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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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18,379 Vacation rentals

Vacation b&b with golf nearby in Grenada

St. George's b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $63 / night

$441 / week

1 / 21

Vacation apartment in Caribbean

Mirapica apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $81 / night

$527 / week

1 / 21

Dominican Republic Vacation villa rental

Bani villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $140 / night

$832 / week

1 / 85

Vacation villa with swimming pool in St Martin / St Maarten

Orient Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

from $567 / night

$3,559 - $4,947 / week

1 / 33

Vacation apartment in Dominican Republic

Puerto Plata apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $146 / night

$981 / week

1 / 9

Caribbean Vacation cottage rental

St. Ann's Bay cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $103 / night

$687 - $1,088 / week

1 / 25

Vacation home in Saint Ann Parish

Ocho Rios house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from $46 / night

$321 / week

1 / 20

St. Lucia Vacation home rental

Vieux Fort house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $172 / night

$1,179 / week

1 / 22

Apartment rental in Caribbean

Westmoreland Parish apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 12

Dominica Vacation guest house rental

Calibishie guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $102 / night

$714 / week

1 / 33

Vacation villa with swimming pool, golf nearby in Caribbean

Holetown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $850 / night

$5,950 - $12,705 / week

1 / 25

Vacation villa with swimming pool in Caribbean

Speightstown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $900 / night

$6,300 - $11,550 / week

1 / 26

Penthouse rental in Caribbean with shared pool, golf nearby

Holetown penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $574 / night

$4,018 - $8,400 / week

1 / 24

Apartment rental in Barbados with shared pool, golf nearby

James Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $850 / night

$5,950 - $14,350 / week

1 / 24

Barbados Vacation villa rental

Holetown villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

from $3,250 / night

$22,750 - $63,000 / week

1 / 24

Caribbean Vacation villa rental

Holetown villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $4,750 / night

$33,250 - $58,800 / week

1 / 69

Villa rental in Antigua and Barbuda with golf nearby

St. John's villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 4

from $900 / night

$6,300 - $13,300 / week

1 / 24

Apartment rental in Caribbean with swimming pool, golf nearby

Paynes Bay apartment

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 11

from $2,200 / night

$15,400 - $38,500 / week

1 / 26

Caribbean Vacation apartment rental

Freeport apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $171 / night

$973 / week

1 / 28

Guest house rental in Caribbean

Bouillante guest house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $96 / night

$668 / week

1 / 20

Caribbean Vacation apartment rental

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $164 / night

$1,145 / week

1 / 22

Vacation b&b in Caribbean

Bouillante b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $108 / night

$752 / week

1 / 22

Vacation villa rental

Lurin villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,500 / night

$17,500 - $55,000 / week

1 / 24

Vacation villa accommodation

Discovery Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

from $3,715 / night

$26,000 - $46,000 / week

1 / 49

Vacation villa rental

Colombier villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $2,858 / night

$20,000 - $60,900 / week

1 / 23

Guest house rental in Caribbean

Fitts guest house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $109 / night

$762 / week

1 / 15

Home rental in Caribbean with shared pool

Puerto Plata house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $68 / night

$436 / week

1 / 14

Gite rental in Caribbean with shared pool

Sainte Rose gite

  • 7 bedrooms
  • 10 bathrooms
  • sleeps 28

from $552 / night

$3,861 - $5,871 / week

1 / 12

Martinique Vacation villa rental

Les Anses d'Arlet villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $413 / night

$2,889 - $4,223 / week

1 / 20

Vacation home in Caribbean

Alice Town house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $630 / night

$3,664 / week

1 / 24

Caribbean Vacation villa rental

Cabrera villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $344 / night

$1,706 / week

1 / 46

U.S. Virgin Islands Vacation villa rental

St. John villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $558 / night

$3,900 - $8,000 / week

1 / 29

Vacation home accommodation

St. Ann's Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $321 / night

$2,245 / week

1 / 5

Vacation apartment with shared pool in Bahamas

Freeport apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $148 / night

$1,031 / week

1 / 8

Apartment rental in Bahamas

George Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $319 / night

$2,233 - $2,760 / week

1 / 30

Apartment rental in Bahamas

George Town apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from $516 / night

$2,685 - $3,086 / week

1 / 33

Vacation villa with swimming pool in Guadeloupe

Sainte Rose villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $181 / night

$1,267 / week

1 / 33

Vacation villa with swimming pool in St Martin / St Maarten

Marigot, Saint Martin villa

  • 6 bedrooms
  • 18 bathrooms
  • sleeps 12

from $1,832 / night

$12,824 / week

1 / 4

Vacation home in Caribbean

Falmouth house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $91 / night

$501 - $1,279 / week

1 / 32

Villa rental in Caribbean with indoor pool

Bani villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $140 / night

$832 / week

1 / 85

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