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

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North America Holidays
172433 properties
Caribbean Holidays
22206 properties
St Martin / St Maarten Holidays
2046 properties
Oyster Pond
174 properties
Simpson Bay
165 properties
Philipsburg
117 properties
Cupecoy Bay
115 properties
Maho
35 properties
Cole Bay
16 properties
Dawn Beach
9 properties
Mullet Bay
5 properties

Sint Maarten

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4,888 Holiday homes

(3) Excellent 

14

Holiday home with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

3 6 7 nights min

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

from £1,072 / night

£7,500 - £8,675 / week

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from £1,072 / night

33

Villa rental in Cupecoy Bay with swimming pool

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £103 / night

£715 - £5,715 / week

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from £103 / night

13

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £409 / night

£2,858 - £4,286 / week

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from £409 / night

20

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 £485 / night

£3,393 / week

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from £485 / night

34

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £261 / night

£1,825 - £4,290 / week

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from £261 / night

(1) Excellent 

15

Holiday apartment in Simpson Bay

Sint Maarten / Simpson Bay

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Ask about pets

from £215 / night

£1,500 / week

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from £215 / night

(3) Excellent 

33

Holiday apartment 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 £572 / night

£4,000 - £5,000 / week

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from £572 / night

(2) Excellent 

13

Holiday private room in Cupecoy Bay

Sint Maarten / Cupecoy Bay

1 4 3 nights min

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

from £108 / night

£643 - £1,143 / week

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from £108 / night

8

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 £215 / night

£1,500 - £6,290 / week

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Responds fast!
avg. 22 minutes

from £215 / night

30

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £179 / night

£1,250 / week

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from £179 / night

20

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £296 / night

£2,072 - £2,643 / week

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from £296 / night

30

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £470 / night

£3,286 - £4,215 / week

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from £470 / 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 £510 / night

£3,570 / week

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from £510 / night

(1) Very Good 

39

Holiday villa rental

Sint Maarten / Simpson Bay

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £460 / night

£3,215 - £4,643 / week

Enquire View

from £460 / night

15

Penthouse rental in Oyster Pond with shared pool

Sint Maarten / Oyster Pond

3 8 7 nights min

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

from £306 / night

£2,140 / week

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Responds fast!
avg. 3 hours 43 minutes

from £306 / night

(1) Very Good 

30

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £510 / night

£3,572 / week

Enquire View

from £510 / night

17

Holiday apartment in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children

from £143 / night

£997 / week

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from £143 / 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 £154 / night

£1,072 - £1,572 / week

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from £154 / night

32

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

from £281 / night

£1,965 - £2,500 / week

Enquire View

from £281 / night

(3) Excellent 

24

Oyster Pond holiday farmhouse rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

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

from £460 / night

£3,215 - £4,286 / week

Enquire View

from £460 / night

11

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £225 / night

£1,572 / week

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from £225 / night

(1) Excellent 

18

Holiday villa letting

Sint Maarten / Oyster Pond

7 18 Min stay varies

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

from £1,378 / night

£9,643 / week

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from £1,378 / night

40

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £722 / night

£5,050 / week

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from £722 / night

24

Holiday villa rental

Sint Maarten / Oyster Pond

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £307 / night

£2,145 / week

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from £307 / night

23

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £328 / night

£2,290 - £4,645 / week

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from £328 / night

18

Holiday villa in Cupecoy Bay

Sint Maarten / Cupecoy Bay

1 2 Min stay varies

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

from £332 / night

£2,320 / week

Enquire View

from £332 / 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 £54 / night

£375 / week

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Responds fast!
avg. 3 hours 59 minutes

from £54 / night

26

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

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

from £613 / night

£4,286 - £5,572 / week

Enquire View

from £613 / night

(2) Very Good 

25

Holiday villa rental

Sint Maarten / Philipsburg

6 12 Min stay varies

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

from £266 / night

£1,860 - £6,430 / week

Book View

Responds fast!
avg. 22 minutes

from £266 / night

38

Holiday home with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

5 10 Min stay varies

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

from £1,021 / night

£7,143 / week

Enquire View

from £1,021 / night

23

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £613 / night

£4,286 - £5,572 / week

Enquire View

from £613 / night

(2) Very Good 

28

Holiday villa in Oyster Pond

Sint Maarten / Oyster Pond

3 6 10 nights min

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

from £613 / night

£4,286 / week

Enquire View

from £613 / night

(2) Very Good 

18

Holiday villa with shared pool in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £295 / night

£2,060 - £4,500 / week

Book View

Responds fast!
avg. 22 minutes

from £295 / night

23

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Ask about pets

from £225 / night

£1,572 - £4,215 / week

Enquire View

from £225 / night

(3) Very Good 

31

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 £786 / night

£5,500 - £8,675 / week

Enquire View

from £786 / night

34

Holiday condo in Maho

Sint Maarten / Maho

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary

from £68 / night

£475 / week

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Responds fast!
avg. 57 minutes

from £68 / night

16

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 7 nights min

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

from £521 / night

£3,643 / week

Enquire View

from £521 / night

23

Holiday villa with swimming pool in Maho

Sint Maarten / Maho

3 6 Min stay varies

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

from £415 / night

£2,900 - £5,500 / week

Enquire View

from £415 / 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 £307 / night

£2,143 / week

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from £307 / night

(2) Excellent 

19

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 £286 / night

£2,000 - £2,500 / week

Enquire View

from £286 / night