Island holidays

Island holidays (2783)

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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2,783 Holiday homes

Filters applied: Heated pool (2,783)

1 / 60

Villa accommodation in Costa Adeje

Costa Adeje / El Duque

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

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from £231 / night

£1616 - £2693 / week

Book

from £231 / 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

Add to shortlist

from £179 / night

£1250 / week

Book

from £179 / 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

Featured properties

(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

(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

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from £127 / night

£885 / week

Book

from £127 / 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

(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

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from £242 / night

£1690 - £3863 / week

Book

from £242 / 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) Excellent 

1 / 30

Holiday chalet with golf nearby in Playa de las Americas

Playa de las Americas / Central Playa de Las Americas

9 16 3 nights min stay

Chalet / 9 bedrooms / sleeps 16 / 3 nights min stay

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from £424 / night

£2693 - £3124 / week

Book

from £424 / 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

(10) Very Good 

1 / 19

Holiday villa with golf nearby in Caleta De Fuste

Caleta De Fuste / Fuerteventura Golf

3 6 7 nights min stay

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

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from £90 / night

£625 - £865 / week

Book

from £90 / night

(3) Excellent 

1 / 31

Holiday villa with golf nearby in Puerto Plata

Puerto Plata Province / Puerto Plata

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

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from £221 / night

£1380 - £3449 / week

Book

from £221 / night

1 / 13

Holiday villa in Negril

Negril / Negril Beach

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £276 / night

£1932 / week

Book

from £276 / night

1 / 42

Holiday villa rental

Costa Adeje / El Duque

4 8 7 nights min stay

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

Add to shortlist

from £231 / night

£1616 / week

Book

from £231 / night

1 / 21

Apartment rental in St. Thomas with indoor pool

US Virgin Isles / St. Thomas

3 8 7 nights min stay

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

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from £587 / night

£4104 / week

Book

from £587 / night

1 / 24

Holiday villa with golf nearby in La Romana

La Romana Province / La Romana

5 12 Min stay varies

Villa / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £621 / night

£3380 - £13518 / week

Book

from £621 / night

(3) Excellent 

1 / 18

Holiday villa rental

St. Thomas / St Thomas East

6 14 Min stay varies

Villa / 6 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £1063 / night

£7435 - £9656 / week

Book

from £1063 / night

(4) Good 

1 / 33

Villa letting in Costa Adeje with golf nearby

Tenerife / Costa Adeje

4 9 Min stay varies

Villa / 4 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £253 / night

£1770 - £2654 / week

Book

from £253 / night

1 / 90

Holiday cottage in Cala Mastella

Ibiza / Cala Mastella

4 8 7 nights min stay

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

Add to shortlist

from £193 / night

£1300 / week

Book

from £193 / night

(2) Excellent 

1 / 32

Holiday apartment in Providenciales

Turks and Caicos Islands / Providenciales

1 4 7 nights min stay

Apartment / 1 bedroom / sleeps 4 / 7 nights min stay

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from £220 / night

£1535 - £1928 / week

Book

from £220 / night

1 / 10

Seven Mile Beach holiday villa accommodation

Grand Cayman / Seven Mile Beach

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £363 / night

£2535 / week

Book

from £363 / night

1 / 33

Holiday home rental

Caribbean / St. Maarten - Saint Martin

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £413 / night

£2038 - £3177 / week

Book

from £413 / night

1 / 18

Playa Blanca holiday villa rental

Playa Blanca / Red Mountain, Playa Blanca

6 16 7 nights min stay

Villa / 6 bedrooms / sleeps 16 / 7 nights min stay

Add to shortlist

from £100 / night

£700 - £9400 / week

Book

from £100 / night

1 / 8

Holiday apartment accommodation

Gros Islet Quarter / Gros Islet

3 5 1 night min stay

Apartment / 3 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £207 / night

£1380 / week

Book

from £207 / night

1 / 5

Hotel apartment letting in Philipsburg with swimming pool

Sint Maarten / Philipsburg

3 8 7 nights min stay

Hotel apartment / 3 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £449 / night

£2759 / week

Book

from £449 / night

1 / 14

Vieux Fort holiday home rental

Vieux Fort Quarter / Vieux Fort

4 10 Min stay varies

House / 4 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £249 / night

£1738 - £1859 / week

Book

from £249 / night

(1) Excellent 

1 / 17

Kralendijk holiday villa rental

Bonaire / Kralendijk

5 9 7 nights min stay

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

Add to shortlist

from £308 / night

£2154 - £2616 / week

Book

from £308 / night

(1) Excellent 

1 / 27

Holiday villa in Costa Adeje

Costa Adeje / Roque del Conde Torviscas Alto

3 7 Min stay varies

Villa / 3 bedrooms / sleeps 7 / Min stay varies

Add to shortlist

from £225 / night

£1570 - £2354 / week

Book

from £225 / night

(4) Very Good 

1 / 24

Holiday villa in San Eugenio

Tenerife / San Eugenio

3 6 7 nights min stay

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

Add to shortlist

from £215 / night

£1500 - £1693 / week

Book

from £215 / night

(2) Excellent 

1 / 16

Black Rock holiday home rental

Saint Michael Parish / Black Rock

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

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from £587 / night

£587 - £9656 / week

Book

from £587 / night

1 / 14

Holiday villa rental

Montego Bay / Sandy Bay

6 15 4 nights min stay

Villa / 6 bedrooms / sleeps 15 / 4 nights min stay

Add to shortlist

from £987 / night

£6897 - £17242 / week

Book

from £987 / night

(1) Excellent 

1 / 16

Holiday villa rental

New Providence Island / Paradise Island

3 6 3 nights min stay

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

Add to shortlist

from £618 / night

£4138 / week

Book

from £618 / night

(6) Excellent 

1 / 20

Hotel apartment rental in Golf Del Sur with golf nearby

Golf Del Sur / El Nautico

2 5 1 night min stay

Hotel apartment / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £100 / night

£650 - £1075 / week

Book

from £100 / night

1 / 23

Simpson Bay holiday home rental

Simpson Bay / Simpson Bay Beach

3 6 1 night min stay

House / 3 bedrooms / sleeps 6 / 1 night min stay

Add to shortlist

from £297 / night

£2074 / week

Book

from £297 / night

(12) Excellent 

1 / 14

Villa accommodation in Playa Blanca

Playa Blanca / Costa Papagayo

3 5 7 nights min stay

Villa / 3 bedrooms / sleeps 5 / 7 nights min stay

Add to shortlist

from £70 / night

£300 - £810 / week

Book

from £70 / night

1 / 12

Holiday condo in Palm Beach Town

Eagle Beach / Palm Beach Town

1 4 6 nights min stay

Condo / 1 bedroom / sleeps 4 / 6 nights min stay

Add to shortlist

from £449 / night

£3104 / week

Book

from £449 / night

1 / 22

Dawn Beach holiday condo rental

Sint Maarten / Dawn Beach

3 6 4 nights min stay

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

Add to shortlist

from £149 / night

£1035 - £1440 / week

Book

from £149 / night

1 / 29

Holiday apartment with golf nearby in Eagle Beach

Aruba / Eagle Beach

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £173 / night

£1207 - £2173 / week

Book

from £173 / night

(1) Excellent 

1 / 17

Holiday villa in Kralendijk

Bonaire / Kralendijk

4 8 7 nights min stay

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

Add to shortlist

from £236 / night

£1587 - £2304 / week

Book

from £236 / night

(2) Excellent 

1 / 24

Holiday villa in Urbanizacion Monte Leon

Gran Canaria / Urbanizacion Monte Leon

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £154 / night

£1077 - £2047 / week

Book

from £154 / night

1 / 28

Las Galeras holiday villa rental

Samana Province / Las Galeras

6 12 2 nights min stay

Villa / 6 bedrooms / sleeps 12 / 2 nights min stay

Add to shortlist

from £42 / night

£290 - £3476 / week

Book

from £42 / night

(1) Excellent 

1 / 15

Holiday apartment in Grand Case, French St. Martin

Saint-Martin / Grand Case, French St. Martin

3 8 7 nights min stay

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

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

(1) Very Good 

1 / 10

Philipsburg holiday apartment rental

Sint Maarten / Philipsburg

3 8 7 nights min stay

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

Add to shortlist

from £345 / night

£2414 / week

Book

from £345 / night

1 / 21

Holiday apartment in Bavaro

Punta Cana / Bavaro

3 8 2 nights min stay

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

Add to shortlist

from £403 / night

£2820 / week

Book

from £403 / night

1 / 12

Holiday villa in Port Antonio

Portland Parish / Port Antonio

3 6 3 nights min stay

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

Add to shortlist

from £375 / night

£2621 / week

Book

from £375 / night

(4) Excellent 

1 / 56

Hvar holiday villa rental

Hvar Island / Hvar

7 17 Min stay varies

Villa / 7 bedrooms / sleeps 17 / Min stay varies

Add to shortlist

from £269 / night

£1846 - £3846 / week

Book

from £269 / night

1 / 25

Blowing Point holiday villa rental

Anguilla / Blowing Point

3 9 Min stay varies

Villa / 3 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £536 / night

£3752 - £6138 / week

Book

from £536 / night

(1) Excellent 

1 / 18

Holiday villa in Playa Blanca

Playa Blanca / Playa Blanca Yaiza

2 4 3 nights min stay

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

Add to shortlist

from £75 / night

£525 / week

Book

from £75 / night

1 / 18

Home rental in San Juan with shared pool

San Juan / Hato Rey

4 10 3 nights min stay

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

Add to shortlist

from £173 / night

£1207 / week

Book

from £173 / night

(3) Excellent 

1 / 13

Holiday villa with golf nearby in Caleta De Fuste

Caleta De Fuste / Campo de Golfe

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £130 / night

£850 - £1100 / week

Book

from £130 / night

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