Sandy Hill Bay Rentals

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THE CLIFF

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$344

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

$450

Tranquil Settings, Porto Cupecoy (1 Bedroom)

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

“Our 3rd anniversary” My husband and I had the pleasure of celebrating our 3rd wedding anniversary at Tranquil Settings! Absolutely loved this place and glad we spent it nestled in Port Cupecoy! Beautiful decor in every room, loved all aspects of Tranquil Settings! The cleanliness and comfort of each room was remarkable! The location is perfect, relaxed on the patio lounge chairs at night enjoying the wonderful view, the pool is just a short walk away, and enjoyed going to the plaza as well. Looking forward to visiting Tranquil Settings again - definitely my #1 choice for our 4th anniversary!!

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Price per night from

$286

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

$557

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$654

Dawn Beach Resort, Westin Penthouse for 8 Guests!

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$490

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

$400

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

$573

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

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

$286

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

$450

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

$442

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

$492

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Price per night from

$137

Rainbow Beach Club - "Our Rose in Winter"

Cupecoy Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$276

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

Maho apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$286

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

$500

SENECA 2.4... wonderful oceanfront condo in Pointe Blanche, fabulous views, clos

Pointe Blanche condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$266

UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$508

SEA BREEZE... Bright and Beautiful 3BR at Porto Cupecoy, St Maarten

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$545

SYRIANA... Penthouse in Porto Cupecoy, ocean, marina & lagoon views from private

Cupecoy Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$400

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$432

Suite sea view Condo Westin St Martin

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$177

West Indies Luxurious Suite SPA 5* (8 pax) St Maarten front of St Barth island

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$238

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Price per night from

$357

SPINNAKER #1432... Oceanfront at Oyster Bay Beach Resort on Dawn Beach

Oyster Pond condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$251

VILLA NUMA... very, Very, VERY COOL 6BR in Beautiful Indigo Bay, St Maarten!

Little Bay villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,700

THE COVE at The Cliff... Stunning Oceanfront 4BR Penthouse! Htd pools, tennis!

Cupecoy Bay penthouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$101

SEA ESTA... lovely villa in ocean front guard gated community of Shore Point

Cupecoy Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$675

3 Bedroom condo located on the beautiful and quiet Dawn Beach

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$327

BLUE DOVE... in Guard Gated Communit of Shore Point in Cupecoy

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$572

LIGHTHOUSE 6B... penthouse with spectacular views, resort amenities of OBBR

Oyster Pond condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$360

DREAMS COME TRUE... Fabulous Oceanfront Penthouse at The Cliff on Cupecoy!

Cupecoy Bay condo

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$981

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Price per night from

$483

These homes match some but not all of your filters. Clear all filters

The ONLY 5-Star on Dutch side: 3BR, 2BA, Full ktch

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

2 of 3 match: Air conditioning, Water sports, Elevator access

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Price per night from

$982

Panoramic Ocean View Condo on Orient Bay

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 3

2 of 3 match: Elevator access, Water sports, Air conditioning

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Price per night from

$138

Paradise on Earth!

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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