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50 Best Caribbean Villas on Holiday Lettings - Vacation rentals

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18,431 Vacation rentals

Vacation condo with shared pool, golf nearby in Caribbean

Frigate Bay condo

2 bedrooms • 2 bathrooms • sleeps 4

from $129 / night

$905 / week

1 / 19

Vacation apartment with shared pool, golf nearby in Barbados

Inch Marlow apartment

1 bedroom • 1 bathroom • sleeps 2

from $75 / night

$521 / week

1 / 17

St. Vincent and the Grenadines Vacation villa rental

Spring Bay villa

9 bedrooms • 12 bathrooms • sleeps 20

from $1,473 / night

$10,305 / week

1 / 24

Caribbean Vacation apartment rental

Speightstown apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $190 / night

$1,326 / week

1 / 24

Villa rental in Caribbean

Port Antonio villa

2 bedrooms • 2 bathrooms • sleeps 6

from $401 / night

$2,290 / week

1 / 29

Caribbean Vacation villa rental

Royal Westmoreland Golf Resort villa

3 bedrooms • 3 bathrooms • sleeps 6

from $466 / night

$3,258 - $9,885 / week

1 / 11

Caribbean Vacation apartment rental

Ocho Rios apartment

1 bedroom • 1 bathroom • sleeps 4

from $119 / night

$750 / week

1 / 61

Villa rental in Trinidad and Tobago with swimming pool

Scarborough villa

5 bedrooms • 3 bathrooms • sleeps 10

from $229 / night

$1,542 / week

1 / 23

Apartment rental in Caribbean with shared pool, golf nearby

Holetown apartment

1 bedroom • 1 bathroom • sleeps 2

from $185 / night

$1,286 - $1,468 / week

1 / 38

Antigua and Barbuda Vacation villa rental

Long Bay villa

4 bedrooms • 4 bathrooms • sleeps 8

from $607 / night

$4,248 / week

1 / 21

Apartment rental in Saint Ann Parish

Discovery Bay apartment

2 bedrooms • 2 bathrooms • sleeps 6

from $206 / night

$1,436 / week

1 / 20

Caribbean Vacation villa rental

Lance aux Epines villa

6 bedrooms • 8 bathrooms • sleeps 14

from $2,271 / night

$15,896 / week

1 / 19

Vacation apartment with shared pool in Barbados

Hastings apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $373 / night

$2,605 / week

1 / 20

Vacation apartment in Caribbean

Soufriere apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $103 / night

$722 / week

1 / 55

Caribbean Vacation villa rental

Belmont villa

3 bedrooms • 3 bathrooms • sleeps 6

from $545 / night

$3,811 / week

1 / 31

Vacation villa with swimming pool in Caribbean

Weston villa

4 bedrooms • 6 bathrooms • sleeps 8

from $950 / night

$6,650 / week

1 / 23

Vacation studio in Saint Ann Parish

Ocho Rios studio

Studio • 1 bathroom • sleeps 2

from $127 / night

$884 / week

1 / 15

Vacation cottage in Caribbean

Richmond cottage

1 bedroom • 1 bathroom • sleeps 2

from $468 / night

$2,977 / week

1 / 69

Vacation apartment rental

Grand Anse apartment

1 bedroom • 1 bathroom • sleeps 3

from $114 / night

$790 / week

1 / 18

Vacation home in Caribbean

Grand Anse house

4 bedrooms • 2 bathrooms • sleeps 8

from $237 / night

$1,420 / week

1 / 10

Vacation lodge in Dominica

La Plaine lodge

1 bedroom • 1 bathroom • sleeps 2

from $166 / night

$997 / week

1 / 28

Vacation home in Caribbean

Enterprise house

2 bedrooms • 1 bathroom • sleeps 4

from $138 / night

$962 / week

1 / 10

Vacation villa with shared pool in Caribbean

Speightstown villa

1 bedroom • 2 bathrooms • sleeps 3

from $344 / night

$4,809 / week

1 / 13

Vacation villa in Saint Ann Parish

Ocho Rios villa

2 bedrooms • 1 bathroom • sleeps 4

from $190 / night

$1,326 / week

1 / 16

Vacation guest house in Caribbean

Long Bay guest house

5 bedrooms • 5 bathrooms • sleeps 8

from $69 / night

$458 / week

1 / 27

Caribbean Vacation cottage rental

Calibishie cottage

2 bedrooms • 1 bathroom • sleeps 4

from $121 / night

$722 / week

1 / 19

Villa rental in Grenada with golf nearby

Fontenoy Heights villa

2 bedrooms • 2 bathrooms • sleeps 4

from $190 / night

$947 / week

1 / 33

Vacation apartment with shared pool in Caribbean

Mullins apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $206 / night

$1,436 / week

1 / 26

Vacation apartment rental

Black Rock apartment

1 bedroom • 1 bathroom • sleeps 2

Pricing unknown

1 / 9

Villa rental in Grenada with swimming pool

Lance aux Epines villa

4 bedrooms • 4 bathrooms • sleeps 8

from $1,285 / night

$8,993 - $12,969 / week

1 / 29

Vacation cottage with shared pool in Caribbean

Five Islands Village cottage

1 bedroom • 1 bathroom • sleeps 2

from $346 / night

$2,419 / week

1 / 12

Vacation villa accommodation

Bakers Woods villa

3 bedrooms • 2 bathrooms • sleeps 6

from $474 / night

$2,051 / week

1 / 24

Caribbean Vacation villa accommodation

Port Antonio villa

2 bedrooms • 1 bathroom • sleeps 5

from $304 / night

$2,290 - $2,771 / week

1 / 11

Vacation cottage in St. Vincent and the Grenadines

Richmond cottage

1 bedroom • 1 bathroom • sleeps 2

from $432 / night

$2,748 / week

1 / 74

Vacation apartment in Caribbean

Richmond apartment

2 bedrooms • 1 bathroom • sleeps 4

from $521 / night

$3,321 - $4,443 / week

1 / 87

Vacation studio in Caribbean

Richmond studio

Studio • 1 bathroom • sleeps 2

from $360 / night

$2,290 / week

1 / 81

Vacation guest house in Dominican Republic

Las Terrenas guest house

4 bedrooms • 4 bathrooms • sleeps 8

Pricing unknown

1 / 19

Vacation penthouse rental

Richmond penthouse

1 bedroom • 1 bathroom • sleeps 2

from $594 / night

$3,779 / week

1 / 89

Caribbean Vacation apartment rental

Mammee Bay apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $127 / night

$789 / week

1 / 62

Vacation apartment rental

Castara apartment

1 bedroom • 1 bathroom • sleeps 2

from $174 / night

$1,215 / week

1 / 17

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