Holiday rentals in Cole Bay: Villas, Cottages and Apartments

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  • St. Maarten - Saint Martin
  • Sint Maarten
  • Simpson Bay

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50 Holiday homes

(3) Excellent 

1 / 24

Cole Bay holiday apartment rental

Sint Maarten / Cole Bay

1 2 4 nights min stay

Apartment / 1 bedroom / sleeps 2 / 4 nights min stay

Add to shortlist

from £90 / night

£628 - £942 / week

Book

from £90 / night

1 / 5

Holiday apartment in Cole Bay

Sint Maarten / Cole Bay

1 3 Min stay varies

Apartment / 1 bedroom / sleeps 3 / Min stay varies

Add to shortlist

from £70 / night

£490 / week

Book

from £70 / night

1 / 24

Holiday villa rental

Sint Maarten / Cole Bay

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £454 / night

£3173 - £6552 / week

Enquire

from £454 / night

1 / 14

Holiday villa with swimming pool in Cole Bay

Sint Maarten / Cole Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £493 / night

£3447 - £4828 / week

Enquire

from £493 / night

More results near

Distance approx 0.34 miles from Cole Bay Show on Map

(4) Excellent 

1 / 18

Holiday apartment rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

Apartment / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

Pricing unknown

Enquire

Pricing unknown

Distance approx 0.43 miles from Cole Bay Show on Map

1 / 20

Philipsburg holiday b&b rental

Sint Maarten / Philipsburg

2 5 1 night min stay

B&B / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £97 / night

£459 - £894 / week

Book

from £97 / night

Distance approx 0.49 miles from Cole Bay Show on Map

(1) Excellent 

1 / 23

Home rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

3 6 Min stay varies

House / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £193 / night

£1345 - £2759 / week

Enquire

from £193 / night

Distance approx 0.5 miles from Cole Bay Show on Map

1 / 17

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £197 / night

£1380 - £2207 / week

Enquire

from £197 / night

Distance approx 0.52 miles from Cole Bay Show on Map

1 / 8

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 5 nights min stay

Villa / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £173 / night

£1207 / week

Enquire

from £173 / night

Distance approx 0.57 miles from Cole Bay Show on Map

1 / 16

St. Maarten - Saint Martin holiday villa rental

Caribbean / St. Maarten - Saint Martin

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £385 / night

£2690 - £3518 / week

Enquire

from £385 / night

Distance approx 0.57 miles from Cole Bay Show on Map

1 / 23

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 5 nights min stay

Villa / 6 bedrooms / sleeps 12 / 5 nights min stay

Add to shortlist

from £592 / night

£4138 - £8207 / week

Enquire

from £592 / night

Distance approx 0.57 miles from Cole Bay Show on Map

1 / 16

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £464 / night

£3242 - £3518 / week

Enquire

from £464 / night

Distance approx 0.58 miles from Cole Bay Show on Map

1 / 26

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

6 12 7 nights min stay

Villa / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 - £5380 / week

Enquire

from £345 / night

Distance approx 0.58 miles from Cole Bay Show on Map

1 / 19

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £247 / night

£1725 - £3449 / week

Enquire

from £247 / night

Distance approx 0.58 miles from Cole Bay Show on Map

1 / 15

Holiday condo in Simpson Bay

Sint Maarten / Simpson Bay

2 6 4 nights min stay

Condo / 2 bedrooms / sleeps 6 / 4 nights min stay

Add to shortlist

from £221 / night

£1545 / week

Book

from £221 / night

Distance approx 0.6 miles from Cole Bay Show on Map

1 / 26

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £592 / night

£4138 - £8207 / week

Enquire

from £592 / night

Distance approx 0.6 miles from Cole Bay Show on Map

1 / 15

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £385 / night

£2690 - £4483 / week

Enquire

from £385 / night

Distance approx 0.61 miles from Cole Bay Show on Map

(1) Excellent 

1 / 27

Holiday home with swimming pool in St. Maarten - Saint Martin

Caribbean / St. Maarten - Saint Martin

5 10 Min stay varies

House / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £296 / night

£2069 - £6552 / week

Enquire

from £296 / night

Distance approx 0.62 miles from Cole Bay Show on Map

1 / 14

Holiday villa with swimming pool in Pelican Key

Sint Maarten / Pelican Key

2 4 1 night min stay

Villa / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £400 / night

£2800 / week

Book

from £400 / night

Distance approx 0.64 miles from Cole Bay Show on Map

(1) Excellent 

1 / 18

Apartment rental in Simpson Bay

Simpson Bay / Simpson Bay Beach

1 4 Min stay varies

Apartment / 1 bedroom / sleeps 4 / Min stay varies

Add to shortlist

from £96 / night

£672 - £845 / week

Book

from £96 / night

Distance approx 0.64 miles from Cole Bay Show on Map

1 / 8

Simpson Bay holiday apartment rental

Sint Maarten / Simpson Bay

2 4 5 nights min stay

Apartment / 2 bedrooms / sleeps 4 / 5 nights min stay

Add to shortlist

from £207 / night

£1380 / week

Book

from £207 / night

Distance approx 0.65 miles from Cole Bay Show on Map

1 / 26

Holiday villa in Marigot

Saint-Martin / Marigot

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £409 / night

£2863 - £7932 / week

Enquire

from £409 / night

Distance approx 0.66 miles from Cole Bay Show on Map

1 / 38

Villa rental in St. Maarten - Saint Martin with swimming pool

Caribbean / St. Maarten - Saint Martin

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £409 / night

£2863 - £7932 / week

Enquire

from £409 / night

Distance approx 0.66 miles from Cole Bay Show on Map

1 / 28

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 5 nights min stay

Villa / 5 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £425 / night

£2966 - £3932 / week

Enquire

from £425 / night

Distance approx 0.66 miles from Cole Bay Show on Map

1 / 35

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £483 / night

£3380 - £8690 / week

Enquire

from £483 / night

Distance approx 0.66 miles from Cole Bay Show on Map

1 / 23

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £424 / night

£2966 - £7587 / week

Enquire

from £424 / night

Distance approx 0.66 miles from Cole Bay Show on Map

1 / 33

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

7 14 7 nights min stay

Villa / 7 bedrooms / sleeps 14 / 7 nights min stay

Add to shortlist

from £690 / night

£4828 - £8690 / week

Enquire

from £690 / night

Distance approx 0.67 miles from Cole Bay Show on Map

1 / 22

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 2 1 night min stay

Villa / 5 bedrooms / sleeps 2 / 1 night min stay

Add to shortlist

from £582 / night

£4069 - £9656 / week

Enquire

from £582 / night

Distance approx 0.67 miles from Cole Bay Show on Map

1 / 28

Villa rental in Simpson Bay with swimming pool

Sint Maarten / Simpson Bay

7 14 1 night min stay

Villa / 7 bedrooms / sleeps 14 / 1 night min stay

Add to shortlist

from £1035 / night

£7242 - £19311 / week

Enquire

from £1035 / night

Distance approx 0.67 miles from Cole Bay Show on Map

1 / 49

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

7 14 5 nights min stay

Villa / 7 bedrooms / sleeps 14 / 5 nights min stay

Add to shortlist

from £1035 / night

£7242 - £15932 / week

Enquire

from £1035 / night

Distance approx 0.67 miles from Cole Bay Show on Map

1 / 22

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 Min stay varies

Villa / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £395 / night

£2759 - £6207 / week

Enquire

from £395 / night

Distance approx 0.68 miles from Cole Bay Show on Map

1 / 40

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

5 10 5 nights min stay

Villa / 5 bedrooms / sleeps 10 / 5 nights min stay

Add to shortlist

from £533 / night

£3725 - £7932 / week

Enquire

from £533 / night

Distance approx 0.69 miles from Cole Bay Show on Map

1 / 46

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £887 / night

£6207 / week

Enquire

from £887 / night

Distance approx 0.69 miles from Cole Bay Show on Map

1 / 19

Holiday villa in Simpson Bay

Sint Maarten / Simpson Bay

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 - £4138 / week

Enquire

from £345 / night

Distance approx 0.69 miles from Cole Bay Show on Map

1 / 31

Holiday apartment with shared pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 7 nights min stay

Apartment / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £345 / night

£2414 / week

Enquire

from £345 / night

Distance approx 0.7 miles from Cole Bay Show on Map

1 / 28

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £444 / night

£3105 - £8207 / week

Enquire

from £444 / night

Distance approx 0.7 miles from Cole Bay Show on Map

1 / 13

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 7 nights min stay

Villa / 3 bedrooms / sleeps 6 / 7 nights min stay

Add to shortlist

from £247 / night

£1725 - £2759 / week

Enquire

from £247 / night

Distance approx 0.7 miles from Cole Bay Show on Map

1 / 26

Holiday villa in Simpson Bay

Simpson Bay / Simpson Bay Beach

1 4 7 nights min stay

Villa / 1 bedroom / sleeps 4 / 7 nights min stay

Add to shortlist

from £92 / night

£638 - £914 / week

Book

from £92 / night

Distance approx 0.71 miles from Cole Bay Show on Map

1 / 13

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £247 / night

£1725 - £2759 / week

Enquire

from £247 / night

Distance approx 0.72 miles from Cole Bay Show on Map

(2) Excellent 

1 / 12

Holiday apartment in Simpson Bay

Simpson Bay / Simpson Bay Beach

1 2 4 nights min stay

Apartment / 1 bedroom / sleeps 2 / 4 nights min stay

Add to shortlist

from £81 / night

£566 / week

Book

from £81 / night

Distance approx 0.74 miles from Cole Bay Show on Map

(1) Excellent 

1 / 10

Holiday condo in Simpson Bay

Simpson Bay / Simpson Bay Beach

2 6 5 nights min stay

Condo / 2 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £242 / night

£1445 / week

Book

from £242 / night

Distance approx 0.74 miles from Cole Bay Show on Map

1 / 25

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

5 10 4 nights min stay

Villa / 5 bedrooms / sleeps 10 / 4 nights min stay

Add to shortlist

from £1380 / night

£9656 / week

Enquire

from £1380 / night

Distance approx 0.74 miles from Cole Bay Show on Map

1 / 47

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

6 12 Min stay varies

Villa / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £444 / night

£3104 - £8207 / week

Enquire

from £444 / night

Distance approx 0.74 miles from Cole Bay Show on Map

1 / 45

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £247 / night

£1725 - £3449 / week

Enquire

from £247 / night

Distance approx 0.75 miles from Cole Bay Show on Map

1 / 9

Simpson Bay holiday villa rental

Sint Maarten / Simpson Bay

3 6 5 nights min stay

Villa / 3 bedrooms / sleeps 6 / 5 nights min stay

Add to shortlist

from £173 / night

£1207 / week

Enquire

from £173 / night

Distance approx 0.76 miles from Cole Bay Show on Map

1 / 34

Holiday villa with swimming pool in Cruise Ships

Cruise Ships

5 10 7 nights min stay

Villa / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £424 / night

£2966 - £3932 / week

Enquire

from £424 / night

Distance approx 0.78 miles from Cole Bay Show on Map

1 / 22

Holiday villa with swimming pool in Simpson Bay

Sint Maarten / Simpson Bay

3 6 Min stay varies

Villa / 3 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £345 / night

£2414 - £4483 / week

Enquire

from £345 / night

Distance approx 0.78 miles from Cole Bay Show on Map

1 / 32

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

2 4 Min stay varies

Condo / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £169 / night

£1183 / week

Book

from £169 / night

Distance approx 0.78 miles from Cole Bay Show on Map

1 / 29

Simpson Bay holiday condo rental

Sint Maarten / Simpson Bay

1 2 Min stay varies

Condo / 1 bedroom / sleeps 2 / Min stay varies

Add to shortlist

from £121 / night

£1642 / week

Book

from £121 / night

Distance approx 0.78 miles from Cole Bay Show on Map

1 / 12

Holiday apartment with shared pool in Saint-Martin

St. Maarten - Saint Martin / Saint-Martin

1 6 Min stay varies

Apartment / 1 bedroom / sleeps 6 / Min stay varies

Add to shortlist

from £121 / night

£759 / week

Book

from £121 / night

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