Condos in Simpson Bay Beach and Apartments – Holiday Lettings - Holiday Rentals Simpson Bay Beach

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1,559 Holiday homes

(4) Excellent 

10

Holiday condo with shared pool in Simpson Bay Beach

Simpson Bay / Simpson Bay Beach

2 6 5 nights min

  • 2 bedrooms
  • sleeps 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £311 / night

£2,212 / week

Book View

from £311 / night

(5) Excellent 

26

Apartment rental in Simpson Bay Beach

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 £289 / night

£2,001 - £4,753 / week

Book View

Responds fast!
avg. 1 hour 55 minutes

from £289 / night

(4) Very Good 

12

Holiday apartment in Simpson Bay

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 £106 / night

£741 / week

Book View

Responds fast!
avg. 3 hours 41 minutes

from £106 / night

(1) Excellent 

34

Holiday condo in Simpson Bay Beach

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

£1,862 / week

Book View

Responds fast!
avg. 2 hours 24 minutes

from £266 / 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

(2) Excellent 

18

Apartment rental in Simpson Bay Beach

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

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 £457 / night

£3,196 / week

Book View

from £457 / 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 £121 / night

£845 - £1,330 / week

Book View

Responds fast!
avg. 1 hour 33 minutes

from £121 / night

9

Holiday condo with shared pool in Simpson Bay Beach

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 £457 / night

£3,196 / week

Book View

from £457 / night

(1)  

5

Penthouse accommodation in Simpson Bay Beach with shared pool

Simpson Bay / Simpson Bay Beach

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Swimming pool
  • Air conditioning

from £267 / night

£1,779 / week

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from £267 / night

Great rentals within 20 miles that match your search

Distance approx 3.9 miles from Simpson Bay Beach Show on Map

(9) Excellent 

4

Holiday bungalow with shared pool in Marigot

Saint-Martin / Marigot

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £91 / night

£556 - £708 / week

Book View

Responds fast!
avg. 55 minutes

from £91 / night

Distance approx 1.21 miles from Simpson Bay Beach Show on Map

8

Studio rental in Baie Nettle

Saint-Martin / Baie Nettle

Studio 4 2 nights min

  • Studio
  • sleeps 4
  • 2 nights min
  • Child friendly

from £71 / night

£607 - £1,314 / week

Book View

from £71 / night

Distance approx 18.41 miles from Simpson Bay Beach Show on Map

17

Holiday villa with swimming pool in Anse des Flamands

St. Barts / Anse des Flamands

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly

from £346 / night

£2,426 - £9,803 / week

Book View

from £346 / night

Distance approx 6.3 miles from Simpson Bay Beach Show on Map

21

Apartment rental in Orient Bay

Saint-Martin / Orient Bay

1 4 7 nights min

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

from £132 / night

£920 / week

Book View

from £132 / night

Distance approx 5.98 miles from Simpson Bay Beach Show on Map

(4) Excellent 

17

Holiday villa with shared pool in Orient Bay

Saint-Martin / Orient Bay

3 6 3 nights min

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

from £506 / night

£3,537 / week

Book View

from £506 / night

Distance approx 2.15 miles from Simpson Bay Beach Show on Map

(1)  

11

Holiday villa with swimming pool in Marigot, Saint Martin

Saint-Martin / Marigot, Saint Martin

6 12 5 nights min

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

from £1,423 / night

£9,959 / week

Book View

from £1,423 / night

Distance approx 2.83 miles from Simpson Bay Beach Show on Map

17

Holiday villa in Terres Basses

Saint-Martin / Terres Basses

3 6 6 nights min

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

from £597 / night

£3,992 / week

Book View

from £597 / night

Distance approx 2.86 miles from Simpson Bay Beach Show on Map

24

Holiday villa with swimming pool in Terres Basses

Saint-Martin / Terres Basses

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £944 / night

£6,601 - £10,872 / week

Enquire View

from £944 / night

Distance approx 2.82 miles from Simpson Bay Beach Show on Map

(8) Excellent 

35

Holiday villa with shared pool in Terres Basses

Saint-Martin / Terres Basses

3 6 2 nights min

  • 3 bedrooms
  • sleeps 6
  • 2 nights min
  • Nearest beach 2 km
  • Swimming pool
  • Child friendly

from £178 / night

£1,245 - £2,739 / week

Book View

from £178 / night

Distance approx 17.92 miles from Simpson Bay Beach Show on Map

(5) Excellent 

27

Colombier holiday villa let

St. Barts / Colombier

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Nearest beach 3 km
  • Swimming pool
  • Child friendly

from £331 / night

£2,312 - £3,468 / week

Book View

from £331 / night

Distance approx 5.67 miles from Simpson Bay Beach Show on Map

29

Villa rental in Orient Bay with swimming pool

Saint-Martin / Orient Bay

2 4 4 nights min

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

from £293 / night

£1,698 / week

Book View

from £293 / night

Distance approx 0.1 miles from Simpson Bay Beach Show on Map

(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

Distance approx 10.66 miles from Simpson Bay Beach Show on Map

(6) Excellent 

19

Holiday villa in South Hill

Anguilla / South Hill

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool

from £355 / night

£2,484 / week

Book View

Responds fast!
avg. 3 hours 54 minutes

from £355 / night

Distance approx 0.1 miles from Simpson Bay Beach Show on Map

(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

£1,177 - £1,239 / week

Book View

Responds fast!
avg. 2 hours 34 minutes

from £168 / night

Distance approx 5.47 miles from Simpson Bay Beach Show on Map

(4) Excellent 

28

Apartment rental in Oyster Pond

Sint Maarten / Oyster Pond

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £489 / night

£3,424 / week

Book View

from £489 / night

Distance approx 5.89 miles from Simpson Bay Beach Show on Map

2

Home rental in St Martin / St Maarten with swimming pool

St. Maarten - Saint Martin

3 2 7 nights min

  • 3 bedrooms
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Swimming pool

from £191 / night

£1,334 / week

Book View

from £191 / night

Distance approx 7.04 miles from Simpson Bay Beach Show on Map

(76) Excellent 

22

Apartment letting in Orient Bay with shared pool

Saint-Martin / Orient Bay

1 4 4 nights min

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

from £74 / night

£516 - £1,072 / week

Book View

from £74 / night

Distance approx 14.08 miles from Simpson Bay Beach Show on Map

(16) Excellent 

63

Anguilla holiday villa rental

Anguilla

5 16 5 nights min

  • 5 bedrooms
  • sleeps 16
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £1,065 / night

£9,932 / week

Book View

from £1,065 / night

Distance approx 11.46 miles from Simpson Bay Beach Show on Map

(13) Excellent 

42

Holiday villa with swimming pool in Anguilla

Anguilla

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,084 / night

£7,587 / week

Book View

from £1,084 / night

Distance approx 6.26 miles from Simpson Bay Beach Show on Map

21

Studio rental in Orient Bay

Saint-Martin / Orient Bay

Studio 4 4 nights min

  • Studio
  • sleeps 4
  • 4 nights min
  • Child friendly

from £74 / night

£516 - £1,072 / week

Book View

from £74 / night

Distance approx 0.1 miles from Simpson Bay Beach Show on Map

(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 £223 / night

£1,556 / week

Book View

Responds fast!
avg. 1 hour 40 minutes

from £223 / night

Distance approx 9.44 miles from Simpson Bay Beach Show on Map

(13) Excellent 

29

Holiday villa with swimming pool in Little Harbour

Anguilla / Little Harbour

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £1,645 / night

£10,670 - £14,227 / week

Book View

from £1,645 / night

Distance approx 5.67 miles from Simpson Bay Beach Show on Map

9

Philipsburg holiday condo rental

Sint Maarten / Philipsburg

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £216 / night

£1,512 / week

Book View

Responds fast!
avg. 2 hours 37 minutes

from £216 / night

Distance approx 2.5 miles from Simpson Bay Beach Show on Map

24

Holiday apartment with shared pool in Cupecoy Bay

Sint Maarten / Cupecoy Bay

1 2 min stay varies

  • 1 bedroom
  • sleeps 2
  • min stay varies
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £192 / night

£1,339 / week

Book View

Responds fast!
avg. 3 hours 30 minutes

from £192 / night

Distance approx 0.1 miles from Simpson Bay Beach Show on Map

(1) Excellent 

9

Holiday hotel apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

1 4 4 nights min

  • 1 bedroom
  • sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £205 / night

£1,419 - £1,730 / week

Book View

from £205 / night

Distance approx 9.19 miles from Simpson Bay Beach Show on Map

13

Holiday villa with shared pool in Blowing Point

Anguilla / Blowing Point

5 10 4 nights min

  • 5 bedrooms
  • sleeps 10
  • 4 nights min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly

from £1,512 / night

£10,582 / week

Book View

from £1,512 / night

Distance approx 0.1 miles from Simpson Bay Beach Show on Map

(2)  

19

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 4 4 nights min

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

from £203 / night

£1,420 / week

Book View

from £203 / night

Distance approx 3.1 miles from Simpson Bay Beach Show on Map

38

Philipsburg holiday apartment rental

Sint Maarten / Philipsburg

2 2 7 nights min

  • 2 bedrooms
  • sleeps 2
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £153 / night

£1,068 / week

Book View

Responds fast!
avg. 59 minutes

from £153 / night

Distance approx 13.09 miles from Simpson Bay Beach Show on Map

49

Holiday home with shared pool in Anguilla

Anguilla

9 10 min stay varies

  • 9 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £5,590 / night

£39,123 - £50,682 / week

Book View

Responds fast!
avg. 4 minutes

from £5,590 / night

Distance approx 2.52 miles from Simpson Bay Beach Show on Map

7

Holiday villa with swimming pool in Terres Basses

Saint-Martin / Terres Basses

12 26 1 night min

  • 12 bedrooms
  • sleeps 26
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £6,205 / night

£43,434 / week

Book View

from £6,205 / night

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