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Sint Maarten Waterfront Vacation Rentals, Homes & More - 272 Rentals Available.

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272 Vacation rentals

Filters applied: Waterfront

1 / 29

Philipsburg Apartment

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

$170

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from $170 / night

(19)

1 / 22

Philipsburg Apartment

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

$85

Excellent (19 reviews)

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from $85 / night

(10)

1 / 18

Simpson Bay Apartment

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

$358

Excellent (10 reviews)

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from $358 / night

(4)

1 / 56

Philipsburg Villa

  • 4
  • 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“This is a breathtaking property. The ocean views are incredible. We would wake up every morning to a spectacular sunrise coming over the ocean onto our deck. Your vacation will start with the owner, Hans, meeting you at his villa. Hans is an...”
- Review left on 08/19/2015

$285

Very Good (4 reviews)

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from $285 / night

(7)

1 / 86

Philipsburg Villa

  • 9
  • 26
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children
“My entire family stayed at this property from August 1-8, 2015. We had a wonderful time. This is an amazing vacation rental. The owner [Hans] greeted us upon arrival, and he is an incredibly accommodating and helpful soul. The first thing that...”
- Review left on 08/13/2015

$199

Very Good (7 reviews)

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from $199 / night

(4)

1 / 15

Philipsburg Apartment

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

$95

Excellent (4 reviews)

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from $95 / night

1 / 20

Sint Maarten Villa

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

from $834 / night

(2)

1 / 31

Philipsburg Villa

  • 5
  • 10
  • Min stay varies
  • Child friendly

$428

Very Good (2 reviews)

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from $428 / night

1 / 20

Philipsburg Apartment

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

from $450 / night

1 / 37

Philipsburg Apartment

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

from $450 / night

1 / 20

Oyster Pond House

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

from $429 / night

(1)

1 / 15

Cupecoy Bay Apartment

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

$295

Excellent (1 reviews)

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from $295 / night

(6)

1 / 24

Oyster Pond Villa

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

$358

Excellent (6 reviews)

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from $358 / night

1 / 24

Simpson Bay House

  • 2
  • 6
  • Min stay varies
  • Suitable for children age 5+
  • Air conditioning

from $258 / night

1 / 25

Philipsburg Villa

  • 7
  • 18
  • Min stay varies
  • Child friendly

$715

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from $715 / night

1 / 22

Cupecoy Bay Apartment

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

from $570 / night

1 / 30

Maho Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

from $357 / night

(3)

1 / 19

Oyster Pond Apartment

  • 3
  • 1
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

$450

Excellent (3 reviews)

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from $450 / night

1 / 22

Simpson Bay Apartment

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

from $258 / night

1 / 23

Simpson Bay Apartment

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

from $410 / night

(3)

1 / 30

Oyster Pond Villa

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

$322

Very Good (3 reviews)

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from $322 / night

(2)

1 / 22

Philipsburg Villa

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

$400

Very Good (2 reviews)

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from $400 / night

1 / 20

Philipsburg Villa

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Ask about children

from $450 / night

1 / 19

Cole Bay Villa

  • 3
  • 6
  • Min stay varies
  • Child friendly

$357

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from $357 / night

1 / 46

Simpson Bay Villa

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

from $572 / night

1 / 23

Philipsburg Villa

  • 3
  • 7
  • Min stay varies
  • Child friendly

$373

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from $373 / night

(1)

1 / 18

Sint Maarten Villa

  • 3
  • 6
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning

$643

Excellent (1 reviews)

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from $643 / night

(2)

1 / 25

Philipsburg Villa

  • 6
  • 12
  • Min stay varies
  • Child friendly

$373

Very Good (2 reviews)

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from $373 / night

1 / 23

Simpson Bay Villa

  • 2
  • 4
  • Min stay varies
  • Child friendly
  • Ask about pets

from $314 / night

(1)

1 / 15

Mullet Bay Villa

  • 2
  • 4
  • Min stay varies
  • Child friendly

$350

Excellent (1 reviews)

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from $350 / night

1 / 23

Philipsburg Villa

  • 5
  • 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from $600 / night

(3)

1 / 24

Oyster Pond Farmhouse

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

$358

Excellent (3 reviews)

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from $358 / night

(1)

1 / 21

Maho Apartment

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

$200

Excellent (1 reviews)

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from $200 / night

(1)

1 / 24

Oyster Pond Villa

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

$271

Very Good (1 reviews)

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from $271 / night

(3)

1 / 13

Oyster Pond Apartment

  • 3
  • 7
  • 3 nights min
  • Ask about children

$321

Excellent (3 reviews)

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from $321 / night

1 / 41

Simpson Bay Villa

  • 5
  • 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets

$1143

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from $1143 / night

1 / 20

Philipsburg Villa

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

from $373 / night

1 / 11

Philipsburg Villa

  • 4
  • 8
  • Min stay varies
  • Child friendly

$286

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from $286 / night

(4)

1 / 19

Simpson Bay Apartment

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

$315

Excellent (4 reviews)

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from $315 / night

1 / 25

Simpson Bay Apartment

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

from $258 / night