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Villas in Anguilla and Houses - Holiday Lettings - Holiday Rentals Anguilla

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145 Holiday homes

Holiday condo in The Valley

The Valley condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £246 / night

£1,720 / week

1 / 30

Anguilla ski villa to rent.

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,883 / night

£13,180 / week

1 / 29

Anguilla ski apartment to rent.

Sandy Hill Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £142 / night

£992 / week

1 / 30

Holiday villa in The Valley

The Valley villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 12

from £3,637 / night

£25,459 / week

1 / 30

Holiday condo in Anguilla

Sandy Hill Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £131 / night

£917 / week

1 / 30

Anguilla holiday villa rental

Island Harbour villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £561 / night

£3,927 / week

1 / 30

Holiday condo in Shoal Bay Village

Shoal Bay Village condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £434 / night

£3,033 / week

1 / 13

Holiday villa in Anguilla

Blowing Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £1,024 / night

£7,169 / week

1 / 30

Holiday villa in Blowing Point

Blowing Point villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from £670 / night

£4,688 / week

1 / 30

The Valley holiday home rental

The Valley house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £159 / night

£1,109 / week

1 / 12

Holiday villa in The Valley

The Valley villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from £424 / night

£2,963 / week

1 / 30

Holiday villa in Anguilla

South Hill villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £634 / night

£4,436 / week

1 / 24

Blowing Point holiday villa rental

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £2,258 / night

£15,805 / week

1 / 30

Anguilla holiday villa rental

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £822 / night

£5,749 / week

1 / 30

Holiday villa in Shoal Bay Village

Shoal Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £2,835 / night

£19,839 / week

1 / 30

Holiday villa in Anguilla

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £1,977 / night

£13,839 / week

1 / 30

Holiday villa rental

Sandy Ground villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £636 / night

£4,447 / week

1 / 30

Holiday villa in Anguilla

Little Harbour villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £230 / night

£1,608 / week

1 / 22

Holiday villa in Little Harbour

Little Harbour villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from £525 / night

£3,676 / week

1 / 30

Holiday villa rental

The Valley villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £872 / night

£6,103 / week

1 / 30

Holiday villa in The Valley

The Valley villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £795 / night

£5,561 / week

1 / 30

Villa accommodation in Anguilla

Sandy Hill Bay villa

  • 1 bedroom
  • 2 bathrooms
  • sleeps 2

from £562 / night

£3,933 / week

1 / 30

Villa rental in Anguilla

Rendezvous Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £866 / night

£6,060 / week

1 / 21

Ski villa to rent in Anguilla

Island Harbour villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £705 / night

£4,935 / week

1 / 24

Holiday villa in Sandy Hill Bay

Sandy Hill Bay villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

from £1,652 / night

£11,562 / week

1 / 30

Sandy Hill Bay holiday home rental

Sandy Hill Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from £462 / night

£3,231 / week

1 / 17

Ski villa to rent in Little Harbour

Little Harbour villa

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 14

from £2,991 / night

£20,932 / week

1 / 30

Villa rental in Blowing Point

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £2,210 / night

£15,468 / week

1 / 30

Apartment rental in Anguilla

Shoal Bay Village apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £209 / night

£1,463 / week

1 / 30

The Valley holiday villa rental

The Valley villa

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 6

from £659 / night

£4,613 / week

1 / 23

Blowing Point holiday home rental

Blowing Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £223 / night

£1,559 / week

1 / 30

Holiday villa in Anguilla

Sandy Hill Bay villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £430 / night

£3,006 / week

1 / 18

Anguilla holiday apartment rental

The Valley apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £95 / night

£659 / week

1 / 9

Anguilla holiday villa rental

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,318 / night

£9,226 / week

1 / 30

Anguilla holiday home accommodation

The Valley house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,560 / night

£10,919 / week

1 / 27

Holiday villa in Island Harbour

Island Harbour villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from £1,405 / night

£9,831 / week

1 / 26

Blowing Point ski villa to rent.

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £1,096 / night

£7,667 / week

1 / 26

Holiday villa in Sandy Hill Bay

Sandy Hill Bay villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from £413 / night

£2,888 / week

1 / 19

Holiday home in Blowing Point

Blowing Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £220 / night

£1,538 / week

1 / 27

Holiday home in Anguilla

Sandy Ground house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £127 / night

£884 / week

1 / 22

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Anguilla holidays

Anguilla is one of the Caribbean's hidden gems. Tourism is a relatively recent phenomenon on this island nation, and as such, Anguilla offers visitors an authentic glimpse into the Caribbean lifestyle and a clean slate for exploration and adventure. While its profile has been rising in recent years, Anguilla is still one of the quietest and least-visited corners of the Caribbean, making it ideal for those who want to get off the beaten path to enjoy the sunshine, sand and surf without fighting huge crowds.

If you're visiting Anguilla, here are some suggestions for activities to add to your itinerary:

  • Rendezvous Bay: Considered by many to be the country's best beach, Rendezvous Bay is one of several spectacular stretches of sand and surf where you can go to revel in the glorious tropical sunshine. This is the perfect setting for Anguilla weddings and Anguilla honeymoons.
  • Historical tours: The history of Anguilla is far more complex and epic than many visitors initially realise. If you want to educate yourself on the culture and history of the island, you can take a guided tour of The Valley, the island's capital city, and the surrounding area.
  • Rainforest tours: The interior of Anguilla is filled with lush, perfectly preserved, tropical rainforests.
  • Swimming with dolphins: Seasonally, dolphins swim along the coast of Anguilla, and with the help of an experienced guide, you can enjoy the unique thrill of swimming with a dolphin in its natural habitat.
  • Wallblake House: This impressive plantation dates back to 1787, and the beautiful architecture and landscaped grounds offer a unique way to spend a day away from the beach.

If you're visiting Anguilla during March, be sure to check out the Moonsplash Festival, which features the music and arts of the island. Heading to an Anguilla spa is also a must for beauty-conscious visitors looking to pamper themselves.

Staying in a holiday rental offers visitors a more rewarding experience than a hotel. Experience Anguilla from the comfort of your very own beach villa or condo and enjoy all the comforts of home at affordable rates.

If you want to do more island hopping, Anguilla is located near Puerto Rico, and it's an easy journey to San Juan. It is also in close proximity to the British and U.S. Virgin Islands, Antigua and Barbuda, and St. Kitts and Nevis.

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