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

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North America Holidays
169413 properties
Caribbean Holidays
24481 properties
St. Maarten-St. Martin Holidays
2480 properties
Philipsburg
175 properties
Simpson Bay
174 properties
Oyster Pond
139 properties
Cupecoy Bay
39 properties
Maho
27 properties
Cole Bay
19 properties
Mullet Bay
14 properties
Dawn Beach
9 properties
Beacon Hill, Sint Maarten
5 properties

Sint Maarten

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579 Holiday homes

16

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 £224 / night

£1563 - £5079 / week

Book View

Responds fast!
avg. 3 hours 23 minutes

from £224 / 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 £157 / night

£1094 - £1719 / week

Enquire View

from £157 / night

(4) Excellent 

27

Holiday villa in Oyster Pond

Sint Maarten / Oyster Pond

1 2 Min stay varies

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

from £215 / night

£1504 - £2133 / week

Enquire View

from £215 / 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 £196 / night

£1368 / week

Book View

from £196 / night

30

Cupecoy Bay holiday apartment rental

Sint Maarten / Cupecoy Bay

3 6 Min stay varies

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

from £290 / night

£2032 / week

Book View

from £290 / night

(3) Excellent 

19

Holiday apartment with shared pool in Oyster Pond

Sint Maarten / Oyster Pond

3 1 Min stay varies

  • 3 bedrooms
  • Sleeps 1
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £352 / night

£2461 - £4922 / week

Enquire View

from £352 / night

(1) Excellent 

8

Oyster Pond holiday condo rental

Sint Maarten / Oyster Pond

3 8 7 nights min

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

from £235 / night

£1641 / week

Book View

from £235 / night

19

Holiday condo in Dawn Beach

Sint Maarten / Dawn Beach

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £405 / night

£2835 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £405 / night

30

Oyster Pond holiday villa rental

Sint Maarten / Oyster Pond

3 6 Min stay varies

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

from £367 / night

£2563 - £4730 / week

Book View

Responds fast!
avg. 28 minutes

from £367 / night

(2) Very Good 

28

Holiday villa in Philipsburg

Sint Maarten / Philipsburg

3 6 Min stay varies

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

from £336 / night

£2344 - £4688 / week

Enquire View

from £336 / night

(2) Average 

35

Philipsburg holiday home rental

Sint Maarten / Philipsburg

2 4 5 nights min

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

from £309 / night

£2323 - £2796 / week

Enquire View

from £309 / night

23

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 £361 / night

£2525 - £5121 / week

Book View

Responds fast!
avg. 28 minutes

from £361 / night

38

Simpson Bay holiday home rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £336 / night

£2344 - £11719 / week

Enquire View

from £336 / night

30

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 £208 / night

£1446 - £3125 / week

Enquire View

from £208 / night

23

Simpson Bay holiday apartment 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 £321 / night

£2243 - £3829 / week

Enquire View

from £321 / 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 £313 / night

£2188 - £3516 / week

Enquire View

from £313 / night

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 £335 / night

£2344 / week

Book View

from £335 / night

21

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Suitable for children age 5+

from £158 / night

£1103 - £1969 / week

Book View

Responds fast!
avg. 28 minutes

from £158 / night

32

Villa letting in Oyster Pond with swimming pool

Sint Maarten / Oyster Pond

2 4 Min stay varies

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

from £157 / night

£1094 - £2735 / week

Enquire View

from £157 / 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 £280 / night

£1954 - £6641 / week

Enquire View

from £280 / 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 £176 / night

£1368 / week

Book View

from £176 / night

(1) Excellent 

17

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 £247 / night

£1719 - £4688 / week

Enquire View

from £247 / 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 £322 / night

£2250 - £5274 / week

Enquire View

from £322 / 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 £665 / night

£4649 - £7629 / week

Enquire View

from £665 / 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 £586 / night

£4102 - £9297 / week

Enquire View

from £586 / 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 £288 / night

£2012 - £4730 / week

Book View

Responds fast!
avg. 28 minutes

from £288 / night

30

Holiday villa with swimming pool in Sint Maarten

St. Maarten - Saint Martin / Sint Maarten

4 8 Min stay varies

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

from £804 / night

£5625 - £14844 / week

Enquire View

from £804 / night

19

Holiday home rental

Sint Maarten / Oyster Pond

6 12 Min stay varies

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

from £338 / night

£2365 - £9453 / week

Book View

Responds fast!
avg. 28 minutes

from £338 / night

13

Holiday studio in Simpson Bay

Sint Maarten / Simpson Bay

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning

from £157 / night

£1094 - £1954 / week

Enquire View

from £157 / 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 £202 / night

£1407 - £2969 / week

Enquire View

from £202 / 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 £387 / night

£2708 / week

Book View

from £387 / night

(2) Excellent 

48

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
  • Child friendly
  • Air conditioning

from £447 / night

£3125 - £7813 / week

Book View

from £447 / night

(1) Excellent 

26

Holiday villa in Simpson Bay

Simpson Bay / Simpson Bay Beach

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool

from £89 / night

£618 - £886 / week

Book View

Responds fast!
avg. 2 hours 53 minutes

from £89 / night

29

Holiday villa with swimming pool in Oyster Pond

Sint Maarten / Oyster Pond

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £313 / night

£2188 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £313 / night

(1) Excellent 

30

Holiday home with shared pool in Oyster Pond

Sint Maarten / Oyster Pond

2 4 Min stay varies

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

from £387 / night

£2708 - £4512 / week

Enquire View

from £387 / 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 £324 / night

£2266 - £2891 / week

Enquire View

from £324 / night

(1) Very Good 

28

Home 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 £224 / night

£1563 - £4375 / week

Enquire View

from £224 / night

26

Villa accommodation 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

Pricing unknown

Enquire View

Pricing unknown

20

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 £291 / night

£2032 - £3711 / week

Enquire View

from £291 / night

(1) Very Good 

20

Holiday apartment 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

£1954 - £4688 / week

Enquire View

from £280 / night

1