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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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17,370 Vacation rentals

Caribbean Vacation home rental

St James, Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from $92 / night

$642 / week

1 / 4

Vacation villa in Caribbean

Colombier villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $509 / night

$3,557 - $8,651 / week

1 / 12

Saint Catherine Parish Vacation home rental

Portmore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $75 / night

$564 / week

1 / 16

Vacation b&b in St. Lucia

Vieux Fort b&b

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $115 / night

$802 / week

1 / 11

Vacation apartment in Caribbean

Roseau apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $115 / night

$802 / week

1 / 4

Ski apartment to rent in Caribbean

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $109 / night

$762 / week

1 / 33

Vacation villa with golf nearby in Caribbean

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $805 / night

$5,633 / week

1 / 20

Vacation apartment in Caribbean

Hillsborough apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $229 / night

$1,489 / week

1 / 23

Vacation penthouse in Caribbean

Las Terrenas penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $287 / night

$1,718 / week

1 / 32

Vacation apartment with shared pool, golf nearby in Caribbean

Noord apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $144 / night

$1,002 / week

1 / 27

Apartment rental in Caribbean

St. Lawrence Gap apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $395 / night

$2,766 / week

1 / 12

Caribbean Vacation apartment accommodation

Eleuthera apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $201 / night

$1,374 / week

1 / 20

Vacation home rental

La Toc house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $187 / night

$1,306 / week

1 / 15

Caribbean Vacation studio rental

Sainte Anne studio

  • Studio
  • 1 bathroom
  • sleeps 2

Pricing unknown

1 / 4

Studio rental in Dominican Republic with shared pool

Cabarete studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $98 / night

$630 - $745 / week

1 / 23

Dominican Republic Vacation studio rental

Cabarete studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $98 / night

$630 - $722 / week

1 / 25

Vacation studio with shared pool in Caribbean

Cabarete studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $92 / night

$573 - $665 / week

1 / 31

Dominican Republic Vacation villa rental

La Romana villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

from $659 / night

$3,893 / week

1 / 18

Vacation yacht in Caribbean

Port Elizabeth yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $687 / night

$4,809 / week

1 / 6

Vacation bungalow with shared pool in Dominican Republic

Rio San Juan bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $76 / night

$531 / week

1 / 22

Home rental in Aruba with swimming pool, golf nearby

Palm - Eagle Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 8

from $229 / night

$1,602 / week

1 / 11

Vacation villa rental

Playa Cofresi villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 18

from $424 / night

$2,966 / week

1 / 35

Vacation apartment in Caribbean

Paynes Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $101 / night

$701 - $877 / week

1 / 15

Vacation studio with shared pool in Barbados

Paynes Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

from $94 / night

$657 / week

1 / 22

Vacation apartment in Caribbean

Laborie apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $57 / night

$351 / week

1 / 22

Vacation apartment in Caribbean

Laborie apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $75 / night

$526 - $1,139 / week

1 / 32

Villa accommodation in Caribbean

Saint Anne villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $223 / night

$1,505 / week

1 / 23

Vacation penthouse with shared pool, golf nearby in Caribbean

Juan Dolio penthouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $212 / night

$1,226 / week

1 / 21

Vacation villa in Guadeloupe

Deshaies villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $112 / night

$624 - $1,209 / week

1 / 28

Townhouse rental in Caribbean with shared pool

Kralendijk townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $148 / night

$1,034 - $1,419 / week

1 / 8

Vacation villa in Caribbean

Arnos Vale villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $184 / night

$1,283 - $4,489 / week

1 / 26

Barbados Vacation home rental

Saint Martins house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $215 / night

$1,502 / week

1 / 21

Caribbean Vacation villa rental

Soufriere villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $516 / night

$3,779 / week

1 / 9

Vacation condo with shared pool in Aruba

Noord condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $409 / night

$2,863 / week

1 / 23

Vacation villa with swimming pool in Caribbean

White House villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $224 / night

$1,563 / week

1 / 22

Vacation bungalow with shared pool in Guadeloupe

Deshaies bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $125 / night

$874 / week

1 / 37

Guadeloupe Vacation studio rental

Le Moule studio

  • Studio
  • 2 bathrooms
  • sleeps 4

from $62 / night

$429 / week

1 / 14

Caribbean Vacation apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $215 / night

$1,505 / week

1 / 32

Caribbean Vacation hotel apartment accommodation

Puerto Plata Town hotel apartment

  • 1 bedroom
  • 3 bathrooms
  • sleeps 2

from $23 / night

$149 - $197 / week

1 / 35

Caribbean Vacation bungalow rental

Orient Bay bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $144 / night

$1,003 / week

1 / 11

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