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Vacation Rentals & Villas in Anguilla

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Vacation Rentals & Villas in Anguilla

About Anguilla

1,275 villas

Mangrove Villa at Indigo Reef

The Valley villa

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$900

1 / 6

Bayview Villa, Sandy Ground. Unbelievable views

Sandy Ground house

6 bedrooms / 5 bathrooms / sleeps 12

“Authentic Caribbean Experience!” I much prefer the feel of this house which is a comfortable version of a traditional island dwelling. My husband and I love the beach, and being able to observe the bay of Sandy Ground and the salt pond at different t

Price per night from

$350

1 / 69

Colibri - Anguilla

Sandy Hill Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,400

1 / 18

Mystique - Anguilla

Anguilla villa

6 bedrooms / 8 bathrooms / sleeps 12

Price per night from

$5,250

1 / 18

Standard solar

Blowing Point villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$500

1 / 20

Bella Constantina Villa / 4 guests - Anguilla

George Hill house

2 bedrooms / 2 bathrooms / sleeps 16

Price per night from

$501

1 / 10

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.

Responds fast! avg. 1 hour 23 minutes

Price per night from

$1,755

1 / 11

James Place Apartments - Anguilla

East End Village house

1 bedroom / 1 bathroom / sleeps 4

Price per night from

$154

1 / 10

7 bedroom Villa

Sandy Hill Bay villa

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 2 hours 19 minutes

Price per night from

$1,510

1 / 9

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$2,895

1 / 11

Luxury 10 bedroom Anguilla villa. Luxurious beachfront villa!

Anguilla villa

10 bedrooms / 10 bathrooms / sleeps 20

Price per night from

$7,620

1 / 0

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

$899

1 / 122

Villa Zebra

Long Bay Village villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$880

1 / 26

Coyaba

Anguilla villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,900

1 / 19

Indigo

Anguilla villa

10 bedrooms / 9 bathrooms / sleeps 20

Responds fast! avg. 1 hour 23 minutes

Price per night from

$7,620

1 / 44

Arushi

Rendezvous Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$3,300

1 / 37

CeBlue

Anguilla villa

6 bedrooms / 5 bathrooms / sleeps 12

Price per night from

$1,795

1 / 48

Poinsettia Villa at Indigo Reef

The Valley villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$287

1 / 4

Blue

Anguilla villa

10 bedrooms / 10 bathrooms / sleeps 20

Price per night from

$8,229

1 / 30

Lotus Blossom Villa - Anguilla

The Valley house

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$1,500

1 / 10

Ambia Villa

South Hill villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$378

1 / 24

Spyglass Hill Villa - Anguilla

Sandy Ground house

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,208

1 / 10

Ani South Villa - Anguilla

The Valley house

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$6,285

1 / 10

Bella Constantina Villa / 8 guests - Anguilla

George Hill house

4 bedrooms / 4 bathrooms / sleeps 16

Price per night from

$1,002

1 / 10

Ani North Villa - Anguilla

The Valley house

4 bedrooms / 4 bathrooms / sleeps 12

Price per night from

$5,000

1 / 10

Lockrum Point Villa:Ocean front 3-bed/ 3-bath/pool

Little Harbour villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$450

1 / 42

Villa Dulcinea, Luxury in Paradise, Ocean Views

East End Village house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 3 hours 2 minutes

Price per night from

$352

1 / 12

Cerulean

West End Village villa

9 bedrooms / 10 bathrooms / sleeps 18

Price per night from

$21,429

1 / 27

Seabird

Rendezvous Bay villa

2 bedrooms / 4 bathrooms / sleeps 4

Responds fast! avg. 1 hour 23 minutes

Price per night from

$780

1 / 26

Zenaida - Anguilla

East End Village house

8 bedrooms / 9 bathrooms / sleeps 14

Price per night from

$1,650

1 / 10

Aquamarie - Kamique

Little Harbour villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 1 hour 23 minutes

Price per night from

$1,861

1 / 18

Seabird - Anguilla

Long Bay Village villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,320

1 / 25

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

Responds fast! avg. 3 hours 54 minutes

Price per night from

$399

1 / 19

Mainstay Villa at Elsie Bay

Anguilla villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 12 minutes

Price per night from

$297

1 / 14

Humming-bird

Long Bay Village villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 1 hour 23 minutes

Price per night from

$1,400

1 / 15

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

$550

1 / 29

Bella Constantina Villa / 12 guests - Anguilla

George Hill house

6 bedrooms / 6 bathrooms / sleeps 16

Price per night from

$1,504

1 / 10

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

$400

1 / 10
Viewing 38 of 1,275

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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