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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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239 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

Caribbean Vacation home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $115 / night

$682 / week

1 / 16

Vacation guest house in Puerto Rico

Arecibo guest house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 9

from $343 / night

$2,397 / week

1 / 10

Vacation apartment with golf nearby in Bahamas

Freeport apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $115 / night

$802 / week

1 / 6

Vacation villa with shared pool, golf nearby in Caribbean

Puerto Plata villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 14

from $3,435 / night

$24,045 - $26,450 / week

1 / 93

Vacation villa with swimming pool in Caribbean

Sosua villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $542 / night

$3,791 / week

1 / 21

Vacation apartment in Caribbean

Juan Dolio apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $75 / night

$487 / week

1 / 11

Vacation apartment in Dominican Republic

Puerto Plata apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $171 / night

$1,205 / week

1 / 27

Vacation villa in Caribbean

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

from $81 / night

$561 / week

1 / 22

St. Lucia Vacation home rental

Gros Islet house

  • 5 bedrooms
  • 8 bathrooms
  • sleeps 22

from $596 / night

$4,168 / week

1 / 46

Caribbean Vacation condo rental

Santo Domingo condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $138 / night

$962 / week

1 / 12

Caribbean Vacation b&b rental

Saint David's b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $45 / night

$313 / week

1 / 12

Apartment rental in Caribbean with shared pool

South Coast apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $145 / night

$1,158 - $1,371 / week

1 / 26

Vacation home with swimming pool, golf nearby in St. Lucia

Golf Ridge house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,448 / night

$10,131 / week

1 / 24

Hotel apartment rental in Caribbean

Puerto Plata hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $103 / night

$687 / week

1 / 24

Vacation hotel apartment with shared pool in Dominican Republic

Puerto Plata Town hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $126 / night

$802 / week

1 / 20

Caribbean Vacation studio rental

Puerto Plata Town studio

  • Studio
  • 1 bathroom
  • sleeps 4

from $58 / night

$344 / week

1 / 24

Vacation penthouse with shared pool in Caribbean

Puerto Plata penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$802 / week

1 / 23

Villa rental in Caribbean with indoor pool

Constanza villa

  • 4 bedrooms
  • 9 bathrooms
  • sleeps 8

from $859 / night

$5,725 / week

1 / 25

Vacation home rental

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $900 / night

$6,300 - $18,200 / week

1 / 58

Vacation villa with swimming pool in Caribbean

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,060 / night

$7,420 - $20,000 / week

1 / 51

Vacation villa in Caribbean

Las Terrenas villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $675 / night

$4,721 / week

1 / 48

Caribbean Vacation villa rental

Cabrera villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 24

from $2,500 / night

$15,000 / week

1 / 48

Vacation villa with swimming pool, golf nearby in Caribbean

Tower Isle villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 16

from $974 / night

$6,813 / week

1 / 60

Caribbean Vacation villa rental

Falmouth villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $974 / night

$6,813 - $13,345 / week

1 / 24

Vacation home accommodation

Ocho Rios house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $224 / night

$1,563 / week

1 / 44

Vacation villa with swimming pool in Dominican Republic

Punta Cana villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $573 / night

$3,607 - $4,008 / week

1 / 33

St. Lucia Vacation villa rental

Marigot Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 14

from $372 / night

$2,604 - $7,467 / week

1 / 44

Vacation villa with swimming pool in Caribbean

Cruz Bay villa

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 16

from $3,430 / night

$24,005 / week

1 / 30

Vacation villa with swimming pool in Caribbean

Discovery Bay villa

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 16

from $2,470 / night

$17,290 / week

1 / 33

Vacation villa in St. Lucia

Cap Estate villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from $1,832 / night

$12,824 / week

1 / 55

Ski apartment to rent in Caribbean

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $166 / night

$1,163 / week

1 / 76

Vacation villa with swimming pool in Caribbean

Discovery Bay villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 18

from $773 / night

$5,153 / week

1 / 54

Apartment rental in Caribbean with shared pool

Isla Verde apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $242 / night

$1,692 / week

1 / 16

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 rental

Sosua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $46 / night

$332 - $413 / week

1 / 31

Vacation villa in Caribbean

Green Island villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $92 / night

$642 / week

1 / 23

Caribbean Vacation villa rental

Fern Hill villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from $655 / night

$4,580 / week

1 / 14

Barbados Vacation villa rental

Speightstown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $224 / night

$1,563 / week

1 / 17

Vacation apartment in Caribbean

Boca Chica apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from $189 / night

$1,323 / week

1 / 26

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