Holiday penthouses in Italy

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Italy

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460 Holiday homes

Filters applied: Penthouse

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

(3) Excellent 

10

Province of Belluno / Auronzo di Cadore

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Ski
  • Child friendly
  • Ask about pets

from £44 / night

£302 / week

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from £44 / night

(5) Very Good 

33

Province of Palermo / Balestrate

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £26 / night

£225 - £575 / week

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from £26 / night

(2) Excellent 

12

Monte Argentario / Porto Santo Stefano

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly

from £130 / night

£906 / week

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from £130 / night

Featured properties

(6) Very Good 

56

Italian Riviera / Genoa

2 2 2 nights min

  • 2 bedrooms
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Air conditioning
  • Ask about pets

 …see more

from £113 / night

£819 / week

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from £113 / night

21

Italy holiday penthouse let

Lerici / Fiascherino

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £112 / night

£780 / week

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from £112 / night

(9) Very Good 

19

Province of Lecce / Gallipoli

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £87 / night

£604 - £1207 / week

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from £87 / night

11

Holiday penthouse in Sicily

Catania / Fiumefreddo Di Sicilia

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Child friendly
  • Air conditioning

from £44 / night

£302 / week

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from £44 / night

(1) Excellent 

23

Holiday penthouse with shared pool in Italy

Province of Vibo Valentia / Pizzo

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Hard to say Goodbye...” This spacious and very clean apartment was our home away from home. It has so many little extras that you really feel like you are in a friend's place. It was home base for our one glorious week in Calabria and we loved comin  …see more

from £59 / night

£410 - £616 / week

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from £59 / night

(1) Excellent 

8

Province of Pordenone / Pordenone

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Air conditioning

from £78 / night

£432 / week

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from £78 / night

22

Holiday penthouse in Italy

Italian Riviera / Lerici

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £113 / night

£780 / week

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from £113 / night

(3) Very Good 

13

Province of Messina / Capo d'Orlando

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £52 / night

£363 / week

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from £52 / night

(1) Very Good 

18

Province of Olbia-Tempio / Santa Teresa Gallura

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £32 / night

£216 - £578 / week

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from £32 / night

(2) Excellent 

21

Province of Latina / Sabaudia

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £61 / night

£423 / week

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from £61 / night

(2) Average 

12

Naples / Chiaia

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £60 / night

£354 - £595 / week

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from £60 / night

(1) Very Good 

12

Province of Trapani / Custonaci

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £31 / night

£242 - £388 / week

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from £31 / night

21

Italian Riviera / Sanremo

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £259 / night

£1552 - £1638 / week

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from £259 / night

10

Lombardy / Milan

1 3 6 nights min

  • 1 bedroom
  • Sleeps 3
  • 6 nights min
  • Child friendly
  • Car not necessary

from £52 / night

£311 / week

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from £52 / night

(2)  

24

Milan / Citta Studi

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £44 / night

£259 - £440 / week

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from £44 / night

(2) Excellent 

11

Italy holiday penthouse rental

Province of Naples / Naples

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £207 / night

£1380 / week

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from £207 / night

(4) Excellent 

36

Lazio / Rome

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Nearest beach 30 km
  • Child friendly
  • Car not necessary

 …see more

from £44 / night

£302 / week

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from £44 / night

15

Italian Riviera / Rapallo

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

from £130 / night

£906 / week

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from £130 / night

(1) Very Good 

26

Province of Pescara / Pescara

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Nearest beach 0.7 km
  • Pet friendly

from £84 / night

£587 - £1035 / week

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from £84 / night

(2) Excellent 

36

Italy holiday penthouse let

Rome / Monteverde

1 3 1 night min

  • 1 bedroom
  • Sleeps 3
  • 1 night min
  • Nearest beach 15 km
  • Car not necessary
  • Air conditioning
“Excellent, no hesitation in recommending this place”” The location is fantastic, very very central, I walked everywhere with ease. The room clean, everything is working perfectly, all amenities worked. Great sleep and view!!  …see more

from £48 / night

£302 - £492 / week

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from £48 / night

(1) Very Good 

21

Province of Rome / Ardea

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £26 / night

£216 - £367 / week

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from £26 / night

(1) Excellent 

23

Sardinia holiday penthouse rental

Pula / Is Molas

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

from £79 / night

£550 - £750 / week

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from £79 / night

(1) Very Good 

24

Holiday penthouse in Lombardy

Province of Como / Porlezza

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £161 / night

£802 - £914 / week

Enquire View

from £161 / night

26

Holiday penthouse rental

Monte Argentario / Porto Ercole

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £70 / night

£491 - £1345 / week

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from £70 / night

(1) Excellent 

16

Holiday penthouse with golf nearby in Italy

Province of Bergamo / Bergamo

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Ask about pets

from £121 / night

£733 - £1035 / week

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from £121 / night

(1) Excellent 

12

Lake Como / Bellagio

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £432 / night

£2587 / week

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from £432 / night

13

Monte Argentario / Porto Santo Stefano

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £104 / night

£725 / week

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from £104 / night

(4) Very Good 

11

Holiday penthouse in Italy

Florence / Santa Croce, Florence

6 10 4 nights min

  • 6 bedrooms
  • Sleeps 10
  • 4 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £268 / night

£1897 / week

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from £268 / night

18

Province of Teramo / Pineto

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £28 / night

£440 - £768 / week

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from £28 / night

(12) Very Good 

21

Holiday penthouse in Lazio

Rome / San Giovanni

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning

from £74 / night

£513 / week

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from £74 / night

(1) Excellent 

14

Province of Salerno / Scario

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £26 / night

£173 / week

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from £26 / night

(1) Excellent 

10

Province of Syracuse / Floridia

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 13 km
  • Child friendly
  • Air conditioning

from £44 / night

£302 / week

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from £44 / night

(8) Excellent 

45

Syracuse / Ortigia

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Car not necessary

 …see more

from £121 / night

£845 / week

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from £121 / night

14

Florence / Duomo Fl

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Ask owner if suitable for children
  • Car not necessary
  • Air conditioning

from £95 / night

£647 / week

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from £95 / night

12

Milan / Citta Studi

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning

from £87 / night

£561 / week

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from £87 / night

(11) Excellent 

8

Lazio / Rome

1 5 2 nights min

  • 1 bedroom
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

 …see more

from £104 / night

£604 - £966 / week

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from £104 / night

(5) Very Good 

23

Lazio / Rome

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Nearest beach 44 km
  • Child friendly
  • Car not necessary

from £51 / night

£302 - £483 / week

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from £51 / night

1