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

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North America Holidays
167796 properties
Caribbean Holidays
24501 properties
St. Maarten-St. Martin Holidays
2486 properties
Simpson Bay
176 properties
Philipsburg
175 properties
Oyster Pond
139 properties
Cupecoy Bay
39 properties
Maho
28 properties
Cole Bay
18 properties
Mullet Bay
14 properties
Dawn Beach
9 properties
Beacon Hill, Sint Maarten
5 properties

Sint Maarten

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497 Holiday homes

39

Holiday home with swimming 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 £282 / night

£1969 - £7875 / week

Enquire View

from £282 / night

24

Home rental in Philipsburg with swimming pool

Sint Maarten / Philipsburg

5 10 Min stay varies

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

from £479 / night

£3351 - £9449 / week

Enquire View

from £479 / night

(5) Excellent 

24

Holiday home with shared pool in Oyster Pond

Sint Maarten / Oyster Pond

4 9 5 nights min

  • 4 bedrooms
  • Sleeps 9
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children

from £253 / night

£1772 - £2323 / week

Enquire View

from £253 / night

(1) Excellent 

15

Holiday apartment in Simpson Bay

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £199 / night

£1389 / week

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from £199 / 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 £358 / night

£3056 - £4366 / week

Book View

Responds fast!
avg. 1 hour 7 minutes

from £358 / night

(2) Excellent 

28

Cupecoy Bay holiday home rental

Sint Maarten / Cupecoy Bay

2 4 4 nights min

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

from £233 / night

£1626 - £2563 / week

Enquire View

from £233 / night

(2) Very Good 

22

Holiday villa with swimming pool in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £315 / night

£2205 - £4961 / week

Enquire View

from £315 / 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 £220 / night

£1536 - £3544 / week

Enquire View

from £220 / night

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 £282 / night

£1969 - £3150 / week

Enquire View

from £282 / night

24

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from £204 / night

£1418 - £2993 / week

Enquire View

from £204 / night

(2) Excellent 

14

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £257 / night

£1796 - £3544 / week

Enquire View

from £257 / night

(3) Excellent 

24

Oyster Pond holiday farmhouse rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

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

from £282 / night

£1969 - £4725 / week

Enquire View

from £282 / night

(1) Very Good 

17

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 £288 / night

£2008 - £3898 / week

Enquire View

from £288 / 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 £248 / night

£1733 - £4646 / week

Enquire View

from £248 / night

22

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children

from £1182 / night

£8268 - £22048 / week

Enquire View

from £1182 / night

25

Holiday home with swimming pool in Philipsburg

Sint Maarten / Philipsburg

3 7 Min stay varies

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

from £226 / night

£1575 - £6693 / week

Enquire View

from £226 / night

29

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Ask owner if suitable for children

from £271 / night

£1890 - £2363 / week

Enquire View

from £271 / night

(3) Excellent 

22

Philipsburg holiday home rental

Sint Maarten / Philipsburg

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Ask owner if suitable for children

from £248 / night

£1733 - £2481 / week

Enquire View

from £248 / night

(2) Excellent 

25

Villa rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

3 6 Min stay varies

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

from £626 / night

£4382 - £9563 / week

Enquire View

from £626 / 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 £844 / night

£5906 - £7875 / week

Enquire View

from £844 / 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 £318 / night

£2223 / week

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from £318 / night

26

Holiday villa with swimming pool in Mullet Bay

Sint Maarten / Mullet Bay

3 6 Min stay varies

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

from £900 / night

£6300 / week

Enquire View

from £900 / night

22

Apartment rental in Cupecoy Bay with swimming pool

Sint Maarten / Cupecoy Bay

2 4 Min stay varies

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

from £449 / night

£3142 - £5512 / week

Enquire View

from £449 / 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 £215 / night

£1497 - £2756 / week

Enquire View

from £215 / night

(1) Excellent 

45

Villa accommodation 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 £338 / night

£2363 - £7087 / week

Enquire View

from £338 / night

(4) Excellent 

25

Villa rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £158 / night

£1106 - £2479 / week

Book View

Responds fast!
avg. 3 hours 10 minutes

from £158 / 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 £48 / night

£315 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £48 / 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 £500 / night

£3500 - £5650 / week

Enquire View

from £500 / night

19

Holiday apartment accommodation

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £271 / night

£1890 - £4252 / week

Enquire View

from £271 / night

(3) Excellent 

33

Holiday home rental

Sint Maarten / Simpson Bay

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £336 / night

£2346 - £5397 / week

Book View

from £336 / night

(2) Very Good 

18

Philipsburg holiday apartment rental

Sint Maarten / Philipsburg

3 8 7 nights min

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

from £454 / night

£3175 / week

Book View

from £454 / night

(1) Excellent 

21

Holiday apartment rental

Sint Maarten / Philipsburg

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning

from £56 / night

£347 / week

Book View

Responds fast!
avg. 3 hours 53 minutes

from £56 / night

(4) Excellent 

25

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 £397 / night

£2778 / week

Book View

from £397 / night

25

Holiday villa rental

Sint Maarten / Philipsburg

5 10 Min stay varies

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

from £586 / night

£4096 / week

Enquire View

from £586 / night

(1) Excellent 

25

Holiday home with swimming pool in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £671 / night

£4695 - £7750 / week

Enquire View

from £671 / 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 £115 / night

£799 / week

Book View

Responds fast!
avg. 2 hours 2 minutes

from £115 / night

17

Holiday apartment in Cupecoy Bay

Sint Maarten / Cupecoy Bay

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Ask owner if suitable for children

from £157 / night

£1099 / week

Book View

from £157 / night

15

Villa rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

4 8 Min stay varies

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

from £383 / night

£2679 / week

Enquire View

from £383 / night

20

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £326 / night

£2284 - £2914 / week

Enquire View

from £326 / night

(6) Excellent 

24

Villa rental in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

3 6 Min stay varies

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

from £282 / night

£1969 - £4725 / week

Enquire View

from £282 / night

1