Updating

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Best Caribbean Villas on Holiday Lettings - Vacation rentals

All filters

Filters

16,974 Vacation rentals

Apartment rental in Dominican Republic

Constanza apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $58 / night

$287 / week

1 / 5

Caribbean Vacation hotel apartment rental

Negril Beach hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $315 / night

$2,205 / week

1 / 12

Vacation villa in Caribbean

Mamora Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $255 / night

$1,787 / week

1 / 15

Vacation apartment in St Martin / St Maarten

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $295 / night

$2,061 / week

1 / 4

Vacation b&b in Trinidad and Tobago

Port of Spain b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $166 / night

$1,163 - $2,766 / week

1 / 5

Caribbean Vacation b&b rental

Port of Spain b&b

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 22

from $166 / night

$1,163 - $17,193 / week

1 / 6

Vacation apartment in Caribbean

Santo Domingo City apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 4

from $61 / night

$410 / week

1 / 39

Guadeloupe Vacation apartment rental

Deshaies apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $56 / night

$391 / week

1 / 6

Vacation b&b accommodation

Spanish Town b&b

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 16

from $52 / night

$350 - $2,594 / week

1 / 6

Apartment rental in Saint Catherine Parish

Spanish Town apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $75 / night

$516 - $636 / week

1 / 6

Caribbean Vacation villa rental

Vieux Fort villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $745 / night

$5,210 / week

1 / 24

Vacation villa with swimming pool, golf nearby in Caribbean

Punta Cana villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $1,603 / night

$11,221 / week

1 / 74

Vacation apartment with shared pool in Caribbean

Bavaro apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $184 / night

$1,145 - $1,603 / week

1 / 65

Vacation villa in St. Lucia

Vieux Fort villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $745 / night

$5,210 / week

1 / 25

Vacation apartment in Dominican Republic

Bavaro apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$1,260 - $1,718 / week

1 / 48

Apartment rental in Dominican Republic

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $58 / night

$458 - $619 / week

1 / 8

Vacation gite with golf nearby in Caribbean

Saint Francois gite

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $124 / night

$868 / week

1 / 13

Vacation apartment in Caribbean

Roseau apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $92 / night

$642 / week

1 / 15

Vacation apartment in Caribbean

Cabarete apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $86 / night

$458 - $619 / week

1 / 17

Caribbean Vacation home rental

Freeport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from $224 / night

$1,432 - $1,672 / week

1 / 83

Vacation home in Caribbean

Governor's Harbour house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $287 / night

$1,976 / week

1 / 15

Vacation apartment in Dominican Republic

Constanza apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $115 / night

$802 / week

1 / 43

Caribbean Vacation home rental

Monsenor Nouel Province house

  • 17 bedrooms
  • 15 bathrooms
  • sleeps 40

from $1,374 / night

$9,618 / week

1 / 30

Puerto Rico Vacation home rental

Isabela house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

from $229 / night

$1,603 - $4,809 / week

1 / 56

Jamaica Vacation apartment rental

Ironshore apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $115 / night

$802 / week

1 / 27

Vacation apartment with swimming pool in Guadeloupe

Saint Francois apartment

  • 6 bedrooms
  • 1 bathroom
  • sleeps 6

from $136 / night

$941 / week

1 / 20

Guadeloupe Vacation villa rental

Saint Francois villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from $116 / night

$806 / week

1 / 43

Studio rental in Dominican Republic with shared pool

Cabarete studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $65 / night

$423 / week

1 / 14

Caribbean Vacation villa rental

Simpson Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $1,146 / night

$8,020 - $30,000 / week

1 / 72

Caribbean Vacation home rental

Terres Basses house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $4,715 / night

$33,000 - $85,000 / week

1 / 58

Villa rental in Caribbean with swimming pool

Le Diamant villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $967 / night

$6,770 / week

1 / 14

Apartment rental in Barbados

Speightstown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $75 / night

$524 / week

1 / 16

Caribbean Vacation villa rental

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $706 / night

$4,939 / week

1 / 22

Vacation home with swimming pool in Caribbean

Sosua house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $310 / night

$1,860 / week

1 / 52

Vacation villa in Caribbean

Runaway Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $57 / night

$395 / week

1 / 26

Vacation apartment in Caribbean

vdfv apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $81 / night

$516 - $2,920 / week

1 / 31

Saint Ann Parish Vacation home rental

St. Ann's Bay house

  • 2 bathrooms
  • sleeps 4

from $63 / night

$378 / week

1 / 2

Vacation home in Caribbean

Barceloneta house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

from $573 / night

$4,008 / week

1 / 38

St Martin / St Maarten Vacation apartment rental

Grand Case apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $149 / night

$1,082 / week

1 / 29

Dominican Republic Vacation apartment rental

Santo Domingo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $40 / night

$281 / week

1 / 18

×

Also consider