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

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North America Holidays
181215 properties
Caribbean Holidays
21740 properties
St Martin / St Maarten Holidays
1452 properties
Simpson Bay
127 properties
Philipsburg
89 properties
Cupecoy Bay
88 properties
Oyster Pond
87 properties
Maho
21 properties
Cole Bay
14 properties
Dawn Beach
8 properties

Sint Maarten

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4,087 Holiday homes

10

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £350 / night

£2,446 - £2,965 / week

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from £350 / night

(3) Excellent 

12

Oyster Pond holiday apartment let

Sint Maarten / Oyster Pond

3 7 3 nights min

  • 3 bedrooms
  • Sleeps 7
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £238 / night

£1,668 - £2,372 / week

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from £238 / night

(2) Excellent 

28

Holiday apartment in Philipsburg

Sint Maarten / Philipsburg

1 2 2 nights min

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

from £56 / night

£390 / week

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Responds fast!
avg. 3 hours 51 minutes

from £56 / night

47

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £625 / night

£4,373 - £5,856 / week

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from £625 / night

20

Holiday home with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

6 10 Min stay varies

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

from £1,292 / night

£9,043 / week

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from £1,292 / night

30

Villa letting in Oyster Pond with shared pool

Sint Maarten / Oyster Pond

2 2 Min stay varies

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

from £366 / night

£2,562 - £4,399 / week

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from £366 / night

23

Simpson Bay holiday home rental

Simpson Bay / Simpson Bay Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £293 / night

£1,998 / week

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Responds fast!
avg. 3 hours 58 minutes

from £293 / night

26

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 £524 / night

£3,668 / week

Enquire View

from £524 / night

(1) Excellent 

61

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

6 12 Min stay varies

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

from £2,224 / night

£15,565 - £20,753 / week

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from £2,224 / night

22

Holiday home with swimming pool in Cole Bay

Sint Maarten / Cole Bay

3 6 Min stay varies

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

from £890 / night

£6,226 / week

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from £890 / night

29

Holiday villa rental

Sint Maarten / Philipsburg

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £742 / night

£5,189 - £10,008 / week

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from £742 / night

(1)  

15

Holiday apartment with shared pool in Maho

Sint Maarten / Maho

2 4 Min stay varies

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

from £408 / night

£2,854 - £3,336 / week

Enquire View

from £408 / night

(5) Very Good 

27

Villa letting in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

2 4 Min stay varies

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

from £630 / night

£4,410 / week

Enquire View

from £630 / 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 £106 / night

£742 / week

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from £106 / night

(2) Very Good 

30

Holiday villa with shared pool 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 £414 / night

£2,895 - £5,002 / week

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from £414 / night

(2) Average 

29

Holiday apartment in Simpson Bay

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £212 / night

£1,483 - £1,927 / week

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from £212 / 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 £106 / night

£742 - £4,410 / week

Enquire View

from £106 / night

48

Holiday apartment in Philipsburg

Sint Maarten / Philipsburg

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Child friendly
  • Air conditioning

from £223 / night

£1,483 / week

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Responds fast!
avg. 1 hour 53 minutes

from £223 / night

13

Holiday condo in Philipsburg

Sint Maarten / Philipsburg

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly

from £397 / night

£2,780 / week

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from £397 / night

32

Holiday home with swimming pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £900 / night

£6,300 - £11,489 / week

Enquire View

from £900 / night

14

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Ask about pets

from £149 / night

£1,038 / week

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from £149 / 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 £367 / night

£2,569 / week

Enquire View

from £367 / night

(11) Excellent 

42

Holiday home with swimming pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £583 / night

£4,077 - £10,377 / week

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from £583 / night

9

Holiday private room in Philipsburg

Sint Maarten / Philipsburg

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £45 / night

£312 / week

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from £45 / night

24

Holiday condo in Oyster Pond

Sint Maarten / Oyster Pond

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning

from £318 / night

£2,224 / week

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from £318 / 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 £636 / night

£4,452 - £8,898 / week

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from £636 / night

14

Holiday villa in Philipsburg

Sint Maarten / Philipsburg

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Pet friendly

from £344 / night

£2,408 / week

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from £344 / night

40

Holiday apartment rental

Sint Maarten / Cupecoy Bay

4 8 10 nights min

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

from £742 / night

£5,189 / week

Enquire View

from £742 / night

(1) Excellent 

23

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £103 / night

£685 - £1,204 / week

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from £103 / night

23

Pointe Blanche holiday apartment rental

Sint Maarten / Pointe Blanche

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £112 / night

£593 / week

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from £112 / night

32

Apartment rental in Cupecoy Bay

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £413 / night

£2,891 - £4,670 / week

Enquire View

from £413 / night

10

Holiday apartment with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £106 / night

£741 / week

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from £106 / night

5

Holiday apartment in Philipsburg

Sint Maarten / Philipsburg

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £318 / night

£2,224 / week

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from £318 / night

10

Holiday condo letting

Sint Maarten / Simpson Bay

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Ask about pets

from £104 / night

£1,038 / week

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from £104 / night

44

Holiday home with swimming pool in Maho

Sint Maarten / Maho

5 10 Min stay varies

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

from £1,271 / night

£8,894 - £13,341 / week

Enquire View

from £1,271 / night

17

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £313 / night

£2,190 - £3,674 / week

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from £313 / night

9

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £67 / night

£467 / week

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from £67 / night

11

Apartment rental in Simpson Bay with shared pool

Sint Maarten / Simpson Bay

1 5 4 nights min

  • 1 bedroom
  • Sleeps 5
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £204 / night

£1,257 / week

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from £204 / night

(15) 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 £171 / night

£816 - £2,076 / week

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Responds fast!
avg. 2 hours 45 minutes

from £171 / night

25

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £519 / night

£3,632 - £6,304 / week

Enquire View

from £519 / night