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

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North America Holidays
174603 properties
Caribbean Holidays
21480 properties
St Martin / St Maarten Holidays
1470 properties
Simpson Bay
130 properties
Philipsburg
91 properties
Cupecoy Bay
88 properties
Oyster Pond
87 properties
Maho
24 properties
Cole Bay
13 properties
Dawn Beach
8 properties

Sint Maarten

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4,146 Holiday homes

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 £1,378 / night

£9,643 / week

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from £1,378 / 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 / week

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from £108 / 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

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from £266 / night

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

Enquire View

from £266 / 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 51 minutes

from £54 / night

(26) Excellent 

23

Holiday apartment in Philipsburg

Sint Maarten / Philipsburg

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £143 / night

£1,125 / week

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from £143 / 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

(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

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

24

Holiday apartment in Philipsburg

Sint Maarten / Philipsburg

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Air conditioning
  • Private garden

from £43 / night

£286 / week

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from £43 / night

(9) Excellent 

19

Apartment rental in Philipsburg with shared pool

Sint Maarten / Philipsburg

2 6 4 nights min

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

from £130 / night

£911 - £1,411 / week

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from £130 / night

(3) Excellent 

24

Pelican Key holiday villa rental

Sint Maarten / Pelican Key

2 5 6 nights min

  • 2 bedrooms
  • Sleeps 5
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £180 / night

£1,259 / week

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from £180 / night

30

Villa letting in Oyster Pond with shared pool

Sint Maarten / Oyster Pond

2 2 Min stay varies

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

from £354 / night

£2,475 - £4,250 / week

Enquire View

from £354 / night

52

Maho holiday home rental

Sint Maarten / Maho

5 10 7 nights min

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

from £817 / night

£5,715 - £9,286 / week

Enquire View

from £817 / 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

33

Villa rental in Cupecoy Bay with swimming pool

Sint Maarten / Cupecoy Bay

3 6 5 nights min

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

from £103 / night

£715 - £3,929 / week

Enquire View

from £103 / night

(1) Excellent 

15

Holiday apartment in Oyster Pond

Sint Maarten / Oyster Pond

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £97 / night

£675 / week

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Responds fast!
avg. 1 hour 27 minutes

from £97 / 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 £500 / night

£3,500 - £6,075 / week

Enquire View

from £500 / 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

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 £200 / night

£1,400 - £1,786 / week

Enquire View

from £200 / 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

10

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £337 / night

£2,358 - £2,858 / week

Enquire View

from £337 / 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

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from £128 / night

(1) Excellent 

11

Holiday apartment letting

Sint Maarten / Simpson Bay

2 3 nights min

  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £108 / night

£997 / week

Book View

from £108 / night

(1) Excellent 

14

Condo rental in Simpson Bay

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies

from £108 / night

£750 / week

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from £108 / night

(5) Excellent 

93

Holiday studio with swimming pool, golf nearby in Maho

Sint Maarten / Maho

Studio 2 2 nights min

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

from £86 / night

£572 - £643 / week

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from £86 / 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

(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 £212 / night

£1,480 - £2,123 / week

Enquire View

from £212 / night

(15) Excellent 

Certificate of Excellence

22

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £165 / night

£1,072 - £2,000 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £165 / night

9

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

1 2 1 night min

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

from £65 / night

£450 / week

Book View

from £65 / 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

(1) Excellent 

24

Holiday villa with shared pool in Cole Bay

Sint Maarten / Cole Bay

3 8 3 nights min

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

from £358 / night

£2,500 / week

Book View

from £358 / 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) Very Good 

20

Maho holiday apartment rental

Sint Maarten / Maho

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary

from £114 / night

£799 / week

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from £114 / 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

Enquire View

from £171 / night

12

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 £72 / night

£86 - £93 / week

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from £72 / night

25

Oyster Pond holiday home rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

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

from £489 / night

£3,418 - £4,317 / week

Enquire View

from £489 / 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

(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

(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