Updating

Dates
...

Viewing 40 of 86 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
> Apartments and Condos in Simpson Bay

Holiday Rentals in Simpson Bay - Holiday Lettings - Villas

Price per night

£1 £750 -

Bedrooms

Reviews
  • & up
  • & up
Property type
  • Condo (5)
  • Apartment (18)
  • Villa (1)
  • Penthouse (1)
  • Studio (1)
  • Hotel apartment (2)

All filters (1)

Filters (2)

Clear filters

5 Holiday homes

Why am I receiving these results?
Applied filters (2)
Condo
Children's pool

Great rentals within 20 miles that match your search

Philipsburg holiday condo accommodation

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £389 / night

£2,720 / week

1 / 19

Great rentals within 20 miles that match your search

Oyster Pond holiday condo rental

Oyster Pond condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £458 / night

£3,200 / week

1 / 15

Great rentals within 20 miles that match your search

Condo letting in Baie Nettle with shared pool

Baie Nettle condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £117 / night

£817 / week

1 / 32

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
3 reviews

from £275 / night

£1,920 / week

1 / 11

Great rentals within 20 miles that match your search

Oyster Pond holiday condo rental

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8
2 reviews

from £140 / night

£980 / week

1 / 32

Great rentals within 20 miles that match your search

These homes match some but not all of your filters.

Clear all filters

Holiday apartment in Oyster Pond

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £389 / night

£1,372 / week

1 / 0

Great rentals within 20 miles that match your search

Holiday hotel apartment with shared pool in Oyster Pond

Oyster Pond hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £420 / night

£2,939 / week

1 / 7

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: Property type

1 review

from £118 / night

£823 / week

1 / 16

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: Property type

from £64 / night

£447 / week

1 / 18

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: Property type

from £420 / night

£2,939 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment with shared pool in Terres Basses

Terres Basses apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £89 / night

£490 / week

1 / 7

Great rentals within 20 miles that match your search

Holiday apartment in Baie Nettle

Baie Nettle apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Property type

from £167 / night

£1,166 / week

1 / 31

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Philipsburg

Philipsburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

1 review

from £216 / night

£1,509 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday hotel apartment in Dawn Beach

Dawn Beach hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £417 / night

£2,914 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Baie Nettle

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Property type

from £118 / night

£823 / week

1 / 11

Great rentals within 20 miles that match your search

Holiday apartment in Marigot

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

from £115 / night

£732 / week

1 / 14

Great rentals within 20 miles that match your search

Penthouse rental in Oyster Pond with shared pool

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £392 / night

£2,739 / week

1 / 15

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: Property type

from £420 / night

£2,939 / week

1 / 9

Great rentals within 20 miles that match your search

Holiday villa in Oyster Pond

Oyster Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £572 / night

£4,000 / week

1 / 14

Great rentals within 20 miles that match your search

Maho holiday apartment rental

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

1 review

from £128 / night

£893 / week

1 / 20

Great rentals within 20 miles that match your search

Holiday studio with shared pool, golf nearby in Maho

Maho studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 filter does not match: Property type

6 reviews

from £91 / night

£607 - £890 / week

1 / 74

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: Property type

from £168 / night

£1,176 - £1,587 / week

1 / 33

Great rentals within 20 miles that match your search

Holiday apartment with shared pool, golf nearby in Philipsburg

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

1 filter does not match: Property type

2 reviews

from £458 / night

£3,200 / week

1 / 26

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: Property type

1 review

from £327 / night

£2,286 / week

1 / 19

Great rentals within 20 miles that match your search

Holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Property type

1 review

from £688 / night

£4,813 / week

1 / 46

Great rentals within 20 miles that match your search

Oyster Pond holiday apartment rental

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £189 / night

£1,323 / week

1 / 32

Great rentals within 20 miles that match your search

Apartment rental in Dawn Beach with shared pool

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 filter does not match: Property type

from £343 / night

£2,400 / week

1 / 10

Great rentals within 20 miles that match your search

Cupecoy Bay holiday apartment let

Cupecoy Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 filter does not match: Property type

from £308 / night

£2,155 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday condo in Philipsburg

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from £490 / night

£3,429 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Philipsburg

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from £490 / night

£3,429 / week

1 / 16

Great rentals within 20 miles that match your search

Simpson Bay holiday condo rental

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Children's pool

from £252 / night

£1,760 / week

1 / 17

Great rentals within 20 miles that match your search

Condo rental in Philipsburg

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 filter does not match: Children's pool

from £392 / night

£2,743 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Simpson Bay

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 filter does not match: Children's pool

3 reviews

from £183 / night

£1,278 - £2,795 / week

1 / 20

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: Children's pool

from £288 / night

£2,013 - £3,114 / week

1 / 55

Great rentals within 20 miles that match your search

Holiday condo rental

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from £523 / night

£3,657 / week

1 / 30

Great rentals within 20 miles that match your search

Holiday condo with shared pool in Oyster Pond

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from £347 / night

£2,423 / week

1 / 5

Great rentals within 20 miles that match your search

Holiday condo in Dawn Beach

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 filter does not match: Children's pool

from £392 / night

£2,743 / week

1 / 19

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: Children's pool

from £275 / night

£1,920 / week

1 / 22

Great rentals within 20 miles that match your search

Philipsburg holiday condo rental

Philipsburg condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 filter does not match: Children's pool

from £133 / night

£910 / week

1 / 13

Great rentals within 20 miles that match your search

Holiday condo in Oyster Pond

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 filter does not match: Children's pool

from £392 / night

£2,743 / week

1 / 24

×

Also consider