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313 Houses

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TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Horse riding

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Price per night from

$656

CORFU... Penthouse w/ Private Pool at Porto Cupecoy, St Maarten

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$449

LUNA at SHORE POINT... Secure, luxurious, and just steps from Cupecoy Beach

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$555

SEACHEST...Spacious, full AC, gorgeous views of Simpson Bay Lagoon

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$670

Oasis at The Cliff in Cupecoy -Oceanfront Luxury

Cupecoy Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$302

COCO BEACH CLUB #5.... Located on the soft white powdery sand of Simpson Bay be

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

La Terrasse Maho

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$399

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Price per night from

$299

BAHARI... Fabulous beachfront villa, breathtaking sunsets!

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

“Amazing and relaxing” This home has everything! Great beaches, restaurants and shopping are all nearby but no need to leave the house. Beachfront, pool, amazing sunsets, designer furnishings, hot tub and state-of-the art kitchen, wireless network, music system, computer games and flat-screen televisions.. . including a huge outdoor television for night-time viewing from the pool! It is now our family's annual vacation spot!

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Price per night from

$678

CARIBBEAN PARADISE... Affordable 2BR condo at Rainbow Beach Club on the shores o

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$180

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Price per night from

$812

VICTORIA...3 BR affordable St Martin rental villa, panoramic views

Oyster Pond villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$593

Beautiful 3 Bedroom Ocean view Condo

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$522

AQUA VUE... Rare 4BR at Porto Cupecoy!..Huge Gym, Heated Pool, Tennis Courts, be

Cupecoy Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$513

AGUA AZUL... Gorgeous 2BR at Porto Cupecoy, great location on the Gold Coast!

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$285

HOPE COTTAGE... charming, romantic hideaway w/ breathtaking views!

Oyster Pond villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$215

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Price per night from

$556

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$490

ARCADIA...Charming hillside 3BR villa... wonderful sea & marina views

Oyster Pond house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$502

BISOU DU SOLEIL... beautiful, immaculate, affordable villa in Pelican Key

Simpson Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$499

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

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Price per night from

$2,420

ARTIMINO...3 BR condo, located in Porto Cupecoy, St Maarten

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Horse riding

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Price per night from

$449

COCO BEACH CLUB 6...walk out onto the sand of Simpson Bay Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

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Price per night from

$669

CASA DE BELLA... Great location at a great price!!

Simpson Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$215

IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key

Simpson Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$428

NEW CONSTRUCTION -OCEANFRONT PROPERTY - 3 KING BEDROOMS - SLEEPS 8

Dawn Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$490

FIVE MINUTES MORE... Fabulous contemporary villa overlooking Oyster Pond

Oyster Pond house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Amazing Villa!” 7 of us stayed at this villa. Amazingly clean and the web photos don't do it justice. Re/max did a great job addressing a couple of minor issues. We would definitely stay here again!

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Price per night from

$797

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Price per night from

$154

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Price per night from

$136

CORALITA...4 BR casual villa in French St Martin on Oyster Pond

Oyster Pond villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$474

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Price per night from

$642

MOONRISE... Wow!! Fabulous luxury Condo at Blue Residences in Cupecoy

Maho apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Horse riding

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Price per night from

$285

COLONY MANOR GUEST COTTAGE II... Romantic hideaway right on Simpson Bay Beach!

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Horse riding

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Price per night from

$229

Lighthouse 3C...Featuring beautiful views of the ocean and Dawn Beach

Oyster Pond farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$499

ATLANTIS... Beachfront on Simpson Bay - totally redone after Irma!

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$271

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Price per night from

$2,690

Viewing 38 of 313
rentals in Sint Maarten

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