Vacation Rentals & Villas in Cupecoy Bay

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

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$450

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

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$557

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

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$672

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!

Match: Private pool

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Price per night from

$680

Match: Private pool

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Price per night from

$815

Villa Bahari

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$916

Villa Mumbai | Beach Front - Located in Magnificent Cupecoy with Private Pool

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$790

Appartement for 6 ppl. with swimming-pool and sea view at Lowlands

Cupecoy Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 50 minutes

Match: Private pool

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Price per night from

$469

**AMAZING SPECIAL OFFERS ** Villa Ambiance - Terres Basses - 4 Bedroom

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,143

**PLEASE ASK ABOUT OUR SPECIAL OFFERS** Casa Cervo - Baie Rouge 4 Bedrooms

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$1,643

Match: Private pool

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Price per night from

$868

Match: Private pool

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Price per night from

$762

Airport View 3-Bed Villa

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

All filters match

Price per night from

$420

Villa Mumbai | Beach Front - Located in Beautiful Cupecoy with Private Pool

Cupecoy Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Private pool

All filters match

Price per night from

$693

Charming 3-Bed Villa in Maho

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

All filters match

Price per night from

$630

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

Cupecoy Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$675

Villa Farniente | Beach Front - Located in Tropical Cupecoy with Private Pool

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

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Price per night from

$991

Match: Private pool

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Price per night from

$1,067

Blue Dove | Beach Front - Located in Wonderful Cupecoy with Private Pool

Cupecoy Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$554

Jasper | Ocean Front - Located in Tropical Simpson Bay with Private Pool

Cupecoy Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$883

Match: Private pool

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Price per night from

$873

LA PERLA SKY 3 BR PENTHOUSE...Porto Cupecoy, St Maarten

Cupecoy Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$650

Great rentals within 20 miles that match your search

Luxury Luxury Villa with balcony and infinity pool

Oyster Pond villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$2,294

VILLA PLUMERIA... PAY for 5 NTS STAY for 7 NTS!!! Heated Pool, Gym & Rec Room!

Terres Basses villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$917

Match: Private pool

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Price per night from

$788

Enjoy Sunsets at Hidden Gem Villa With Pool

Philipsburg villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Private pool

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Price per night from

$253

VILLA DOUCE, charming house with 3 bedrooms and private pool!

Orient Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$314

OCEAN PEARL... Spacious, Affordable, Well Appointed Villa with Views!

Oyster Pond villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Private pool

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Price per night from

$615

BLEU INFINI... Wow! Gorgeous Oceanfront! 2 Pools, Jacuzzi, Gym, Stairs to Beach

Terres Basses villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private pool

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Price per night from

$2,355

VILLA MADININA... Enchanting Secluded Escape for Family or Friends

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private pool

All filters match

Price per night from

$526

Villa Francais

Pelican Key villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Private pool

All filters match

Price per night from

$859

Wahoo Lodge - 2 ou 4 personnes

Orient Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

Match: Private pool

All filters match

Price per night from

$246

ABRACADABRA... Stunning Waterfront Villa by Maho and Mullet Bay

Maho villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Private pool

All filters match

Price per night from

$1,360

GRENOUILLE... Gorgeous Modern Villa in Orient Bay w/ Heated Pool!

Orient Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private pool

All filters match

Price per night from

$752

POINT OF VIEW... Charming, Affordable 3BR Villa in Orient Bay with Views!

Orient Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private pool

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Price per night from

$433

The Beach House

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 18

Match: Private pool

All filters match

Price per night from

$13,193

Le Bleu

Little Harbour villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

Match: Private pool

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Price per night from

$10,554

OCEANS ONE... Sleek, Modern, Very Cool Villa with Heated Pool & Ocean Views

Orient Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private pool

All filters match

Price per night from

$799

Viewing 38 of 393
rentals in Cupecoy Bay

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