Vacation Rentals & Villas in Cupecoy Bay

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30 Houses

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

$451

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

$401

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

$287

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

$451

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

$401

Great rentals within 20 miles that match your search

BAMBOO... Modern and Romantic, 2 Master Suites, Very Private, Full AC, Jacuzzi!

Terres Basses villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$716

LA SAMANNA VILLAS... Private, Luxurious 5 Star Resort Amenities & Service!

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$4,801

Between lagoon and Caribbean Ocean, large studio

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

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

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$431

Paradise on Earth!

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

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LES PALMIERS BLEUS... 5BR - Plum Baie beach, Private Tennis, Gym, heated pool!

Terres Basses villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Boat available

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Price per night from

$1,288

MAEVA... Affordable, modern, completely new after Irma! Steps to beach!

Orient Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$121

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$114,764

SIVIEW APARTMENT... Sweet beachfront condo on Orient beach

Orient Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$253

VILLA ALABASTER ~ LITERALLY BEACHFRONT ON DAWN BEACH w private pool

Oyster Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Boat available

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Price per night from

$718

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

Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$5,165

Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa

Long Bay Village villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

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Price per night from

$5,624

Your all-inclusive one-week private cruise

Grand Case boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$1,384

Private Boat, 40ft Modern Catamaran on on Turquise water

Grand Case boathouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$492

studio pinel

Cul de Sac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$150

LE CAPRICE... Spacious 7BR on Elevated Beachfront Lot, Breathtaking Views!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Boat available

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Price per night from

$2,506

VILLA MAPAI... Stunning oceanfront home, heated pool, full AC, kayaks!

Cul de Sac house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$2,005

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Price per night from

$1,800

lovely home on the beach

Baie Nettle villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

“Amazing villa” We had such great time ...No word to describe it: just amazing... the villa was clean, cute as the pictures, we had every thing that we needed. We will recommend it to our family and friend for sure.. We will come back again and again. Thank you for the owner who gave us great advice on where to go... I certainly give it a 5 on 5 ...

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Price per night from

$118

Comfy Studio w/ WiFi, Beach Access, Resort Pool & More!

Simpson Bay studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$234

Cozy Condo w/ Beach Access, Resort Pool, WiFi & More!

Cole Bay house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 43 minutes

Match: Boat available

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Price per night from

$253

Ocean View Studio w/ WiFi, Beach Access, Resort Pool & More!

Simpson Bay studio

  • Studio
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 43 minutes

Match: Boat available

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Price per night from

$243

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