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

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1,008 Holiday homes

Shoal Bay Village holiday villa rental

Shoal Bay Village villa

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 2 hours 42 minutes

from £777 / night

£5,436 / week

Anguilla holiday villa rental

Shoal Bay West villa

2 bedrooms / 4 bathrooms / sleeps 5

7

from £212 / night

£1,459 - £1,789 / week

Holiday villa with golf nearby in Anguilla

Meads Bay Pond villa

3 bedrooms / 4 bathrooms / sleeps 6

4

from £736 / night

£5,153 / week

Holiday villa rental

Sandy Hill Bay villa

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 1 hour 53 minutes

from £1,412 / night

£9,882 / week

Holiday villa rental

The Valley villa

4 bedrooms / 5 bathrooms / sleeps 10

1

from £1,036 / night

£7,247 / week

George Hill holiday home rental

George Hill house

4 bedrooms / 4 bathrooms / sleeps 16

from £816 / night

£5,714 - £7,277 / week

Villa rental in Anguilla

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

from £1,878 / night

£13,145 - £33,899 / week

Holiday home in Anguilla

East End Village house

1 bedroom / 1 bathroom / sleeps 4

from £126 / night

£879 / week

Holiday castle with swimming pool in Anguilla

Sandy Ground castle

4 bedrooms / 5 bathrooms / sleeps 10

“Back just one day and already planning the next trip to the Cast” Favorite island? Anguilla! Favorite place to stay? Grand Outlook Castle! Paul and Elise provide everything you need to have a wonderful vacation. The Castle is luxurious but comfy, outdoor showers, hammocks, good lighting in the bathroom for make up (unusual perk),sparkling pool, well appointed kitchen, high end bedding and the best housekeeper on the island! Great location, just a short drive to anywhere. Every email is returned, every need is met - the "customer service" the owners provide is top notch. Guess that is why there are so many return guests. It is very hard to leave the stunning rainbows, sunsets and visiting turtles that we were lucky enough to view each day. Can not wait to book next years stay!

97

Responds fast! avg. 3 hours 53 minutes

from £894 / night

£8,471 - £10,941 / week

Holiday villa in Anguilla

Anguilla villa

10 bedrooms / 10 bathrooms / sleeps 20

from £6,699 / night

£44,916 - £115,586 / week

Home rental in Anguilla with swimming pool

The Valley house

4 bedrooms / 4 bathrooms / sleeps 12

from £4,070 / night

£28,489 - £36,629 / week

Holiday home with swimming pool in Anguilla

The Valley house

6 bedrooms / 6 bathrooms / sleeps 12

from £5,116 / night

£35,815 - £46,397 / week

Holiday villa in Anguilla

The Valley villa

2 bedrooms / 2 bathrooms / sleeps 5

from £362 / night

£2,532 / week

Home rental in Anguilla

East End Village house

4 bedrooms / 4 bathrooms / sleeps 10

8

from £471 / night

£3,294 / week

Holiday home with swimming pool in Anguilla

Sandy Ground house

4 bedrooms / 4 bathrooms / sleeps 8

from £984 / night

£6,883 - £12,308 / week

Holiday villa in Anguilla

Rendezvous Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

from £2,280 / night

£15,954 - £68,374 / week

Holiday villa with swimming pool in Anguilla

Anguilla villa

3 bedrooms / 3 bathrooms / sleeps 7

13

from £565 / night

£3,953 / week

Holiday home with swimming pool in Anguilla

East End Village house

7 bedrooms / 8 bathrooms / sleeps 14

2

from £1,638 / night

£11,469 - £38,233 / week

Anguilla holiday home rental

George Hill house

8 bedrooms / 8 bathrooms / sleeps 16

from £1,632 / night

£11,429 - £14,554 / week

Holiday villa in Anguilla

Anguilla villa

10 bedrooms / 10 bathrooms / sleeps 20

from £6,105 / night

£42,734 - £54,842 / week

Little Harbour holiday villa rental

Little Harbour villa

3 bedrooms / 3 bathrooms / sleeps 6

from £424 / night

£2,965 / week

George Hill holiday home rental

George Hill house

6 bedrooms / 6 bathrooms / sleeps 16

from £1,225 / night

£8,572 - £10,916 / week

Home rental in Anguilla with swimming pool

Rendezvous Bay house

3 bedrooms / 4 bathrooms / sleeps 6

from £838 / night

£5,868 - £8,329 / week

Holiday home in Anguilla

Long Bay Village house

2 bedrooms / 2 bathrooms / sleeps 5

6

from £259 / night

£1,812 - £2,735 / week

Anguilla holiday apartment rental

Anguilla apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Great rental on a remarkable island” We spent 3 weeks there this January and it was delightful. The 2 bedroom condo was clean and had everything we needed and the 1or 2 small items we requested were immediately procured. Ocean Terrace has easy access to food stores, beaches and good restaurants. There is a wonderful French Bakery in Island Harbour a fairly short drive away. You do need a rental car to get around. People at the condo and indeed all of the anguillans were universally nice and helpful. This is a relaxing island that is fairly sparsely populated. There are no negatives to repot.

14

from £377 / night

£2,353 / week

Holiday villa in Anguilla

Little Harbour villa

5 bedrooms / 5 bathrooms / sleeps 10

from £942 / night

£6,588 / week

Holiday villa in Anguilla

The Valley villa

2 bedrooms / 3 bathrooms / sleeps 5

“Amazing, Relaxing Vacation in Paradise” We spent a week in anguilla at beautiful Oceana, it was nothing short of perfection. The villa is gorgeous and the views, coupled with the amazing pool, cooking facilities made our time there, just amazing! Thank you to Rick and Michelle - we truly enjoyed ourselves.

18

from £396 / night

£3,130 - £5,601 / week

Holiday villa accommodation

Anguilla villa

6 bedrooms / 6 bathrooms / sleeps 13

3

from £2,060 / night

£11,282 - £64,304 / week

Holiday villa in West End Village

West End Village villa

9 bedrooms / 10 bathrooms / sleeps 18

from £17,443 / night

£122,096 / week

Holiday villa in Sandy Hill Bay

Sandy Hill Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 20 minutes

from £923 / night

£6,459 / week

Anguilla holiday villa rental

Anguilla villa

3 bedrooms / 3 bathrooms / sleeps 6

21

Responds fast! avg. 3 hours 30 minutes

from £280 / night

£1,957 / week

Holiday apartment in Anguilla

Island Harbour apartment

1 bedroom / 1 bathroom / sleeps 2

13

from £95 / night

£800 / week

Holiday villa letting

Anguilla villa

4 bedrooms / 6 bathrooms / sleeps 10

from £1,303 / night

£9,117 - £24,421 / week

Home rental in Island Harbour with swimming pool

Island Harbour house

3 bedrooms / 3 bathrooms / sleeps 6

from £785 / night

£5,493 - £6,667 / week

Villa rental in Anguilla

Anguilla villa

8 bedrooms / 10 bathrooms / sleeps 16

from £8,722 / night

£61,052 - £144,890 / week

Holiday villa with swimming pool in Anguilla

Anguilla villa

4 bedrooms / 5 bathrooms / sleeps 8

14

from £611 / night

£9,536 / week

Holiday villa letting

Anguilla villa

6 bedrooms / 5 bathrooms / sleeps 10

from £3,419 / night

£23,931 - £68,374 / week

Island Harbour holiday home rental

Island Harbour house

4 bedrooms / 4 bathrooms / sleeps 8

from £652 / night

£4,559 - £5,698 / week

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.

16

from £1,130 / night

£10,541 / week

Home rental in Island Harbour with swimming pool

Island Harbour house

5 bedrooms / 5 bathrooms / sleeps 10

from £2,035 / night

£14,245 - £28,489 / week

Viewing 40 of 1,008
rentals in Anguilla

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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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