City breaks

City breaks (349)

Best city breaks


Save money on a city break by booking a stay at one of these top holiday rentals. Opting for a holiday apartment over a hotel will save you money per person and it means you can live like a local while you’re away.



City getaways make fantastic mini-breaks in the new year. Jet off to Rome, Florence or London to soak up the centuries of history, art and culture. Or turn your trip into a shopping spree or a romantic post-Christmas getaway.



With so many cheap flights on offer, European city breaks are even more affordable than before. You could even squeeze in a city stop on the way to your main holiday. And inviting friends or family along means you’ll each spend less on a shared city apartment or villa.



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349 Holiday homes

Filters applied: Penthouse (2,639)

(4) Very Good 

1 / 23

Penthouse rental in Valencia with swimming pool

Valencia / Puerto-Playa

3 14 Min stay varies

Penthouse / 3 bedrooms / sleeps 14 / Min stay varies

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from £162 / night

£905 - £3544 / week

Book

from £162 / night

1 / 64

Holiday penthouse with swimming pool, golf nearby in Lima

Lima / San Isidro, Lima

6 14 Min stay varies

Penthouse / 6 bedrooms / sleeps 14 / Min stay varies

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from £249 / night

£1650 - £3967 / week

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from £249 / night

1 / 39

Holiday penthouse with shared pool, golf nearby in Cabo San Lucas

Los Cabos / Cabo San Lucas

3 11 Min stay varies

Penthouse / 3 bedrooms / sleeps 11 / Min stay varies

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from £4514 / night

£3794 / week

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from £4514 / night

Featured properties

(10) Very Good 

1 / 25

Holiday penthouse in Nuevo Vallarta

Riviera Nayarit / Nuevo Vallarta

3 8 Min stay varies

Penthouse / 3 bedrooms / sleeps 8 / Min stay varies

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from £242 / night

£1552 - £2207 / week

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from £242 / night

(1) Poor 

1 / 30

Holiday penthouse in Taormina

Province of Messina / Taormina

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £216 / night

£1293 - £3770 / week

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from £216 / night

(8) Excellent 

1 / 16

Penthouse rental in Milan

Lombardy / Milan

3 6 2 nights min stay

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

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from £147 / night

£924 / week

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from £147 / night

(3) Very Good 

1 / 13

Holiday penthouse in Rehavia

Jerusalem / Rehavia

3 7 3 nights min stay

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

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from £132 / night

£918 - £1063 / week

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from £132 / night

(11) Excellent 

1 / 71

Penthouse rental in Saint Julian's

Island of Malta / Saint Julian's

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £62 / night

£331 - £831 / week

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from £62 / night

(6) Excellent 

1 / 22

Holiday penthouse with golf nearby in Dublin

Dublin / Drumcondra

2 10 Min stay varies

Penthouse / 2 bedrooms / sleeps 10 / Min stay varies

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from £231 / night

£1616 / week

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from £231 / night

(1) Excellent 

1 / 64

Holiday penthouse in Malaga

Malaga / Malaga Historical Centre

4 6 Min stay varies

Penthouse / 4 bedrooms / sleeps 6 / Min stay varies

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from £77 / night

£431 - £854 / week

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from £77 / night

1 / 20

Penthouse rental in Washington DC

District of Columbia / Washington DC

2 6 Min stay varies

Penthouse / 2 bedrooms / sleeps 6 / Min stay varies

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from £207 / night

£1045 / week

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from £207 / night

1 / 27

Holiday penthouse in Nice

Nice / Vieux Nice

3 6 7 nights min stay

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

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from £248 / night

£1731 - £2666 / week

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from £248 / night

(5) Excellent 

1 / 25

Holiday penthouse in Zimbali Coastal Estate

KwaZulu-Natal / Zimbali Coastal Estate

4 8 Min stay varies

Penthouse / 4 bedrooms / sleeps 8 / Min stay varies

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from £214 / night

£1497 - £5205 / week

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from £214 / night

1 / 46

Nuevo Vallarta holiday penthouse rental

Riviera Nayarit / Nuevo Vallarta

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

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from £100 / night

£621 - £828 / week

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from £100 / night

(18) Excellent 

1 / 31

Madrid City holiday penthouse rental

Madrid City / Retiro- Salamanca

3 8 1 night min stay

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

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from £93 / night

£731 - £1119 / week

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from £93 / night

1 / 23

Holiday penthouse in Zagreb

Croatia / Zagreb

2 6 1 night min stay

Penthouse / 2 bedrooms / sleeps 6 / 1 night min stay

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from £77 / night

£539 - £970 / week

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from £77 / night

1 / 43

Holiday penthouse in Cascais

Cascais / Cascais Centre

3 8 3 nights min stay

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

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from £77 / night

£1424 / week

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from £77 / night

(7) Excellent 

1 / 24

Holiday penthouse with swimming pool, golf nearby in Mijas Costa

Mijas Costa / Riviera del Sol

2 6 7 nights min stay

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

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from £83 / night

£577 - £1231 / week

Book

from £83 / night

(8) Excellent 

1 / 24

Turin 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 £231 / night

£1231 - £2308 / week

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from £231 / night

(5) Very Good 

1 / 38

Holiday penthouse in Marbella, Malaga

Marbella, Malaga / Puerto Cabopino

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £100 / night

£650 - £1200 / week

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from £100 / night

(1) Excellent 

1 / 24

Holiday penthouse in Rincon

Rincon / Barrio Puntas

3 7 Min stay varies

Penthouse / 3 bedrooms / sleeps 7 / Min stay varies

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from £259 / night

£1449 - £2207 / week

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from £259 / night

1 / 24

Holiday penthouse in Split-Dalmatia County

Dalmatia / Split-Dalmatia County

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £50 / night

£350 / week

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from £50 / night

(1) Excellent 

1 / 24

Florence holiday penthouse rental

Province of Florence / Florence

2 4 1 night min stay

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

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from £100 / night

£616 - £885 / week

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from £100 / night

(1) Excellent 

1 / 10

San Miguel de Allende holiday penthouse rental

Guanajuato / San Miguel de Allende

1 2 3 nights min stay

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

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from £69 / night

£483 / week

Book

from £69 / night

(9) Very Good 

1 / 22

Holiday penthouse with shared pool, golf nearby in Fuengirola

Malaga Province / Fuengirola

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £154 / night

£227 - £434 / week

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from £154 / night

(1) Excellent 

1 / 21

Holiday penthouse in Nashville

Tennessee / Nashville

2 4 2 nights min stay

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

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from £225 / night

£1569 - £2897 / week

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from £225 / night

(1) Excellent 

1 / 32

Holiday penthouse in Porto

Porto District / Porto

4 8 2 nights min stay

Penthouse / 4 bedrooms / sleeps 8 / 2 nights min stay

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from £139 / night

£770 - £924 / week

Book

from £139 / night

1 / 22

Saint Julian's holiday penthouse rental

Saint Julian's / Pembroke, Malta

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £118 / night

£824 - £1297 / week

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from £118 / night

1 / 14

Holiday penthouse rental

Rio de Janeiro / Rio de Janeiro City

5 10 Min stay varies

Penthouse / 5 bedrooms / sleeps 10 / Min stay varies

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from £166 / night

£1159 / week

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from £166 / night

(3) Very Good 

1 / 33

Holiday penthouse with shared pool in Adeje

Tenerife / Adeje

3 8 Min stay varies

Penthouse / 3 bedrooms / sleeps 8 / Min stay varies

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from £46 / night

£318 - £620 / week

Book

from £46 / night

(3) Very Good 

1 / 23

Penthouse accommodation in Mazara del Vallo

Province of Trapani / Mazara del Vallo

4 9 1 night min stay

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

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from £77 / night

£539 / week

Book

from £77 / night

(4) Excellent 

1 / 20

Holiday penthouse in Torrevieja Town

Alicante province / Torrevieja Town

1 3 Min stay varies

Penthouse / 1 bedroom / sleeps 3 / Min stay varies

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from £39 / night

£250 - £458 / week

Book

from £39 / night

(14) Excellent 

1 / 29

Holiday penthouse in Punta Secca

Santa Croce Camerina / Punta Secca

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £35 / night

£208 - £824 / week

Book

from £35 / night

(1) Excellent 

1 / 18

Xemxija holiday penthouse rental

Island of Malta / Xemxija

3 6 Min stay varies

Penthouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £62 / night

£431 - £977 / week

Book

from £62 / night

(3) Excellent 

1 / 20

Holiday penthouse in Torrevieja Town

Alicante province / Torrevieja Town

2 4 Min stay varies

Penthouse / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £39 / night

£250 - £535 / week

Book

from £39 / night

(4) Very Good 

1 / 14

Holiday penthouse with swimming pool in Camps Bay

Cape Town / Camps Bay

4 8 Min stay varies

Penthouse / 4 bedrooms / sleeps 8 / Min stay varies

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from £270 / night

£3077 / week

Book

from £270 / night

(6) Very Good 

1 / 60

Amsterdam holiday penthouse rental

Amsterdam / Central Amsterdam

1 4 Min stay varies

Penthouse / 1 bedroom / sleeps 4 / Min stay varies

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from £131 / night

£808 - £1431 / week

Book

from £131 / night

(3) Very Good 

1 / 24

Holiday penthouse accommodation

Lisbon / Alfama

2 6 3 nights min stay

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

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from £62 / night

£431 / week

Book

from £62 / night

(12) Excellent 

1 / 25

Penthouse rental in Valletta

Island of Malta / Valletta

2 6 Min stay varies

Penthouse / 2 bedrooms / sleeps 6 / Min stay varies

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from £85 / night

£577 - £1362 / week

Book

from £85 / night

(4) Excellent 

1 / 20

Holiday penthouse with shared pool, golf nearby in Los Alcazares

Los Alcazares / Roda Golf

2 6 3 nights min stay

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

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from £60 / night

£395 / week

Book

from £60 / night

(1) Very Good 

1 / 23

Ponta Delgada holiday penthouse rental

Ponta Delgada / Ponta Delgada, Azores

4 8 5 nights min stay

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

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from £102 / night

£711 / week

Book

from £102 / night

(1) Excellent 

1 / 24

Holiday penthouse with shared pool, golf nearby in Benalmadena Costa

Benalmadena / Benalmadena Costa

2 5 7 nights min stay

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

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from £47 / night

£324 - £539 / week

Book

from £47 / night

1 / 23

Holiday penthouse in Sliema

Island of Malta / Sliema

2 7 Min stay varies

Penthouse / 2 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £58 / night

£397 - £781 / week

Book

from £58 / night

1 / 15

Holiday penthouse in Alghero Town Centre

Alghero / Alghero Town Centre

3 6 7 nights min stay

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

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from £77 / night

£539 - £1070 / week

Book

from £77 / night

(1) Excellent 

1 / 12

Holiday penthouse in Milan

Milan / Citta Studi

1 2 1 night min stay

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

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from £77 / night

£500 / week

Book

from £77 / night

(1) Excellent 

1 / 9

Holiday penthouse in Saint Julian's

Saint Julian's / Spinola Bay

1 2 2 nights min stay

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

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from £62 / night

£385 - £693 / week

Book

from £62 / night

(11) Very Good 

1 / 18

Penthouse rental in Valletta

Valletta / Central Valletta

1 2 5 nights min stay

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

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from £131 / night

£916 - £1212 / week

Book

from £131 / night

(6) Very Good 

1 / 22

Holiday penthouse rental

Valencia / Valencia City Centre

3 5 Min stay varies

Penthouse / 3 bedrooms / sleeps 5 / Min stay varies

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from £50 / night

£270 - £447 / week

Book

from £50 / night

1 / 36

Tivoli holiday penthouse rental

Province of Rome / Tivoli

3 8 1 night min stay

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

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from £185 / night

£1077 - £1293 / week

Book

from £185 / night

(12) Excellent 

1 / 24

Holiday penthouse rental

Malaga Province / Marbella, Malaga

4 8 7 nights min stay

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

Add to shortlist

from £77 / night

£385 - £770 / week

Book

from £77 / night

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