Vacation Rentals & Villas in Cupecoy Bay

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76 Houses

THE CLIFF

Cupecoy Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Match: Wheelchair accessible

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Price per night from

$344

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!!

Match: Wheelchair accessible

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Price per night from

$286

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

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$286

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

Cupecoy Bay penthouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$1,001

Superb 3-Bed Designer Apartment

Cupecoy Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$443

Great rentals within 20 miles that match your search

HORIZON SB... charming, renovated, ocean views and private pool!

Orient Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$359

VILLA ALABASTER ~ LITERALLY BEACHFRONT ON DAWN BEACH w private pool

Oyster Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$714

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

Match: Wheelchair accessible

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Price per night from

$2,969

Match: Wheelchair accessible

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Price per night from

$571

3 Bedroom condo located on the beautiful and quiet Dawn Beach

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$326

Serenity Penthouse - The Pinnacle of Luxury

Maho apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$777

JASPER... Total Privacy, Gorgeous Views, Renovated, Modern, Perfect for Couples!

Terres Basses villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$908

CARIBBEAN STONE... Let the FUN begin! Family Villa with Pool, Jacuzzi, Disco!

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Wheelchair accessible

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Price per night from

$1,069

Elleamau Residence

Island Harbour condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Wheelchair accessible

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Price per night from

$223

Tout beau tout neuf au bord du lagon pour 4p

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$99

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$1,432

Stunning 2 bedroom View condo in Maho

Dutch Cul de Sac apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

Match: Wheelchair accessible

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Price per night from

$318

Lovely 3-Bed Apartment in Maho

Lowlands apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$121

Match: Wheelchair accessible

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Price per night from

$151

Le curaçao - Spacieux studio piscine VUE LAGON

Marigot condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Wheelchair accessible

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Price per night from

$105

Westin Dawn Beach Resort and Spa. St. Martin

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$295

Westin Dawn Beach Club St. Maarten

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$458

BEACHFRONTBLISS

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$344

Suite luxueuse Saint-Martin

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$529

St Maarten: Luxury Sea View Apartment (2045 sq ft)

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$401

 Villa Cyrano, lowland, Saint Martin.

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Wheelchair accessible

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Price per night from

$727

CONFORTABLE SUITE AT HOSTEL

Oyster Pond hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$616

LUXURY STUDIO THE WATERFRONT

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$111

Location Résidence Grand Luxe A St Martin

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$616

Captivating 2-Bed Apartment in Maho

Mullet Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$241

Westin Dawn Beach Resort & Spa

Philipsburg condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Wheelchair accessible

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Price per night from

$492

The Sapphire: Aquamarine Suite- Breathtaking views!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$212

The Sapphire: Pearl Suite - Peace of mind!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$197

The Sapphire: Turquoise Suite - Tranquility!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$212

Sapphire Ruby Suite - Unforgettable Getaway!

Simpson Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Wheelchair accessible

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Price per night from

$212

WITENBLAUW... Magical Beach Front Estate on Pelican Key

Simpson Bay villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 17

Match: Wheelchair accessible

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Price per night from

$2,429

Dawn Beach Club

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$654

SUITE 6/8 PEOPLE DAWN BEACH CLUB

Dawn Beach hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Wheelchair accessible

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Price per night from

$524

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rentals in Cupecoy Bay

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