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Watersports Holidays in Sint Maarten - Holiday Lettings

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401 properties with watersports onsite or nearby

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Holiday condo with shared pool in Cupecoy Bay

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

from £161 / night

£1,925 / week

1 / 11

Apartment rental in Oyster Pond

Oyster Pond apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £106 / night

£688 - £1,261 / week

1 / 12

Holiday apartment in Cole Bay

Cole Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £124 / night

£867 / week

1 / 41

Holiday condo in Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £171 / night

£1,192 / week

1 / 7

Oyster Pond holiday condo rental

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £256 / night

£1,790 / week

1 / 17

Holiday villa with swimming pool, golf nearby in Maho

Maho villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £687 / night

£4,808 - £9,610 / week

1 / 76

Cupecoy Bay holiday apartment rental

Cupecoy Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £321 / night

£2,242 - £4,483 / week

1 / 40

Penthouse rental in Oyster Pond with shared pool

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £393 / night

£2,745 / week

1 / 15

Simpson Bay holiday villa rental

Simpson Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £515 / night

£3,603 - £7,765 / week

1 / 43

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £915 / night

£6,404 - £18,411 / week

1 / 24

Holiday villa accommodation

Oyster Pond villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £605 / night

£4,231 - £6,808 / week

1 / 45

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 11

Cupecoy Bay holiday home rental

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £447 / night

£3,122 - £8,405 / week

1 / 28

Holiday home with swimming pool in Cupecoy Bay

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £653 / night

£4,563 - £12,408 / week

1 / 44

Holiday home with swimming pool in Oyster Pond

Oyster Pond house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £458 / night

£3,202 - £6,804 / week

1 / 25

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £327 / night

£2,282 - £3,923 / week

1 / 27

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 8

from £515 / night

£3,603 - £7,525 / week

1 / 36

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,316 / night

£9,206 - £28,017 / week

1 / 24

Simpson Bay holiday condo rental

Simpson Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £243 / night

£1,701 / week

1 / 15

Holiday villa rental

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £538 / night

£3,763 - £6,804 / week

1 / 47

Villa letting in Oyster Pond with swimming pool

Oyster Pond villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £189 / night

£1,321 - £2,802 / week

1 / 32

Home rental in Oyster Pond with swimming pool

Oyster Pond house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £686 / night

£3,194 - £9,606 / week

1 / 24

Holiday condo in Dawn Beach

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £393 / night

£2,750 / week

1 / 19

Simpson Bay holiday villa rental

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £447 / night

£3,122 - £5,204 / week

1 / 16

Cupecoy Bay holiday apartment rental

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £209 / night

£1,457 - £3,362 / week

1 / 21

Holiday home in Philipsburg

Philipsburg house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,030 / night

£7,205 - £19,212 / week

1 / 46

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £387 / night

£2,710 / week

1 / 10

Holiday apartment with shared pool in Maho

Maho apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £232 / night

£1,619 - £2,802 / week

1 / 37

Holiday villa letting

Oyster Pond villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 18

from £1,041 / night

£7,285 - £14,037 / week

1 / 34

Holiday villa in Simpson Bay

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £527 / night

£3,683 - £6,324 / week

1 / 47

Holiday apartment rental

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £344 / night

£2,402 - £5,043 / week

1 / 29

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £267 / night

£1,866 - £3,923 / week

1 / 24

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £281 / night

£1,922 - £3,362 / week

1 / 24

Holiday villa with golf nearby in Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,012 / night

£7,085 - £19,212 / week

1 / 24

Holiday villa in Philipsburg

Philipsburg villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £738 / night

£6,254 - £15,401 / week

1 / 13

Oyster Pond holiday home rental

Oyster Pond house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £401 / night

£2,802 - £6,004 / week

1 / 23

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £184 / night

£1,281 - £2,802 / week

1 / 41

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £472 / night

£3,305 / week

1 / 9

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £281 / night

£1,962 - £3,683 / week

1 / 40

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £269 / night

£1,882 - £3,202 / week

1 / 40

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