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Watersports Holidays in Caribbean - Holiday Lettings

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4,520 properties with watersports onsite or nearby

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Dominican Republic holiday villa rental

Rio San Juan villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £156 / night

£1,088 / week

1 / 18

Caribbean holiday home rental

Las Galeras house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £92 / night

£544 / 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

£203 / week

1 / 16

Holiday villa with swimming pool in Caribbean

Le Marin villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £217 / night

£1,517 / week

1 / 56

Apartment rental in Caribbean

Priory apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £51 / night

£352 / week

1 / 26

Holiday villa in Trinidad and Tobago

Black Rock villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £165 / night

£677 - £3,365 / week

1 / 26

Holiday apartment accommodation

Grand Anse apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £174 / night

£1,216 / week

1 / 45

Holiday condo with shared pool, golf nearby in Caribbean

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £503 / night

£2,359 / week

1 / 21

Caribbean holiday home rental

William's Town house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £298 / night

£2,080 / week

1 / 19

Bungalow rental in Caribbean with golf nearby

Bouillante bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £134 / night

£772 - £903 / week

1 / 37

Holiday apartment in Caribbean

Sainte-Anne apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £153 / night

£1,069 / week

1 / 35

Holiday home in St Martin / St Maarten

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,597 / night

£11,178 - £23,953 / week

1 / 84

Holiday villa accommodation

Las Galeras villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

from £293 / night

£1,843 - £2,304 / week

1 / 20

Bahamas holiday villa rental

Clarence Town villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £235 / night

£1,645 / week

1 / 54

Caribbean holiday villa accommodation

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £229 / night

£1,235 - £1,427 / week

1 / 16

Holiday villa in Caribbean

Providenciales villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £170 / night

£960 / week

1 / 32

Holiday apartment in Caribbean

La Romana apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £37 / night

£244 / week

1 / 16

Caribbean holiday apartment rental

Gros Islet apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £51 / night

£317 / week

1 / 18

Apartment rental in St. Lucia with golf nearby

Gros Islet apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £51 / night

£295 / week

1 / 22

Caribbean holiday apartment rental

Kingston apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £51 / night

£352 / week

1 / 15

Caribbean holiday villa rental

Willemstad villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £222 / night

£1,551 / week

1 / 27

Apartment rental in Puerto Rico

Culebra apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £124 / night

£864 / week

1 / 12

Caribbean holiday studio rental

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £109 / night

£759 / week

1 / 22

Holiday townhouse in Kingston Parish

Kingston townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £366 / night

£2,304 - £3,904 / week

1 / 51

Caribbean holiday villa rental

Las Terrenas villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £44 / night

£304 / week

1 / 82

Holiday villa rental

Paradise Island villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £182 / night

£1,274 / week

1 / 24

Holiday home with swimming pool in Bonaire

Kralendijk house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £227 / night

£1,586 / week

1 / 41

Holiday home with swimming pool in Caribbean

Elbow Cay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £639 / night

£4,114 - £6,692 / week

1 / 27

Holiday villa with swimming pool, golf nearby in Caribbean

Puerto Plata villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £229 / night

£1,692 / week

1 / 15

Barbados holiday studio rental

St. Lawrence Gap studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £64 / night

£448 / week

1 / 14

Holiday villa in Barbados

Sunset Crest villa

  • 4 bedrooms
  • 6 bathrooms
  • sleeps 8

from £2,715 / night

£19,003 / week

1 / 20

Holiday villa with swimming pool, golf nearby in Caribbean

Sunset Crest villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £1,757 / night

£12,296 / week

1 / 15

Holiday villa with swimming pool, golf nearby in Barbados

Holetown villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £479 / night

£3,354 / week

1 / 21

Caribbean holiday villa rental

Bouillante villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £176 / night

£1,227 / week

1 / 46

Caribbean holiday studio rental

Trois-Ilets studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £48 / night

£286 / week

1 / 41

Caribbean holiday home rental

Le Diamant house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £119 / night

£759 - £1,448 / week

1 / 28

Holiday studio with shared pool in St Martin / St Maarten

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

from £89 / night

£497 - £979 / week

1 / 20

Holiday villa in Caribbean

Negril villa

  • 11 bedrooms
  • 13 bathrooms
  • sleeps 24

from £64 / night

£448 / week

1 / 22

Holiday villa in Guadeloupe

Petit-Bourg villa

  • 3 bedrooms
  • 1 bathroom
  • sleeps 8

from £27 / night

£197 - £611 / week

1 / 5

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