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

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Simpson Bay

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3,244 Holiday homes

13

Simpson Bay holiday apartment accommodation

Sint Maarten / Simpson Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £287 / night

£2,007 / week

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from £287 / night

21

Villa rental in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £256 / night

£1,786 - £2,715 / week

Enquire View

from £256 / night

(3) Excellent 

13

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Air conditioning

from £215 / night

£1,500 - £2,000 / week

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from £215 / night

16

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £297 / night

£2,075 / week

Enquire View

from £297 / night

22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min

from £168 / night

£1,172 / week

Enquire View

from £168 / night

33

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 5 nights min

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

from £399 / night

£2,790 - £3,145 / week

Enquire View

from £399 / night

25

Simpson Bay holiday villa accommodation

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £295 / night

£2,058 - £2,829 / week

Enquire View

from £295 / night

14

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £256 / night

£1,786 - £2,143 / week

Enquire View

from £256 / night

23

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £613 / night

£4,286 - £5,572 / week

Enquire View

from £613 / 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 £161 / night

£1,250 / week

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from £161 / night

(4) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £250 / night

£1,783 / week

Book View

from £250 / night

(4) Excellent 

24

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 £214 / night

£1,497 - £4,179 / week

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Responds fast!
avg. 3 hours 37 minutes

from £214 / night

30

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

from £470 / night

£3,286 - £4,215 / week

Enquire View

from £470 / night

16

Holiday villa rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £388 / night

£2,715 - £4,143 / week

Enquire View

from £388 / night

21

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

from £103 / night

£715 - £6,000 / week

Enquire View

from £103 / night

9

Apartment rental in Simpson Bay with shared pool

Sint Maarten / Simpson Bay

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning

from £266 / night

£1,858 / week

Enquire View

from £266 / night

28

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £439 / night

£3,072 - £4,072 / week

Enquire View

from £439 / night

40

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Ask about pets

from £722 / night

£5,050 / week

Enquire View

from £722 / night

26

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

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

from £613 / night

£4,286 - £5,572 / week

Enquire View

from £613 / night

24

Holiday villa rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £388 / night

£2,715 - £3,715 / week

Enquire View

from £388 / 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 £153 / night

£1,072 / week

Book View

from £153 / night

22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

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

from £297 / night

£2,072 - £2,715 / week

Enquire View

from £297 / 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

£651 / week

Book View

Responds fast!
avg. 3 hours 7 minutes

from £93 / 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
  • Swimming pool
  • Child friendly
  • Air conditioning

from £93 / night

£572 / week

Book View

from £93 / night

(2) Very Good 

30

Holiday villa with shared pool 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 £328 / night

£2,290 - £4,820 / week

Book View

Responds fast!
avg. 22 minutes

from £328 / 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 £225 / night

£1,572 - £4,215 / week

Enquire View

from £225 / night

(29) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from £121 / night

£845 - £995 / week

Book View

Responds fast!
avg. 2 hours 42 minutes

from £121 / night

(1) Very Good 

30

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 5 nights min

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

from £510 / night

£3,572 / week

Enquire View

from £510 / night

22

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 2 Min stay varies

  • 5 bedrooms
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning

from £460 / night

£3,215 - £5,286 / week

Enquire View

from £460 / night

20

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 5 nights min

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

from £296 / night

£2,072 - £2,643 / week

Enquire View

from £296 / night

21

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 £245 / night

£1,715 - £2,143 / week

Enquire View

from £245 / night

(1) Excellent 

15

Holiday apartment rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from £297 / night

£2,072 - £2,786 / week

Enquire View

from £297 / night

(6) Excellent 

24

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 £307 / night

£2,140 - £6,300 / week

Book View

Responds fast!
avg. 3 hours 37 minutes

from £307 / night

15

Simpson Bay holiday home rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

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

from £751 / night

£5,258 - £6,786 / week

Enquire View

from £751 / night

40

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 £409 / night

£2,858 / week

Enquire View

from £409 / night

2

Apartment rental in Simpson Bay with shared pool

Sint Maarten / Simpson Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £304 / night

£2,072 - £3,036 / week

Book View

from £304 / night

17

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £197 / night

£1,375 - £1,965 / week

Book View

Responds fast!
avg. 59 minutes

from £197 / night

21

Holiday villa letting

Sint Maarten / Simpson Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £200 / night

£1,400 / week

Book View

from £200 / night

(14) 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 £165 / night

£1,072 - £2,000 / week

Book View

Responds fast!
avg. 3 hours 2 minutes

from £165 / night

11

Holiday home in Simpson Bay

Sint Maarten / Simpson Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Ask owner if suitable for children
  • Air conditioning
  • Ask about pets

from £225 / night

£1,572 / week

Enquire View

from £225 / night