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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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76 Vacation rentals

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Caribbean Vacation studio rental

Prospect studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $387 / night

$2,705 - $2,989 / week

1 / 38

Vacation apartment with shared pool, golf nearby in Caribbean

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $194 / night

$1,355 / week

1 / 33

Vacation home in Caribbean

Kingston house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $75 / night

$521 / week

1 / 119

Vacation villa rental

Cruz Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,800 / night

$12,594 / week

1 / 11

Vacation apartment with swimming pool, golf nearby in Dominican Republic

Punta Cana apartment

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from $287 / night

$1,804 / week

1 / 36

Caribbean Vacation villa rental

Cruz Bay villa

  • 4 bathrooms
  • sleeps 10

from $985 / night

$6,870 / week

1 / 10

Villa accommodation in Caribbean with shared pool

Punta Cana villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 5

from $138 / night

$802 / week

1 / 26

Ski apartment to rent in Caribbean

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $166 / night

$1,163 / week

1 / 76

Apartment rental in Caribbean with shared pool

Isla Verde apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $242 / night

$1,692 / week

1 / 16

Apartment rental in Dominican Republic with shared pool

Juan Dolio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $315 / night

$1,374 - $1,775 / week

1 / 22

Vacation studio in Caribbean

Ocho Rios studio

  • Studio
  • 1 bathroom
  • sleeps 3

from $94 / night

$659 / week

1 / 71

Caribbean Vacation home rental

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $184 / night

$1,283 / week

1 / 66

Vacation apartment with shared pool in Dominican Republic

Bayahibe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from $112 / night

$683 / week

1 / 42

Caribbean Vacation apartment rental

Los Robalos apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $98 / night

$540 / week

1 / 16

Vacation apartment in St Martin / St Maarten

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $409 / night

$2,863 / week

1 / 19

Vacation apartment with shared pool, golf nearby in Caribbean

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $115 / night

$802 - $1,283 / week

1 / 34

Vacation condo with shared pool in Caribbean

Carolina condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $338 / night

$2,290 / week

1 / 28

Vacation villa rental

Dorado villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $217 / night

$1,489 / week

1 / 21

Vacation apartment with shared pool, golf nearby in Caribbean

Rio Grande apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $189 / night

$1,203 - $1,403 / week

1 / 30

Caribbean Vacation apartment rental

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $131 / night

$912 / week

1 / 49

Dominican Republic ski villa to rent.

Puerto Plata villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 8

from $328 / night

$2,290 / week

1 / 9

Puerto Rico Vacation apartment rental

Rio Grande apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $172 / night

$1,145 / week

1 / 16

Vacation bungalow with shared pool in Dominican Republic

Rio San Juan bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $85 / night

$591 / week

1 / 22

Vacation penthouse with shared pool, golf nearby in Caribbean

Juan Dolio penthouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $236 / night

$1,366 / week

1 / 21

Caribbean Vacation apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $240 / night

$1,676 / week

1 / 32

Caribbean Vacation studio rental

Playa Cofresi studio

  • Studio
  • 1 bathroom
  • sleeps 4

from $92 / night

$470 / week

1 / 24

Saint Ann Parish Vacation home rental

St. Ann's Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $298 / night

$1,947 / week

1 / 52

Vacation home in Saint Ann Parish

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $155 / night

$1,082 / week

1 / 47

Saint Ann Parish Vacation home rental

St. Ann's Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $103 / night

$687 / week

1 / 65

Vacation villa with shared pool, golf nearby in Caribbean

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,603 / week

1 / 74

Vacation villa in Saint Ann Parish

Ocho Rios villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $114 / night

$915 - $1,236 / week

1 / 19

Vacation apartment with shared pool in Dominican Republic

Juan Dolio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $207 / night

$1,443 / week

1 / 52

Caribbean Vacation apartment rental

Santiago de los Caballeros apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $54 / night

$378 / week

1 / 24

Caribbean Vacation home rental

Portmore house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $113 / night

$786 / week

1 / 40

Vacation b&b rental

Barahona b&b

  • 43 bedrooms
  • 43 bathrooms
  • sleeps 2

from $44 / night

$303 / week

1 / 11

Vacation villa rental

Priory villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $287 / night

$2,004 / week

1 / 28

Vacation apartment rental

Ocho Rios apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $132 / night

$831 - $1,151 / week

1 / 26

Vacation apartment in Caribbean

Montego Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $91 / night

$573 / week

1 / 23

Vacation apartment in Dominican Republic

Santiago de los Caballeros apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $63 / night

$441 / week

1 / 43

Saint Ann Parish Vacation home rental

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $172 / night

$1,203 / week

1 / 30

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