Island holidays

Island holidays (8853)

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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8,853 Holiday homes

Filters applied: Smokers (8,853)

(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

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from £450 / night

£5469 / week

Book

from £450 / night

1 / 24

Holiday apartment in Lassi

Cephalonia / Lassi

9 23 3 nights min stay

Apartment / 9 bedrooms / sleeps 23 / 3 nights min stay

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from £224 / night

£1563 - £2632 / week

Book

from £224 / night

Featured properties

(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

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from £414 / night

£2414 / week

Book

from £414 / 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

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from £56 / night

£373 - £7856 / week

Book

from £56 / night

(13) Very Good 

1 / 26

Holiday bungalow in Tamarin

Riviere Noire District / Tamarin

3 6 4 nights min stay

Bungalow / 3 bedrooms / sleeps 6 / 4 nights min stay

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from £132 / night

£1086 - £1249 / week

Book

from £132 / night

1 / 30

Holiday home in San Juan

Puerto Rico / San Juan

4 12 3 nights min stay

House / 4 bedrooms / sleeps 12 / 3 nights min stay

Add to shortlist

from £345 / night

£2414 - £3587 / week

Book

from £345 / night

(3) Excellent 

1 / 19

Holiday villa with golf nearby in Caleta De Fuste

Caleta De Fuste / Salinas de Antigua Golf Course

3 10 Min stay varies

Villa / 3 bedrooms / sleeps 10 / Min stay varies

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from £117 / night

£814 - £1628 / week

Book

from £117 / night

(3) Excellent 

1 / 29

Villa letting in Cul de Sac with swimming pool

Saint-Martin / Cul de Sac

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £233 / night

£1318 - £6202 / week

Book

from £233 / 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

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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

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from £483 / night

£2897 - £8621 / week

Book

from £483 / night

(3) Excellent 

1 / 29

Holiday apartment rental

Punta Cana / Bavaro

2 4 2 nights min stay

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

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from £241 / night

£1310 / week

Book

from £241 / night

1 / 12

Rodney bay, Gros Islet holiday home rental

Gros Islet / Rodney bay, Gros Islet

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

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from £138 / night

£869 - £1787 / week

Book

from £138 / night

1 / 23

Holiday farmhouse with swimming pool, golf nearby in Pollensa

Pollensa / Golf Pollensa

3 6 Min stay varies

Farmhouse / 3 bedrooms / sleeps 6 / Min stay varies

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from £123 / night

£892 - £1574 / week

Book

from £123 / night

(2) Excellent 

1 / 24

Holiday apartment with swimming pool, golf nearby in Bavaro Beach

Punta Cana / Bavaro Beach

2 4 3 nights min stay

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

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from £200 / night

£1200 - £1304 / week

Book

from £200 / night

1 / 18

Villa rental in Eagle Beach with swimming pool, golf nearby

Aruba / Eagle Beach

5 12 7 nights min stay

Villa / 5 bedrooms / sleeps 12 / 7 nights min stay

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from £247 / night

£1725 / week

Book

from £247 / night

(1) Excellent 

1 / 46

Holiday villa with indoor pool in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £242 / night

£1656 - £4483 / week

Book

from £242 / night

(3) Excellent 

1 / 27

Negril holiday villa rental

Westmoreland Parish / Negril

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £360 / night

£2500 / week

Book

from £360 / night

(4) Excellent 

1 / 24

Sainte-Anne holiday villa rental

Grande-Terre Island / Sainte-Anne

4 7 7 nights min stay

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

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from £200 / night

£1396 - £2714 / week

Book

from £200 / night

(19) Very Good 

1 / 24

Holiday villa rental

Mellieha / Santa Maria Estate

3 8 7 nights min stay

Villa / 3 bedrooms / sleeps 8 / 7 nights min stay

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from £63 / night

£440 - £1127 / week

Book

from £63 / night

1 / 24

Holiday finca rental

Mallorca/Majorca / Portol

6 12 Min stay varies

Finca / 6 bedrooms / sleeps 12 / Min stay varies

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from £142 / night

£990 - £1904 / week

Book

from £142 / night

(12) Excellent 

1 / 24

Holiday villa in Mellieha

Mellieha / Santa Maria Estate

3 6 7 nights min stay

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

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from £57 / night

£397 - £759 / week

Book

from £57 / night

(1) Excellent 

1 / 18

Holiday villa with swimming pool in Le Moule

Grande-Terre Island / Le Moule

4 12 Min stay varies

Villa / 4 bedrooms / sleeps 12 / Min stay varies

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from £194 / night

£1163 - £4745 / week

Book

from £194 / night

(3) Excellent 

1 / 23

Holiday villa with swimming pool in Cala Galdana

Menorca / Cala Galdana

4 7 Min stay varies

Villa / 4 bedrooms / sleeps 7 / Min stay varies

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from £74 / night

£516 - £1938 / week

Book

from £74 / night

(2) Excellent 

1 / 24

Holiday lighthouse in Sucuraj

Hvar Island / Sucuraj

4 8 Min stay varies

Lighthouse / 4 bedrooms / sleeps 8 / Min stay varies

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from £202 / night

£1396 - £1861 / week

Book

from £202 / night

(13) Excellent 

1 / 24

Holiday home in Soufriere

Soufriere Quarter / Soufriere

7 14 7 nights min stay

House / 7 bedrooms / sleeps 14 / 7 nights min stay

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from £690 / night

£4828 / week

Book

from £690 / night

1 / 13

Holiday villa in Gosier

Gosier / Sainte-anne

4 9 4 nights min stay

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

Add to shortlist

from £365 / night

£2326 / week

Book

from £365 / night

1 / 34

Villa letting in Agios Stefanos with swimming pool

Kassiopi / Agios Stefanos

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £196 / night

£1161 - £4110 / week

Book

from £196 / night

1 / 41

Condo letting in Bayahibe with shared pool

La Altagracia Province / Bayahibe

3 4 7 nights min stay

Condo / 3 bedrooms / sleeps 4 / 7 nights min stay

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from £266 / night

£1860 / week

Book

from £266 / night

(10) Excellent 

1 / 25

Holiday villa rental

Mallorca/Majorca / Cala D'Or

4 10 7 nights min stay

Villa / 4 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £78 / night

£2659 / week

Book

from £78 / night

(1) Very Good 

1 / 36

Holiday villa with swimming pool, golf nearby in Bavaro Beach

Punta Cana / Bavaro Beach

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £200 / night

£1380 - £3793 / week

Book

from £200 / night

(20) Excellent 

1 / 31

Bequia holiday villa rental

St. Vincent and the Grenadines / Bequia

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £104 / night

£725 - £10138 / week

Book

from £104 / night

(8) Excellent 

1 / 24

Holiday villa rental

Cephalonia / Skala

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £79 / night

£2071 / week

Book

from £79 / night

1 / 23

Punta Cana holiday villa rental

La Altagracia Province / Punta Cana

3 8 2 nights min stay

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

Add to shortlist

from £552 / night

£3863 / week

Book

from £552 / night

(1) Excellent 

1 / 80

Holiday villa rental

San Pedro de Macoris Province / Juan Dolio

6 12 4 nights min stay

Villa / 6 bedrooms / sleeps 12 / 4 nights min stay

Add to shortlist

from £480 / night

£3138 / week

Book

from £480 / night

(15) Excellent 

1 / 37

Holiday villa with swimming pool in Las Terrenas

Samana Province / Las Terrenas

4 10 Min stay varies

Villa / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £414 / night

£5591 / week

Book

from £414 / night

(2) Excellent 

1 / 53

Bavaro holiday villa rental

Punta Cana / Bavaro

7 14 Min stay varies

Villa / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £207 / night

£1380 - £8449 / week

Book

from £207 / night

1 / 24

Villa rental in Marisule with swimming pool

Castries / Marisule

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £207 / night

£1449 - £1932 / week

Book

from £207 / night

(1) Excellent 

1 / 24

Villa letting in Bavaro with swimming pool, golf nearby

Punta Cana / Bavaro

2 4 3 nights min stay

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

Add to shortlist

from £179 / night

£1172 / week

Book

from £179 / night

(4) Excellent 

1 / 15

Holiday villa with swimming pool in Orient Bay

Saint-Martin / Orient Bay

4 9 7 nights min stay

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

Add to shortlist

from £385 / night

£2690 - £7932 / week

Book

from £385 / night

1 / 24

Holiday villa in Cabarete

Puerto Plata Province / Cabarete

4 10 1 night min stay

Villa / 4 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £311 / night

£1847 / week

Book

from £311 / night

1 / 15

Dawn Beach holiday apartment rental

Sint Maarten / Dawn Beach

3 8 7 nights min stay

Apartment / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £257 / night

£1797 / week

Book

from £257 / night

1 / 17

La Romana holiday villa rental

La Romana Province / La Romana

5 14 2 nights min stay

Villa / 5 bedrooms / sleeps 14 / 2 nights min stay

Add to shortlist

from £414 / night

£2483 / week

Book

from £414 / night

(4) Very Good 

1 / 24

Holiday villa in Orient Bay

Saint-Martin / Orient Bay

4 9 2 nights min stay

Villa / 4 bedrooms / sleeps 9 / 2 nights min stay

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from £196 / night

£1368 - £2735 / week

Book

from £196 / night

(11) Excellent 

1 / 13

Seven Mile Beach holiday apartment rental

Grand Cayman / Seven Mile Beach

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £207 / night

£1449 / week

Book

from £207 / night

(5) Excellent 

1 / 20

Holiday villa with swimming pool in Road Town

Tortola / Road Town

4 8 4 nights min stay

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

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from £306 / night

£2138 - £3104 / week

Book

from £306 / night

(1) Excellent 

1 / 29

Holiday finca with swimming pool in Cala D'Or

Cala D'Or / Cala Sanau

5 10 Min stay varies

Finca / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £137 / night

£956 - £3236 / week

Book

from £137 / night

(3) Excellent 

1 / 45

Holiday villa rental

Zakynthos / Kalamaki

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £104 / night

£687 - £3042 / week

Book

from £104 / night

(3) Excellent 

1 / 24

Cala Millor holiday villa rental

Mallorca/Majorca / Cala Millor

5 10 6 nights min stay

Villa / 5 bedrooms / sleeps 10 / 6 nights min stay

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from £166 / night

£1160 - £2172 / week

Book

from £166 / night

(4) Excellent 

1 / 21

Villa accommodation in Runaway Bay with swimming pool, golf nearby

Saint Ann Parish / Runaway Bay

4 10 4 nights min stay

Villa / 4 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £449 / night

£3138 - £5069 / week

Book

from £449 / night

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