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Vacation Rentals & Vacation Rentals in Anguilla

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Vacation Rentals & Vacation Rentals in Anguilla

About Anguilla

1,339 villas

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

1 / 24

Stunning Sea Feathers Villa

Anguilla villa

3 bedrooms / 3 bathrooms / sleeps 7

“True tranquility, peace, rest, beauty and boat races” This was my first trip out of the country. I thought I had walked right into heaven. The bedroom I stayed in was surrounded by windows with a wonderful cross breeze. I should also mention the 4 pos

Price per night from

$501

1 / 29

WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!

Blowing Point villa

10 bedrooms / 12 bathrooms / sleeps 20

Price per night from

$3,103

1 / 45

Beach Villa Ella - Anguilla

Long Bay Village house

3 bedrooms / 2 bathrooms / sleeps 6

Price per night from

$332

1 / 10

Colibri - Anguilla

Sandy Hill Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$946

1 / 18

Ocean View Apartment at Captain's Ridge (view from every room)

Island Harbour apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$121

1 / 31

Villa Fay Perfect getaway for couples or families

Anguilla house

3 bedrooms / 4 bathrooms / sleeps 8

“Heaven in anguilla” 8 of us just stayed 2 weeks at Villa Fay, in anguilla! The villa is simple beautiful Sonja and Leroy ( housekeeping staff) were very kind and helpful! The villa is very very big, with the best view to the ocean and St. Marteen. Loc

Price per night from

$441

1 / 24

Nevaeh

Long Bay Village villa

8 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$7,590

1 / 37

Quixotic Villas - Anguilla

Island Harbour house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$575

1 / 10

TRULY EFFORTLESS BEACH ACCESS! A MUST SEE! Alegria

Blowing Point villa

4 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,456

1 / 42

Zenaida - Anguilla

East End Village house

8 bedrooms / 9 bathrooms / sleeps 14

Price per night from

$1,650

1 / 10

Humming-bird

Long Bay Village villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,400

1 / 15

Arushi

Rendezvous Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$3,303

1 / 37

Twin Palms Villas at Meads Bay

Long Bay Village villa

5 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$1,055

1 / 49

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 s

Price per night from

$401

1 / 10

Bella Constantina Villa/ 4 guests - Anguilla

George Hill house

2 bedrooms / 2 bathrooms / sleeps 16

Price per night from

$501

1 / 10

Wesley House - Anguilla

Island Harbour house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$964

1 / 10

James Place Apartments - Anguilla

East End Village house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$154

1 / 10

Ani Villas, Anguilla (North Villa)

The Valley villa

4 bedrooms / 5 bathrooms / sleeps 8

“First Class architecture in an amazing Caribbean setting” It was really great. The architecture and furnishings are first class. There were so many nice touches. The sheets and bed were really enjoyable. We absolutely loved the master bedroom and

Price per night from

$5,105

1 / 20

Enchanting, Family Friendly 3bdr, adjustable fee for more or less bedrooms

East End Village house

3 bedrooms / 5 bathrooms / sleeps 11

Price per night from

$701

1 / 53

Ultimacy

Island Harbour villa

8 bedrooms / 10 bathrooms / sleeps 16

Price per night from

$1,000

1 / 13

Ani North

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$5,105

1 / 32

BEST VIEWS IN PARADISE... U WILL NOT WANT TO LEAVE-100% OF PRIOR GUESTS AGREE!

Sandy Ground castle

4 bedrooms / 5 bathrooms / sleeps 10

“Great Home, Great Location, Fabulous Infinity Pool & View” Our family of six spent a week at the Grand Outlook Castle. The view and pool are out of this world - almost literally, as you are 100 feet above the ocean facing directly west. The sunsets we

Price per night from

$900

1 / 111

Indigo

Anguilla villa

10 bedrooms / 9 bathrooms / sleeps 20

Price per night from

$7,620

1 / 44

Anani - Kamique

Little Harbour villa

4 bedrooms / 4 bathrooms / sleeps 8

“Our Stay at Anani - Kamique” The Villa was fantastic. It overlooks the ocean directly into St Maarten. The accomodations were top quality - TV, appliances, furnishings, etc.

Price per night from

$1,757

1 / 11

Little Butterfly - Anguilla

The Valley house

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$246

1 / 10

Westgreen Villa - Anguilla

West End Village house

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$385

1 / 10

Tequila Sunrise

South Hill villa

3 bedrooms / 3 bathrooms / sleeps 6

“Relaxing” The View was perfect from the pool!! The villa was very comfortable and private with ALL amenities provided. - Debbra P., California, USA

Price per night from

$1,487

1 / 22

Imperial Penthouse, New Oceanview w/H.Pool&Package

South Hill villa

2 bedrooms / 2 bathrooms / sleeps 4

“British West Indies dream!!” My wife Joan and I arrived with our friends, Peter and Karen Hollander who live south of Boston, for a weeks stay in early april. We were greeted warmly by our hosts, the Louden's, who live in the villa next door. After s

Price per night from

$400

1 / 19

Ani North Villa - Anguilla

The Valley house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$5,000

1 / 10

Lotus Blossom Villa - Anguilla

The Valley house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$1,500

1 / 10

Black Pearl - Anguilla

Shoal Bay Village house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,800

1 / 10

Nevaeh

West End Village villa

8 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$7,597

1 / 45

Beach Palm Villa - Twin Palms Villas at Meads Bay

Long Bay Village villa

2 bedrooms / 3 bathrooms / sleeps 4

Price per night from

$696

1 / 32

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$796

1 / 45

Oceana Villa Anguilla - Brand New 2 bedroom

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

Responds fast! avg. 2 hours 14 minutes

Price per night from

$421

1 / 92

Ocassa Villa - Anguilla

South Hill house

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,000

1 / 10

West End Bay Self Catering Apartments - Anguilla

Long Bay Village house

2 bedrooms / 2 bathrooms / sleeps 5

“The perfect home away from home” We visited anguilla in May to help transport an elderly gentlemen to this island. We found ourselves in need of a place to stay with only 2 weeks notice. My husband emailed Carl Irish that evening and heard back by m

Price per night from

$156

1 / 10
Viewing 38 of 1,339

About Anguilla

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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 realize. 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 vacation 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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