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Family Friendly Holidays in Caribbean - Holiday Lettings

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15,699 family friendly properties

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Holiday villa with shared pool in Caribbean

Las Galeras villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £73 / night

£431 / week

1 / 14

Home rental in Caribbean with shared pool

Falmouth house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £182 / night

£906 - £1,223 / week

1 / 40

Holiday home with golf nearby in Jamaica

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £94 / night

£654 / week

1 / 33

Holiday villa with swimming pool in Guadeloupe

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £108 / night

£757 / week

1 / 20

Holiday villa in Caribbean

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £122 / night

£855 / week

1 / 24

Holiday villa in Guadeloupe

Saint Francois villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £77 / night

£541 / week

1 / 16

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Francois villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £196 / night

£1,368 / week

1 / 30

Caribbean holiday villa rental

Juan Dolio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £214 / night

£1,026 - £1,115 / week

1 / 11

Holiday apartment with shared pool in Dominican Republic

Juan Dolio apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £136 / night

£952 / week

1 / 10

Holiday villa in Bahamas

Windemere Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £861 / night

£6,024 / week

1 / 12

Holiday home in Caribbean

Trois-Ilets house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £104 / night

£722 / week

1 / 18

Puerto Rico holiday boathouse rental

San Juan boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £123 / night

£635 / week

1 / 28

Caribbean holiday apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £110 / night

£768 / week

1 / 10

Holiday private room rental

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £100 / night

£698 / week

1 / 12

Holiday villa in Caribbean

Five Islands Village villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £70 / night

£489 / week

1 / 5

Holiday villa with swimming pool in Jamaica

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £159 / night

£1,087 / week

1 / 29

Holiday b&b with shared pool in Caribbean

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £28 / night

£168 / week

1 / 23

Dominican Republic holiday b&b rental

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £20 / night

£118 / week

1 / 19

Holiday apartment rental

Argyle apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £67 / night

£467 / week

1 / 11

Holiday home in Caribbean

Cruz Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £299 / night

£2,093 / week

1 / 10

Holiday home with swimming pool in Caribbean

Santiago de los Caballeros house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 27

from £358 / night

£385 - £1,812 / week

1 / 143

Holiday villa with swimming pool in Caribbean

Puerto Plata villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £212 / night

£1,474 / week

1 / 16

Holiday villa with swimming pool in Caribbean

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £707 / night

£4,946 / week

1 / 27

Holiday condo in Bahamas

Nassau condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £272 / night

£1,903 / week

1 / 19

Holiday apartment with shared pool, golf nearby in Caribbean

Punta Cana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £271 / night

£1,631 / week

1 / 23

Caribbean holiday home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £91 / night

£539 / week

1 / 16

Caribbean holiday boathouse rental

San Juan boathouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £544 / night

£3,805 / week

1 / 7

Caribbean holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £38 / night

£202 / week

1 / 16

Holiday studio with shared pool in Caribbean

Punta Cana studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £136 / night

£906 / week

1 / 11

Holiday villa with swimming pool in Caribbean

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £216 / night

£1,513 / week

1 / 56

Dominican Republic holiday condo rental

Puerto Plata condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £114 / night

£793 / week

1 / 14

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £50 / night

£349 / week

1 / 26

Home rental in Caribbean

Priory house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £44 / night

£218 / week

1 / 18

Holiday apartment in Caribbean

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£349 / week

1 / 67

Caribbean holiday home rental

Enterprise house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £145 / night

£1,015 / week

1 / 16

Holiday villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £163 / night

£671 - £3,334 / week

1 / 26

Villa accommodation in Caribbean

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £82 / night

£462 / week

1 / 28

Holiday villa rental

La Romana villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £816 / night

£5,436 / week

1 / 16

Caribbean holiday studio rental

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £214 / night

£1,497 / week

1 / 67

Holiday villa in St. Lucia

Soufriere villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,359 / night

£9,512 / week

1 / 44

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