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

Close

View larger map

Also consider

North America Holidays
167796 properties
Caribbean Holidays
24501 properties
St. Maarten-St. Martin Holidays
2486 properties
Simpson Bay Beach
14 properties

Simpson Bay

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

139 Holiday homes

13

Simpson Bay holiday apartment accommodation

Sint Maarten / Simpson Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £227 / night

£1586 / week

Book View

from £227 / night

(12) 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

£1191 - £2223 / week

Book View

Responds fast!
avg. 3 hours 48 minutes

from £179 / 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 £329 / night

£2302 - £2937 / week

Enquire View

from £329 / 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 £681 / night

£4762 - £7461 / week

Enquire View

from £681 / night

(3) Very Good 

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 £227 / night

£1584 - £4643 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £227 / 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 £199 / night

£1389 / week

Book View

from £199 / night

(1) Excellent 

14

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 £204 / night

£1418 - £2835 / week

Enquire View

from £204 / night

(27) Excellent 

12

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 £135 / night

£939 - £1106 / week

Book View

Responds fast!
avg. 3 hours 40 minutes

from £135 / 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 £488 / night

£3413 - £8731 / week

Enquire View

from £488 / night

(4) Excellent 

19

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £249 / night

£1737 - £4646 / week

Enquire View

from £249 / night

(2) Excellent 

12

Holiday apartment in Simpson Bay Beach

Simpson Bay / Simpson Bay Beach

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Air conditioning

from £93 / night

£651 / week

Book View

from £93 / 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 £327 / night

£2286 - £5358 / week

Enquire View

from £327 / 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 £205 / night

£1429 - £2778 / week

Enquire View

from £205 / 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 £908 / night

£6350 - £14286 / week

Enquire View

from £908 / night

(5) Very Good 

18

Holiday apartment rental

Sint Maarten / Simpson Bay

2 4 3 nights min

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

from £124 / night

£867 - £1260 / week

Enquire View

from £124 / 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 £522 / night

£3651 - £6270 / week

Enquire View

from £522 / night

46

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

6 12 Min stay varies

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

from £451 / night

£3150 - £7638 / week

Enquire View

from £451 / 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 £358 / night

£2500 - £7056 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £358 / night

14

Condo rental in Simpson Bay

Sint Maarten / Simpson Bay

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly

from £80 / night

£556 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £80 / night

(2) Excellent 

14

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £257 / night

£1796 - £3544 / week

Enquire View

from £257 / 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 £1429 / night

£10000 - £22223 / week

Enquire View

from £1429 / 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 £170 / night

£1191 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £170 / night

22

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 £205 / night

£1429 - £2858 / week

Enquire View

from £205 / 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 £115 / night

£801 / week

Book View

from £115 / 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 £170 / night

£1182 - £3150 / week

Enquire View

from £170 / night

(7) Excellent 

22

Holiday villa accommodation

Sint Maarten / Simpson Bay

2 4 Min stay varies

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

from £163 / night

£1142 - £2640 / week

Book View

from £163 / night

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 £119 / night

£787 - £2450 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £119 / night

(1) Excellent 

31

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 £507 / night

£3544 - £11024 / week

Enquire View

from £507 / 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 £511 / night

£3572 - £5159 / week

Enquire View

from £511 / night

16

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 £397 / night

£2778 - £5159 / week

Enquire View

from £397 / night

22

Simpson Bay 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

from £1191 / night

£8334 - £22223 / week

Enquire View

from £1191 / 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 £274 / night

£1950 / week

Book View

from £274 / night

29

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 £271 / night

£1890 - £2363 / week

Enquire View

from £271 / 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 £282 / night

£1969 - £4725 / week

Enquire View

from £282 / 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 £158 / night

£1103 - £1969 / week

Enquire View

from £158 / night

33

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

7 14 Min stay varies

  • 7 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £945 / night

£6615 - £19843 / week

Enquire View

from £945 / 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 £222 / night

£1548 - £3572 / week

Enquire View

from £222 / night

10

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 £619 / night

£4331 - £5906 / week

Enquire View

from £619 / 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 £111 / night

£734 - £2398 / week

Book View

Responds fast!
avg. 2 hours 5 minutes

from £111 / 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 £72 / night

£500 / week

Book View

Responds fast!
avg. 3 hours 49 minutes

from £72 / night

1