Vacation Rentals & Villas in Anguilla

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490 villas

Mangrove Villa at Indigo Reef

The Valley villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

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Price per night from

$1,260

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

$441

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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Price per night from

$573

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$115

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

$458

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$401

Spyglass Hill Villa

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$859

“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

$1,374

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$1,661

Beach Palm Villa - Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

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Price per night from

$1,025

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

$1,260

Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$1,661

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

$2,290

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$114,500

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

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Price per night from

$1,650

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$401

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

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Price per night from

$3,001

Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private

Little Harbour villa

  • 1 bedroom
  • 8 bathrooms
  • sleeps 16

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Price per night from

$7,647

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

Blowing Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$208

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

$1,638

Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)

Long Bay Village villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 20

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Price per night from

$6,953

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

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 Indigo | Beach Front - Located in Exquisite Little Harbour with Private

Little Harbour villa

  • 1 bedroom
  • 8 bathrooms
  • sleeps 16

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Price per night from

$7,157

Water's Edge Villa, Anguilla

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,154

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

Anguilla Bow Green Villa on Rendezvous Bay Beach

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$716

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

$945

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

$287

Tropix Getaway

The Valley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

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

$5,193

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

$1,616

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,447

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

$5,632

Elleamau Residence

Island Harbour condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

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Price per night from

$225

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

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 10 minutes

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Price per night from

$545

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

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