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

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North America Holidays
176792 properties
Caribbean Holidays
21614 properties
St Martin / St Maarten Holidays
1507 properties
Simpson Bay
135 properties
Oyster Pond
98 properties
Philipsburg
95 properties
Cupecoy Bay
92 properties
Maho
25 properties
Cole Bay
14 properties
Dawn Beach
8 properties

Sint Maarten

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4,172 Holiday homes

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 £300 / night

£2,098 / week

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from £300 / night

(2) Excellent 

7

Holiday apartment with shared pool in Maho

Sint Maarten / Maho

2 5 7 nights min

  • 2 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £133 / night

£930 - £1,077 / week

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Responds fast!
avg. 2 hours 27 minutes

from £133 / 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 £320 / night

£2,238 / week

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from £320 / 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 £105 / night

£630 / week

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from £105 / night

8

Holiday apartment in Maho

Sint Maarten / Maho

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min

from £120 / night

£840 / week

Enquire View

from £120 / night

20

Villa rental in Mullet Bay

Sint Maarten / Mullet Bay

2 4 Min stay varies

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

from £503 / night

£3,522 - £6,338 / week

Enquire View

from £503 / night

(9) Excellent 

17

Holiday home with shared pool in Philipsburg

Sint Maarten / Philipsburg

10 20 5 nights min

  • 10 bedrooms
  • Sleeps 20
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children

from £834 / night

£5,840 - £6,889 / week

Enquire View

from £834 / night

(1) Excellent 

41

Holiday villa in Cupecoy Bay

Sint Maarten / Cupecoy Bay

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Ask owner if suitable for children
  • Ask about pets

from £650 / night

£4,548 / week

Book View

Responds fast!
avg. 2 minutes

from £650 / night

20

Philipsburg holiday b&b rental

Sint Maarten / Philipsburg

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £98 / night

£465 - £906 / week

Book View

from £98 / night

(3) Very Good 

13

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 4 7 nights min

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

from £363 / night

£2,539 - £3,147 / week

Enquire View

from £363 / 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 £350 / night

£2,378 / week

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from £350 / night

29

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 £500 / night

£3,497 - £4,616 / week

Enquire View

from £500 / 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 £406 / night

£2,840 - £5,385 / week

Enquire View

from £406 / night

34

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 £256 / night

£1,787 - £4,200 / week

Enquire View

from £256 / night

13

Holiday apartment with shared pool, golf nearby in Philipsburg

Sint Maarten / Philipsburg

3 8 7 nights min

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

from £560 / night

£3,916 / week

Book View

from £560 / 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 £210 / night

£1,469 / week

Book View

from £210 / night

14

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 £196 / night

£1,371 - £1,749 / week

Enquire View

from £196 / night

(1) Excellent 

15

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
  • Child friendly

from £207 / night

£1,449 - £2,079 / week

Enquire View

from £207 / 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 £126 / night

£839 - £1,189 / week

Book View

from £126 / night

(1) Excellent 

14

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 £260 / night

£1,819 - £2,518 / week

Enquire View

from £260 / night

(4) Excellent 

Certificate of Excellence

10

Holiday condo with shared pool in Simpson Bay

Simpson Bay / Simpson Bay Beach

2 6 5 nights min

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

Certificate of Excellence

from £245 / night

£1,745 / week

Book View

from £245 / 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 £210 / night

£1,469 / week

Book View

Responds fast!
avg. 1 hour 18 minutes

from £210 / 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 £168 / night

£1,172 - £1,451 / week

Enquire View

from £168 / 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 £840 / night

£5,875 - £6,829 / week

Enquire View

from £840 / night

11

Holiday apartment rental

Sint Maarten / Maho

1 3 7 nights min

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

from £70 / night

£84 - £91 / week

Book View

from £70 / night

(5) Excellent 

29

Holiday condo with shared pool, golf nearby in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £175 / night

£1,224 / week

Book View

from £175 / night

28

Cupecoy Bay holiday home rental

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £550 / night

£3,847 - £7,343 / week

Enquire View

from £550 / night

(1) Excellent 

22

Holiday condo in Simpson Bay

Sint Maarten / Simpson Bay

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £105 / night

£693 - £1,601 / week

Book View

from £105 / 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 £280 / night

£1,958 - £2,448 / week

Enquire View

from £280 / 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 £270 / night

£1,889 - £2,448 / week

Enquire View

from £270 / night

(1) Excellent 

32

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £890 / night

£6,224 - £9,791 / week

Enquire View

from £890 / night

24

Maho holiday villa rental

Sint Maarten / Maho

3 8 5 nights min

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

from £343 / night

£2,378 / week

Book View

from £343 / night

(1) Excellent 

27

Holiday home with swimming pool in Cole Bay

Sint Maarten / Cole Bay

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £380 / night

£2,658 - £6,644 / week

Enquire View

from £380 / 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 £158 / night

£1,224 / week

Book View

from £158 / night

48

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

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

from £780 / night

£5,455 - £8,322 / week

Enquire View

from £780 / night

23

Pointe Blanche holiday apartment rental

Sint Maarten / Pointe Blanche

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min

from £106 / night

£564 / week

Book View

from £106 / 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 £200 / night

£1,399 - £1,819 / week

Enquire View

from £200 / 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 £210 / night

£1,399 / week

Book View

Responds fast!
avg. 1 hour 53 minutes

from £210 / 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 £490 / night

£3,427 - £5,948 / week

Enquire View

from £490 / night

30

Holiday home with swimming pool in Cole Bay

Sint Maarten / Cole Bay

5 10 Min stay varies

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

from £1,349 / night

£9,441 / week

Enquire View

from £1,349 / night