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North America Holidays
168256 properties
Caribbean Holidays
23572 properties
St. Maarten-St. Martin Holidays
2284 properties
Simpson Bay
141 properties
Philipsburg
125 properties
Oyster Pond
119 properties
Cupecoy Bay
39 properties
Maho
26 properties
Cole Bay
17 properties
Mullet Bay
13 properties
Dawn Beach
9 properties
Beacon Hill, Sint Maarten
5 properties

Sint Maarten

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110 Holiday homes

Filters applied: Pets allowed

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

£2632 / week

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from £376 / night

20

Holiday villa with swimming pool in Sint Maarten

St. Maarten - Saint Martin / Sint Maarten

3 6 7 nights min

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

from £657 / night

£4595 - £11697 / week

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from £657 / night

18

Holiday villa in Philipsburg

Sint Maarten / Philipsburg

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 0.1 km
  • Swimming pool
  • Child friendly

from £103 / night

£749 - £1571 / week

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from £103 / night

(2) Very Good 

32

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

1 4 4 nights min

  • 1 bedroom
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £114 / night

£794 / week

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from £114 / 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

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 £900 / night

£6300 - £14174 / week

Enquire View

from £900 / 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 £197 / night

£1378 / week

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from £197 / night

23

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
  • Ask owner if suitable for children
  • Air conditioning

from £675 / night

£4725 - £7402 / week

Enquire View

from £675 / 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

(1) Very Good 

36

Sint Maarten holiday apartment rental

St. Maarten - Saint Martin / Sint Maarten

3 6 Min stay varies

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

from £323 / night

£2260 - £3859 / week

Enquire View

from £323 / night

(1) Excellent 

18

Villa rental in Sint Maarten with swimming pool

St. Maarten - Saint Martin / Sint Maarten

3 6 Min stay varies

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

from £507 / night

£3544 - £8268 / week

Enquire View

from £507 / night

20

Holiday villa rental

Sint Maarten / Philipsburg

2 4 Min stay varies

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

from £355 / night

£2481 - £4548 / week

Enquire View

from £355 / 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 £315 / night

£2205 / week

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from £315 / night

(7) Very Good 

30

Holiday villa with swimming pool in Philipsburg

Sint Maarten / Philipsburg

6 12 Min stay varies

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

from £675 / night

£4725 / week

Enquire View

from £675 / night

30

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

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

from £1418 / night

£9922 - £22048 / week

Enquire View

from £1418 / night

49

Holiday villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £1182 / night

£8268 - £22048 / week

Enquire View

from £1182 / night

33

Simpson Bay holiday villa rental

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 £325 / night

£2268 - £5315 / week

Enquire View

from £325 / night

24

Holiday villa rental

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 £518 / night

£3622 - £7486 / week

Enquire View

from £518 / night

(2) Excellent 

24

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

5 10 Min stay varies

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

from £586 / night

£4095 / week

Enquire View

from £586 / 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

30

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
  • Ask owner if suitable for children
  • Air conditioning

from £518 / night

£3623 - £6221 / week

Enquire View

from £518 / night

(5) Excellent 

43

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £664 / night

£4646 - £11024 / week

Enquire View

from £664 / 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 £338 / night

£2363 / week

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from £338 / night

11

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £158 / night

£1103 - £1733 / week

Enquire View

from £158 / 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 £107 / night

£745 / week

Book View

Responds fast!
avg. 2 hours 48 minutes

from £107 / 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 £484 / night

£3386 - £8662 / week

Enquire View

from £484 / night

(1) Very Good 

39

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
  • Ask about pets

from £507 / night

£3544 - £5119 / week

Enquire View

from £507 / 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

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

3 6 4 nights min

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

from £1245 / night

£8709 / week

Enquire View

from £1245 / night

20

Holiday villa in Cupecoy Bay

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Ask about pets

from £394 / night

£2756 - £5512 / week

Enquire View

from £394 / night

(2) Excellent 

18

Apartment rental in Simpson Bay

Simpson Bay / Simpson Bay Beach

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £110 / night

£767 / week

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Responds fast!
avg. 2 hours 13 minutes

from £110 / night

34

Holiday condo in Maho

Sint Maarten / Maho

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary

from £75 / night

£524 / week

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Responds fast!
avg. 57 minutes

from £75 / night

11

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £102 / night

£712 / week

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Responds fast!
avg. 2 hours 24 minutes

from £102 / 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

30

Villa rental in Philipsburg with swimming pool

Sint Maarten / Philipsburg

4 8 Min stay varies

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

from £325 / night

£2271 / week

Book View

Responds fast!
avg. 3 hours 28 minutes

from £325 / night

26

Holiday villa with swimming pool in Philipsburg

Sint Maarten / Philipsburg

7 18 Min stay varies

  • 7 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £788 / night

£5512 - £10633 / week

Enquire View

from £788 / night

25

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

5 12 Min stay varies

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

from £473 / night

£11024 / week

Book View

Responds fast!
avg. 3 hours 28 minutes

from £473 / night

22

Holiday villa with swimming pool, golf nearby in Simpson Bay

Sint Maarten / Simpson Bay

5 16 Min stay varies

  • 5 bedrooms
  • Sleeps 16
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £670 / night

£20725 - £22599 / week

Book View

Responds fast!
avg. 2 hours 58 minutes

from £670 / night

28

Philipsburg holiday villa rental

Sint Maarten / Philipsburg

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 3 km
  • Child friendly
  • Ask about pets

from £591 / night

£4134 / week

Book View

Responds fast!
avg. 2 hours 58 minutes

from £591 / night

25

Holiday villa letting

Sint Maarten / Philipsburg

4 8 Min stay varies

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

Pricing unknown

Enquire View

Pricing unknown

1