Vacation Rentals & Villas in Anguilla

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240 villas

Ocean Terrace Luxury 2BR Condos, Spectacular Views

Anguilla apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Love our Vacations at Ocean Terrace” We recently returned from another great stay at Ocean Terrace. We have been visiting for a week each winter since 2009 and love the feeling of returning to our familiar "home" in Anguilla each year. We love the spacious two bedroom condos and the breathtaking views of St. Martin from the balcony. The condos are always very clean and well kept and the service is fantastic. We highly recommend Ocean Terrace!

Match: Shared outdoor pool (unheated)

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Price per night from

$458

White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable

Blowing Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$206

Champagne Shores Villa

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$2,792

Stylish Place in Front of the Caribbean Sea - 3 Guests - Colonia furniture

Sandy Hill Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated)

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Price per night from

$195

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated)

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Price per night from

$1,575

Luxury Beachfront Villa with Infinity Pool, Spa, Gym, Sauna, Mini Golf

Blowing Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 23 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$545

Asha’s Place

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 17 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$115

Asha's Place Deluxe Studio

The Valley apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 17 minutes

Match: Shared outdoor pool (unheated)

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Price per night from

$126

Great rentals within 20 miles that match your search

3 bedroom Caribbean dream Vacation

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$515

St Maarten: Luxury Sea View Apartment (2045 sq ft)

Oyster Pond apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$401

European Luxury Orient Beach Tortola 5318

Orient Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated)

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Price per night from

$149

LUXURY STUDIO THE WATERFRONT

Marigot studio

  • Studio
  • 1 bathroom
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$111

Apartement with fantastic sea view

Marigot apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$222

safari on the beach

Marigot apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$172

APARTMENT ANY COMFORT

Oyster Pond apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Shared outdoor pool (unheated)

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Price per night from

$154

Duplex Creole Nettle Bay view and pool

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$148

Suite 6/8 pers au Westin Dawn Beach ST Marteen

Oyster Pond hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$529

TRES CHIC... fabulous modern beachfront condo at Caribbean Riviera on Orient Bay

Orient Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$310

LA SAMANNA VILLAS... Private, Luxurious 5 Star Resort Amenities & Service!

Terres Basses villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$4,786

AQUA VUE... Rare 4BR at Porto Cupecoy!..Huge Gym, Heated Pool, Tennis Courts, be

Cupecoy Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated)

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Price per night from

$515

Lighthouse 3C...Featuring beautiful views of the ocean and Dawn Beach

Oyster Pond farmhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$500

ATLANTIS... Beachfront on Simpson Bay - totally redone after Irma!

Simpson Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Shared outdoor pool (unheated)

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Price per night from

$272

RENDEZVOUS...A fabulous 2 BR contemporary 2 BR condo unit on a great beach!

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$442

MARISOL... Light and airy townhouse at Point Blue in Pelican Key Estate

Simpson Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$229

COCO BEACH CLUB 6...walk out onto the sand of Simpson Bay Beach

Simpson Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$229

UNFORGETTABLE... Beachfront contemporary condo on fabulous beach!

Simpson Bay apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$508

IL PUNTO BLUE...Located right on the beach in prestigious Pelican Key

Simpson Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$429

MATISSE... fully refurbished beachfront on Orient Bay!

Orient Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

“Perfect” My concern about rating this property so well is that we will not be able to find an open week the next time we want to rent. The success of our vacation must be credited to the patient assistance from the St Martin Reservation Center.

Match: Shared outdoor pool (unheated)

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Price per night from

$315

SYRIANA... Penthouse in Porto Cupecoy, ocean, marina & lagoon views from private

Cupecoy Bay apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$400

MARINA 360......Porto Cupecoy, overlooking Simpson Bay and the Marina, St Maarte

Cupecoy Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$400

SEA BREEZE... Bright and Beautiful 3BR at Porto Cupecoy, St Maarten

Cupecoy Bay apartment

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$545

COSTA TURQUOISE... charming, very affordable, directly ON BEACH!

Orient Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$144

LATANIERS 12...affordable condo in the heart of Orient Village, St Martin

Orient Bay apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 3

Match: Shared outdoor pool (unheated)

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Price per night from

$138

Match: Shared outdoor pool (unheated)

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Price per night from

$357

1 Bdrm Condo with Superlative Views of St. Barts

Philipsburg apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

Match: Shared outdoor pool (unheated)

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Price per night from

$229

Beautiful beachfront at The Villas On Great Bay

Philipsburg villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

“Super holiday at the Great Bay” Unfortunatly we have left Villa nr 2 past sunday after 12 wonderfull days! After the confirmation of our reservation we have never had a single doubt on this piece of heaven on earth, but it even exceeded all expectations!! Verry happy to stay here once more and already looking forward to that. This place is relaxing but has all comforts of a fully equiped villa on the other hand as well. Both Jim and Gina (on-site managers) do their very best to make the stay as comfortable as possible.

Match: Shared outdoor pool (unheated)

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Price per night from

$258

Gorgeous Beachfront Villa#9 at 'Villas on Great Bay'

Philipsburg apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Shared outdoor pool (unheated)

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Price per night from

$385

Oasis at The Cliff in Cupecoy -Oceanfront Luxury

Cupecoy Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Shared outdoor pool (unheated)

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Price per night from

$302

Viewing 38 of 240
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