Vacation Rentals & Villas in Orient Bay

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75 villas

Villa Nonza, 5 bedrooms, pool, spa, orient B beach

Orient Bay villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 49 minutes

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Price per night from

$519

Dream side, gorgeous 1 bedroom duplex 1st line ocean front

Orient Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$213

Sea Side Paradise, Charming 1 bedroom duplex, beach front, ocean view, pool

Orient Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

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Price per night from

$247

Searulean, a stylish 3 bedroom abode in Orient Bay, steps to beach, private pool

Orient Bay townhouse

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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Price per night from

$345

Seagrape, new 3 bedroom townhouse, private pool, steps to beach

Orient Bay townhouse

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

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Price per night from

$345

Caribbean Dream beautiful 2BR apartment -ocean front & ocean view - pool-

Orient Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$311

Cote Chic 2 br, 1st line on the beach, ocean view

Orient Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$327

Great rentals within 20 miles that match your search

3 bedroom Lux apartment in Dawn beach Club with private beach and infinity pool

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$410

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

Terres Basses house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$817

The Westin Dawn Beach Spa and Resort

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$435

Joie de Vivre

Grand Case, French St. Martin villa

  • 3 bedrooms
  • 11 bathrooms
  • sleeps 6

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Price per night from

$1,601

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

$491

Beautiful apartment on St Martin

Oyster Pond apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Paradise on Earth!

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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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

$4,800

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Seafeathers villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“A luxurious getaway par excellence” The Villa Gardenia provided the ideal setting for our week in paradise. The villa accommodated three couples (one with young child) with ease. With warm colors and a bright, airy, open layout, we never wanted to leave. Whether lingering in the kitchen after a meal, lounging on the adjoining living room's sofa or (most of all) spending hours by the gorgeous pool, the Villa Gardenia was a delight. We can't wait to return!

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$1,642

1 or 2 weeks in condo 5 * St. Marteen seaview

Philipsburg apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$211

MYSTIQUE SUN - 9 BDRS

St. Jean villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$7,114

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,580

“Our stay ay Bayberry” Dear Gayle: We are still talking about the wonderful experience we had at Bayberry this past January. The house was everything that we had hoped for, Lynn was a real gem and we had a superb vacation. As you know, we favor that part of the island for many reasons. It is tranquil with great views and lush vegetation; the courtyard is beautiful and the perfect place to read, relax and sip that long drink. Thank you for allowing us to share this little paradise. Doris, Ellen and Sal

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$339

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

$574

Villa Jasmin

Terres Basses villa

  • 5 bedrooms
  • 17 bathrooms
  • sleeps 10

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Price per night from

$1,235

GRYSTONE

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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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

VILLA BE SXM 180° SEA VIEW , 3 BEDROOMS, SLEEPS 7

Cul de Sac villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$605

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$432

Deluxe Studio, Sea view, Jacuzzi

Cupecoy Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$388

Villa Flagrantia

Philipsburg house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

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Price per night from

$224

MYSTIQUE - LUXURY VILLA AT THE HEART OF THE ISLAND- 2B

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$2,937

MYSTIQUE - LUXURY VILLA AT THE HEART OF THE ISLAND- 3B

St. Jean villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$3,155

MYSTIQUE - LUXURY VILLA AT THE HEART OF THE ISLAND 4B

St. Jean villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$3,528

VILLA SUNRISE St. Jean 2BDRS

St. Jean villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$2,622

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

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Price per night from

$1,262

BLUE SAILING.... Sweet affordable villa in Happy Bay. Endless Blue Views!

La Savane house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$486

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$114,728

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

$5,163

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

$5,622

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Price per night from

$1,799

Viewing 38 of 75
rentals in Orient Bay

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