Villas in Sint Maarten and Houses - Holiday Lettings - Holiday Rentals Sint Maarten

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North America Holidays
182262 properties
Caribbean Holidays
21779 properties
St Martin / St Maarten Holidays
1409 properties
Simpson Bay
125 properties
Philipsburg
88 properties
Cupecoy Bay
87 properties
Oyster Pond
84 properties
Maho
20 properties
Cole Bay
10 properties
Dawn Beach
8 properties

Sint Maarten

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4,040 Holiday homes

(3) Excellent 

24

Pelican Key holiday villa rental

Sint Maarten / Pelican Key

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £189 / night

£1,318 / week

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from £189 / night

22

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £388 / night

£2,710 / week

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from £388 / night

32

Holiday villa with swimming pool in Philipsburg

Sint Maarten / Philipsburg

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £699 / night

£4,893 - £7,528 / week

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from £699 / night

22

Oyster Pond holiday condo rental

Sint Maarten / Oyster Pond

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £162 / night

£1,130 - £1,656 / week

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from £162 / night

(1) Excellent 

15

Holiday apartment in Oyster Pond

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £345 / night

£2,409 / week

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from £345 / night

14

Holiday home in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £377 / night

£2,635 / week

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from £377 / night

(2)  

45

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £2,097 / night

£14,679 / week

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from £2,097 / night

(1) Excellent 

24

Holiday villa with shared pool in Cole Bay

Sint Maarten / Cole Bay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £377 / night

£2,638 / week

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from £377 / night

(1) Excellent 

11

Holiday apartment letting

Sint Maarten / Simpson Bay

2 3 nights min

  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £113 / night

£1,050 / week

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from £113 / night

26

Holiday villa with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £646 / night

£4,517 - £5,872 / week

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from £646 / night

21

Villa rental in Simpson Bay with shared pool

Sint Maarten / Simpson Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £270 / night

£1,882 - £2,861 / week

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from £270 / night

(4) Excellent 

33

Apartment accommodation in Maho with shared pool, golf nearby

Sint Maarten / Maho

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £106 / night

£738 / week

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Responds fast!
avg. 3 hours 59 minutes

from £106 / night

33

Holiday apartment letting

Sint Maarten / Simpson Bay

1 2 7 nights min

  • 1 bedroom
  • Sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £170 / night

£1,318 / week

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from £170 / night

40

Holiday apartment in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £431 / night

£3,011 / week

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from £431 / night

(4) Very Good 

12

Holiday apartment in Simpson Bay

Simpson Bay / Simpson Bay Beach

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Air conditioning

from £92 / night

£643 / week

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Responds fast!
avg. 3 hours 59 minutes

from £92 / night

24

Home rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,291 / night

£9,033 / week

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from £1,291 / night

6

Private room rental in Oyster Pond with shared pool

Sint Maarten / Oyster Pond

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £151 / night

£1,057 / week

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from £151 / night

(1) Excellent 

14

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 14 nights min

  • 2 bedrooms
  • Sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £388 / night

£2,717 / week

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from £388 / night

34

Maho holiday condo rental

Sint Maarten / Maho

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £113 / night

£791 - £1,318 / week

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from £113 / night

(1) Very Good 

22

Holiday villa with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £425 / night

£2,974 - £3,726 / week

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from £425 / night

7

Maho holiday apartment rental

Sint Maarten / Maho

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £132 / night

£922 / week

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from £132 / night

18

Cupecoy Bay holiday villa rental

Sint Maarten / Cupecoy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £373 / night

£2,609 / week

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from £373 / night

7

Holiday studio in Oyster Pond

Sint Maarten / Oyster Pond

Studio 2 7 nights min

  • Studio
  • Sleeps 2
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £107 / night

£753 / week

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from £107 / night

11

Holiday villa with shared pool in Philipsburg

Sint Maarten / Philipsburg

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £646 / night

£4,521 - £9,037 / week

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from £646 / night

(1) Very Good 

10

Holiday condo in Maho

Sint Maarten / Maho

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Air conditioning

from £113 / night

£791 / week

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from £113 / night

23

Holiday villa with swimming pool in Maho

Sint Maarten / Maho

3 6 8 nights min

  • 3 bedrooms
  • Sleeps 6
  • 8 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £828 / night

£5,796 / week

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from £828 / night

20

Holiday apartment with shared pool in Philipsburg

Sint Maarten / Philipsburg

3 10 7 nights min

  • 3 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £324 / night

£2,264 / week

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from £324 / night

21

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly

from £108 / night

£755 - £4,490 / week

Enquire View

from £108 / night

22

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Air conditioning

from £135 / night

£944 / week

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from £135 / night

32

Holiday villa with swimming pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £533 / night

£3,726 / week

Enquire View

from £533 / night

20

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £624 / night

£4,366 - £8,657 / week

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from £624 / night

(5) Excellent 

28

Villa rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £194 / night

£1,352 - £2,393 / week

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Responds fast!
avg. 2 hours 51 minutes

from £194 / night

(1) Excellent 

49

Holiday villa with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £764 / night

£5,345 - £9,410 / week

Enquire View

from £764 / night

(17) Excellent 

Certificate of Excellence

22

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £174 / night

£941 - £2,108 / week

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Responds fast!
avg. 2 hours 25 minutes

from £174 / night

22

Condo rental in Cupecoy Bay with shared pool

Sint Maarten / Cupecoy Bay

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £227 / night

£1,585 / week

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from £227 / night

(2) Excellent 

22

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £130 / night

£907 / week

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from £130 / night

22

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 2 Min stay varies

  • 5 bedrooms
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £484 / night

£3,387 - £5,570 / week

Enquire View

from £484 / night

18

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £806 / night

£5,723 / week

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from £806 / night

(2) Very Good 

33

Holiday home with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

3 3 7 nights min

  • 3 bedrooms
  • Sleeps 3
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £700 / night

£3,388 - £4,893 / week

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from £700 / night

28

Cupecoy Bay holiday home rental

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £592 / night

£4,140 - £7,904 / week

Enquire View

from £592 / night