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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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17,532 Vacation rentals

Vacation villa with shared pool in Caribbean

Las Galeras villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from $92 / night

$544 / week

1 / 14

Home rental in Caribbean with shared pool

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $229 / night

$1,145 - $1,546 / week

1 / 40

Private room rental in Caribbean

Bavaro private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $29 / night

$184 / week

1 / 22

Vacation home with golf nearby in Jamaica

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $118 / night

$826 / week

1 / 33

Vacation villa with swimming pool in Guadeloupe

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $137 / night

$956 / week

1 / 20

Vacation villa in Caribbean

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $154 / night

$1,080 / week

1 / 24

Vacation villa in Guadeloupe

Saint Francois villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $97 / night

$683 / week

1 / 16

Vacation villa with swimming pool, golf nearby in Caribbean

Saint Francois villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $247 / night

$1,730 / week

1 / 30

Caribbean Vacation villa rental

Juan Dolio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $270 / night

$1,296 - $1,410 / week

1 / 11

Vacation apartment with shared pool in Dominican Republic

Juan Dolio apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $172 / night

$1,203 / week

1 / 10

Vacation villa in Bahamas

Windemere Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from $1,088 / night

$7,615 / week

1 / 12

Vacation home in Caribbean

Trois-Ilets house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $131 / night

$913 / week

1 / 18

Puerto Rico Vacation boathouse rental

San Juan boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$802 / week

1 / 28

Caribbean Vacation apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $139 / night

$970 / week

1 / 10

Vacation private room rental

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $126 / night

$882 / week

1 / 12

Vacation villa in Caribbean

Five Islands Village villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $89 / night

$618 / week

1 / 5

Vacation villa with swimming pool in Jamaica

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,374 / week

1 / 29

Vacation b&b with shared pool in Caribbean

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $35 / night

$212 / week

1 / 23

Dominican Republic Vacation b&b rental

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from $26 / night

$149 / week

1 / 19

Vacation apartment rental

Argyle apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $85 / night

$591 / week

1 / 11

Vacation home in Caribbean

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $378 / night

$2,645 / week

1 / 10

Vacation home with swimming pool in Caribbean

Santiago de los Caballeros house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 27

from $453 / night

$487 - $2,290 / week

1 / 143

Vacation villa with swimming pool in Caribbean

Puerto Plata villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $267 / night

$1,862 / week

1 / 16

Vacation villa with swimming pool in Caribbean

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $894 / night

$6,252 / week

1 / 27

Vacation condo in Bahamas

Nassau condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $344 / night

$2,405 / week

1 / 19

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

Punta Cana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $343 / night

$2,061 / week

1 / 23

Caribbean Vacation home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $115 / night

$682 / week

1 / 16

Caribbean Vacation boathouse rental

San Juan boathouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $687 / night

$4,809 / week

1 / 7

Bungalow rental in Caribbean

Le Moule bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $62 / night

$348 / week

1 / 4

Barbados Vacation home rental

Prospect house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $778 / night

$5,441 - $6,221 / week

1 / 54

Caribbean Vacation home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $47 / night

$255 / week

1 / 16

Vacation studio with shared pool in Caribbean

Punta Cana studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,145 / week

1 / 11

Vacation villa with swimming pool in Caribbean

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $273 / night

$1,912 / week

1 / 56

Dominican Republic Vacation condo rental

Puerto Plata condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $144 / night

$1,002 / week

1 / 14

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $63 / night

$441 / week

1 / 26

Home rental in Caribbean

Priory house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $55 / night

$275 / week

1 / 18

Vacation apartment in Caribbean

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $63 / night

$441 / week

1 / 67

Caribbean Vacation home rental

Enterprise house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $184 / night

$1,283 / week

1 / 16

Vacation villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $207 / night

$848 - $4,214 / week

1 / 26

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