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Anguilla Rentals

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Anguilla Rentals

About Anguilla

193 villas

$500

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

$500

1 / 29

$80

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

1 bedroom / 1 bathroom / Sleeps 2

$80

1 / 24

$718

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

East End Village house

3 bedrooms / 5 bathrooms / Sleeps 11

Responds fast! avg. 3 hours 57 minutes

$718

1 / 53

$400

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

$400

1 / 10

$295

Mainstay Villa at Elsie Bay

Anguilla villa

3 bedrooms / 3 bathrooms / Sleeps 6

Responds fast! avg. 3 hours 23 minutes

$295

1 / 14

$500

Westgreen Villa - Anguilla

West End Village house

3 bedrooms / 3 bathrooms / Sleeps 6

$500

1 / 10

$155

James Place Apartments - Anguilla

East End Village house

1 bedroom / 1 bathroom / Sleeps 4

$155

1 / 10

$2,000

Paradise - Anguilla

Blowing Point villa

7 bedrooms / 5 bathrooms / Sleeps 14

$2,000

1 / 23

$2,800

WEDDINGS, FAMILIES Enjoy 2 Full Oceanfront Villas!

Blowing Point villa

10 bedrooms / 12 bathrooms / Sleeps 20

$2,800

1 / 45

$2,500

Zenaida - Anguilla

East End Village house

8 bedrooms / 9 bathrooms / Sleeps 14

$2,500

1 / 10

$7,620

Luxury 10 bedroom Anguilla villa. Luxury!

Anguilla villa

10 bedrooms / 10 bathrooms / Sleeps 20

$7,620

1 / 0

$8,229

Blue

Anguilla villa

10 bedrooms / 10 bathrooms / Sleeps 20

$8,229

1 / 30

$441

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

$441

1 / 24

$899

PAY FOR 6 NIGHTS BUT! STAY FOR 7 NIGHTS... U WILL NOT WANT TO LEAVE-100% 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

$899

1 / 111

$7,590

Nevaeh

West End Village villa

8 bedrooms / 8 bathrooms / Sleeps 16

$7,590

1 / 45

$6,754

Modena Villa - Anguilla

Blowing Point house

5 bedrooms / 6 bathrooms / Sleeps 10

$6,754

1 / 10

$5,100

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

$5,100

1 / 20

$1,600

Nirvana Villa - Anguilla

Blowing Point house

4 bedrooms / 4 bathrooms / Sleeps 8

$1,600

1 / 8

$780

Seabird Villa - Minutes From Rendezvous Bay Beach

West End Village villa

4 bedrooms / 5 bathrooms / Sleeps 8

“The Best Vacation” This was our first villa rental experience and our first time to anguilla. It will not be our last. I was nervous to rent a vacation home based on internet pictures and reviews but Seabird exceeded our expectations. The villa was sp

$780

1 / 18

$1,500

Ocassa Villa - Anguilla

South Hill house

5 bedrooms / 5 bathrooms / Sleeps 1

$1,500

1 / 10

$1,400

NEW EXPANDED POOL & DECK! Oceanfront Beaches Edge East Villa

Blowing Point villa

5 bedrooms / 6 bathrooms / Sleeps 12

$1,400

1 / 32

$639

Bella Constantina Villa/ 4 guests - Anguilla

George Hill house

2 bedrooms / 2 bathrooms / Sleeps 16

$639

1 / 10

$250

Ocean Terrace - Beautiful Anguillan Condo Overlooking St. Maarten

The Valley condo

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 2 hours 45 minutes

$250

1 / 11

$7,590

Nevaeh

Long Bay Village villa

8 bedrooms / 8 bathrooms / Sleeps 16

Responds fast! avg. 2 minutes

$7,590

1 / 37

$120

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

Island Harbour apartment

2 bedrooms / 2 bathrooms / Sleeps 4

$120

1 / 31

$1,224

Spyglass Hill Villa

Anguilla villa

4 bedrooms / 5 bathrooms / Sleeps 8

$1,224

1 / 24

$246

Little Butterfly - Anguilla

The Valley house

1 bedroom / 1 bathroom / Sleeps 2

$246

1 / 10

$795

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

3 bedrooms / 4 bathrooms / Sleeps 6

$795

1 / 45

$325

Villa Dulcinea, Spacious, Secluded, Near Beach

East End Village house

4 bedrooms / 4 bathrooms / Sleeps 10

$325

1 / 12

$1,900

Beaches Edge West- Champagne Shores Anguilla

Blowing Point house

5 bedrooms / 5 bathrooms / Sleeps 10

$1,900

1 / 10

$589

White Cedars

Sandy Hill Bay villa

3 bedrooms / 3 bathrooms / Sleeps 6

$589

1 / 17

$547

Ambia Villa

South Hill villa

4 bedrooms / 5 bathrooms / Sleeps 8

$547

1 / 24

$1,408

Spyglass Hill Villa - Anguilla

Sandy Ground house

4 bedrooms / 4 bathrooms / Sleeps 8

$1,408

1 / 10

$6,429

Ani North Villa - Anguilla

The Valley house

4 bedrooms / 4 bathrooms / Sleeps 12

$6,429

1 / 10

$3,300

Arushi

Rendezvous Bay villa

5 bedrooms / 5 bathrooms / Sleeps 10

$3,300

1 / 37

$1,052

Twin Palms Villas at Meads Bay

Long Bay Village villa

5 bedrooms / 7 bathrooms / Sleeps 10

$1,052

1 / 49

$1,595

CeBlue

Anguilla villa

6 bedrooms / 5 bathrooms / Sleeps 10

$1,595

1 / 48

$5,000

Harmony at Sheriva

West End Village villa

8 bedrooms / 9 bathrooms / Sleeps 16

“Our Stay at Harmony” Harmony was a huge house with very supportive and lovely staff to help meet your \"every need\"

Responds fast! avg. 2 minutes

$5,000

1 / 22
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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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