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Family Friendly Holidays in Caribbean - Holiday Lettings

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15,746 family friendly properties

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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 £109 / night

£757 / week

1 / 20

Holiday villa in Caribbean

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £122 / night

£856 / 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

£1,370 / week

1 / 30

Caribbean holiday villa rental

Juan Dolio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £216 / night

£1,034 - £1,125 / week

1 / 11

Holiday apartment with shared pool in Dominican Republic

Juan Dolio apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £137 / night

£959 / week

1 / 10

Holiday villa in Bahamas

Windemere Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £868 / night

£6,074 / week

1 / 12

Holiday home in Caribbean

Trois-Ilets house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £104 / night

£723 / week

1 / 18

Puerto Rico holiday boathouse rental

San Juan boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £124 / night

£640 / week

1 / 28

Caribbean holiday apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £111 / night

£774 / week

1 / 10

Holiday private room rental

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £101 / night

£704 / week

1 / 12

Holiday villa in Caribbean

Five Islands Village villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £71 / night

£493 / week

1 / 5

Holiday villa with swimming pool in Jamaica

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £160 / night

£1,096 / week

1 / 29

Holiday b&b with shared pool in Caribbean

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £28 / night

£169 / week

1 / 23

Dominican Republic holiday b&b rental

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £20 / night

£119 / week

1 / 19

Holiday apartment rental

Argyle apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £67 / night

£467 / week

1 / 11

Holiday home with swimming pool in Caribbean

Santiago de los Caballeros house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 27

from £361 / night

£2,526 / week

1 / 143

Holiday villa with swimming pool in Caribbean

Puerto Plata villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £212 / night

£1,475 / week

1 / 16

Holiday villa with swimming pool in Caribbean

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £713 / night

£4,987 / week

1 / 27

Holiday condo in Bahamas

Nassau condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £274 / night

£1,918 / week

1 / 19

Holiday apartment with shared pool, golf nearby in Caribbean

Punta Cana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £273 / night

£1,644 / week

1 / 23

Holiday home accommodation

Ocho Rios house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,835 / night

£12,843 / week

1 / 25

Dominican Republic holiday villa rental

Rio San Juan villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £156 / night

£1,087 / week

1 / 18

Caribbean holiday home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £92 / night

£544 / week

1 / 16

Caribbean holiday boathouse rental

San Juan boathouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £548 / night

£3,836 / week

1 / 7

Caribbean holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £38 / night

£203 / week

1 / 16

Holiday studio with shared pool in Caribbean

Punta Cana studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £137 / night

£914 / week

1 / 11

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £51 / night

£352 / week

1 / 26

Dominican Republic holiday condo rental

Puerto Plata condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £115 / night

£800 / week

1 / 14

Holiday apartment in Caribbean

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £51 / night

£352 / week

1 / 67

Holiday villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £165 / night

£676 - £3,361 / week

1 / 26

Villa accommodation in Caribbean

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £83 / night

£466 / week

1 / 28

Holiday apartment accommodation

Grand Anse apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £174 / night

£1,215 / week

1 / 45

Home rental in Caribbean

Santiago de los Caballeros house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £49 / night

£352 - £416 / week

1 / 19

Holiday villa in Caribbean

Les Anses d'Arlet villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £618 / night

£4,322 - £7,128 / week

1 / 32

Holiday home with swimming pool in Caribbean

Governor's Harbour house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

from £526 / night

£3,471 / week

1 / 26

Holiday apartment in Caribbean

Cabo Rojo apartment

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

from £122 / night

£853 / week

1 / 15

Holiday villa letting

Montego Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £430 / night

£3,006 / week

1 / 21

Holiday apartment in Caribbean

Seven Mile Beach apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

from £410 / night

£2,740 - £3,288 / week

1 / 36

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