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

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North America Holidays
173989 properties
Caribbean Holidays
24123 properties
Simpson Bay
181 properties
Philipsburg
171 properties
Oyster Pond
132 properties
Cupecoy Bay
43 properties
Maho
29 properties
Cole Bay
19 properties
Mullet Bay
14 properties
Dawn Beach
11 properties
Beacon Hill, Sint Maarten
5 properties

Sint Maarten

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581 Holiday homes

30

Holiday villa with swimming pool in Maho

Sint Maarten / Maho

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £275 / night

£1924 - £3077 / week

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from £275 / 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 £174 / night

£1347 / week

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from £174 / night

19

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £325 / night

£2273 - £3813 / week

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from £325 / 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 £385 / night

£2616 / week

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from £385 / night

20

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £353 / night

£2467 - £5003 / week

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from £353 / night

28

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £473 / night

£3308 - £8462 / week

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from £473 / 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 £276 / night

£1924 - £4616 / week

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from £276 / night

23

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £353 / night

£2467 - £5003 / week

Enquire View

from £353 / night

32

Holiday apartment with shared pool in Cole Bay

Sint Maarten / Cole Bay

3 6 5 nights min

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

from £285 / night

£1993 / week

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from £285 / night

(1) Very Good 

20

Holiday apartment 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 £276 / night

£1924 - £4616 / week

Enquire View

from £276 / night

18

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 £287 / night

£2000 - £5000 / week

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from £287 / night

30

Holiday villa with swimming pool in Sint Maarten

St. Maarten - Saint Martin / Sint Maarten

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £792 / night

£5539 - £14616 / week

Enquire View

from £792 / night

(5) Very Good 

27

Villa letting in Philipsburg with swimming pool

Sint Maarten / Philipsburg

2 4 Min stay varies

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

from £381 / night

£2666 - £4577 / week

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from £381 / 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 £330 / night

£2308 / week

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from £330 / night

9

Holiday condo in Simpson Bay

Sint Maarten / Simpson Bay

1 3 5 nights min

  • 1 bedroom
  • Sleeps 3
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £124 / night

£867 / week

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from £124 / night

17

Holiday home with swimming pool in Philipsburg

Sint Maarten / Philipsburg

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £1374 / night

£9617 - £15384 / week

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from £1374 / night

61

Holiday villa with swimming 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 £484 / night

£3387 / week

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from £484 / night

(1) Excellent 

21

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Suitable for children age 5+

from £430 / night

£3005 - £5003 / week

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from £430 / night

24

Apartment accommodation in Philipsburg with swimming pool

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £385 / night

£2693 - £4620 / week

Enquire View

from £385 / night

11

Holiday villa with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

5 10 4 nights min

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

from £879 / night

£6150 / week

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from £879 / night

43

Apartment rental in Maho with shared pool

Sint Maarten / Maho

2 4 Min stay varies

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

from £177 / night

£1231 - £2000 / week

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from £177 / night

(1) Excellent 

15

Holiday apartment with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £327 / night

£2286 - £5018 / week

Enquire View

from £327 / night

10

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £824 / night

£5770 - £7693 / week

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from £824 / night

33

Holiday villa with swimming pool in Mullet Bay

Sint Maarten / Mullet Bay

2 4 Min stay varies

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

from £550 / night

£3850 / week

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from £550 / 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 £108 / night

£754 / week

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from £108 / night

23

Villa 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 £660 / night

£4616 - £8462 / week

Enquire View

from £660 / night

25

Philipsburg holiday villa accommodation

Sint Maarten / Philipsburg

5 10 Min stay varies

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

from £659 / night

£4610 - £9235 / week

Enquire View

from £659 / night

(1) Excellent 

11

Holiday condo with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

1 6 Min stay varies

  • 1 bedroom
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £162 / night

£1131 - £1750 / week

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from £162 / night

25

Holiday villa 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 £550 / night

£3845 / week

Enquire View

from £550 / night

16

Villa rental in Philipsburg with swimming pool

Sint Maarten / Philipsburg

2 4 Min stay varies

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

from £489 / night

£3420 - £5520 / week

Enquire View

from £489 / night

17

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £193 / night

£1347 - £2116 / week

Book View

from £193 / night

41

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £880 / night

£6154 - £13847 / week

Enquire View

from £880 / night

45

Holiday villa with swimming 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 £320 / night

£2231 - £5000 / week

Enquire View

from £320 / night

26

Holiday villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £407 / night

£2844 - £8460 / week

Enquire View

from £407 / night

21

Holiday apartment in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £347 / night

£2962 - £4231 / week

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from £347 / night

16

Holiday villa in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £808 / night

£5654 - £9343 / week

Enquire View

from £808 / night

(1) Very Good 

10

Philipsburg holiday apartment rental

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 £352 / night

£2462 / week

Book View

from £352 / night

22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min

from £180 / night

£1262 / week

Enquire View

from £180 / night

15

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

2 4 Min stay varies

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

from £264 / night

£1847 / week

Enquire View

from £264 / night

19

Holiday villa in Philipsburg

Sint Maarten / Philipsburg

2 4 Min stay varies

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

from £182 / night

£1271 - £2693 / week

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from £182 / night

1