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

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North America Holidays
175565 properties
Caribbean Holidays
21581 properties
St Martin / St Maarten Holidays
1480 properties
Simpson Bay
130 properties
Philipsburg
92 properties
Cupecoy Bay
89 properties
Oyster Pond
89 properties
Maho
24 properties
Cole Bay
13 properties
Dawn Beach
8 properties

Sint Maarten

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4,144 Holiday homes

8

Holiday hotel apartment rental

Sint Maarten / Oyster Pond

3 8 7 nights min

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

from £439 / night

£3,071 / week

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from £439 / night

8

Holiday apartment rental

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £376 / night

£2,632 / week

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from £376 / night

(2) 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 £643 / night

£4,500 / week

Enquire View

from £643 / night

(1) Excellent 

29

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £307 / night

£2,143 - £2,572 / week

Enquire View

from £307 / night

24

Holiday apartment 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 £500 / night

£3,500 / week

Enquire View

from £500 / night

14

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 £256 / night

£1,786 - £2,143 / week

Enquire View

from £256 / night

(3) Very Good 

18

Maho holiday apartment rental

Sint Maarten / Maho

2 4 Min stay varies

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

from £194 / night

£1,358 - £1,858 / week

Enquire View

from £194 / night

29

Holiday apartment rental

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £398 / night

£2,786 - £4,500 / week

Enquire View

from £398 / night

37

Apartment rental in Simpson Bay with shared pool

Sint Maarten / Simpson Bay

2 5 Min stay varies

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

from £307 / night

£2,143 - £3,215 / week

Enquire View

from £307 / night

8

Holiday apartment in Maho

Sint Maarten / Maho

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £123 / night

£858 / week

Enquire View

from £123 / 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 £500 / night

£3,500 - £4,643 / week

Enquire View

from £500 / 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

Enquire View

from £409 / 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

(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

£645 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £93 / night

(1) Excellent 

15

Holiday villa 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 £250 / night

£1,750 - £3,215 / week

Book View

from £250 / night

22

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £266 / night

£1,858 - £2,572 / week

Enquire View

from £266 / 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 £204 / night

£1,429 - £1,858 / week

Enquire View

from £204 / 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

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 £108 / night

£750 - £1,250 / week

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from £108 / 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

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 £592 / night

£4,143 - £8,215 / week

Enquire View

from £592 / night

(1) Very Good 

28

Home rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

4 6 7 nights min

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

from £460 / night

£3,215 / week

Enquire View

from £460 / 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 £327 / night

£2,286 / week

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from £327 / 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

Book View

Responds fast!
avg. 3 hours 0 minutes

from £354 / night

25

Holiday home with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

3 7 Min stay varies

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

from £868 / night

£6,072 / week

Enquire View

from £868 / night

18

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £460 / night

£3,215 / week

Enquire View

from £460 / night

11

Holiday condo with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 4 4 nights min

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

from £215 / night

£1,500 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £215 / night

(2) Excellent 

19

Holiday apartment with shared pool in Oyster Pond

Sint Maarten / Oyster Pond

2 3 nights min

  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £128 / night

£857 - £1,214 / week

Book View

from £128 / night

20

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £276 / night

£1,929 - £2,500 / week

Enquire View

from £276 / night

(1) Excellent 

20

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £276 / night

£1,929 - £2,500 / week

Enquire View

from £276 / night

23

Oyster Pond holiday home rental

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £460 / night

£3,215 - £5,358 / week

Enquire View

from £460 / night

20

Holiday villa with swimming pool 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 £485 / night

£3,393 / week

Enquire View

from £485 / 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

Enquire View

from £572 / night

(4) Excellent 

24

Apartment rental in Simpson Bay

Simpson Bay / Simpson Bay Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Child friendly

from £214 / night

£1,497 - £4,179 / week

Book View

from £214 / 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 £409 / night

£2,858 / week

Enquire View

from £409 / night

26

Holiday apartment with shared 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 £358 / night

£2,500 / week

Enquire View

from £358 / night

19

Apartment rental in Maho

Sint Maarten / Maho

3 6 Min stay varies

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

from £511 / night

£3,572 - £4,286 / week

Enquire View

from £511 / 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

Book View

from £306 / 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 £100 / night

£700 / week

Book View

Responds fast!
avg. 3 hours 59 minutes

from £100 / night

22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min

from £168 / night

£1,172 / week

Enquire View

from £168 / night