Vacation Rentals & Villas in Anguilla

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271 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

Spyglass Hill Villa

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$859

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

“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

$338

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

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

$373

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

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Price per night from

$2,977

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

$206

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

$6,928

Water's Edge Villa, Anguilla

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,145

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

$718

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

Bow Green Rendezvous Anguilla

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$923

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

$338

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

$5,153

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

$5,611

PARADISE BEACH VILLA

Long Bay Village house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

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Price per night from

$7,352

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

BAHIA BLUE ... Fun, modern 4 BR villa w/ full AC, walk to beach, heated pool!

Sandy Ground house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$743

3BR 2Bath Gorgeous condo, Fully Equipped

Oyster Pond condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$492

THE ROCK 1 New Seaview Duplex Condo with Jacuzzi !

Orient Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 32 minutes

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Price per night from

$185

TRUFFLE... Contemporty 5BR Luxury Villa with breathtaking views!!

Terres Basses house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$2,000

Studio design bord de mer vue imprenable

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

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Price per night from

$136

Orient beach Premium view Frontsea Studio

Orient Bay studio

  • Studio
  • 1 bathroom
  • sleeps 4

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Price per night from

$100

Duplex Creole Nettle Bay view and pool

Baie Nettle apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

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Price per night from

$148

Shrimpys Hostel and Crew Quarters

Marigot b&b

  • 5 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$68

Deluxe Studio, Sea view, Jacuzzi

Cupecoy Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$387

JACARANDA... Enchanting Affordable Oasis for 2 Lucky Couples!

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$400

LIFE IN BLUE ... Stunning New 2 BR Luxury Beach Front Villa on Baie Rouge

Terres Basses house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Totally awesome” We stayed a Le Vie En Bleu for 10 days this last July on the advice from Ted at St. Martin Reservation Center. From the moment we stepped into this wonderful villa, we knew Ted's advice was spot on. Everything about this classy home was done with the vacationers enjoyment in mind. Granted, it's a bit small but the floor plan is designed in a way that brought your every glance to the beautiful ocean right in front of you. It had all the modern amenities you'd expect to find in a five star villa rental. My wife used the oceanfront gym each morning and loved it.I could write a novel about this totally private get away in paradise but I'll just say one thing. We plan on returning next summer to Le Vie En Bleu. Thank you Ted !!!

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Price per night from

$1,500

CASA SAND... Gorgeous tropical hideaway! Very private and quiet!

Anse Marcel house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$540

AZUR DREAM... 7 BR private, tropical, tranquill... great vacation villa for thos

Terres Basses villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 14

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Price per night from

$1,572

LA DACHA... Luxurious 5 BR oceanfront villa estate perfect for Entertaining!

Terres Basses villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

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Price per night from

$2,143

MARIPOSA... Affordable 4BR villa with lovely pool and terrace!

Terres Basses house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$810

LIBELLULE....Spacious 5 BR Walk To Fabulous Baie Rouge Beach!

Terres Basses villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,429

Viewing 38 of 271
rentals in Anguilla

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