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355 Houses

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TARA... Affordable oceanfront villa, walk to beach

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$661

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

$452

Spacious 1 BR Condo, Ocean Views, Maho, St Maarten

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$160

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

$560

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

$675

Best rated: SXM Panoramic Ocean View private villa w/exclusive private pool.

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$403

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$657

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

$304

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

CARIBBEAN BLUE... 5BR beachfront home in Pelican Key

Simpson Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$919

Villa Flagrantia

Philipsburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$225

La Terrasse Maho

Maho apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$161

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

$402

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Price per night from

$299

Dawn Beach Club, St.Maarten - Ocean Front, next to JWMarriott property

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

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Price per night from

$575

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

$854

3 bedroom Lux apartment in Dawn beach Club with private beach and infinity pool

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$411

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

$181

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Price per night from

$819

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

$598

Beautiful 3 Bedroom Ocean view Condo

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$526

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

$517

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

$288

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

$216

MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$230

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Price per night from

$561

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$494

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

$505

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

$502

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

$2,439

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

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$452

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

Modern Luxury Directly on the Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 28 minutes

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Price per night from

$317

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Price per night from

$674

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

$216

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

$431

RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$444

La Calanthe. Amazing Ocean Front Villa, Pool, Direct ocean access

Cole Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$633

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