Updating

Dates
...

Viewing 40 of 121 rentals in Simpson Bay

Tell us your dates, and we will find the most accurate rates and availability for you

Updating

Holiday Lettings
> North America
> Caribbean
> St. Maarten - Saint Martin
> Sint Maarten
> Condos and Apartments in Simpson Bay

Holiday Rentals in Simpson Bay - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Reviews
  • & up
  • & up
Property type
  • Apartment (1)
  • Villa (1)
  • Penthouse (1)
  • Condo (5)

All filters (1)

Filters (2)

Clear filters

1 Holiday homes

Why am I receiving these results?

Great rentals within 20 miles that match your search

Lowlands holiday apartment rental

Lowlands apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £96 / night

£667 - £3,501 / week

1 / 27

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday villa with shared pool in Pelican Key

Pelican Key villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £108 / night

£688 / week

1 / 0

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Cupecoy Bay

Cupecoy Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

8 reviews

from £242 / night

£1,690 - £2,622 / week

1 / 29

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Oyster Pond

Oyster Pond condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £288 / night

£2,011 - £3,111 / week

1 / 55

Great rentals within 20 miles that match your search

Condo rental in Cupecoy Bay with shared pool

Cupecoy Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Property type

5 reviews

from £329 / night

£2,302 / week

1 / 26

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Cupecoy Bay

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

1 filter does not match: Property type

3 reviews

from £274 / night

£1,918 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday condo with shared pool, golf nearby in Cupecoy Bay

Cupecoy Bay condo

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 filter does not match: Property type

from £781 / night

£5,464 - £10,370 / week

1 / 72

Great rentals within 20 miles that match your search

Holiday penthouse in Cupecoy Bay

Cupecoy Bay penthouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £80 / night

£5,584 - £12,285 / week

1 / 69

Great rentals within 20 miles that match your search

Holiday apartment in Marigot

Marigot apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Shared indoor pool

from £187 / night

£1,307 / week

1 / 46

Great rentals within 20 miles that match your search

Marigot holiday apartment rental

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared indoor pool

from £79 / night

£550 - £580 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Maho

Maho apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

1 filter does not match: Shared indoor pool

from £118 / night

£825 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from £388 / night

£1,369 / week

1 / 0

Great rentals within 20 miles that match your search

Holiday apartment rental

Pointe Blanche apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared indoor pool

from £135 / night

£934 / week

1 / 27

Great rentals within 20 miles that match your search

Holiday apartment in Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £216 / night

£1,464 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment in Marigot

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £89 / night

£590 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Marigot

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £118 / night

£786 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Baie Nettle with shared pool

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared indoor pool

from £55 / night

£384 - £913 / week

1 / 23

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Mullet Bay

Mullet Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £187 / night

£1,303 - £1,358 / week

1 / 12

Great rentals within 20 miles that match your search

Holiday apartment rental

Baie Nettle apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 filter does not match: Shared indoor pool

from £108 / night

£757 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Marigot with shared pool

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £79 / night

£541 - £737 / week

1 / 20

Great rentals within 20 miles that match your search

Simpson Bay holiday apartment rental

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

from £228 / night

£1,825 - £2,145 / week

1 / 33

Great rentals within 20 miles that match your search

Apartment rental in Dutch Cul de Sac with shared pool

Dutch Cul de Sac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

1 filter does not match: Shared indoor pool

from £256 / night

£1,903 - £5,859 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday apartment in Sint Maarten

Sint Maarten apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £183 / night

£1,276 / week

1 / 13

Great rentals within 20 miles that match your search

Apartment rental in Marigot with shared pool

Marigot apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £149 / night

£1,038 / week

1 / 12

Great rentals within 20 miles that match your search

Apartment rental in Baie Nettle with shared pool

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £125 / night

£873 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday apartment rental

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared indoor pool

from £84 / night

£584 / week

1 / 8

Great rentals within 20 miles that match your search

Marigot holiday apartment accommodation

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 filter does not match: Shared indoor pool

from £120 / night

£839 / week

1 / 8

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Maho

Maho apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £268 / night

£1,938 - £1,967 / week

1 / 18

Great rentals within 20 miles that match your search

Ski apartment to rent in Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £109 / night

£763 / week

1 / 14

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £64 / night

£447 / week

1 / 18

Great rentals within 20 miles that match your search

Sandy Ground holiday apartment rental

Sandy Ground apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £74 / night

£516 / week

1 / 18

Great rentals within 20 miles that match your search

Holiday apartment in Cole Bay

Cole Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Shared indoor pool

from £427 / night

£2,137 / week

1 / 17

Great rentals within 20 miles that match your search

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Shared indoor pool

from £228 / night

£1,595 / week

1 / 16

Great rentals within 20 miles that match your search

Holiday apartment in Simpson Bay

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 filter does not match: Shared indoor pool

from £183 / night

£1,276 / week

1 / 11

Great rentals within 20 miles that match your search

Apartment rental in Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

from £98 / night

£638 / week

1 / 36

Great rentals within 20 miles that match your search

Apartment rental in Cupecoy Bay with shared pool

Cupecoy Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 filter does not match: Shared indoor pool

from £354 / night

£2,662 - £6,806 / week

1 / 15

Great rentals within 20 miles that match your search

Holiday apartment in Philipsburg

Philipsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Shared indoor pool

2 reviews

from £228 / night

£1,276 - £1,914 / week

1 / 38

Great rentals within 20 miles that match your search

Holiday apartment in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from £421 / night

£2,950 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from £422 / night

£2,950 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Shared indoor pool

from £783 / night

£5,480 / week

1 / 20

×

Also consider