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50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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18,198 Vacation rentals

Vacation apartment in Caribbean

Dover apartment

1 bedroom • 1 bathroom • sleeps 3

3 reviews

from $91 / night

$631 - $842 / week

1 / 26

Vacation studio with shared pool in Bahamas

Freeport studio

Studio • 1 bathroom • sleeps 2

from $99 / night

$689 / week

1 / 22

Vacation apartment in Caribbean

Weston apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $130 / night

$909 - $1,439 / week

1 / 14

Caribbean Vacation apartment rental

Negril apartment

2 bedrooms • 2 bathrooms • sleeps 8

from $188 / night

$1,187 - $2,936 / week

1 / 26

Vacation apartment accommodation

Le Vauclin apartment

1 bedroom • 1 bathroom • sleeps 2

from $58 / night

$354 - $590 / week

1 / 16

Caribbean Vacation home rental

Saint-Esprit house

2 bedrooms • 1 bathroom • sleeps 4

from $87 / night

$603 / week

1 / 31

Caribbean Vacation condo accommodation

Soufriere condo

2 bedrooms • 1 bathroom • sleeps 4

from $69 / night

$458 - $699 / week

1 / 30

Vacation guest house in Caribbean

Maracas Bay guest house

1 bedroom • 1 bathroom • sleeps 3

from $58 / night

$458 / week

1 / 11

Vacation apartment with shared pool, golf nearby in St Martin / St Maarten

Philipsburg apartment

1 bedroom • 1 bathroom • sleeps 3

1 review

from $176 / night

$1,231 / week

1 / 5

Caribbean Vacation home rental

Sainte-Anne house

1 bedroom • 1 bathroom • sleeps 1

from $68 / night

$473 / week

1 / 30

Caribbean Vacation bungalow rental

Deshaies bungalow

2 bedrooms • 1 bathroom • sleeps 6

2 reviews

from $144 / night

$1,005 / week

1 / 29

Caribbean Vacation apartment rental

Bouillante apartment

2 bedrooms • 1 bathroom • sleeps 4

from $60 / night

$422 - $887 / week

1 / 30

Vacation home in Caribbean

Matouba house

1 bedroom • 1 bathroom • sleeps 4

from $100 / night

$699 / week

1 / 20

Apartment rental in Caribbean with golf nearby

Tartane apartment

2 bedrooms • 1 bathroom • sleeps 4

from $74 / night

$516 / week

1 / 24

Vacation apartment in Caribbean

Trois-Ilets apartment

1 bedroom • 1 bathroom • sleeps 4

from $82 / night

$487 / week

1 / 20

Villa rental in Caribbean with shared pool

Bouillante villa

2 bedrooms • 1 bathroom • sleeps 4

from $120 / night

$839 / week

1 / 39

Vacation apartment rental

Saint Francois apartment

1 bedroom • 1 bathroom • sleeps 3

1 review

from $105 / night

$737 / week

1 / 55

Vacation villa rental

Fort-de-France villa

1 bedroom • 1 bathroom • sleeps 3

from $50 / night

$350 - $612 / week

1 / 5

Vacation studio with shared pool in Caribbean

Negril studio

Studio • 1 bathroom • sleeps 4

from $125 / night

$874 / week

1 / 35

Vacation studio with shared pool in Caribbean

Sainte Rose studio

Studio • 1 bathroom • sleeps 2

from $87 / night

$603 / week

1 / 30

Caribbean Vacation yacht rental

Nassau yacht

3 bedrooms • 2 bathrooms • sleeps 6

from $4,065 / night

$22,786 / week

1 / 29

Caribbean Vacation villa accommodation

Saline Point villa

2 bedrooms • 3 bathrooms • sleeps 4

5 reviews

from $488 / night

$3,413 / week

1 / 16

Vacation bungalow with shared pool in Caribbean

Le Moule bungalow

1 bedroom • 1 bathroom • sleeps 2

7 reviews

from $150 / night

$1,049 / week

1 / 24

Home rental in Caribbean

Old Harbour house

2 bedrooms • 1 bathroom • sleeps 4

from $63 / night

$342 - $1,073 / week

1 / 8

Apartment rental in Caribbean

Santa Barbara de Samana apartment

2 bedrooms • 1 bathroom • sleeps 4

from $57 / night

$394 / week

1 / 19

Caribbean Vacation home rental

Vieux-Habitants house

2 bedrooms • 1 bathroom • sleeps 5

from $74 / night

$512 / week

1 / 10

Vacation villa in St. Lucia

Rodney Bay villa

1 bedroom • 1 bathroom • sleeps 2

from $138 / night

$962 / week

1 / 4

Vacation home with shared pool in Caribbean

Saint Francois house

2 bedrooms • 1 bathroom • sleeps 6

from $135 / night

$944 / week

1 / 7

Caribbean Vacation apartment rental

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 4

from $96 / night

$577 - $710 / week

1 / 17

Guadeloupe Vacation home rental

Les Abymes house

2 bedrooms • 1 bathroom • sleeps 4

from $221 / night

$1,547 / week

1 / 12

Vacation apartment with golf nearby in Caribbean

Oistins apartment

2 bedrooms • 1 bathroom • sleeps 4

3 reviews

from $80 / night

$558 - $850 / week

1 / 21

Caribbean Vacation apartment rental

Pointe-a-Pitre apartment

1 bedroom • 1 bathroom • sleeps 2

from $113 / night

$787 / week

1 / 15

Apartment rental in Caribbean with shared pool

Bavaro apartment

1 bedroom • 1 bathroom • sleeps 4

from $102 / night

$714 / week

1 / 25

Home rental in Caribbean with shared pool

Las Galeras house

2 bedrooms • 1 bathroom • sleeps 6

2 reviews

from $75 / night

$500 - $849 / week

1 / 24

Vacation home rental

Petit-Bourg house

2 bedrooms • 1 bathroom • sleeps 4

from $57 / night

$381 / week

1 / 27

Vacation bungalow with shared pool in Caribbean

Saint Francois bungalow

2 bedrooms • 2 bathrooms • sleeps 6

2 reviews

from $186 / night

$1,061 / week

1 / 9

Dominican Republic Vacation villa rental

Altos Dechavon villa

5 bedrooms • 5 bathrooms • sleeps 16

from $716 / night

$5,010 / week

1 / 94

Vacation guest house rental

Long Bay guest house

1 bedroom • 1 bathroom • sleeps 3

1 review

from $81 / night

$561 / week

1 / 12

Caribbean Vacation villa rental

Les Anses d'Arlet villa

2 bedrooms • 2 bathrooms • sleeps 8

from $312 / night

$2,185 / week

1 / 61

Vacation villa with swimming pool in Guadeloupe

Deshaies villa

3 bedrooms • 2 bathrooms • sleeps 6

17 reviews

from $281 / night

$1,967 / week

1 / 21

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