Holiday penthouses in Sicily

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  • Italy
  • Sicily

Location

  • All locations
  • Islands of Sicily (4)
  • Province of Agrigento (5)
  • Province of Catania (21)
  • Province of Messina (21)
  • Province of Palermo (39)
  • Province of Ragusa (12)
  • Province of Syracuse (9)
  • Province of Trapani (23)

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134 Holiday homes

Filters applied: Penthouse (134)

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(4) Excellent 

1 / 65

Holiday penthouse with shared pool in Sicily

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

(1) Poor 

1 / 30

Holiday penthouse in Sicily

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

(1) Excellent 

1 / 26

Holiday penthouse in Canneto di Lipari

Lipari / Canneto di Lipari

4 8 5 nights min stay

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

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from £97 / night

£654 / week

Book

from £97 / night

Featured properties

1 / 24

Taormina holiday penthouse rental

Province of Messina / Taormina

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £92 / night

£593 - £8554 / week

Book

from £92 / night

(3) Very Good 

1 / 23

Penthouse accommodation in Sicily

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

(14) Excellent 

1 / 29

Holiday penthouse in Sicily

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

(2) Excellent 

1 / 24

Sicily holiday penthouse rental

Province of Palermo / Palermo

4 10 3 nights min stay

Penthouse / 4 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £154 / night

£1000 / week

Book

from £154 / night

(1) Very Good 

1 / 20

Holiday penthouse letting

Province of Palermo / Palermo

3 4 1 night min stay

Penthouse / 3 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £93 / night

£616 / week

Book

from £93 / night

1 / 20

Sicily holiday penthouse rental

Ragusa / Marina di Ragusa

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £85 / night

£1000 / week

Book

from £85 / night

1 / 35

Holiday penthouse in Sicily

Aegadian Islands / Favignana

1 3 7 nights min stay

Penthouse / 1 bedroom / sleeps 3 / 7 nights min stay

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from £47 / night

£324 - £970 / week

Book

from £47 / night

(2) Excellent 

1 / 42

Penthouse rental in Sicily

Province of Palermo / Santa Flavia

1 3 Min stay varies

Penthouse / 1 bedroom / sleeps 3 / Min stay varies

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from £24 / night

£154 - £347 / week

Book

from £24 / night

1 / 10

Holiday penthouse in Sicily

Province of Messina / Giardini Naxos

2 4 3 nights min stay

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

Add to shortlist

from £62 / night

£385 - £708 / week

Book

from £62 / night

1 / 19

Holiday penthouse in Alcamo

Alcamo / Alcamo Marina

3 6 2 nights min stay

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

Add to shortlist

from £122 / night

£847 / week

Book

from £122 / night

1 / 18

Holiday penthouse in Sicily

Province of Palermo / Bagheria

1 5 7 nights min stay

Penthouse / 1 bedroom / sleeps 5 / 7 nights min stay

Add to shortlist

from £41 / night

£283 / week

Book

from £41 / night

1 / 5

Sicily holiday penthouse rental

Sciacca / Contrada Timpi Russi

2 5 2 nights min stay

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

Add to shortlist

from £39 / night

£231 / week

Book

from £39 / night

(2) Excellent 

1 / 20

Holiday penthouse in Marina di Ragusa

Ragusa / Marina di Ragusa

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £85 / night

£1000 / week

Book

from £85 / night

1 / 7

Holiday penthouse in Misilmeri

Province of Palermo / Misilmeri

1 2 1 night min stay

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

Add to shortlist

from £308 / night

£1693 / week

Book

from £308 / night

1 / 22

Holiday penthouse in Marina di Ragusa

Ragusa / Marina di Ragusa

3 6 7 nights min stay

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

Add to shortlist

from £54 / night

£362 - £747 / week

Book

from £54 / night

(1) Excellent 

1 / 21

Holiday penthouse in Central Palermo

Palermo / Central Palermo

2 3 1 night min stay

Penthouse / 2 bedrooms / sleeps 3 / 1 night min stay

Add to shortlist

from £32 / night

£193 - £247 / week

Book

from £32 / night

1 / 9

Holiday penthouse in Sicily

Province of Messina / Capo d'Orlando

3 9 3 nights min stay

Penthouse / 3 bedrooms / sleeps 9 / 3 nights min stay

Add to shortlist

from £116 / night

£616 / week

Book

from £116 / night

1 / 4

Sicily holiday penthouse rental

Province of Trapani / Marsala

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £31 / night

£216 - £539 / week

Book

from £31 / night

1 / 11

Holiday penthouse in Sicily

Province of Palermo / Terrasini

2 3 3 nights min stay

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

Add to shortlist

from £35 / night

£216 / week

Book

from £35 / night

1 / 22

Cefalu holiday penthouse rental

Province of Palermo / Cefalu

1 3 3 nights min stay

Penthouse / 1 bedroom / sleeps 3 / 3 nights min stay

Add to shortlist

from £47 / night

£324 / week

Book

from £47 / night

1 / 12

Holiday penthouse in Sicily

Province of Palermo / Palermo

1 3 1 night min stay

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

Add to shortlist

from £39 / night

£270 / week

Book

from £39 / night

1 / 12

Giardini Naxos holiday penthouse rental

Province of Messina / Giardini Naxos

2 6 7 nights min stay

Penthouse / 2 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £35 / night

£243 / week

Book

from £35 / night

1 / 24

Penthouse rental in Sicily with shared pool

Province of Catania / Acireale

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £47 / night

£285 - £516 / week

Book

from £47 / night

1 / 23

Holiday penthouse in Sicily

Province of Syracuse / Avola

2 7 1 night min stay

Penthouse / 2 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £24 / night

£347 - £1000 / week

Book

from £24 / night

1 / 18

Holiday penthouse in Sicily

Province of Palermo / Campofelice di Roccella

1 3 Min stay varies

Penthouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £35 / night

£193 - £477 / week

Book

from £35 / night

1 / 4

Holiday penthouse in Palermo

Province of Palermo / Palermo

1 3 3 nights min stay

Penthouse / 1 bedroom / sleeps 3 / 3 nights min stay

Add to shortlist

from £54 / night

£308 / week

Book

from £54 / night

1 / 4

Holiday penthouse in Sicily

Province of Trapani / Erice

1 7 1 night min stay

Penthouse / 1 bedroom / sleeps 7 / 1 night min stay

Add to shortlist

from £74 / night

£462 / week

Book

from £74 / night

(2) Excellent 

1 / 19

Holiday penthouse in Marinella di Selinunte

Castelvetrano / Marinella di Selinunte

2 6 Min stay varies

Penthouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £62 / night

£404 - £1039 / week

Book

from £62 / night

1 / 5

Penthouse rental in Sicily

Palermo / Central Palermo

1 4 2 nights min stay

Penthouse / 1 bedroom / sleeps 4 / 2 nights min stay

Add to shortlist

from £56 / night

£385 / week

Book

from £56 / night

1 / 25

Holiday penthouse letting

Catania / Catania

2 5 Min stay varies

Penthouse / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £131 / night

£916 / week

Book

from £131 / night

1 / 21

Penthouse rental in Sicily

Province of Palermo / Balestrate

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £29 / night

£200 - £539 / week

Book

from £29 / night

1 / 11

Holiday penthouse in Palermo

Province of Palermo / Palermo

1 4 1 night min stay

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

Add to shortlist

from £47 / night

£324 / week

Book

from £47 / night

1 / 24

Holiday penthouse in Sicily

Province of Messina / Taormina

2 5 2 nights min stay

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

Add to shortlist

from £97 / night

£674 - £1077 / week

Book

from £97 / night

1 / 24

Holiday penthouse in Sicily

Palermo / Central Palermo

1 3 2 nights min stay

Penthouse / 1 bedroom / sleeps 3 / 2 nights min stay

Add to shortlist

from £47 / night

£324 / week

Book

from £47 / night

1 / 32

Penthouse rental in Sicily

Palermo / Central Palermo

1 5 3 nights min stay

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

Add to shortlist

from £40 / night

£262 - £504 / week

Book

from £40 / night

(3) Very Good 

1 / 13

Holiday penthouse in Capo d'Orlando

Province of Messina / Capo d'Orlando

1 3 Min stay varies

Penthouse / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £47 / night

£677 / week

Book

from £47 / night

1 / 22

Ski penthouse to rent in Sicily

Aci Castello / Acitrezza

2 6 6 nights min stay

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

Add to shortlist

from £50 / night

£308 / week

Book

from £50 / night

1 / 10

Penthouse rental in Ragusa

Province of Ragusa / Ragusa

1 4 1 night min stay

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

Add to shortlist

from £70 / night

£431 / week

Book

from £70 / night

(2) Excellent 

1 / 23

Holiday penthouse in Sicily

Province of Palermo / Balestrate

2 6 Min stay varies

Penthouse / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £31 / night

£216 - £379 / week

Book

from £31 / night

1 / 8

Holiday penthouse rental

Province of Messina / Barcellona Pozzo di Gotto

2 4 7 nights min stay

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

Add to shortlist

from £44 / night

£308 - £424 / week

Book

from £44 / night

1 / 12

Holiday penthouse in Sicily

Province of Palermo / Palermo

3 6 2 nights min stay

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

Add to shortlist

from £70 / night

£385 / week

Book

from £70 / night

(27) Excellent 

1 / 59

Sicily holiday penthouse rental

Province of Palermo / Palermo

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £43 / night

£270 - £700 / week

Book

from £43 / night

1 / 27

Holiday penthouse in Sicily

Province of Messina / Taormina

5 9 Min stay varies

Penthouse / 5 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £308 / night

£1716 - £2785 / week

Book

from £308 / night

1 / 14

Holiday penthouse accommodation

Ragusa / Marina di Ragusa

3 8 5 nights min stay

Penthouse / 3 bedrooms / sleeps 8 / 5 nights min stay

Add to shortlist

from £89 / night

£616 - £1385 / week

Book

from £89 / night

1 / 9

Holiday penthouse in Sicily

Palermo / Central Palermo

1 3 1 night min stay

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

Add to shortlist

from £47 / night

£277 / week

Book

from £47 / night

(2) Excellent 

1 / 14

Holiday penthouse in Santa Teresa di Riva

Province of Messina / Santa Teresa di Riva

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £62 / night

£385 - £647 / week

Book

from £62 / night

(1) Excellent 

1 / 21

Holiday penthouse rental

Erice / Casa Santa

2 8 Min stay varies

Penthouse / 2 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £54 / night

£347 - £677 / week

Book

from £54 / night

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