Vacation Rentals & Villas in Anguilla

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280 villas

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$3,315

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

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Waterfront

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Price per night from

$573

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$401

“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!

Match: Waterfront

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Price per night from

$1,374

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

Island Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Waterfront

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Price per night from

$161

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

Match: Waterfront

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Price per night from

$1,260

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.

Match: Waterfront

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Price per night from

$2,290

Gardenia Villa at Indigo Reef

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

Match: Waterfront

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Price per night from

$373

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Waterfront

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Price per night from

$1,650

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

Match: Waterfront

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Price per night from

$2,983

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

Match: Waterfront

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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

Match: Waterfront

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Price per night from

$6,928

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

Sandy Hill Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Waterfront

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Price per night from

$195

Water's Edge Villa, Anguilla

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Waterfront

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Price per night from

$1,145

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Waterfront

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Price per night from

$1,575

Sand Villa at Long Bay Villas Anguilla: 5-Star Service on a Secluded Beach

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Waterfront

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Price per night from

$5,163

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

Shoal Bay Village villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Waterfront

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Price per night from

$1,606

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

Match: Waterfront

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Price per night from

$545

Sea Villa at Long Bay Villas on Long Bay Beach. Ultra-Luxury Staffed Villa

Long Bay Village villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 11

Match: Waterfront

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Price per night from

$5,622

Luxury Beachfront Estate with Infinity Pool, Hot Tub, Gym, Sauna, Mini Golf

Blowing Point house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 15

Responds fast! avg. 3 hours 10 minutes

Match: Waterfront

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Price per night from

$2,370

The Beach House

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

Match: Waterfront

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Price per night from

$12,650

Great rentals within 20 miles that match your search

Villa ORCHID in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Waterfront

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Price per night from

$1,262

Villa JASMINE in Guana Bay

Philipsburg villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Match: Waterfront

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Price per night from

$1,377

Match: Waterfront

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Price per night from

$190

Popular Beachfront property/ Barefoot in SXM

Simpson Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$304

Match: Waterfront

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Price per night from

$297

100 m away from the beach! Nice house for 2 ppl. at Saint-Martin

Baie Nettle house

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

Responds fast! avg. 2 hours 50 minutes

Match: Waterfront

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Price per night from

$118

SWEET DREAMS... Romantic retreat directly on gorgeous Grand Case beach!

Grand Case house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Waterfront

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Price per night from

$164

BRAND NEW 3 BEDROOM OCEANFRONT CONDO!

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$320

Match: Waterfront

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Price per night from

$361

CORAL BEACH CLUB 9 - SORRENTO -...2 BR villa * Coral Beach Club on Dawn Beach

Oyster Pond villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Waterfront

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Price per night from

$500

NAPOLI at Coral Beach Club... lovely 2 BR villa on beautiful Dawn Beach!

Oyster Pond villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Waterfront

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Price per night from

$500

SIVIEW APARTMENT... Sweet beachfront condo on Orient beach

Orient Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Waterfront

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Price per night from

$253

VILLA ALABASTER ~ LITERALLY BEACHFRONT ON DAWN BEACH w private pool

Oyster Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$717

BLUE DOVE... in Guard Gated Communit of Shore Point in Cupecoy

Cupecoy Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$572

ALMA... Fab Modern Oceanfront Villa in Fun Location

Maho villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$1,149

Match: Waterfront

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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

Match: Waterfront

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Price per night from

$1,002

Viewing 38 of 280
rentals in Anguilla

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