Caribbean villas, Estates and apartments

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20,818 Holiday homes

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

1 / 10

Holiday apartment in St James, Montego Bay

Montego Bay / St James, Montego Bay

2 6 2 nights min stay

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

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from £66 / night

£456 / week

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from £66 / night

(2) Very Good 

1 / 23

Holiday villa in Gibbes

Saint Peter Parish / Gibbes

3 6 4 nights min stay

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

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from £340 / night

£2380 / week

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from £340 / night

(1) Very Good 

1 / 14

Holiday condo with shared pool in Carolina

Puerto Rico / Carolina

1 4 4 nights min stay

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

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from £79 / night

£480 - £713 / week

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from £79 / night

Featured properties

1 / 16

Freeport holiday townhouse rental

Grand Bahama Island / Freeport

2 4 2 nights min stay

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

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from £69 / night

£446 / week

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from £69 / night

(1) Excellent 

1 / 12

Port Antonio holiday guest house rental

Portland Parish / Port Antonio

6 5 1 night min stay

Guest house / 6 bedrooms / sleeps 5 / 1 night min stay

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from £59 / night

£408 / week

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from £59 / night

1 / 9

Holiday apartment in St. John's

Saint John Parish / St. John's

8 4 1 night min stay

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

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from £38 / night

£227 - £658 / week

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from £38 / night

1 / 11

Apartment rental in Sainte-Anne

Grande-Terre Island / Sainte-Anne

1 4 7 nights min stay

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

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from £46 / night

£321 - £364 / week

Book

from £46 / night

(6) Excellent 

1 / 24

Holiday apartment in Craigston

Carriacou Island / Craigston

3 6 3 nights min stay

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

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from £137 / night

£911 / week

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from £137 / night

1 / 6

Holiday apartment in Kingston

Kingston Parish / Kingston

1 2 3 nights min stay

Apartment / 1 bedroom / sleeps 2 / 3 nights min stay

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from £83 / night

£514 / week

Book

from £83 / night

1 / 24

Holiday townhouse in Bayahibe

La Altagracia Province / Bayahibe

2 4 Min stay varies

Townhouse / 2 bedrooms / sleeps 4 / Min stay varies

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from £138 / night

£672 - £1069 / week

Book

from £138 / night

1 / 9

Holiday apartment in Laborie

Laborie Quarter / Laborie

1 2 2 nights min stay

Apartment / 1 bedroom / sleeps 2 / 2 nights min stay

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from £59 / night

£408 / week

Book

from £59 / night

1 / 19

Holiday apartment with shared pool in Ocho Rios

Saint Ann Parish / Ocho Rios

2 6 1 night min stay

Apartment / 2 bedrooms / sleeps 6 / 1 night min stay

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from £110 / night

£617 / week

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from £110 / night

(1) Very Good 

1 / 7

Holiday villa in Cabarete

Puerto Plata Province / Cabarete

2 5 1 night min stay

Villa / 2 bedrooms / sleeps 5 / 1 night min stay

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from £45 / night

£274 / week

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from £45 / night

1 / 22

Holiday apartment in St. Thomas

US Virgin Isles / St. Thomas

2 3 nights min stay

Apartment / sleeps 2 / 3 nights min stay

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from £86 / night

£566 / week

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from £86 / night

1 / 9

Holiday cottage letting

Eleuthera / Governor's Harbour

1 3 2 nights min stay

Cottage / 1 bedroom / sleeps 3 / 2 nights min stay

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from £103 / night

£685 / week

Book

from £103 / night

1 / 6

Holiday apartment in Kingston

Kingston Parish / Kingston

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

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from £58 / night

£384 / week

Book

from £58 / night

1 / 4

Holiday apartment in St. Ann's

Port of Spain / St. Ann's

1 2 Min stay varies

Apartment / 1 bedroom / sleeps 2 / Min stay varies

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from £48 / night

£303 - £1096 / week

Book

from £48 / night

(6) Very Good 

1 / 22

Holiday apartment with shared pool in Isabela

Puerto Rico / Isabela

3 9 2 nights min stay

Apartment / 3 bedrooms / sleeps 9 / 2 nights min stay

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from £178 / night

£1056 / week

Book

from £178 / night

(3) Excellent 

1 / 12

Holiday villa with swimming pool in Bacolet Bay

Tobago / Bacolet Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

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from £377 / night

£2055 - £2877 / week

Book

from £377 / night

(1) Excellent 

1 / 21

Holiday villa with swimming pool in Saint David's

Saint David Parish / Saint David's

5 10 3 nights min stay

Villa / 5 bedrooms / sleeps 10 / 3 nights min stay

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from £206 / night

£1251 - £2213 / week

Book

from £206 / night

1 / 100

Ocho Rios holiday hotel apartment rental

Saint Ann Parish / Ocho Rios

2 4 2 nights min stay

Hotel apartment / 2 bedrooms / sleeps 4 / 2 nights min stay

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from £68 / night

£358 / week

Book

from £68 / night

(2) Excellent 

1 / 8

Holiday condo with shared pool in Saint Francois

Grande-Terre Island / Saint Francois

2 5 3 nights min stay

Condo / 2 bedrooms / sleeps 5 / 3 nights min stay

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from £50 / night

£343 - £420 / week

Book

from £50 / night

1 / 8

Holiday apartment in Punta Cana

La Altagracia Province / Punta Cana

1 4 7 nights min stay

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

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from £69 / night

£343 / week

Book

from £69 / night

1 / 6

Cayman Brac holiday home rental

Cayman Islands / Cayman Brac

1 4 4 nights min stay

House / 1 bedroom / sleeps 4 / 4 nights min stay

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from £86 / night

£600 / week

Book

from £86 / night

(5) Excellent 

1 / 29

Holiday home in Gregory Town

Eleuthera / Gregory Town

4 8 5 nights min stay

House / 4 bedrooms / sleeps 8 / 5 nights min stay

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from £144 / night

£994 / week

Book

from £144 / night

1 / 26

Holiday apartment in Constanza

La Vega Province / Constanza

2 8 2 nights min stay

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

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from £172 / night

£685 / week

Book

from £172 / night

1 / 12

Holiday apartment with shared pool in Montego Bay

Saint James Parish / Montego Bay

1 3 1 night min stay

Apartment / 1 bedroom / sleeps 3 / 1 night min stay

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from £83 / night

£514 / week

Book

from £83 / night

1 / 24

Hotel apartment letting in Puerto Plata with shared pool

Puerto Plata Province / Puerto Plata

4 2 nights min stay

Hotel apartment / sleeps 4 / 2 nights min stay

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from £52 / night

£377 / week

Book

from £52 / night

1 / 9

Kingston holiday apartment rental

Kingston Parish / Kingston

1 2 1 night min stay

Apartment / 1 bedroom / sleeps 2 / 1 night min stay

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from £68 / night

£475 / week

Book

from £68 / night

(2) Very Good 

1 / 21

Holiday apartment with shared pool in Isla Verde

Carolina / Isla Verde

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

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from £74 / night

£531 / week

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from £74 / night

1 / 48

Holiday apartment with indoor pool, golf nearby in Bavaro Beach

Punta Cana / Bavaro Beach

2 4 1 night min stay

Apartment / 2 bedrooms / sleeps 4 / 1 night min stay

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from £69 / night

£384 / week

Book

from £69 / night

1 / 26

West End Village holiday home rental

Anguilla / West End Village

2 4 1 night min stay

House / 2 bedrooms / sleeps 4 / 1 night min stay

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from £62 / night

£432 / week

Book

from £62 / night

(3) Very Good 

1 / 19

Holiday villa with swimming pool in Pointe-Noire

Basse-Terre Island / Pointe-Noire

2 7 3 nights min stay

Villa / 2 bedrooms / sleeps 7 / 3 nights min stay

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from £74 / night

£504 - £600 / week

Book

from £74 / night

(3) Very Good 

1 / 11

Holiday bungalow with swimming pool in Saint Francois

Grande-Terre Island / Saint Francois

1 4 3 nights min stay

Bungalow / 1 bedroom / sleeps 4 / 3 nights min stay

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from £54 / night

£321 - £588 / week

Book

from £54 / night

1 / 25

Holiday villa with swimming pool in Island Harbour

Anguilla / Island Harbour

4 8 Min stay varies

Villa / 4 bedrooms / sleeps 8 / Min stay varies

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from £857 / night

£5994 - £12706 / week

Book

from £857 / night

1 / 23

Cottage accommodation in Great Exuma

Out Islands / Great Exuma

1 2 2 nights min stay

Cottage / 1 bedroom / sleeps 2 / 2 nights min stay

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from £79 / night

£552 - £648 / week

Book

from £79 / night

(1) Excellent 

1 / 21

Holiday apartment in St. George's

Saint George Parish / St. George's

3 5 Min stay varies

Apartment / 3 bedrooms / sleeps 5 / Min stay varies

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from £40 / night

£237 - £342 / week

Book

from £40 / night

1 / 12

Holiday cottage rental

Great Abaco Island / Treasure Cay

1 3 3 nights min stay

Cottage / 1 bedroom / sleeps 3 / 3 nights min stay

Add to shortlist

from £83 / night

£548 / week

Book

from £83 / night

(5) Very Good 

1 / 5

Roseau holiday apartment rental

Saint George Parish / Roseau

2 4 2 nights min stay

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

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from £45 / night

£312 / week

Book

from £45 / night

(1) Excellent 

1 / 13

Cabo Rojo holiday apartment rental

Puerto Rico / Cabo Rojo

3 7 Min stay varies

Apartment / 3 bedrooms / sleeps 7 / Min stay varies

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from £110 / night

£600 - £805 / week

Book

from £110 / night

1 / 10

Holiday apartment with shared pool, golf nearby in Sunset Crest

Saint James Parish / Sunset Crest

1 4 3 nights min stay

Apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £70 / night

£390 / week

Book

from £70 / night

1 / 29

Apartment letting in Grand Turk

Turks and Caicos Islands / Grand Turk

2 4 3 nights min stay

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

Add to shortlist

from £192 / night

£1233 - £2000 / week

Book

from £192 / night

1 / 14

Apartment rental in Luquillo

Puerto Rico / Luquillo

2 5 Min stay varies

Apartment / 2 bedrooms / sleeps 5 / Min stay varies

Add to shortlist

from £61 / night

£335 - £411 / week

Book

from £61 / night

1 / 37

Saint Francois holiday apartment rental

Grande-Terre Island / Saint Francois

1 4 3 nights min stay

Apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £58 / night

£306 - £455 / week

Book

from £58 / night

1 / 8

Holiday apartment with shared pool in Rincon

Puerto Rico / Rincon

2 4 5 nights min stay

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

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from £148 / night

£884 / week

Book

from £148 / night

(1) Excellent 

1 / 8

Holiday studio in Nassau

New Providence Island / Nassau

2 1 night min stay

Studio / sleeps 2 / 1 night min stay

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from £61 / night

£427 / week

Book

from £61 / night

(1) Excellent 

1 / 16

Ocho Rios holiday apartment rental

Saint Ann Parish / Ocho Rios

1 4 1 night min stay

Apartment / 1 bedroom / sleeps 4 / 1 night min stay

Add to shortlist

from £62 / night

£432 / week

Book

from £62 / night

(3) Very Good 

1 / 15

Freeport holiday apartment rental

Grand Bahama Island / Freeport

1 3 3 nights min stay

Apartment / 1 bedroom / sleeps 3 / 3 nights min stay

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from £59 / night

£360 / week

Book

from £59 / night

(1) Excellent 

1 / 15

Holiday home in Santo Domingo City

Santo Domingo / Santo Domingo City

3 5 2 nights min stay

House / 3 bedrooms / sleeps 5 / 2 nights min stay

Add to shortlist

from £59 / night

£309 / week

Book

from £59 / night

1 / 14

Holiday apartment with shared pool in Jan Thiel

Curacao / Jan Thiel

1 4 3 nights min stay

Apartment / 1 bedroom / sleeps 4 / 3 nights min stay

Add to shortlist

from £79 / night

£511 - £725 / week

Book

from £79 / night

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