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Family Friendly Holidays in Caribbean - Holiday Lettings

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52,218 family friendly properties

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Holiday home with golf nearby in Jamaica

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £92 / night

£643 / week

1 / 33

Holiday villa in Caribbean

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £120 / night

£841 / week

1 / 24

Holiday villa with swimming pool in Guadeloupe

Saint Francois villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £107 / night

£744 / week

1 / 20

Holiday villa in Guadeloupe

Saint Francois villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £76 / night

£532 / week

1 / 16

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Francois villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £193 / night

£1,346 / week

1 / 30

Caribbean holiday villa rental

Juan Dolio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £207 / night

£991 - £1,078 / week

1 / 11

Holiday apartment with shared pool in Dominican Republic

Juan Dolio apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £132 / night

£920 / week

1 / 10

Holiday villa in Bahamas

Windemere Island villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from £832 / night

£5,823 / week

1 / 12

Holiday home in Caribbean

Trois-Ilets house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £102 / night

£710 / week

1 / 18

Puerto Rico holiday boathouse rental

San Juan boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £119 / night

£613 / week

1 / 28

Caribbean holiday apartment rental

Ocho Rios apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £106 / night

£742 / week

1 / 10

Holiday private room rental

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £97 / night

£675 / week

1 / 12

Holiday villa in Caribbean

Five Islands Village villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £68 / night

£472 / week

1 / 5

Holiday villa with swimming pool in Jamaica

Montego Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £154 / night

£1,051 / week

1 / 29

Holiday b&b with shared pool in Caribbean

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £27 / night

£162 / week

1 / 23

Dominican Republic holiday b&b rental

Bavaro b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 1

from £20 / night

£114 / week

1 / 19

Holiday apartment rental

Argyle apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £65 / night

£452 / week

1 / 11

Holiday home with swimming pool in Caribbean

Santiago de los Caballeros house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 27

from £346 / night

£2,421 / week

1 / 143

Holiday villa with swimming pool in Caribbean

Puerto Plata villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £208 / night

£1,449 / week

1 / 16

Holiday villa with swimming pool in Caribbean

Ocho Rios villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £683 / night

£4,781 / week

1 / 27

Holiday condo in Bahamas

Nassau condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £263 / night

£1,839 / week

1 / 19

Holiday apartment with shared pool, golf nearby in Caribbean

Punta Cana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £262 / night

£1,576 / week

1 / 23

Caribbean holiday home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £88 / night

£521 / week

1 / 16

Caribbean holiday boathouse rental

San Juan boathouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £526 / night

£3,678 / week

1 / 7

Caribbean holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £36 / night

£195 / week

1 / 16

Holiday studio with shared pool in Caribbean

Punta Cana studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £132 / night

£876 / week

1 / 11

Holiday villa with swimming pool in Caribbean

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £213 / night

£1,488 / week

1 / 56

Dominican Republic holiday condo rental

Puerto Plata condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £110 / night

£767 / week

1 / 14

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £49 / night

£337 / week

1 / 26

Holiday apartment in Caribbean

Cabarete apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £49 / night

£337 / week

1 / 67

Caribbean holiday home rental

Enterprise house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £140 / night

£981 / week

1 / 19

Holiday villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £158 / night

£648 - £3,222 / week

1 / 26

Villa accommodation in Caribbean

Orange Bay villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 6

from £79 / night

£447 / week

1 / 28

Holiday apartment accommodation

Grand Anse apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £167 / night

£1,165 / week

1 / 45

Caribbean holiday villa rental

Freeport villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £219 / night

£1,576 / week

1 / 4

Holiday condo in Caribbean

Puerto Plata condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £58 / night

£338 / week

1 / 13

Caribbean holiday villa let

Ocho Rios villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £44 / night

£307 / week

1 / 5

Bahamas holiday cottage rental

Governor's Harbour cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £154 / night

£1,073 / week

1 / 13

Holiday apartment with shared pool in Bahamas

Alice Town apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £219 / night

£1,314 / week

1 / 7

Holiday villa in Caribbean

Whitby villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 4

from £854 / night

£5,691 / week

1 / 18

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