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Mangrove Villa at Indigo Reef

The Valley villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,262

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$402

Spyglass Hill Villa

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$860

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,663

Beach Palm Villa - Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,027

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

East End Village villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$883

Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,663

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: Rental types Private outdoor pool (unheated)

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Price per night from

$2,294

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,653

COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER

Sandy Hill Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,073

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$402

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: Rental types Private outdoor pool (unheated)

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Price per night from

$1,640

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

Sandy Hill Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 10

Match: Rental types Private outdoor pool (unheated)

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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

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$965

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

Sandy Hill Bay villa

  • 1 bedroom
  • 4 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated)

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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

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$718

EXQUISITE FRIENDLY SPECTACULAR VIEWS 4BDRM VILLA

East End Village villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,451

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

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$4,753

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

Long Bay Village villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$3,880

Lovely 4-Bed Villa in Anguilla

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,480

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

Sandy Hill Bay villa

  • 1 bedroom
  • 6 bathrooms
  • sleeps 12

Match: Rental types Private outdoor pool (unheated)

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Price per night from

$1,455

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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 12 minutes

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$2,370

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

1 of 2 match: Rental types, Private outdoor pool (unheated)

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Price per night from

$1,262

Dreamcatcher - luxury villa, stunning views over turquoise seas

Shoal Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$946

Bow Green Rendezvous Anguilla

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$924

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!

1 of 2 match: Private outdoor pool (unheated), Rental types

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Price per night from

$516

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$3,320

Ocassa Villa

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,147

“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!

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,376

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,578

“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

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$339

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$114,665

Octagon Villa

West End Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$459

Water's Edge Villa, Anguilla

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,147

Champagne Shores Villa

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$2,798

7 bedroom Villa

Sandy Hill Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$1,720

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$2,982

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

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Rental types

1 of 2 filters match

Price per night from

$5,160

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