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567 Houses

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Ocean View Apartment at Captain's Ridge (view from every room)

Island Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$161

Elleamau Residence

Island Harbour condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$224

Great rentals within 20 miles that match your search

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

Terres Basses villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$917

ROYAL INDIGO... Gorgeous, Modern, Stunning Views!

Little Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$574

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Price per night from

$483

VILLA POM... Very Cool Oceanfront in Terress de Cul de Sac

Cul de Sac villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,002

Luxury 4 Bedroom, 7 Bathroom Villa on Shoal Bay, Anguilla

Shoal Bay Village villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$1,606

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

Oyster Pond villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

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Price per night from

$615

Les Ilots de friar's bay plage paradisiaque

Marigot apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 39 minutes

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Price per night from

$161

ROCKSEA... Very Unique BEACHFRONT on Baie Longue!!

Terres Basses villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,002

Luxury apartment on beach

Philipsburg hotel apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

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Price per night from

$246

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Price per night from

$788

VILLA GOYAVE, beautiful villa with 2 bedrooms, pool and amazing views!

Orient Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$556

LA MOUETTE... Lovely Beachfront Condo at Caribbean Riviera in Orient Bay!

Orient Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$207

Charming 3-Bed Villa in Maho

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$649

Airport View 3-Bed Villa

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$433

Beautiful 1-bedroom rental apartment in Simpson Bay

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$316

One bedroom loft marina Anse Marcel

Cul de Sac apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$215

SXM SERENITY VILLA

Grand Case house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$284

THE GREAT ESCAPE... Rare 3BR Beachfront on Simpson Bay! Perfect for couples!

Simpson Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$627

LODGE POUR 2 PERSONNES AVEC PISCINE PRIVEE

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$192

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

Terres Basses villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$526

Malibu House Anguilla

West End Village house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$798

Coco Beach House

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$447

Romance SXM

Baie Nettle apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$272

PARADISE BEACH VILLA

Long Bay Village house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$7,367

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

Maho villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,360

ANGELSMART... Affordable Family Vacation in Lovely Modern Villa

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$588

LAS BRISAS VILLA... Directly waterfront, private pool, very modern

Cole Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$642

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

Orient Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$752

BLEU LAGON

Marigot apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$99

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

Orient Bay villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$433

C-SCAPE CONDO... Beautiful, Modern, Affordable 2BR Directly on Beach!

Simpson Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$301

KOKOMO... Super Nice Modern Condo! Pool, Short Walk to Oreint Beach!

Orient Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$228

Atrium Beach Resort and Spa 2BR

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$206

LE REVE... Spectacular Beachfront Estate, Luxurious Amenities, Chef Included!

Terres Basses villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 13

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Price per night from

$6,442

VILLA WELLNESS... Breathe, Relax, and Delight in Cool Caribbean vibes!

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,260

CARIBBEAN STONE... Let the FUN begin! Family Villa with Pool, Jacuzzi, Disco!

Terres Basses villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,074

Viewing 38 of 567
rentals in Island Harbour

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