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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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17,335 Vacation rentals

Townhouse rental in Turks and Caicos with shared pool

The Bight Settlement townhouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $321 / night

$2,245 / week

1 / 22

Vacation villa in Caribbean

Bavaro villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 14

from $594 / night

$4,158 / week

1 / 9

Vacation guest house in Westmoreland Parish

Bluefields guest house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $321 / night

$2,130 - $3,092 / week

1 / 26

Vacation villa with swimming pool in Caribbean

Puerto Plata villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $286 / night

$1,947 / week

1 / 21

Vacation cottage in Bahamas

George Town cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $132 / night

$922 / week

1 / 8

Caribbean Vacation apartment rental

Kingstown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $75 / night

$521 / week

1 / 6

Vacation villa in Caribbean

Silver Sands villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $453 / night

$3,166 / week

1 / 20

Yacht rental in Caribbean

Road Town yacht

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,248 / night

$8,737 / week

1 / 12

Vacation apartment with shared pool, golf nearby in Caribbean

Saint Francois apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $157 / night

$783 - $994 / week

1 / 41

Westmoreland Parish Vacation apartment rental

Bluefields apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $138 / night

$916 / week

1 / 24

Vacation apartment in Caribbean

Kingstown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $69 / night

$481 / week

1 / 4

Vacation apartment in St. Vincent and the Grenadines

Kingstown apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $132 / night

$922 / week

1 / 9

Vacation apartment rental

Puerto Plata apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $144 / night

$1,002 / week

1 / 8

Vacation villa with swimming pool in Dominican Republic

Puerto Plata villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $262 / night

$1,831 / week

1 / 5

Caribbean Vacation apartment rental

Black Rock apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $55 / night

$315 / week

1 / 4

Vacation apartment in Caribbean

Bridgetown apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $69 / night

$481 - $561 / week

1 / 27

Vacation villa in Caribbean

Saint Francois villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1 / night

$3 / week

1 / 24

Guadeloupe Vacation home rental

Le Gosier house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $67 / night

$463 / week

1 / 20

Vacation apartment with shared pool in Caribbean

Le Gosier apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $109 / night

$758 / week

1 / 25

Bahamas Vacation apartment rental

Freeport apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $102 / night

$687 - $848 / week

1 / 4

Villa rental in Martinique

Le Vauclin villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $104 / night

$724 / week

1 / 15

Vacation villa with shared pool, golf nearby in Saint Ann Parish

Priory villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $172 / night

$1,203 / week

1 / 42

Caribbean ski home to rent.

Sainte-Anne house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $134 / night

$935 / week

1 / 29

Vacation apartment in Caribbean

Sainte-Anne apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $53 / night

$371 / week

1 / 6

Caribbean Vacation villa rental

Sainte-Luce villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $247 / night

$1,726 / week

1 / 33

Vacation home in Caribbean

Old Harbour house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $129 / night

$897 / week

1 / 18

Vacation hotel apartment rental

Ocho Rios hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $86 / night

$602 / week

1 / 17

Home rental in Caribbean with swimming pool

Treasure Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $378 / night

$2,628 - $3,430 / week

1 / 48

Vacation villa with swimming pool in Caribbean

Coral Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 6

from $818 / night

$5,723 - $6,845 / week

1 / 12

Vacation apartment in Caribbean

Kingstown apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from $115 / night

$802 / week

1 / 23

Vacation home in Caribbean

Hamilton Parish house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $320 / night

$2,237 / week

1 / 23

St. Lucia Vacation villa rental

Cap Estate villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $229 / night

$1,603 / week

1 / 11

Vacation apartment in Caribbean

Santo Domingo apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $58 / night

$384 / week

1 / 28

Vacation villa in Caribbean

Pointe-Noire villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $133 / night

$841 - $1,166 / week

1 / 47

Vacation apartment in Caribbean

Aguada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $102 / night

$573 / week

1 / 38

Vacation apartment in Caribbean

Aguada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $102 / night

$573 / week

1 / 41

Vacation apartment in Caribbean

Aguada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $102 / night

$573 / week

1 / 42

Puerto Rico Vacation apartment rental

Aguada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $102 / night

$573 / week

1 / 42

Apartment rental in Caribbean

Aguada apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 7

from $102 / night

$573 / week

1 / 43

Vacation home in Caribbean

Bayahibe house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $45 / night

$312 / week

1 / 15

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