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

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2,158 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 £308 / night

£2,157 / week

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from £308 / night

28

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 £772 / night

£5,402 / week

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Responds fast!
avg. 3 hours 13 minutes

from £772 / 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 £272 / night

£1,940 / week

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from £272 / night

47

Holiday villa 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 £658 / night

£4,604 - £6,165 / week

Enquire View

from £658 / 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 £234 / night

£1,633 / week

Book View

from £234 / night

(2) Excellent 

23

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 4 min stay varies

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

from £26 / night

£180 / week

Book View

from £26 / night

(2) Excellent 

22

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Child friendly

from £133 / night

£928 / week

Book View

from £133 / night

(21) 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 £179 / night

£1,166 - £2,177 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £179 / night

(5) Excellent 

28

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 £233 / night

£1,629 - £4,155 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £233 / 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 £131 / night

£911 - £1,073 / week

Book View

Responds fast!
avg. 2 hours 43 minutes

from £131 / 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 £117 / night

£817 / week

Book View

from £117 / 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 £93 / night

£647 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £93 / night

(3) Average 

16

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 12 min stay varies

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

from £668 / night

£4,676 - £7,418 / week

Book View

from £668 / night

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 £502 / night

£3,498 / week

Book View

from £502 / 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 £402 / night

£2,809 / week

Enquire View

from £402 / 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 £234 / night

£1,633 / week

Book View

from £234 / night

(2) 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 £112 / night

£784 / week

Book View

Responds fast!
avg. 2 hours 38 minutes

from £112 / night

(7) Excellent 

23

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 £311 / night

£2,172 - £6,507 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £311 / 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 £669 / night

£4,682 - £8,583 / week

Enquire View

from £669 / 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

£2,177 - £2,721 / week

Enquire View

from £311 / 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 £175 / night

£1,361 / week

Book View

from £175 / night

(1) Excellent 

38

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 £992 / night

£6,945 - £10,924 / week

Enquire View

from £992 / night

(1) Excellent 

22

Holiday condo in Simpson Bay

Sint Maarten / Simpson Bay

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £144 / night

£1,007 / week

Book View

from £144 / 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 £467 / night

£3,265 / week

Book View

Responds fast!
avg. 2 hours 45 minutes

from £467 / night

23

Simpson Bay holiday home rental

Simpson Bay / Simpson Bay Beach

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £309 / night

£2,103 / week

Book View

from £309 / 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 £446 / night

£3,121 - £4,682 / week

Enquire View

from £446 / 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 £117 / night

£1,085 / week

Book View

from £117 / night

22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min

from £181 / night

£1,263 / week

Enquire View

from £181 / 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 £101 / night

£622 / week

Book View

Responds fast!
avg. 23 minutes

from £101 / 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 £661 / night

£20,460 - £22,310 / week

Book View

from £661 / 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 £237 / night

£1,660 / week

Book View

Responds fast!
avg. 3 hours 33 minutes

from £237 / 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 £167 / night

£1,166 / week

Book View

from £167 / 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 £424 / night

£2,965 - £3,902 / week

Enquire View

from £424 / 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 £569 / night

£3,980 - £5,072 / week

Enquire View

from £569 / night

(5) Excellent 

16

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 5 min stay varies

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

from £195 / night

£1,361 / week

Book View

Responds fast!
avg. 2 hours 9 minutes

from £195 / night

(1) Excellent 

29

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 min stay varies

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

from £335 / night

£2,341 - £2,809 / week

Enquire View

from £335 / 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 £70 / night

£490 / week

Book View

from £70 / night

50

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
  • Air conditioning

from £892 / night

£6,243 - £14,045 / week

Book View

from £892 / night

17

Holiday condo rental

Simpson Bay / Simpson Bay Beach

2 4 5 nights min

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

from £401 / night

£2,803 / week

Book View

from £401 / 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 £100 / night

£696 / week

Book View

Responds fast!
avg. 1 hour 26 minutes

from £100 / night

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