Island holidays

Island holidays (23764)

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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23,764 Holiday homes

Filters applied: Swimming pool (23,764)

(6) Excellent 

1 / 24

Holiday apartment in Sliema

Sliema / Tigne Point

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

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from £77 / night

£847 - £1647 / week

Book

from £77 / night

(3) Excellent 

1 / 23

Sliema holiday apartment accommodation

Sliema / Tigne

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

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from £77 / night

£840 - £1634 / week

Book

from £77 / night

(10) Excellent 

1 / 37

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

Tenerife / Playa de las Americas

4 9 7 nights min stay

Villa / 4 bedrooms / sleeps 9 / 7 nights min stay

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from £179 / night

£1250 / week

Book

from £179 / night

Featured properties

(32) Excellent 

1 / 26

Holiday villa with shared pool, golf nearby in Sunset Crest

Saint James Parish / Sunset Crest

3 7 7 nights min stay

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

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from £116 / night

£810 - £1200 / week

Book

from £116 / night

(8) Excellent 

1 / 17

Holiday home with swimming pool in Willikies

Willikies / The Peninsula

3 6 5 nights min stay

House / 3 bedrooms / sleeps 6 / 5 nights min stay

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from £175 / night

£1775 - £1995 / week

Book

from £175 / night

(6) Excellent 

1 / 32

Holiday villa in Eagle Beach

Aruba / Eagle Beach

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

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from £166 / night

£1545 - £1835 / week

Book

from £166 / night

(1) Excellent 

1 / 99

Holiday villa with swimming pool in Marigot Bay

Castries Quarter / Marigot Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

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from £278 / night

£2024 - £4579 / week

Book

from £278 / night

1 / 25

Holiday villa rental

Corfu / Sinies

4 7 Min stay varies

Villa / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £88 / night

£615 - £1924 / week

Book

from £88 / night

(7) Excellent 

1 / 24

Corralejo holiday villa rental

Fuerteventura / Corralejo

4 8 7 nights min stay

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

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from £95 / night

£665 - £1120 / week

Book

from £95 / night

(10) Excellent 

1 / 23

Holiday apartment with shared pool in Sliema

Island of Malta / Sliema

2 4 4 nights min stay

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

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from £87 / night

£550 - £1000 / week

Book

from £87 / night

(2) Excellent 

1 / 12

Holiday villa rental

Puerto Rico / Rio Grande

2 6 5 nights min stay

Villa / 2 bedrooms / sleeps 6 / 5 nights min stay

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from £274 / night

£1918 - £2603 / week

Book

from £274 / night

(2) Excellent 

1 / 41

Holiday villa with shared pool in Bavaro

Punta Cana / Bavaro

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

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from £100 / night

£1028 - £4453 / week

Book

from £100 / night

(3) Excellent 

1 / 16

Saline Point holiday villa accommodation

Cap Estate / Saline Point

2 4 Min stay varies

Villa / 2 bedrooms / sleeps 4 / Min stay varies

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from £320 / night

£2240 - £2625 / week

Book

from £320 / night

(19) Excellent 

1 / 32

Villa letting in Montego Bay with swimming pool, tennis court

Saint James Parish / Montego Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £739 / night

£5173 - £9656 / week

Book

from £739 / night

(6) Excellent 

1 / 96

Villa accommodation in Arnos Vale with swimming pool

Tobago / Arnos Vale

3 10 3 nights min stay

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

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from £510 / night

£2549 - £4573 / week

Book

from £510 / night

(6) Excellent 

1 / 45

Villa rental in Las Terrenas with swimming pool

Samana Province / Las Terrenas

13 33 1 night min stay

Villa / 13 bedrooms / sleeps 33 / 1 night min stay

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from £172 / night

£1233 - £4014 / week

Book

from £172 / night

1 / 60

Villa accommodation in Costa Adeje

Costa Adeje / El Duque

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £230 / night

£1604 - £2672 / week

Book

from £230 / night

1 / 42

Pasito Blanco holiday b&b rental

Gran Canaria / Pasito Blanco

3 6 1 night min stay

B&B / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £185 / night

£1154 - £2524 / week

Book

from £185 / night

(2) Very Good 

1 / 41

Malmok Beach holiday villa rental

Aruba / Malmok Beach

3 6 3 nights min stay

Villa / 3 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £414 / night

£2414 / week

Book

from £414 / night

1 / 71

Holiday apartment with shared pool in Montego Bay

Saint James Parish / Montego Bay

3 8 2 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 2 nights min stay

Add to shortlist

from £343 / night

£2055 / week

Book

from £343 / night

1 / 12

Holiday b&b with swimming pool in Noord

Aruba / Noord

4 12 2 nights min stay

B&B / 4 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £56 / night

£387 - £2776 / week

Book

from £56 / night

(3) Excellent 

1 / 44

Holiday villa with shared pool in Montego Bay

Saint James Parish / Montego Bay

16 32 1 night min stay

Villa / 16 bedrooms / sleeps 32 / 1 night min stay

Add to shortlist

from £56 / night

£373 - £7856 / week

Book

from £56 / night

(2) Excellent 

1 / 10

Villa rental in Puerto de la Cruz with golf nearby

Tenerife / Puerto de la Cruz

5 9 7 nights min stay

Villa / 5 bedrooms / sleeps 9 / 7 nights min stay

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from £108 / night

£750 - £1212 / week

Book

from £108 / night

(3) Very Good 

1 / 63

Holiday villa rental

Ibiza / Cala de San Vicente Ibiza

4 8 1 night min stay

Villa / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £439 / night

£5344 / week

Book

from £439 / night

(8) Very Good 

1 / 14

Holiday apartment with golf nearby in Costa Adeje

Costa Adeje / El Duque

3 8 1 night min stay

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

Add to shortlist

from £126 / night

£878 / week

Book

from £126 / night

(3) Excellent 

1 / 17

Grace Bay holiday home rental

Providenciales / Grace Bay

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £552 / night

£3863 - £7932 / week

Book

from £552 / night

1 / 27

Holiday villa with swimming pool in Bavaro

Punta Cana / Bavaro

2 6 2 nights min stay

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

Add to shortlist

from £274 / night

£1727 / week

Book

from £274 / night

(1) Good 

1 / 8

Apartment rental in Christiansted with shared pool

St. Croix / Christiansted

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £119 / night

£552 - £828 / week

Book

from £119 / night

1 / 21

Holiday apartment with shared pool in Bugibba

Island of Malta / Bugibba

3 8 Min stay varies

Apartment / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £46 / night

£306 - £1249 / week

Book

from £46 / night

(1) Excellent 

1 / 48

Cupecoy Bay holiday b&b rental

Sint Maarten / Cupecoy Bay

5 10 3 nights min stay

B&B / 5 bedrooms / sleeps 10 / 3 nights min stay

Add to shortlist

from £685 / night

£4110 / week

Book

from £685 / night

(3) Excellent 

1 / 38

Holiday villa rental

Aruba / Noord

3 8 3 nights min stay

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

Add to shortlist

from £110 / night

£744 - £1175 / week

Book

from £110 / night

(3) Very Good 

1 / 41

Holiday villa with swimming pool in Soto

Curacao / Soto

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £184 / night

£1283 - £3474 / week

Book

from £184 / night

(7) Excellent 

1 / 19

Holiday villa in Vieux Fort

Vieux Fort Quarter / Vieux Fort

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £240 / night

£1679 - £3836 / week

Book

from £240 / night

(4) Very Good 

1 / 24

Holiday villa rental

Sant Climent / Es Canutells

4 7 Min stay varies

Villa / 4 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £100 / night

£700 - £1500 / week

Book

from £100 / night

(22) Excellent 

1 / 18

Gros Islet holiday apartment rental

Gros Islet Quarter / Gros Islet

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £107 / night

£749 / week

Book

from £107 / night

(4) Excellent 

1 / 33

Cruz Bay holiday villa rental

St. John / Cruz Bay

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £297 / night

£2076 - £5297 / week

Book

from £297 / night

(4) Good 

1 / 14

Holiday villa rental

Punta Cana / Bavaro

4 8 3 nights min stay

Villa / 4 bedrooms / sleeps 8 / 3 nights min stay

Add to shortlist

from £206 / night

£1370 - £1610 / week

Book

from £206 / night

(6) Very Good 

1 / 20

Holiday villa rental

Lefkada / Perigiali

2 6 7 nights min stay

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

Add to shortlist

from £100 / night

£695 - £1625 / week

Book

from £100 / night

1 / 23

Villa letting in Fajardo with shared pool

Puerto Rico / Fajardo

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £287 / night

£1897 - £2414 / week

Book

from £287 / night

(2) Very Good 

1 / 8

Holiday guest house rental

Puerto Rico / Yabucoa

7 16 1 night min stay

Guest house / 7 bedrooms / sleeps 16 / 1 night min stay

Add to shortlist

from £100 / night

£630 - £10430 / week

Book

from £100 / night

1 / 33

Apartment letting in Punta Cana with swimming pool

La Altagracia Province / Punta Cana

2 6 2 nights min stay

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

Add to shortlist

from £242 / night

£1352 / week

Book

from £242 / night

1 / 27

Holiday villa rental

Las Terrenas / Las Ballenas

7 16 Min stay varies

Villa / 7 bedrooms / sleeps 16 / Min stay varies

Add to shortlist

from £480 / night

£2877 - £8562 / week

Book

from £480 / night

(2) Excellent 

1 / 24

Pollensa holiday villa rental

Mallorca/Majorca / Pollensa

4 8 4 nights min stay

Villa / 4 bedrooms / sleeps 8 / 4 nights min stay

Add to shortlist

from £132 / night

£917 - £2031 / week

Book

from £132 / night

(4) Excellent 

1 / 50

Holiday apartment with shared pool in Seven Mile Beach

Grand Cayman / Seven Mile Beach

2 6 3 nights min stay

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

Add to shortlist

from £94 / night

£652 - £2221 / week

Book

from £94 / night

(1) Excellent 

1 / 25

Providenciales holiday villa let

Turks and Caicos Islands / Providenciales

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £394 / night

£2740 - £5480 / week

Book

from £394 / night

(3) Excellent 

1 / 34

Holiday villa with shared pool in Bavaro

Punta Cana / Bavaro

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £38 / night

£309 - £2055 / week

Book

from £38 / night

(9) Good 

1 / 10

Holiday villa with shared pool, golf nearby in Montego Bay

Saint James Parish / Montego Bay

11 24 1 night min stay

Villa / 11 bedrooms / sleeps 24 / 1 night min stay

Add to shortlist

from £104 / night

£725 - £16656 / week

Book

from £104 / night

(3) Excellent 

1 / 19

Holiday villa with golf nearby in Caleta De Fuste

Caleta De Fuste / Salinas de Antigua Golf Course

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £116 / night

£808 - £1454 / week

Book

from £116 / night

1 / 4

Holiday home with swimming pool in San Juan

Puerto Rico / San Juan

8 18 1 night min stay

House / 8 bedrooms / sleeps 18 / 1 night min stay

Add to shortlist

from £754 / night

£5274 / week

Book

from £754 / night

(2) Very Good 

1 / 27

Cala D'Or holiday bungalow rental

Cala D'Or / Cala Egos

5 10 Min stay varies

Bungalow / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £168 / night

£382 - £1642 / week

Book

from £168 / night

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