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Best Caribbean Villas on Holiday Lettings - Vacation rentals

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38,761 Vacation rentals

Caribbean Vacation home rental

Cambita Garabitos house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $26 / night

$177 / week

1 / 19

Vacation apartment in Dominican Republic

Santo Domingo apartment

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 7

from $115 / night

$722 / week

1 / 24

Vacation apartment in Caribbean

Mayaguez apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $132 / night

$922 / week

1 / 20

Vacation apartment in Caribbean

Mayaguez apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $126 / night

$882 / week

1 / 4

Apartment rental in Aruba with swimming pool

Paradera apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $86 / night

$573 / week

1 / 16

Vacation villa with swimming pool in Caribbean

West End villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,374 / night

$9,618 / week

1 / 41

Caribbean Vacation villa rental

Punta Cana villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $117 / night

$814 / week

1 / 29

Vacation villa in Dominican Republic

Las Galeras villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $175 / night

$1,188 / week

1 / 12

Dominican Republic Vacation hotel apartment rental

Puerto Plata hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $101 / night

$706 / week

1 / 15

Caribbean Vacation home rental

Puerto Plata house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $251 / night

$1,592 / week

1 / 36

Caribbean Vacation condo rental

Freeport condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,145 / week

1 / 10

Home rental in Guadeloupe

Petit-Bourg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 2

from $25 / night

$175 - $569 / week

1 / 12

Vacation home in Caribbean

Case-Pilote house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $163 / night

$1,063 / week

1 / 4

Vacation villa in Caribbean

Belnem villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $189 / night

$1,323 / week

1 / 67

Home rental in Dominican Republic with shared pool

Bavaro house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $134 / night

$790 / week

1 / 29

Vacation studio rental

San Juan studio

  • Studio
  • 1 bathroom
  • sleeps 1

from $201 / night

$1,088 / week

1 / 5

Caribbean Vacation condo rental

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $401 / night

$2,806 / week

1 / 23

Vacation apartment rental

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $109 / night

$687 / week

1 / 13

Villa rental in St. Vincent and the Grenadines

Ashton villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $212 / night

$1,483 / week

1 / 12

Vacation apartment in Caribbean

Santiago de los Caballeros apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $113 / night

$788 / week

1 / 67

Vacation home in Puerto Rico

Luquillo house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from $115 / night

$802 / week

1 / 26

Vacation home accommodation

Sainte-Anne house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $130 / night

$569 - $1,208 / week

1 / 30

Vacation apartment in Caribbean

Santo Domingo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $65 / night

$409 - $522 / week

1 / 19

Vacation villa in Dominican Republic

Bavaro villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $516 / night

$3,607 / week

1 / 25

Vacation beach hut in Caribbean

Buen Hombre beach hut

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $81 / night

$561 / week

1 / 27

Caribbean Vacation apartment rental

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $109 / night

$516 / week

1 / 23

Vacation gite in Guadeloupe

Pointe-Noire gite

  • 2 bathrooms
  • sleeps 2

from $94 / night

$657 / week

1 / 23

Caribbean Vacation b&b rental

Uvero Alto b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $378 / night

$2,646 / week

1 / 7

Villa rental in Caribbean with shared pool

Puerto Plata villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $344 / night

$2,061 / week

1 / 14

Vacation apartment accommodation

Juan Baron apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $115 / night

$573 / week

1 / 20

Vacation apartment in Caribbean

Sainte-Luce apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $88 / night

$613 / week

1 / 24

Vacation studio in Caribbean

Carolina studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $79 / night

$553 / week

1 / 6

Vacation home in Caribbean

Mammee Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $110 / night

$770 / week

1 / 13

Vacation apartment rental

Mammee Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $184 / night

$1,283 / week

1 / 15

Vacation home in Caribbean

Mammee Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $287 / night

$2,004 / week

1 / 19

Ski studio to rent in Caribbean

Montego Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

from $155 / night

$1,082 / week

1 / 26

Vacation villa in Caribbean

Puerto Plata villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from $269 / night

$1,884 / week

1 / 7

Vacation villa in Caribbean

Porters villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $223 / night

$1,561 / week

1 / 29

Vacation apartment in Guadeloupe

Sainte-Anne apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $576 / night

$4,027 / week

1 / 20

Vacation b&b rental

El Cortecito b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $60 / night

$421 / week

1 / 11

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