Vacation Rentals & Villas in Orient Bay

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31 villas

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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

$120

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

$252

Great rentals within 20 miles that match your search

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

Terres Basses villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$2,500

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

$714

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

$515

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

$4,790

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

$400

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

$400

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

$450

MYSTIQUE - LUXURY VILLA AT THE HEART OF THE ISLAND 5B

St. Jean villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$3,516

Between lagoon and Caribbean Ocean, large studio

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$144

MYSTIQUE SUN - 9 BDRS

St. Jean villa

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

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Price per night from

$7,099

studio pinel

Cul de Sac apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$149

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

$450

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

$286

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

$236

VENEZ PROFITER D'UN SEJOUR INOUBLIABLE

Dawn Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$428

Paradise on Earth!

Cul de Sac villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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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

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Price per night from

$1,285

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$114,500

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

$2,932

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

$3,521

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

VILLA ALABASTER ~ LITERALLY BEACHFRONT ON DAWN BEACH w private pool

Oyster Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$716

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Price per night from

$1,796

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

$5,153

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

$5,611

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

$250

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

$2,000

Your all-inclusive one-week private cruise

Grand Case boathouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$1,374

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

$489

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