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Family Friendly Holidays in Sint Maarten - Holiday Lettings

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1,328 family friendly properties

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Holiday studio with swimming pool in Oyster Pond

Oyster Pond studio

  • Studio
  • 1 bathroom
  • sleeps 3

from £129 / night

£899 / week

1 / 23

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

Holiday villa rental

Simpson Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £413 / night

£2,888 / week

1 / 36

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 condo in Maho

Maho condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £137 / night

£956 / week

1 / 10

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £276 / night

£1,936 / week

1 / 5

Villa rental in Philipsburg with swimming pool

Philipsburg villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £917 / night

£6,416 / week

1 / 30

Holiday villa with shared pool in Philipsburg

Philipsburg villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

“Paradise on Great Bay” By far the best vacation ever! The property is on the beach with the most spectacular views day and night. Jim and Gina were so helpful, what a pleasure to meet them. The grounds are very well kept, pool sparkling clean and the villa itself was perfect. Thank you Doug for all the help planning our stay, we all loved your villa! You thought of everything, it was perfect! We found taking the bus to be very easy and taxi's were always around. The Villas are right next to the boardwalk with great restaurants and shopping all within walking distance. We always felt safe every where we went. People were very friendly and willing to help with directions. Just loved staying at the Villas, I can't wait to go back.

from £184 / night

£1,284 - £1,604 / week

1 / 45

Holiday condo with shared pool in Oyster Pond

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £347 / night

£2,429 / week

1 / 5

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

Condo rental in Dawn Beach with shared pool

Dawn Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £415 / night

£2,903 / week

1 / 8

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

Philipsburg holiday villa rental

Philipsburg villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £419 / night

£3,208 - £5,614 / week

1 / 18

Simpson Bay holiday villa rental

Simpson Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from £515 / night

£3,603 - £7,765 / week

1 / 43

Philipsburg holiday villa rental

Philipsburg villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 14

from £1,899 / night

£13,290 / week

1 / 59

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 condo rental

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £198 / night

£1,386 / week

1 / 7

Holiday apartment in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £393 / night

£2,750 / week

1 / 5

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Pricing unknown

1 / 11

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

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 villa with swimming pool in Pelican Key

Pelican Key villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £766 / night

£5,364 - £8,405 / week

1 / 33

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £211 / night

£1,476 / week

1 / 15

Apartment rental in Oyster Pond with shared pool

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £321 / night

£2,246 / week

1 / 9

Holiday apartment in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £415 / night

£2,903 / week

1 / 19

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

Condo rental in Cupecoy Bay with swimming pool

Cupecoy Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £458 / night

£3,202 - £5,604 / week

1 / 31

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

Simpson Bay holiday apartment rental

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £119 / night

£828 / week

1 / 11

Maho holiday apartment rental

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £174 / night

£1,213 / week

1 / 7

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