

from £93 / night

(1) Poor 

1 / 30

Holiday penthouse in Italy

Province of Messina / Taormina

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £216 / night

£1293 - £3770 / week

Book

from £216 / night

(8) Excellent 

1 / 16

Penthouse rental in Italy

Lombardy / Milan

3 6 2 nights min stay

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

Add to shortlist

from £147 / night

£924 / week

Book

from £147 / night

(2) Very Good 

1 / 33

Holiday penthouse in Italy

Milan / Sant'Ambrogio-Milan

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £254 / night

£1770 - £3308 / week

Book

from £254 / night

1 / 26

Italy holiday penthouse rental

Lombardy / Milan

3 5 Min stay varies

Penthouse / 3 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £300 / night

£3177 / week

Book

from £300 / night

1 / 18

Holiday penthouse in Italy

Province of Imperia / San Bartolomeo al Mare

2 5 7 nights min stay

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

Add to shortlist

from £93 / night

£539 - £847 / week

Book

from £93 / night

(1) Excellent 

1 / 12

Holiday penthouse in Italy

Florence / Ponte Vecchio

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

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from £93 / night

£647 / week

Book

from £93 / night

(8) Excellent 

1 / 24

Piedmont holiday penthouse rental

Province of Turin / Turin

2 6 2 nights min stay

Penthouse / 2 bedrooms / sleeps 6 / 2 nights min stay

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from £216 / night

£1077 - £1616 / week

Book

from £216 / night

(2) Excellent 

1 / 30

Holiday penthouse rental

Rome / Central Rome

3 6 2 nights min stay

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

Add to shortlist

from £384 / night

£4254 / week

Book

from £384 / night

1 / 34

Holiday penthouse rental

Lombardy / Milan

3 5 2 nights min stay

Penthouse / 3 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £377 / night

£2639 - £2962 / week

Book

from £377 / night

1 / 24

Holiday penthouse rental

Province of Brescia / Toscolano-Maderno

2 5 3 nights min stay

Penthouse / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £270 / night

£1885 / week

Book

from £270 / night

(8) Very Good 

1 / 19

Holiday penthouse in Italy

Province of Rome / Lido di Ostia

3 6 4 nights min stay

Penthouse / 3 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £93 / night

£616 - £839 / week

Book

from £93 / night

1 / 19

Holiday penthouse in Lazio

Lazio / Rome

2 4 3 nights min stay

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

Add to shortlist

from £616 / night

£3462 / week

Book

from £616 / night

(1) Very Good 

1 / 23

Holiday penthouse in Lombardy

Milan / Navigli

3 7 Min stay varies

Penthouse / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £270 / night

£1077 - £3000 / week

Book

from £270 / night

(3) Excellent 

1 / 43

Emilia-Romagna holiday penthouse rental

Bologna / Central Bologna

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £81 / night

£512 - £939 / week

Book

from £81 / night

(3) Very Good 

1 / 39

Holiday penthouse in Italy

Rome / Trastevere

1 5 Min stay varies

Penthouse / 1 bedroom / sleeps 5 / Min stay varies

Add to shortlist

from £92 / night

£641 / week

Book

from £92 / night

1 / 24

Holiday penthouse in Italy

Province of Latina / San Felice Circeo

3 6 7 nights min stay

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

Add to shortlist

from £77 / night

£539 - £770 / week

Book

from £77 / night

(2) Very Good 

1 / 13

Italian Riviera holiday penthouse rental

Italian Riviera / Genoa

2 2 2 nights min stay

Penthouse / 2 bedrooms / sleeps 2 / 2 nights min stay

Add to shortlist

from £77 / night

£539 - £616 / week

Book

from £77 / night

1 / 9

Italy holiday penthouse rental

Italian Riviera / Alassio

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £77 / night

£539 / week

Book

from £77 / night

(1) Excellent 

1 / 24

Tuscany holiday penthouse rental

Province of Florence / Florence

2 4 1 night min stay

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

Add to shortlist

from £100 / night

£616 - £885 / week

Book

from £100 / night

1 / 14

Holiday penthouse in Italy

Province of Foggia / Vieste

2 6 Min stay varies

Penthouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £34 / night

£231 - £1854 / week

Book

from £34 / night

(1) Excellent 

1 / 26

Holiday penthouse in Sicily

Lipari / Canneto di Lipari

4 8 5 nights min stay

Penthouse / 4 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £97 / night

£654 / week

Book

from £97 / night

(1) Excellent 

1 / 17

Italy holiday penthouse rental

Italian Riviera / Genoa

2 6 2 nights min stay

Penthouse / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £54 / night

£377 - £539 / week

Book

from £54 / night

(4) Excellent 

1 / 25

Holiday penthouse in Sardinia

Alghero / Alghero Town Centre

2 4 3 nights min stay

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

Add to shortlist

from £115 / night

£616 - £1270 / week

Book

from £115 / night

1 / 12

Penthouse rental in Sardinia

Province of Olbia-Tempio / Golfo Aranci

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £70 / night

£454 - £1077 / week

Book

from £70 / night

(1) Excellent 

1 / 12

Holiday penthouse in Italy

Lake Como / Bellagio

3 10 3 nights min stay

Penthouse / 3 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £293 / night

£1770 - £2308 / week

Book

from £293 / night

1 / 22

Italy holiday penthouse rental

Province of Rome / Fiano Romano

4 9 1 night min stay

Penthouse / 4 bedrooms / sleeps 9 / 1 night min stay

Add to shortlist

from £162 / night

£924 / week

Book

from £162 / night

(3) Excellent 

1 / 18

Holiday penthouse in Sardinia

Maddalena Islands / La Maddalena

3 8 Min stay varies

Penthouse / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £58 / night

£404 - £2477 / week

Book

from £58 / night

1 / 27

Penthouse accommodation in Italy

Province of Turin / Turin

2 3 3 nights min stay

Penthouse / 2 bedrooms / sleeps 3 / 3 nights min stay

Add to shortlist

from £216 / night

£1508 / week

Book

from £216 / night

1 / 24

Sicily holiday penthouse rental

Province of Messina / Taormina

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £92 / night

£593 - £8554 / week

Book

from £92 / night

1 / 16

Holiday penthouse in Italy

Milan / Porta Ticinese

2 3 3 nights min stay

Penthouse / 2 bedrooms / sleeps 3 / 3 nights min stay

Add to shortlist

from £170 / night

£924 - £1354 / week

Book

from £170 / night

1 / 23

Holiday penthouse in Italy

Province of Verona / Verona

2 6 Min stay varies

Penthouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £247 / night

£1724 - £6462 / week

Book

from £247 / night

1 / 15

Holiday penthouse in Lombardy

Lombardy / Milan

1 4 1 night min stay

Penthouse / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £116 / night

£731 / week

Book

from £116 / night

(5) Excellent 

1 / 8

Holiday penthouse rental

Lazio / Rome

1 5 2 nights min stay

Penthouse / 1 bedroom / sleeps 5 / 2 nights min stay

Add to shortlist

from £93 / night

£539 - £935 / week

Book

from £93 / night

(2) Very Good 

1 / 47

Holiday penthouse in Italy

Rome / Trastevere

2 7 3 nights min stay

Penthouse / 2 bedrooms / sleeps 7 / 3 nights min stay

Add to shortlist

from £116 / night

£1154 / week

Book

from £116 / night

(3) Very Good 

1 / 23

Penthouse accommodation in Italy

Province of Trapani / Mazara del Vallo

4 9 1 night min stay

Penthouse / 4 bedrooms / sleeps 9 / 1 night min stay

Add to shortlist

from £77 / night

£539 / week

Book

from £77 / night

1 / 28

Holiday penthouse in Italy

Montecorice / Agnone Cilento

5 5 Min stay varies

Penthouse / 5 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £54 / night

£377 / week

Book

from £54 / night

(14) Excellent 

1 / 29

Holiday penthouse in Italy

Santa Croce Camerina / Punta Secca

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £35 / night

£208 - £824 / week

Book

from £35 / night

1 / 12

Liguria holiday penthouse rental

Province of La Spezia / Bocca di Magra

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £31 / night

£308 - £493 / week

Book

from £31 / night

(1) Excellent 

1 / 11

Italy holiday penthouse rental

Province of Naples / Naples

2 4 3 nights min stay

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

Add to shortlist

from £185 / night

£1231 / week

Book

from £185 / night

1 / 14

Holiday penthouse in Italy

Florence / Duomo Fl

2 3 3 nights min stay

Penthouse / 2 bedrooms / sleeps 3 / 3 nights min stay

Add to shortlist

from £93 / night

£616 - £693 / week

Book

from £93 / night

(1) Excellent 

1 / 23

Sardinia holiday penthouse rental

Pula / Is Molas

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £100 / night

£400 - £700 / week

Book

from £100 / night

1 / 14

Penthouse rental in Italy with shared pool

Sorrento / Sorrentine Peninsula

2 5 3 nights min stay

Penthouse / 2 bedrooms / sleeps 5 / 3 nights min stay

Add to shortlist

from £139 / night

£970 / week

Book

from £139 / night

1 / 39

Holiday penthouse in Italy

Lombardy / Milan

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £85 / night

£539 - £1231 / week

Book

from £85 / night

1 / 36

Italy holiday penthouse rental

Province of Rome / Tivoli

3 8 1 night min stay

Penthouse / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £185 / night

£1077 - £1293 / week

Book

from £185 / night

1 / 17

Holiday penthouse in Italy

Cagliari / Cagliari Centre

2 4 1 night min stay

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

Add to shortlist

from £154 / night

£1077 / week

Book

from £154 / night

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