Caribbean apartment or villa with a heated pool

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830 Holiday homes

Filters applied: Heated pool (830)

Travellers going to Caribbean are booking March dates now. Secure your holiday home today and have the perfect trip.

(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

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from £734 / night

£5137 - £9590 / week

Book

from £734 / 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 £55 / night

£370 - £7802 / week

Book

from £55 / 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 £240 / night

£1679 - £3836 / week

Book

from £240 / night

Featured properties

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

(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 £220 / night

£1370 - £3425 / week

Book

from £220 / 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 / 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

Add to shortlist

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

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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

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from £1063 / night

£7435 - £9656 / week

Book

from £1063 / 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 £218 / night

£1524 - £1915 / week

Book

from £218 / 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

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from £360 / night

£2518 / week

Book

from £360 / 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 £410 / night

£2024 - £3155 / week

Book

from £410 / 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 / 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 / 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

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from £446 / night

£2740 / week

Book

from £446 / 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

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from £306 / night

£2138 - £2596 / week

Book

from £306 / 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

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from £614 / night

£4110 / week

Book

from £614 / 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) 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 £235 / night

£1576 - £2288 / week

Book

from £235 / 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

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from £42 / night

£288 - £3453 / 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

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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

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from £343 / night

£2398 / week

Book

from £343 / 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

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from £400 / night

£2800 / week

Book

from £400 / 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

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 / 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 / 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

(4) Excellent 

1 / 20

Vieux Fort holiday villa rental

Vieux Fort Quarter / Vieux Fort

2 6 Min stay varies

Villa / 2 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £206 / night

£1439 - £3836 / week

Book

from £206 / 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 £172 / night

£1199 - £2158 / week

Book

from £172 / night

1 / 18

Holiday villa in Las Terrenas

Samana Province / Las Terrenas

6 16 1 night min stay

Villa / 6 bedrooms / sleeps 16 / 1 night min stay

Add to shortlist

from £449 / night

£3138 / week

Book

from £449 / night

1 / 13

Holiday apartment with shared pool in Cabarete

Cabarete / Sea Horse Ranch

3 8 3 nights min stay

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

Add to shortlist

from £199 / night

£1028 / week

Book

from £199 / night

(1) Excellent 

1 / 7

Holiday villa in Port Antonio

Portland Parish / Port Antonio

4 8 3 nights min stay

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

Add to shortlist

from £441 / night

£3083 / week

Book

from £441 / night

(6) Very Good 

1 / 16

Villa rental in Le Diamant

Arrondissement of Le Marin / Le Diamant

3 8 Min stay varies

Villa / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £191 / night

£1123 - £1710 / week

Book

from £191 / night

1 / 19

Villa rental in Malmok Beach

Aruba / Malmok Beach

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £262 / night

£1828 - £2459 / week

Book

from £262 / night

1 / 7

Villa rental in Sosua

Puerto Plata Province / Sosua

6 12 1 night min stay

Villa / 6 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £473 / night

£2649 / week

Book

from £473 / night

1 / 25

Condo rental in Noord with golf nearby

Aruba / Noord

3 6 Min stay varies

Condo / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £242 / night

£1690 - £2173 / week

Book

from £242 / night

1 / 20

St. Maarten - Saint Martin holiday apartment rental

Caribbean / St. Maarten - Saint Martin

2 6 5 nights min stay

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

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from £190 / night

£1328 / week

Book

from £190 / night

(1) Excellent 

1 / 18

Holiday condo in Frigate Bay

St. Kitts / Frigate Bay

2 8 7 nights min stay

Condo / 2 bedrooms / sleeps 8 / 7 nights min stay

Add to shortlist

from £225 / night

£1569 - £2000 / week

Book

from £225 / night

1 / 14

Holiday home with golf nearby in La Romana Downtown, Dominican Republic

La Romana / La Romana Downtown, Dominican Republic

4 12 Min stay varies

House / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £343 / night

£1713 - £3357 / week

Book

from £343 / night

(1) Excellent 

1 / 34

Holiday villa rental

Saint Ann Parish / St. Ann's Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £74 / night

£514 / week

Book

from £74 / night

1 / 11

Holiday condo with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

1 6 2 nights min stay

Condo / 1 bedroom / sleeps 6 / 2 nights min stay

Add to shortlist

from £144 / night

£1007 - £1679 / week

Book

from £144 / night

1 / 12

Villa rental in Montego Bay

Saint James Parish / Montego Bay

4 10 3 nights min stay

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

Add to shortlist

from £52 / night

£360 / week

Book

from £52 / night

1 / 18

Villa rental in St. Jean

St. Barts / St. Jean

2 5 4 nights min stay

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

Add to shortlist

from £213 / night

£1485 - £2334 / week

Book

from £213 / night

1 / 6

Holiday cottage in Negril

Westmoreland Parish / Negril

2 4 Min stay varies

Cottage / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £313 / night

£2542 / week

Book

from £313 / night

1 / 20

Holiday villa in West End

Grand Bahama Island / West End

3 8 2 nights min stay

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

Add to shortlist

from £863 / night

£5173 - £6414 / week

Book

from £863 / night

1 / 7

Ski apartment to rent in St James, Montego Bay

Montego Bay / St James, Montego Bay

2 6 3 nights min stay

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

Add to shortlist

from £83 / night

£651 - £1610 / week

Book

from £83 / night

(6) Excellent 

1 / 28

Christiansted holiday apartment rental

St. Croix / Christiansted

2 4 7 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 7 nights min stay

Add to shortlist

from £108 / night

£754 - £1237 / week

Book

from £108 / night

1 / 19

Holiday villa rental

Saint Ann Parish / Ocho Rios

3 8 3 nights min stay

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

Add to shortlist

from £110 / night

£720 - £1295 / week

Book

from £110 / night

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