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Sint Maarten Waterfront Vacation Rentals, Homes & More - 3332 Rentals Available.

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3,332 Vacation rentals

Filters applied: Waterfront

(19)

1 / 22

Philipsburg Apartment

  • 1
  • 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Air conditioning

$71.00

Excellent (19 reviews)

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from $71.00 / night

(10)

1 / 17

Simpson Bay Apartment

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Swimming pool

$358.00

Excellent (10 reviews)

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from $358.00 / night

(4)

1 / 15

Philipsburg Apartment

  • 1
  • 2
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool

$95.00

Excellent (4 reviews)

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from $95.00 / night

1 / 32

Philipsburg Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$929.00

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from $929.00 / night

(3)

1 / 28

Cupecoy Bay Villa

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Ask about pets

$557.00

Excellent (3 reviews)

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from $557.00 / night

1 / 32

Cupecoy Bay Villa

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

$708.00

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from $708.00 / night

1 / 37

Simpson Bay Apartment

  • 2
  • 5
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$429.00

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from $429.00 / night

(1)

1 / 27

Philipsburg Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$515.00

Excellent (1 reviews)

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from $515.00 / night

1 / 14

Cupecoy Bay House

  • 2
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$500.00

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from $500.00 / night

1 / 9

Simpson Bay Apartment

  • 2
  • 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Air conditioning

$373.00

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from $373.00 / night

1 / 21

Simpson Bay Villa

  • 5
  • 10
  • 5 nights min
  • Swimming pool
  • Child friendly

$143.00

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from $143.00 / night

1 / 40

Simpson Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$572.00

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from $572.00 / night

1 / 20

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$829.00

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from $829.00 / night

(11)

1 / 42

Cupecoy Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$786.00

Excellent (11 reviews)

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from $786.00 / night

(1)

1 / 14

Simpson Bay Apartment

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$515.00

Excellent (1 reviews)

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from $515.00 / night

(3)

1 / 12

Oyster Pond Apartment

  • 3
  • 7
  • 3 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$321.00

Excellent (3 reviews)

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from $321.00 / night

(6)

1 / 9

Oyster Pond Apartment

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$395.00

Excellent (6 reviews)

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from $395.00 / night

1 / 21

Simpson Bay House

  • 3
  • 6
  • 4 nights min
  • Ask about children

$342.00

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from $342.00 / night

1 / 33

Cupecoy Bay Villa

  • 3
  • 6
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$143.00

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from $143.00 / night

1 / 22

Simpson Bay Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$415.00

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from $415.00 / night

1 / 18

Simpson Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$643.00

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from $643.00 / night

1 / 41

Cupecoy Bay Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$806.00

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from $806.00 / night

1 / 32

Cupecoy Bay Apartment

  • 3
  • 6
  • Min stay varies
  • Child friendly
  • Air conditioning

$558.00

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from $558.00 / night

1 / 22

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$572.00

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from $572.00 / night

1 / 22

Simpson Bay Apartment

  • 2
  • 4
  • 14 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$515.00

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from $515.00 / night

1 / 32

Cupecoy Bay House

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$1,215.00

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from $1,215.00 / night

1 / 47

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$843.00

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from $843.00 / night

1 / 15

Philipsburg Apartment

  • 3
  • 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

$239.00

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from $239.00 / night

1 / 14

Simpson Bay Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$358.00

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from $358.00 / night

1 / 50

Simpson Bay Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$672.00

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from $672.00 / night

1 / 13

Oyster Pond Villa

  • 3
  • 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$858.00

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from $858.00 / night

1 / 42

Cupecoy Bay Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$3,466.00

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from $3,466.00 / night

(1)

1 / 15

Simpson Bay Apartment

  • 2
  • 4
  • Min stay varies
  • Swimming pool
  • Air conditioning

$415.00

Excellent (1 reviews)

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from $415.00 / night

1 / 41

Cupecoy Bay Villa

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

$708.00

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from $708.00 / night

(3)

1 / 13

Simpson Bay Apartment

  • 2
  • 4
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

$519.00

Very Good (3 reviews)

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from $519.00 / night

(2)

1 / 22

Oyster Pond Villa

  • 1
  • 2
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$250.00

Excellent (2 reviews)

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from $250.00 / night

1 / 34

Oyster Pond Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$365.00

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from $365.00 / night

1 / 19

Oyster Pond House

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

$458.00

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from $458.00 / night

1 / 23

Oyster Pond Villa

  • 4
  • 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$458.00

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from $458.00 / night

1 / 25

Simpson Bay Apartment

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

$329.00

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from $329.00 / night