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Vacation Rentals & Villas in Anguilla

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Vacation Rentals & Villas in Anguilla

About Anguilla

1,336 villas

Mangrove Villa at Indigo Reef

The Valley villa

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 2 minutes

Price per night from

$900

1 / 6

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

$600

1 / 29

Ocassa Villa

Little Harbour villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,000

1 / 32

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

Island Harbour apartment

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$120

1 / 31

Twin Palms Villas at Meads Bay

Long Bay Village villa

5 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$1,050

1 / 49

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$100

1 / 24

7 bedroom Villa

Sandy Hill Bay villa

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 1 hour 52 minutes

Price per night from

$1,500

1 / 9

Arushi

Rendezvous Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$3,300

1 / 37

Standard solar

Blowing Point villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$500

1 / 20

White Cedars

Sandy Hill Bay villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$781

1 / 17

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

$420

1 / 92

Villa Kai

Sandy Hill Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$797

1 / 22

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. 2 hours 27 minutes

Price per night from

$1,755

1 / 11

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

Colibri - Anguilla

Sandy Hill Bay villa

6 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,400

1 / 18

Villa Zebra

Long Bay Village villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 37 minutes

Price per night from

$880

1 / 26

Malliouhana - An Auberge Resort

West End Village villa

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 37 minutes

Price per night from

$1,345

1 / 20

Humming-bird

Long Bay Village villa

6 bedrooms / 6 bathrooms / sleeps 12

Responds fast! avg. 2 hours 27 minutes

Price per night from

$1,400

1 / 15

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

$700

1 / 53

Ani Villa South - Private Resort, Sleeps 12

The Valley villa

6 bedrooms / 6 bathrooms / sleeps 12

“What an incredible experience.....one never to forget!” Ani Villas was absolutely perfect. The Location was amazing, the Villa itself was more than we could have ever hoped for, and the staff above all, made the vacation one we will never forget. The

Responds fast! avg. 2 hours 27 minutes

Price per night from

$6,400

1 / 24

Seabird

Rendezvous Bay villa

2 bedrooms / 4 bathrooms / sleeps 4

Responds fast! avg. 2 hours 27 minutes

Price per night from

$780

1 / 26

Paradise - Anguilla

Blowing Point villa

7 bedrooms / 6 bathrooms / sleeps 14

Price per night from

$2,000

1 / 23

Location, Location, Location! Stunning Villa Azure

Shoal Bay Village villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,375

1 / 27

Mainstay Villa at Elsie Bay

Anguilla villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 2 hours 36 minutes

Price per night from

$297

1 / 14

NEW EXPANDED POOL & DECK! Oceanfront Beaches Edge East Villa

Blowing Point villa

5 bedrooms / 6 bathrooms / sleeps 12

Price per night from

$1,400

1 / 32

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

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

East End Village villa

1 bedroom / 3 bathrooms / sleeps 11

Price per night from

$498

1 / 44

Blue

Little Harbour villa

10 bedrooms / 10 bathrooms / sleeps 19

Responds fast! avg. 2 hours 27 minutes

Price per night from

$8,600

1 / 35

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

$399

1 / 19

Villa Paradise

Blowing Point villa

7 bedrooms / 5 bathrooms / sleeps 14

“Very satisfying” - Kusum M., Illinois, USA

Responds fast! avg. 2 hours 27 minutes

Price per night from

$2,000

1 / 17

Villa Amarilla

Island Harbour villa

5 bedrooms / 6 bathrooms / sleeps 10

Responds fast! avg. 2 hours 27 minutes

Price per night from

$2,500

1 / 32

Three Dolphins Lockrum Bay, Anguilla BWI

Little Harbour villa

5 bedrooms / 5 bathrooms / sleeps 10

“Wife's Birthday getaway” After extensive research into renting a property in the islands we found Three Dolphins. Since the trip was for my wife and myself as well as two other couples, the villa was the perfect size. The quality of the villa, the loc

Price per night from

$1,250

1 / 51

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$2,895

1 / 11

Villa Dulcinea, Luxury in Paradise, Ocean Views

East End Village house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$349

1 / 12

First solar

Blowing Point villa

2 bedrooms / 2 bathrooms / sleeps 4

Price per night from

$900

1 / 20

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

Price per night from

$780

1 / 18

Pinnacle Villa - 3 bd luxury, best view and excellent support from owners

South Hill villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$549

1 / 21

Nevaeh

West End Village villa

8 bedrooms / 8 bathrooms / sleeps 16

Price per night from

$7,590

1 / 45
Viewing 38 of 1,336

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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