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

17,226 Vacation rentals

Caribbean Vacation home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from $115 / night

$682 / week

1 / 16

Caribbean Vacation boathouse rental

San Juan boathouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from $687 / night

$4,809 / week

1 / 7

Bungalow rental in Caribbean

Le Moule bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $61 / night

$342 / week

1 / 4

Barbados Vacation home rental

Prospect house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $766 / night

$5,359 - $6,127 / week

1 / 54

Caribbean Vacation home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $47 / night

$255 / week

1 / 16

Vacation studio with shared pool in Caribbean

Punta Cana studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $172 / night

$1,145 / week

1 / 11

Vacation villa with swimming pool in Caribbean

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $268 / night

$1,877 / week

1 / 56

Dominican Republic Vacation condo rental

Puerto Plata condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $144 / night

$1,002 / week

1 / 14

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $63 / night

$441 / week

1 / 26

Vacation apartment in Caribbean

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $63 / night

$441 / week

1 / 67

Caribbean Vacation home rental

Enterprise house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $184 / night

$1,283 / week

1 / 16

Vacation villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $207 / night

$848 - $4,214 / week

1 / 26

Villa accommodation in Caribbean

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from $103 / night

$584 / week

1 / 28

Vacation apartment accommodation

Grand Anse apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $218 / night

$1,523 / week

1 / 45

Studio rental in Caribbean with shared pool

Prospect studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $317 / night

$2,216 - $2,395 / week

1 / 29

Caribbean Vacation cottage rental

Rainbow Bay cottage

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $172 / night

$1,203 / week

1 / 21

Kingston Parish Vacation home rental

Kingston house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

from $115 / night

$745 / week

1 / 27

Vacation apartment with shared pool in St Martin / St Maarten

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $516 / night

$3,607 / week

1 / 11

Vacation home rental

Ironshore house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $75 / night

$417 / week

1 / 10

Vacation home in Caribbean

Bavaro house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $103 / night

$722 / week

1 / 7

Vacation condo with shared pool in Dominican Republic

Puerto Plata condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $343 / night

$2,397 / week

1 / 8

Dominican Republic Vacation apartment rental

Santiago de los Caballeros apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $81 / night

$567 / week

1 / 17

Vacation apartment in Caribbean

Bayahibe apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $61 / night

$427 / week

1 / 15

Caribbean Vacation apartment rental

Sainte-Anne apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from $158 / night

$1,101 / week

1 / 17

Vacation apartment rental

Sosua apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $74 / night

$488 / week

1 / 34

Vacation apartment rental

Sosua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $44 / night

$307 / week

1 / 26

Vacation apartment rental

Sosua apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $43 / night

$299 / week

1 / 22

Vacation home in Caribbean

Black Rock house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $208 / night

$1,195 / week

1 / 18

Vacation home in Caribbean

Black Rock house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 6

from $177 / night

$1,237 / week

1 / 19

Vacation bungalow in Caribbean

Sainte-Anne bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $60 / night

$418 / week

1 / 13

Villa rental in Barbados

Dover villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from $488 / night

$3,290 / week

1 / 23

Apartment rental in Caribbean

Le Gosier apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $110 / night

$683 / week

1 / 17

Caribbean Vacation condo rental

Freeport condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $138 / night

$962 / week

1 / 46

Apartment rental in Puerto Rico

Culebra apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $263 / night

$1,836 / week

1 / 7

Caribbean Vacation studio rental

Freeport studio

  • Studio
  • 1 bathroom
  • sleeps 2

from $138 / night

$962 / week

1 / 33

Vacation home in Caribbean

Gros Islet house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $69 / night

$481 / week

1 / 26

Vacation home in Saint Ann Parish

St. Ann's Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $344 / night

$2,405 / week

1 / 28

Condo rental in U.S. Virgin Islands with shared pool

Cruz Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $166 / night

$1,163 / week

1 / 21

Caribbean Vacation home rental

Sainte Rose house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $131 / night

$914 / week

1 / 14

Vacation home in Caribbean

Kingston house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $109 / night

$762 / week

1 / 19

×

Also consider