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 outdoor pool (unheated)

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Price per night from

$452

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

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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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

Match: Private outdoor pool (unheated)

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Price per night from

$675

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 outdoor pool (unheated)

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Price per night from

$854

Match: Private outdoor pool (unheated)

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Price per night from

$819

Villa Bahari

Cupecoy Bay house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$920

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

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$790

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

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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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 outdoor pool (unheated)

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Price per night from

$1,643

Match: Private outdoor pool (unheated)

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Price per night from

$868

Match: Private outdoor pool (unheated)

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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 outdoor pool (unheated)

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Price per night from

$419

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

Cupecoy Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$693

Charming 3-Bed Villa in Maho

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$632

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

Cupecoy Bay house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$678

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

Cupecoy Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$991

Match: Private outdoor pool (unheated)

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Price per night from

$1,067

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

Cupecoy Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$883

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

Cupecoy Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$554

Match: Private outdoor pool (unheated)

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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 outdoor pool (unheated)

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Price per night from

$653

Great rentals within 20 miles that match your search

 Villa Cyrano, lowland, Saint Martin.

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$725

Match: Private outdoor pool (unheated)

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Price per night from

$646

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

Philipsburg villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$403

GRAND PALMS...Modern 3 BR villa w/ full AC, steps from Plum Baie Beach!

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$819

Joie de Vivre

Grand Case, French St. Martin villa

  • 3 bedrooms
  • 11 bathrooms
  • sleeps 6

Match: Private outdoor pool (unheated)

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Price per night from

$1,604

SURFSONG... 6BR fall in love again! Breathtaking sunsets, directly on ocean!

Simpson Bay villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$1,685

KARUKERA...4 BR Luxe Villa Over looking Orient Bay

Orient Bay villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$1,077

BAHIA BLUE ... Fun, modern 4 BR villa w/ full AC, walk to beach, heated pool!

Sandy Ground house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$746

Terres Basses Villa with Breathtaking Waterviews!

Terres Basses villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

All filters match

Price per night from

$690

Villa Jasmin

Terres Basses villa

  • 5 bedrooms
  • 17 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated)

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Price per night from

$1,228

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

Oyster Pond apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated)

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Price per night from

$237

Creole deilght

Orient Bay bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$159

LIFE IN BLUE ... Stunning New 2 BR Luxury Beach Front Villa on Baie Rouge

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Totally awesome” We stayed a Le Vie En Bleu for 10 days this last July on the advice from Ted at St. Martin Reservation Center. From the moment we stepped into this wonderful villa, we knew Ted's advice was spot on. Everything about this classy home was done with the vacationers enjoyment in mind. Granted, it's a bit small but the floor plan is designed in a way that brought your every glance to the beautiful ocean right in front of you. It had all the modern amenities you'd expect to find in a five star villa rental. My wife used the oceanfront gym each morning and loved it.I could write a novel about this totally private get away in paradise but I'll just say one thing. We plan on returning next summer to Le Vie En Bleu. Thank you Ted !!!

Match: Private outdoor pool (unheated)

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Price per night from

$1,507

LOASIS... Amazing Beachfront Estate, Spa, Gym, Heated Pool!

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated)

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Price per night from

$4,764

AZUR DREAM... 7 BR private, tropical, tranquill... great vacation villa for thos

Terres Basses villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated)

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Price per night from

$1,579

JACARANDA... Enchanting Affordable Oasis for 2 Lucky Couples!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$402

LUNE DE MIEL....The Honeymoon! Romantic hideaway for lovers

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Private outdoor pool (unheated)

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Price per night from

$546

Viewing 38 of 345
rentals in Cupecoy Bay

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