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Sint Maarten Holidays & City Breaks - Holiday Lettings

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18 properties suitable for city breaks and holidays

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Holiday villa with swimming pool, golf nearby in Maho

Maho villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £675 / night

£4,724 - £9,441 / week

1 / 76

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £899 / night

£6,292 - £18,088 / week

1 / 24

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £390 / night

£2,730 / week

1 / 10

Holiday villa with swimming pool, golf nearby in Cupecoy Bay

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,292 / night

£9,044 - £29,884 / week

1 / 24

Apartment rental in Dawn Beach with shared pool

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £342 / night

£2,389 / 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 £994 / night

£6,959 - £18,877 / week

1 / 24

Holiday villa rental

Mullet Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,015 / night

£4,621 - £16,946 / week

1 / 48

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £180 / night

£1,261 / week

1 / 11

Holiday villa in Cupecoy Bay

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £641 / night

£4,481 - £12,188 / week

1 / 24

Holiday villa in Simpson Bay

Simpson Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,412 / night

£9,884 / week

1 / 36

Holiday villa in Philipsburg

Philipsburg villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £167 / night

£1,166 - £1,261 / week

1 / 17

Holiday apartment with shared pool, golf nearby in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

from £451 / night

£3,152 / week

1 / 26

Holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £418 / night

£2,925 / week

1 / 8

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £418 / night

£2,925 / week

1 / 9

Apartment rental in Oyster Pond

Oyster Pond apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £117 / night

£766 - £1,239 / week

1 / 12

Holiday villa with swimming pool, golf nearby in Philipsburg

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £316 / night

£2,206 / week

1 / 39

Villa accommodation in Philipsburg

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,530 / night

£10,709 / week

1 / 12

Holiday apartment in Cole Bay

Cole Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £332 / night

£2,321 / week

1 / 17

Great rentals within 20 miles that match your search

Home rental in East End Village

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £451 / night

£3,152 / week

1 / 12

Condo rental in Orient Bay

Orient Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £59 / night

£410 / week

1 / 9

Terres Basses holiday villa rental

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,222 / night

£8,555 / week

1 / 53

Holiday villa letting

Terres Basses villa

  • 5 bedrooms
  • 17 bathrooms
  • sleeps 10

from £975 / night

£6,825 / week

1 / 14

Quartier D'Orleans holiday apartment rental

Quartier D'Orleans apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £108 / night

£683 / week

1 / 33

Holiday apartment rental

Cul de Sac apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £156 / night

£1,092 / week

1 / 7

Villa rental in Blowing Point with swimming pool

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

from £1,298 / night

£9,083 / week

1 / 45

Grand Case holiday home rental

Grand Case house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £225 / night

£1,570 / week

1 / 7

Holiday townhouse in Orient Bay

Orient Bay townhouse

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from £271 / night

£1,891 / week

1 / 20

Villa rental in Grand Case

Grand Case villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £1,412 / night

£9,884 / week

1 / 36

Baie Nettle holiday villa rental

Baie Nettle villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £167 / night

£1,331 / week

1 / 12

The Valley holiday home rental

The Valley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £149 / night

£989 / week

1 / 13

Holiday villa with swimming pool in Gustavia

Gustavia villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £715 / night

£5,002 - £18,481 / week

1 / 24

Holiday villa rental

Colombier villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,247 / night

£15,729 - £47,893 / week

1 / 23

Holiday villa with swimming pool in Gustavia

Gustavia villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,484 / night

£7,419 - £14,837 / week

1 / 37

Holiday studio with shared pool in Baie Nettle

Baie Nettle studio

  • Studio
  • 2 bathrooms
  • sleeps 4

from £176 / night

£1,229 / week

1 / 22

Holiday studio in Marigot

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £63 / night

£429 / week

1 / 30

Townhouse rental in Orient Bay

Orient Bay townhouse

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from £271 / night

£1,891 / week

1 / 17

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

Anse des Cayes villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £449 / night

£2,491 - £4,109 / week

1 / 43

Holiday apartment in La Savane

La Savane apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £114 / night

£799 / week

1 / 12

Holiday home in La Savane

La Savane house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £158 / night

£1,106 / week

1 / 12

Holiday villa with swimming pool in Orient Bay

Orient Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

from £410 / night

£2,828 - £4,144 / week

1 / 33

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