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Island holidays (25535)

If you're looking to escape on holiday, what better way than to the island of your choice? Whether it's the Caribbean, Greece or even closer to home, you don't have to be Robinson Crusoe to get away to a private vacation pad.


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$290 Average

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25,535 Holiday homes

Filters applied: Swimming pool (25,535)

(3) Excellent 

1 / 23

Sliema holiday apartment accommodation

Sliema / Tigne

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $177 / night

$1237 - $2406 / week

Book Book View

from $177 / night

(7) Excellent 

1 / 24

Holiday apartment in Sliema

Sliema / Tigne Point

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $177 / night

$1237 - $2406 / week

Book Book View

from $177 / night

(20) Excellent 

1 / 22

Holiday apartment with shared pool in Mellieha

Mellieha / Tas Sellum

4 bedroomsSleeps 104 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min stay

from $197 / night

$1349 - $2473 / week

Enquire Enquire View

from $197 / night

Featured properties

(26) Excellent 

1 / 23

Holiday villa rental

Puerto Rico / Rincon

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $295 / night

$2000 - $3250 / week

Book Book View

from $295 / night

(12) Excellent 

1 / 23

Holiday apartment with shared pool in Sliema

Island of Malta / Sliema

2 bedroomsSleeps 44 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min stay

from $127 / night

$870 - $1450 / week

Book Book View

from $127 / night

(7) Excellent 

1 / 24

Corralejo holiday villa rental

Fuerteventura / Corralejo

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay

from $138 / night

$965 - $1827 / week

Book Book View

from $138 / night

(6) Very Good 

1 / 29

Holiday condo with shared pool in Montego Bay

Saint James Parish / Montego Bay

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $190 / night

$0 / week

Book Book View

from $190 / night

(14) Excellent 

1 / 37

Holiday villa with shared pool, golf nearby in Playa de las Americas

Tenerife / Playa de las Americas

4 bedroomsSleeps 96 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 6 nights min stay

from $261 / night

$1813 / week

Book Book View

from $261 / night

(8) Excellent 

1 / 32

Holiday villa in Ocho Rios

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $150 / night

$1051 - $1400 / week

Book Book View

from $150 / night

(9) Excellent 

1 / 14

Frederiksted holiday apartment rental

St. Croix / Frederiksted

2 bedroomsSleeps 43 nights min stay

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min stay

from $150 / night

$1051 - $1470 / week

Book Book View

from $150 / night

(3) Very Good 

1 / 25

Holiday apartment with swimming pool in Corralejo

Fuerteventura / Corralejo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $138 / night

$960 - $2038 / week

Book Book View

from $138 / night

(9) Excellent 

1 / 23

Villa rental in Cala San Vicente with swimming pool

Mallorca/Majorca / Cala San Vicente

4 bedroomsSleeps 97 nights min stay

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min stay

from $188 / night

$1305 - $4495 / week

Book Book View

from $188 / night

(11) Excellent 

1 / 17

Holiday home with swimming pool in Willikies

Willikies / The Peninsula

3 bedroomsSleeps 65 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min stay

from $254 / night

$2574 - $2893 / week

Book Book View

from $254 / night

(22) Excellent 

1 / 32

Bequia holiday villa rental

St. Vincent and the Grenadines / Bequia

7 bedroomsSleeps 14Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies

from $200 / night

$1400 - $18000 / week

Book Book View

from $200 / night

(7) Excellent 

1 / 37

Costa Del Silencio holiday home rental

Tenerife / Costa Del Silencio

3 bedroomsSleeps 95 nights min stay

  • 3 bedrooms
  • Sleeps 9
  • 5 nights min stay

from $67 / night

$0 / week

Book Book View

from $67 / night

(11) Excellent 

1 / 18

Holiday villa in Caimari

Mallorca/Majorca / Caimari

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay

from $218 / night

$1450 - $2030 / week

Book Book View

from $218 / night

(12) Excellent 

1 / 24

Villa rental in Costa De Antigua with swimming pool

Fuerteventura / Costa De Antigua

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $68 / night

$422 - $674 / week

Book Book View

from $68 / night

(5) Excellent 

1 / 15

Villa rental in Sant Carles De Peralta with swimming pool

Ibiza / Sant Carles De Peralta

2 bedroomsSleeps 5Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies

from $176 / night

$1233 - $2030 / week

Book Book View

from $176 / night

(16) Excellent 

1 / 18

Home rental in Sainte-Anne with shared pool

Grande-Terre Island / Sainte-Anne

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $180 / night

$1226 - $1788 / week

Book Book View

from $180 / night

(26) Very Good 

1 / 45

Villa rental in Sosua with swimming pool

Puerto Plata Province / Sosua

5 bedroomsSleeps 123 nights min stay

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min stay

from $211 / night

$1226 / week

Book Book View

from $211 / night

(2) Excellent 

1 / 55

Holiday home with swimming pool in Jelsa

Hvar Island / Jelsa

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $169 / night

$2361 / week

Book Book View

from $169 / night

(6) Excellent 

1 / 41

Ciutadella de Menorca holiday villa rental

Menorca / Ciutadella de Menorca

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $394 / night

$1943 - $4103 / week

Book Book View

from $394 / night

(4) Excellent 

1 / 20

Costa De Antigua holiday villa rental

Fuerteventura / Costa De Antigua

3 bedroomsSleeps 67 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min stay

from $104 / night

$725 - $870 / week

Book Book View

from $104 / night

(4) Excellent 

1 / 18

Holiday villa with swimming pool, golf nearby in Maspalomas

Maspalomas / Campo International

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $174 / night

$1088 - $2030 / week

Book Book View

from $174 / night

(6) Excellent 

1 / 73

Villa rental in Ocho Rios with shared pool

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 62 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min stay

from $118 / night

$0 / week

Book Book View

from $118 / night

(15) Excellent 

1 / 69

Holiday home rental

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $145 / night

$0 / week

Book Book View

from $145 / night

1 / 71

Holiday apartment with shared pool in Montego Bay

Saint James Parish / Montego Bay

3 bedroomsSleeps 82 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 2 nights min stay

from $501 / night

$3001 / week

Book Book View

from $501 / night

(31) Very Good 

1 / 11

Holiday villa rental

Aruba / Noord

2 bedroomsSleeps 8Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies

from $101 / night

$675 - $1200 / week

Book Book View

from $101 / night

(4) Excellent 

1 / 36

Luquillo holiday condo rental

Puerto Rico / Luquillo

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $126 / night

$750 - $1600 / week

Book Book View

from $126 / night

(20) Very Good 

1 / 93

Holiday villa in Ocho Rios

Saint Ann Parish / Ocho Rios

3 bedroomsSleeps 63 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min stay

from $145 / night

$950 - $1000 / week

Book Book View

from $145 / night

(5) Excellent 

1 / 24

Holiday villa with indoor pool, golf nearby in Corralejo

Corralejo / Vistas Del Mar

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies

from $113 / night

$787 - $1968 / week

Book Book View

from $113 / night

(18) Excellent 

1 / 27

Las Terrenas holiday apartment rental

Samana Province / Las Terrenas

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $261 / night

$1499 - $2887 / week

Book Book View

from $261 / night

(4) Excellent 

1 / 19

Holiday beach hut rental

Puerto Rico / Naguabo

4 bedroomsSleeps 107 nights min stay

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $301 / night

$2101 / week

Book Book View

from $301 / night

(3) Excellent 

1 / 19

Villa rental in Eagle Beach with swimming pool, golf nearby

Aruba / Eagle Beach

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $199 / night

$1325 - $2450 / week

Book Book View

from $199 / night

(4) Excellent 

1 / 22

Valldemossa holiday gite rental

Mallorca/Majorca / Valldemossa

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies

from $161 / night

$1125 - $2024 / week

Book Book View

from $161 / night

(3) Very Good 

1 / 23

Villa accommodation in Caleta De Fuste with golf nearby

Caleta De Fuste / Salinas de Antigua Golf Course

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies

from $163 / night

$0 / week

Book Book View

from $163 / night

(2) Excellent 

1 / 24

Holiday villa in Urbanizacion Monte Leon

Gran Canaria / Urbanizacion Monte Leon

5 bedroomsSleeps 107 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min stay

from $225 / night

$1574 - $2990 / week

Book Book View

from $225 / night

(11) Excellent 

1 / 29

Holiday villa with swimming pool in Caribbean

Anguilla / Caribbean

3 bedroomsSleeps 7Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies

from $376 / night

$0 / week

Book Book View

from $376 / night

(17) Excellent 

1 / 28

Fajardo holiday apartment rental

Puerto Rico / Fajardo

2 bedroomsSleeps 6Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies

from $179 / night

$1244 - $1454 / week

Book Book View

from $179 / night

(5) Excellent 

1 / 38

Holiday villa rental

Aruba / Noord

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay

from $161 / night

$1086 - $1716 / week

Book Book View

from $161 / night

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