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

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North America Holidays
172362 properties
Caribbean Holidays
22228 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

9

Apartment rental in Simpson Bay with shared pool

Sint Maarten / Simpson Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £266 / night

£1,858 / week

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from £266 / night

28

Holiday villa 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 £439 / night

£3,072 - £4,072 / week

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from £439 / 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

Enquire View

from £722 / 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 £398 / night

£2,786 - £4,500 / week

Enquire View

from £398 / night

28

Holiday villa rental

Sint Maarten / Dawn Beach

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £354 / night

£2,475 / week

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Responds fast!
avg. 3 hours 17 minutes

from £354 / night

24

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £510 / night

£3,570 / week

Enquire View

from £510 / 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

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from £613 / night

38

Holiday apartment with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy 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 £293 / night

£2,050 - £2,786 / week

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from £293 / night

15

Philipsburg holiday apartment rental

Sint Maarten / Philipsburg

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £171 / night

£1,197 - £1,483 / week

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from £171 / 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

(4) Excellent 

28

Apartment rental 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 £383 / night

£2,679 / week

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from £383 / night

24

Holiday villa rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £388 / night

£2,715 - £3,715 / week

Enquire View

from £388 / night

(1) Excellent 

25

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 £271 / night

£1,895 - £4,290 / week

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Responds fast!
avg. 22 minutes

from £271 / night

(2) Excellent 

20

Holiday home rental

Sint Maarten / Simpson Bay

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £153 / night

£1,072 / week

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from £153 / night

22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £297 / night

£2,072 - £2,715 / week

Enquire View

from £297 / night

30

Villa letting in Oyster Pond

Sint Maarten / Oyster Pond

2 2 Min stay varies

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

from £354 / night

£2,475 - £4,250 / week

Enquire View

from £354 / night

13

Holiday condo in Dawn Beach

Sint Maarten / Dawn Beach

3 8 6 nights min

  • 3 bedrooms
  • Sleeps 8
  • 6 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £358 / night

£2,429 / week

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Responds fast!
avg. 3 hours 20 minutes

from £358 / 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 £858 / night

£6,000 / week

Enquire View

from £858 / 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 £93 / night

£651 / week

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Responds fast!
avg. 3 hours 7 minutes

from £93 / night

13

Holiday condo with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

1 4 7 nights min

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

from £93 / night

£572 / week

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from £93 / 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

Enquire View

from £307 / night

27

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 £500 / night

£3,500 / week

Enquire View

from £500 / night

(1) Very Good 

37

Holiday villa with indoor pool in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £286 / night

£1,786 - £3,215 / week

Book View

from £286 / 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 £328 / night

£2,290 - £4,820 / week

Book View

Responds fast!
avg. 22 minutes

from £328 / 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

(2) Very Good 

25

Holiday villa with shared pool in Philipsburg

Sint Maarten / Philipsburg

2 4 Min stay varies

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

from £283 / night

£1,975 - £4,250 / week

Book View

Responds fast!
avg. 22 minutes

from £283 / night

(29) Excellent 

Certificate of Excellence

14

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

Certificate of Excellence

from £121 / night

£845 - £995 / week

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Responds fast!
avg. 2 hours 42 minutes

from £121 / 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 £358 / night

£2,500 / week

Enquire View

from £358 / night

(1) Excellent 

25

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 £858 / night

£6,000 - £6,975 / week

Enquire View

from £858 / 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

24

Villa rental in Oyster Pond

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £613 / night

£4,285 / week

Enquire View

from £613 / night

(4) Excellent 

33

Apartment accommodation in Maho with shared pool, golf nearby

Sint Maarten / Maho

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £100 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £100 / night

13

Oyster Pond holiday villa rental

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

11

Holiday villa with swimming pool in Philipsburg

Sint Maarten / Philipsburg

5 10 5 nights min

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

from £490 / night

£3,429 / week

Enquire View

from £490 / night

22

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 2 Min stay varies

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

from £460 / night

£3,215 - £5,286 / week

Enquire View

from £460 / night

41

Holiday villa 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 £582 / night

£4,070 / week

Enquire View

from £582 / 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

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

Enquire View

from £296 / 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

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 £125 / night

£875 / week

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from £125 / night