Houses Anguilla

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160 houses

Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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$571

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

$1,255

PARADISE BEACH VILLA

Long Bay Village house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$7,325

Tropix Getaway

The Valley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$189

Malibu House Anguilla

West End Village house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$793

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Villa Kai

Sandy Hill Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$913

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$3,303

beautifull luxe duplex 300m from the beach,sun set view from the terrase

Sandy Ground apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$343

Bayberry Villa

Blowing Point villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$485

Villa Okeanos Shoal Bay East

Shoal Bay Village villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$1,369

Water's Edge Villa, Anguilla

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,141

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

Sandy Hill Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

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Price per night from

$194

Poinsettia Villa at Indigo Reef

The Valley villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 42 minutes

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Price per night from

$440

Gardenia Villa at Indigo Reef

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

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Price per night from

$371

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

$160

Dreamcatcher - luxury villa, stunning views over turquoise seas

Shoal Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$942

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$114

“No Place better than "B on the Sea"” This past year I was lucky enough to have the opportunity to stay at "B on the Sea" for a week vacation with friends. Besides the beauty of anguilla, the friendly locals, and the amazing food and drink, the accommodations made our vacation complete! The views at B on the sea are beyond incredible. With multiple decks capturing the panoramic views of the ocean and the ability to enjoy two pools and an open-aired kitchenette, you cannot go wrong. I would highly recommend this villa to anyone considering traveling with a group of friends or family as well as a couple looking to entertain or relax. Anguilla is a beautiful island, and "B on the sea's" location makes it the perfect spot to take in the island paradise!

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Price per night from

$1,369

“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

$337

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$400

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!

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Price per night from

$457

Beautiful villa with ocean view and terrace

Shoal Bay West villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

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Price per night from

$286

Bow Green Rendezvous Anguilla

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$920

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$114,077

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

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Price per night from

$2,966

Chinaberry Villa

Rendezvous Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 2 hours 48 minutes

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Price per night from

$337

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

$1,597

Elleamau Residence

Island Harbour condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$223

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,431

The Beach House

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

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Price per night from

$12,604

Zenaida Estate | Beach Front - Located in Exquisite Sandy Hill with Private Poo

Sandy Hill Bay villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

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Price per night from

$1,455

Villa Kandara-With Chef | Beach View - Located in Exquisite West End with Priva

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

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Price per night from

$4,753

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

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Price per night from

$965

Villa Kandara | Beach View - Located in Stunning West End with Private Pool

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

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Price per night from

$3,880

Zenaida Estate | Beach Front - Located in Tropical Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,067

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,310

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

$1,632

Three Dolphins Lockrum Bay, Anguilla BWI

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

“Wife's Birthday getaway” After extensive research into renting a property in the islands we found Three Dolphins. Since the trip was for my wife and myself as well as two other couples, the villa was the perfect size. The quality of the villa, the location and the service, not just the staff, but the owner herself was beyond our expectations. The house is spectacular as are the surrounding gardens and grounds. The owner assisted us in procuring a rental car which was waiting for us when we arrived at the villa. Since we arrived late in the day they also, by prior arrangement, helped to have some light provisions in the fridge for our arrival. We will be returning.

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Price per night from

$2,282

Viewing 38 of 160
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