Apartments in Simpson Bay and Villas – Holiday Lettings - Holiday Rentals Simpson Bay

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1,579 Holiday homes

13

Simpson Bay holiday apartment accommodation

Sint Maarten / Simpson Bay

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £354 / night

£2,476 / week

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from £354 / night

28

Holiday villa rental

Sint Maarten / Simpson Bay

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £888 / night

£6,211 / week

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Responds fast!
avg. 2 hours 43 minutes

from £888 / night

(2) Excellent 

23

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £30 / night

£206 / week

Book View

from £30 / 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 £267 / night

£1,868 / week

Book View

from £267 / night

(5) Excellent 

26

Apartment rental in Simpson Bay

Simpson Bay / Simpson Bay Beach

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Child friendly

from £288 / night

£1,993 - £4,733 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £288 / night

(2) Excellent 

22

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 4 3 nights min

  • 1 bedroom
  • sleeps 4
  • 3 nights min
  • Child friendly

from £153 / night

£1,071 / week

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from £153 / night

(4) Excellent 

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

from £312 / night

£2,219 / week

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from £312 / night

47

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 7 nights min

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

from £655 / night

£4,582 / week

Enquire View

from £655 / night

(29) Excellent 

14

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £168 / night

£1,172 - £1,234 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £168 / night

(1) Excellent 

14

Condo rental in Simpson Bay

Sint Maarten / Simpson Bay

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min

from £133 / night

£930 / week

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from £133 / night

(26) 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 £191 / night

£1,331 - £2,483 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £191 / night

(4) Very Good 

12

Holiday apartment in Simpson Bay Beach

Simpson Bay / Simpson Bay Beach

1 2 4 nights min

  • 1 bedroom
  • sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Air conditioning

from £107 / night

£743 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £107 / night

29

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 £311 / night

£2,175 - £2,718 / week

Enquire View

from £311 / 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 £164 / night

£1,147 / week

Book View

from £164 / night

(7) Excellent 

34

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.01 km
  • Child friendly

from £425 / night

£2,979 - £7,691 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £425 / night

(1) Excellent 

17

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Swimming pool

from £574 / night

£4,002 / week

Book View

from £574 / night

(3) Very Good 

32

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £128 / night

£897 / week

Book View

Responds fast!
avg. 1 hour 3 minutes

from £128 / night

(1) Excellent 

14

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 14 nights min

  • 2 bedrooms
  • sleeps 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £400 / night

£2,796 / week

Enquire View

from £400 / 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 £133 / night

£1,236 / week

Book View

from £133 / night

39

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £666 / night

£4,660 - £8,542 / week

Enquire View

from £666 / night

25

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

5 12 5 nights min

  • 5 bedrooms
  • sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £532 / night

£3,725 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £532 / night

(1) Excellent 

34

Holiday condo in Simpson Bay

Simpson Bay / Simpson Bay Beach

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £266 / night

£1,860 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £266 / night

13

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £444 / night

£3,107 - £4,660 / week

Enquire View

from £444 / 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 £200 / night

£1,550 / week

Book View

from £200 / 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 £115 / night

£800 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £115 / night

(1) Excellent 

46

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 £988 / night

£6,912 - £10,872 / week

Enquire View

from £988 / night

13

Holiday condo with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Nearest beach 1 km
  • Swimming pool
  • Child friendly

from £115 / night

£710 / week

Book View

Responds fast!
avg. 23 minutes

from £115 / night

(2) Excellent 

20

Holiday home rental

Sint Maarten / Simpson Bay

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £190 / night

£1,329 / week

Book View

from £190 / 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 £753 / night

£23,306 / week

Book View

from £753 / night

(5) Excellent 

16

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £222 / night

£1,552 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from £222 / 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 £124 / night

£863 - £1,152 / week

Book View

Responds fast!
avg. 2 hours 17 minutes

from £124 / night

32

Holiday villa rental

Simpson Bay / Simpson Bay Beach

2 6 4 nights min

  • 2 bedrooms
  • sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £272 / night

£1,899 / week

Book View

from £272 / night

25

Holiday villa rental

Sint Maarten / Simpson Bay

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £422 / night

£2,951 - £3,883 / week

Enquire View

from £422 / night

9

Holiday condo with shared pool in Simpson Bay

Simpson Bay / Simpson Bay Beach

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £456 / night

£3,193 / week

Book View

from £456 / night

20

Holiday villa rental

Sint Maarten / Simpson Bay

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Swimming pool
  • Air conditioning

from £216 / night

£1,512 / week

Book View

from £216 / 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 £80 / night

£561 / week

Book View

from £80 / night

(1) Excellent 

26

Holiday villa in Simpson Bay Beach

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 £121 / night

£842 - £1,324 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £121 / night

50

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Air conditioning

from £522 / night

£3,650 - £5,048 / week

Enquire View

from £522 / night

30

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £566 / night

£3,961 - £5,048 / week

Enquire View

from £566 / night

25

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 £256 / night

£1,786 - £2,718 / week

Enquire View

from £256 / night

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