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Watersports Holidays in Caribbean - Holiday Lettings

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4,509 properties with watersports onsite or nearby

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Holiday home with golf nearby in Jamaica

Montego Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £94 / night

£656 / week

1 / 33

Private room letting in Caribbean

Bavaro private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £23 / night

£147 / week

1 / 22

Caribbean holiday villa rental

Juan Dolio villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £216 / night

£1,037 - £1,128 / week

1 / 11

Holiday villa with swimming pool, golf nearby in Caribbean

Saint Francois villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £196 / night

£1,373 / week

1 / 30

Holiday private room rental

Puerto Plata private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £101 / night

£706 / week

1 / 12

Holiday villa in Caribbean

Five Islands Village villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £71 / night

£494 / week

1 / 5

Caribbean holiday studio rental

Prospect studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £192 / night

£1,339 - £2,709 / week

1 / 38

Holiday apartment with shared pool, golf nearby in Caribbean

Punta Cana apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £274 / night

£1,649 / week

1 / 23

Dominican Republic holiday villa rental

Rio San Juan villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £156 / night

£1,090 / week

1 / 18

Caribbean holiday home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £92 / night

£545 / week

1 / 16

Bungalow rental in Caribbean

Le Moule bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £50 / night

£276 / week

1 / 4

Caribbean holiday home rental

Priory house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £38 / night

£204 / week

1 / 16

Holiday villa with swimming pool in Caribbean

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,518 / week

1 / 56

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £51 / night

£353 / week

1 / 26

Holiday villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £165 / night

£678 - £3,371 / week

1 / 26

Holiday apartment in Caribbean

Cabo Rojo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £110 / night

£693 - £1,068 / week

1 / 38

Caribbean holiday apartment rental

Cabo Rojo apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £115 / night

£722 - £1,068 / week

1 / 44

Holiday apartment with shared pool in Aruba

Palm - Eagle Beach apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £458 / night

£3,206 / week

1 / 29

Holiday home rental

San Nicolas house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £90 / night

£629 / week

1 / 19

Holiday yacht letting

East End yacht

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £3,206 / night

£20,701 - £29,678 / week

1 / 12

Holiday villa rental

La Romana villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £825 / night

£5,496 / week

1 / 16

Caribbean holiday studio rental

Long Bay Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £217 / night

£1,514 / week

1 / 67

Holiday villa in St. Lucia

Soufriere villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,374 / night

£9,618 / week

1 / 44

Caribbean holiday villa rental

Bon Accord villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £321 / night

£2,245 / week

1 / 10

Home accommodation in Caribbean

Staniel Cay house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

from £3,023 / night

£21,159 / week

1 / 22

Holiday apartment in Caribbean

Le Vauclin apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £66 / night

£437 / week

1 / 41

Holiday villa in Caribbean

St. John villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £545 / night

£3,815 / week

1 / 24

Holiday villa in U.S. Virgin Islands

Cruz Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £545 / night

£3,815 / week

1 / 31

Holiday private room in Caribbean

Nassau private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £152 / night

£1,058 / week

1 / 11

Villa rental in Dominican Republic with swimming pool

Cabarete villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £788 / night

£3,941 / week

1 / 37

Holiday home with golf nearby in Caribbean

St. Lawrence Gap house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £129 / night

£898 / week

1 / 15

Guadeloupe holiday studio rental

Basse-Terre studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £55 / night

£326 / week

1 / 6

Holiday yacht in U.S. Virgin Islands

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £2,421 / night

£16,946 / week

1 / 10

Holiday home in Caribbean

Cayey house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £87 / night

£596 / week

1 / 4

Caribbean holiday apartment rental

Saint Francois apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £69 / night

£483 / week

1 / 17

Holiday hotel apartment with shared pool, golf nearby in Caribbean

Ocean City hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £201 / night

£1,404 / week

1 / 14

Holiday home in Caribbean

Las Galeras house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £37 / night

£229 / week

1 / 11

Home rental in Curaçao with swimming pool

Willemstad house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £74 / night

£436 - £597 / week

1 / 13

Caribbean holiday home rental

South Palmetto Point house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 13

from £1,489 / night

£10,420 / week

1 / 59

Caribbean holiday villa accommodation

Prospect villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 26

from £733 / night

£5,130 / week

1 / 56

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