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Sint Maarten Holidays & City Breaks - Holiday Lettings

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51 properties suitable for city breaks and holidays

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Apartment rental in Oyster Pond

Oyster Pond apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £106 / night

£688 - £1,261 / week

1 / 12

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

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 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

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 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 condo with shared pool in Simpson Bay

Simpson Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £472 / night

£3,305 / week

1 / 9

Apartment rental in Philipsburg with shared pool

Philipsburg apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from £536 / night

£2,679 / week

1 / 28

Holiday condo rental

Simpson Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £472 / night

£3,305 / week

1 / 17

Holiday villa in Cupecoy Bay

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £652 / night

£4,563 - £12,408 / week

1 / 24

Holiday villa in Simpson Bay

Simpson Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,196 / night

£8,373 / week

1 / 35

Holiday villa with swimming pool, golf nearby in Beacon Hill, Sint Maarten

Beacon Hill, Sint Maarten villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £2,974 / night

£20,813 / week

1 / 25

Apartment rental in Dawn Beach with shared pool

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £339 / night

£2,371 / week

1 / 10

Holiday villa with swimming pool in Cupecoy Bay

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £401 / night

£2,802 - £5,204 / week

1 / 28

Holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £415 / night

£2,903 / week

1 / 8

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £415 / night

£2,903 / week

1 / 9

Holiday apartment with shared pool, golf nearby in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £550 / night

£3,667 / week

1 / 13

Holiday villa in Simpson Bay

Simpson Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £148 / night

£1,033 / week

1 / 26

Home rental in Simpson Bay with shared pool

Simpson Bay house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £275 / night

£1,925 / week

1 / 20

Holiday villa with swimming pool, golf nearby in Philipsburg

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £321 / night

£2,246 / week

1 / 39

Great rentals within 20 miles that match your search

Holiday villa letting

Terres Basses villa

  • 5 bedrooms
  • 17 bathrooms
  • sleeps 10

from £871 / night

£6,774 / week

1 / 14

Terres Basses holiday villa rental

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,244 / night

£8,708 / week

1 / 42

Holiday villa with swimming pool in Orient Bay

Orient Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

from £416 / night

£2,516 - £4,887 / week

1 / 30

Holiday apartment rental

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £69 / night

£450 - £899 / week

1 / 38

Home rental in East End Village

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £459 / night

£3,208 / week

1 / 12

Condo rental in Orient Bay

Orient Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £49 / night

£323 - £407 / week

1 / 6

Holiday apartment rental

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £138 / night

£963 / week

1 / 20

Villa rental in Anse des Cayes with swimming pool, golf nearby

Anse des Cayes villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £316 / night

£2,866 - £6,821 / week

1 / 43

Quartier D'Orleans holiday apartment rental

Quartier D'Orleans apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £107 / night

£678 / week

1 / 33

Holiday studio with shared pool, golf nearby in Bellevue

Bellevue studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £135 / night

£804 / week

1 / 17

Orient Bay holiday home rental

Orient Bay house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £122 / night

£1,132 - £1,206 / week

1 / 15

Villa rental in Salines

Salines villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £1,205 / night

£6,032 / week

1 / 18

Baie Nettle holiday studio rental

Baie Nettle studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £108 / night

£752 / week

1 / 19

Holiday apartment rental

Cul de Sac apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £107 / night

£745 / week

1 / 7

Villa rental in Grand Case

Grand Case villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,244 / night

£8,707 / week

1 / 35

Grand Case holiday home rental

Grand Case house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £223 / night

£1,558 / week

1 / 7

Holiday villa with swimming pool in St. Jean

St. Jean villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,116 / night

£14,809 - £39,224 / week

1 / 24

Holiday villa with swimming pool in St. Jean

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £858 / night

£6,004 - £20,016 / week

1 / 26

Holiday villa with swimming pool in Gustavia

Gustavia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £687 / night

£4,803 - £15,611 / week

1 / 24

Holiday villa rental

St. Jean villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,545 / night

£10,807 - £28,017 / week

1 / 24

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