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Holiday Lettings
> North America
> Caribbean
> St. Maarten - Saint Martin
> Sint Maarten
> Apartments and Villas in Simpson Bay

Holiday Rentals in Simpson Bay - Holiday Lettings - Villas

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£1 £750 -

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  • Villa (1)

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2 Holiday homes

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Great rentals within 20 miles that match your search

Oyster Pond holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £189 / night

£1,323 / week

1 / 32

Great rentals within 20 miles that match your search

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
1 review

from £327 / night

£2,286 / week

1 / 19

Great rentals within 20 miles that match your search

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Holiday villa in Simpson Bay

Simpson Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Property type

from £1,431 / night

£10,012 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from £412 / night

£2,880 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £420 / night

£2,939 / week

1 / 8

Great rentals within 20 miles that match your search

Apartment rental in Oyster Pond with shared pool

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £320 / night

£2,240 / week

1 / 9

Great rentals within 20 miles that match your search

Marigot holiday apartment rental

Marigot apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Swing set

from £177 / night

£1,235 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday apartment in Marigot

Marigot apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from £138 / night

£960 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Swing set

from £123 / night

£784 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment in Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from £118 / night

£823 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment rental

Cupecoy Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £400 / night

£2,795 - £6,149 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Swing set

2 reviews

from £218 / night

£1,518 - £2,396 / week

1 / 36

Great rentals within 20 miles that match your search

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Swing set

1 review

from £343 / night

£2,398 - £4,472 / week

1 / 40

Great rentals within 20 miles that match your search

Simpson Bay holiday apartment rental

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Swing set

4 reviews

from £386 / night

£2,695 - £4,594 / week

1 / 17

Great rentals within 20 miles that match your search

Cupecoy Bay holiday apartment rental

Cupecoy Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Swing set

1 review

from £320 / night

£1,917 - £5,590 / week

1 / 40

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Maho

Maho apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from £229 / night

£1,597 - £2,795 / week

1 / 37

Great rentals within 20 miles that match your search

Cupecoy Bay holiday apartment rental

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from £320 / night

£2,236 - £5,310 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Cupecoy Bay

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Swing set

1 review

from £436 / night

£3,047 - £4,723 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from £360 / night

£2,516 - £6,149 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment in Philipsburg

Philipsburg apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Swing set

3 reviews

from £183 / night

£1,280 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Swing set

from £503 / night

£3,520 / week

1 / 21

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Philipsburg

Philipsburg apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from £308 / night

£2,151 / week

1 / 28

Great rentals within 20 miles that match your search

Holiday apartment letting

Simpson Bay apartment

  • 1 bathroom
  • sleeps 2

1 filter does not match: Swing set

1 review

from £138 / night

£1,276 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Marigot

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Swing set

from £115 / night

£732 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

from £280 / night

£1,959 / week

1 / 5

Great rentals within 20 miles that match your search

Philipsburg holiday apartment rental

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

1 review

from £418 / night

£2,926 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £458 / night

£3,200 / week

1 / 19

Great rentals within 20 miles that match your search

Philipsburg holiday apartment rental

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

4 reviews

from £523 / night

£3,657 / week

1 / 51

Great rentals within 20 miles that match your search

Holiday apartment in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £168 / night

£1,176 - £1,587 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment letting

Simpson Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

1 filter does not match: Swing set

from £206 / night

£1,600 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Simpson Bay

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

1 review

from £183 / night

£1,278 - £2,795 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday apartment with swimming pool in Philipsburg

Philipsburg apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Swing set

31 reviews

from £206 / night

£1,440 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Swing set

2 reviews

from £458 / night

£3,200 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday apartment in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

from £392 / night

£2,743 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday apartment in Cupecoy Bay

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 filter does not match: Swing set

from £360 / night

£2,516 - £4,472 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

2 reviews

from £458 / night

£3,200 / week

1 / 42

Great rentals within 20 miles that match your search

Holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Swing set

1 review

from £688 / night

£4,813 / week

1 / 46

Great rentals within 20 miles that match your search

Baie Nettle holiday apartment rental

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Swing set

from £136 / night

£951 - £1,597 / week

1 / 20

Great rentals within 20 miles that match your search

Apartment accommodation in Maho with shared pool, golf nearby

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Swing set

7 reviews

from £128 / night

£896 / week

1 / 33

Great rentals within 20 miles that match your search

Apartment rental in Simpson Bay with shared pool

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Swing set

from £252 / night

£1,550 / week

1 / 11

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