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Holiday Rentals in Simpson Bay - Holiday Lettings - Villas

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5 Holiday homes

Holiday villa rental

Simpson Bay villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £596 / night

£4,168 / week

1 / 36

Holiday villa in Simpson Bay

Simpson Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,437 / night

£10,054 / week

1 / 36

Simpson Bay holiday villa rental

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

from £1,944 / night

£13,600 - £27,999 / week

1 / 61

Villa rental in Simpson Bay

Simpson Bay villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 14

from £2,240 / night

£15,680 - £31,998 / week

1 / 69

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 12

from £1,021 / night

£7,146 / week

1 / 45

These homes match some but not all of your filters.

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Holiday villa in Simpson Bay

Simpson Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Private outdoor pool (heated)

from £156 / night

£1,087 / week

1 / 19

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 filter does not match: Private outdoor pool (heated)

from £734 / night

£5,134 / week

1 / 29

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (heated)

from £1,343 / night

£9,396 - £14,400 / week

1 / 34

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from £400 / night

£2,800 - £5,200 / week

1 / 50

Simpson Bay holiday villa rental

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from £732 / night

£5,120 - £14,400 / week

1 / 45

Simpson Bay holiday villa rental

Simpson Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (heated)

from £538 / night

£3,763 - £8,007 / week

1 / 43

Holiday villa in Simpson Bay

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 filter does not match: Private outdoor pool (heated)

from £527 / night

£3,683 - £6,325 / week

1 / 47

Holiday villa with swimming pool in Simpson Bay

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Private outdoor pool (heated)

from £446 / night

£3,123 - £6,005 / week

1 / 62

Simpson Bay holiday villa rental

Simpson Bay villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from £917 / night

£6,416 - £24,000 / week

1 / 72

Holiday villa in Simpson Bay

Simpson Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Private outdoor pool (heated)

from £229 / night

£1,603 / week

1 / 17

Villa rental in Simpson Bay with swimming pool

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Private outdoor pool (heated)

from £447 / night

£3,120 - £5,200 / week

1 / 29

Simpson Bay holiday villa rental

Simpson Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

1 filter does not match: Private outdoor pool (heated)

from £1,052 / night

£7,364 - £15,999 / week

1 / 42

Great rentals within 20 miles that match your search

Orient Bay holiday villa rental

Orient Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £599 / night

£4,188 - £8,376 / week

1 / 35

Holiday villa in Terres Basses

Terres Basses villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

from £5,129 / night

£35,896 - £107,686 / week

1 / 19

Holiday villa in Terres Basses

Terres Basses villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from £1,875 / night

£13,122 - £33,503 / week

1 / 91

Holiday villa in West End Village

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 18

from £10,504 / night

£73,524 / week

1 / 8

Villa rental in Little Harbour

Little Harbour villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £8,403 / night

£58,819 / week

1 / 4

Orient Bay holiday villa rental

Orient Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £636 / night

£4,448 - £11,950 / week

1 / 55

Holiday villa letting

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £734 / night

£5,137 - £19,942 / week

1 / 71

Holiday villa in Gustavia

Gustavia villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,573 / night

£11,011 - £48,173 / week

1 / 73

Terres Basses holiday villa rental

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from £878 / night

£6,142 - £17,550 / week

1 / 43

St. Jean holiday villa rental

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £936 / night

£6,551 / week

1 / 14

Terres Basses holiday villa rental

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

from £3,615 / night

£25,300 - £63,358 / week

1 / 49

Holiday villa with swimming pool in Terres Basses

Terres Basses villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £1,716 / night

£12,010 - £36,029 / week

1 / 42

Villa rental in Terres Basses

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £721 / night

£5,044 - £14,011 / week

1 / 71

Terres Basses holiday villa rental

Terres Basses villa

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 12

from £4,175 / night

£29,222 - £109,287 / week

1 / 49

Terres Basses holiday villa rental

Terres Basses villa

  • 14 bedrooms
  • 13 bathrooms
  • sleeps 26

from £4,004 / night

£28,023 - £88,070 / week

1 / 97

Holiday villa rental

Terres Basses villa

  • 10 bedrooms
  • 13 bathrooms
  • sleeps 20

from £5,143 / night

£35,999 - £103,994 / week

1 / 65

Terres Basses holiday villa rental

Terres Basses villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,007 / night

£7,046 - £25,541 / week

1 / 36

Holiday villa in Grand Case

Grand Case villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from £3,747 / night

£26,229 - £58,309 / week

1 / 69

St Martin / St Maarten holiday villa rental

St Martin / St Maarten villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £392 / night

£2,748 - £9,160 / week

1 / 25

Holiday villa in The Valley

The Valley villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £413 / night

£4,621 - £5,583 / week

1 / 65

Holiday villa with shared pool in Shoal Bay Village

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,261 / night

£8,827 / week

1 / 60

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

£7,079 - £19,202 / week

1 / 24

Holiday villa rental

Colombier villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £2,286 / night

£16,000 - £48,719 / week

1 / 23

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