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

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72 Holiday homes

Holiday villa with shared pool in The Valley

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £92 / night

£644 / week

1 / 4

Apartment rental in Anguilla with shared pool

The Valley apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £102 / night

£708 / week

1 / 6

Villa rental in Anguilla

Little Harbour villa

  • 11 bedrooms
  • 11 bathrooms
  • sleeps 22

from £8,457 / night

£59,195 / week

1 / 4

Anguilla holiday villa rental

Little Harbour villa

  • 10 bedrooms
  • 11 bathrooms
  • sleeps 22

from £7,538 / night

£52,761 / week

1 / 6

Villa rental in Anguilla

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,834 / night

£12,837 - £33,105 / week

1 / 11

Villa rental in Long Bay Village

Long Bay Village villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 21

from £5,332 / night

£37,319 / week

1 / 74

Holiday villa in Anguilla

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 18

from £10,571 / night

£73,994 / week

1 / 8

Holiday villa rental

Sandy Hill Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

from £1,379 / night

£9,652 / week

1 / 9

Holiday villa with swimming pool in Anguilla

East End Village villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 11

from £1,163 / night

£8,140 - £9,780 / week

1 / 50

Anguilla holiday villa rental

Long Bay Village villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £3,861 / night

£27,024 / week

1 / 57

Holiday villa in Anguilla

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £920 / night

£6,435 / week

1 / 32

Holiday hotel apartment in The Valley

The Valley hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £175 / night

£1,223 / week

1 / 10

Holiday villa with indoor pool in Anguilla

West End Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £368 / night

£2,574 / week

1 / 24

Holiday apartment in Anguilla

Sandy Hill Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

from £157 / night

£1,094 / week

1 / 34

Holiday villa in Shoal Bay Village

Shoal Bay Village villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 11

from £1,103 / night

£7,721 / week

1 / 65

Holiday home in Anguilla

Long Bay Village house

  • 8 bedrooms
  • 8 bathrooms
  • sleeps 16

from £5,902 / night

£41,315 / week

1 / 38

Holiday villa letting

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £299 / night

£2,092 / week

1 / 4

Holiday villa accommodation

Blowing Point villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £391 / night

£2,735 / week

1 / 33

Holiday villa with golf nearby in Anguilla

Meads Bay Pond villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £736 / night

£5,153 / week

1 / 20

Apartment rental in George Hill

George Hill apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £276 / night

£1,839 / week

1 / 29

Holiday villa in Anguilla

East End Village villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 11

from £708 / night

£4,955 - £9,877 / week

1 / 57

Holiday villa in Anguilla

The Valley villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £354 / night

£2,478 / week

1 / 4

Holiday villa rental

West End Village villa

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 16

from £10,156 / night

£71,086 - £184,093 / week

1 / 37

Holiday villa in Sandy Hill Bay

Sandy Hill Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 11

from £860 / night

£6,016 - £9,845 / week

1 / 52

Holiday villa with swimming pool in Anguilla

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from £690 / night

£9,330 - £18,981 / week

1 / 42

Holiday villa with shared pool in Anguilla

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

from £2,243 / night

£15,700 / week

1 / 13

Holiday apartment in Anguilla

Sandy Ground apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £276 / night

£1,931 / week

1 / 11

Holiday villa rental

Sandy Hill Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from £736 / night

£5,148 / week

1 / 22

Villa rental in Anguilla

Shoal Bay Village villa

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 10

from £1,287 / night

£9,008 / week

1 / 55

Rendezvous Bay holiday villa rental

Rendezvous Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £272 / night

£1,898 / week

1 / 18

Anguilla holiday villa rental

West End Village villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £573 / night

£4,008 / week

1 / 22

Anguilla holiday villa rental

Blowing Point villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from £920 / night

£6,435 / week

1 / 24

Holiday villa with swimming pool in Sandy Hill Bay

Sandy Hill Bay villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £1,153 / night

£8,069 - £23,534 / week

1 / 28

Anguilla holiday villa rental

Anguilla villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 16

“Vacation of a Lifetime” This was hands down the most beautiful, luxurious vacation I have ever had. The location is breath taking, and with porches and sliding glass doors being staple features in the villa, there is not a bad view to be seen. We felt like royalty every day we woke up at B on the Sea. We spent some time at the beaches on at the Cuisanart and Viceroy, and B on the Sea just blows them both right out of the water. For a personal, lavish vacation in paradise, B on the Sea is the only way to go.

from £1,103 / night

£10,295 / week

1 / 63

Anguilla holiday villa rental

Blowing Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £438 / night

£2,886 - £9,626 / week

1 / 29

Holiday home with swimming pool in Anguilla

Blowing Point house

  • 7 bedrooms
  • 9 bathrooms
  • sleeps 15

from £1,903 / night

£13,318 - £28,086 / week

1 / 49

Shoal Bay Village holiday villa rental

Shoal Bay Village villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from £759 / night

£5,309 / week

1 / 65

Holiday villa in Anguilla

The Valley villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Charming Villa near Rendezvous Bay!!!” Wow! This spacious, private, full equipped villa was just magical. Lyn the property manager was so sweet, welcoming and gave us wonderful recommendations as well as purchased food prior to our arrival so we could be comfortable while we waited for our COVID test results. Gayle was so easy to communicate with and updated us on what we needed to do for safe entry and exit into the island. Let’s get back to the villa though… we enjoyed mornings on the porch, drinking coffee and making yum breakfasts in the cute little kitchen. We also loved the evenings with all the great standup lights that could be turned on and created amazing ambiance. The beds were so comfortable and the villa set us all back in time a bit with its wooden features, beautiful cottage furniture and thoughtful decoration. The villa was set up so that Chinaberry villa was totally secluded from Bayberry villa so if you’re coming as couples and want privacy- it’s great to rent the whole property! We totally understand why people keep returning!!! If you’ve never booked with Gayle and Lyn and are considering it- you won’t have regrets! You have to see it to know. Some helpful tips: • Taxi rides from blowing point can be pricey- make sure to ask the driver the cost. It’s about 3min from the villa. We rented a vehicle and we loved that aspect- having mobility is the best. • Go check out little bay- wow! It’s stunning! • sip some coffee on the porch! • best shop is Best Buy for variety. Also- amazing fresh fish on the island… there’s a tent by the airport- we grilled an amazing mahi mahi! • we found food to be quite pricey at restaurants… so we went in search of good local spots… but also cooked at the villa tons! Here are our top picks that we got to see- Roti Hut- conch and goat rotis D&B bbq Blanchards- reasonable with epic sunset views Sunshine shack for drinks and hangout The dune for live music by Bankie Banx- sooo good! Thanks so much for the stay. Happy vacationing.

from £272 / night

£1,899 - £2,542 / week

1 / 19

Home rental in Anguilla

East End Village house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from £460 / night

£3,218 / week

1 / 12

The Valley holiday home rental

The Valley house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £152 / night

£1,010 / week

1 / 12

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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.

Top Destination reviews

Three Dolphins Lockrum Bay, Anguilla BWI
Magical Villa

This luxurious Villa is as relaxing and beautiful as anyone could wish. I think every guest who visits realizes that they have stepped upon sacred grounds when visiting the 3 Dolphins Villa on the isle of Anguilla. It’s truly a spectacular setting and easy to get to all of the famous beaches. The owners are outstanding hosts; we could not have asked for more. They truly are generous and kind. They have thought of every detail a guest may need to feel indulged, secure, and to enjoy maximum relaxation. Prepare to feel pampered. The towels were fluffy and new. The bedding so comfortable. Lovely bathrooms, and dining /living areas. Lovely kitchen with anything you may desire to set a lovely table and to cook a delicious meal. Amazing staff. We could not have dreamed of a better long weekend. It was torture to leave.see more

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