Vacation Rentals & Villas in Anguilla

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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

$1,263

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$3,323

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

$442

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

$574

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

$459

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$402

“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

$1,378

Oceana Villa Anguilla - Private Panoramic View with Heated Pool

The Valley villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

“Just a very lovely clean home - nothing you will find to complai” We just stayed there for 10 nights for our honeymoon and it was very lovely. So many nice details around the house, very clean, nothing seems to be old or used too much. Everything you will need .. you will find it there. We used the kitchen for breakfast, lunch and dinner. There is a supermarket with a 7 min. drive - you will find everything there. Our favorite beach was at Cap Juluca hotel - it is approx. 20-25 min drive by car. The view from the house is beautiful. If this was not our honeymoon, we would have loved to bring frieds as this house is really big for two. Shelah came about every other day to clean the whole house, put new towels and clean sheets. She did a really good job - nothing to complain about. She also took care of our laundry once and helped us with a trip to Sandy Island. We had a chef one night cooking delicious crayfish - he knew where to find everything. It was a great evening. If you have any questions, you can contact me! Too sad I have to write this review now as it means that this wonderful vacation is over already :-( but I loved every minute of it! Will never forget it and hopefully come back one day!

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Price per night from

$517

Villa Kai

Sandy Hill Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$919

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

$1,664

“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

$339

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

$161

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

$1,028

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

$345

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

$1,263

Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

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Price per night from

$1,664

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

$2,296

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

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Price per night from

$114,764

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

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

$1,654

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

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Price per night from

$2,984

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

$207

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

$1,642

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

$6,944

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

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

$195

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

Water's Edge Villa, Anguilla

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,148

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

$719

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

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Price per night from

$1,579

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

$947

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

Bow Green Rendezvous Anguilla

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

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Price per night from

$925

Tropix Getaway

The Valley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$190

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$1,440

Viewing 38 of 655
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