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Vacation Rentals & Villas in Anguilla

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1,010 villas

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 times during the day was a dream of ours come true. The bird watching was great, too. We even saw ospreys!

Price per night from

$351

Mangrove Villa at Indigo Reef

The Valley villa

4 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,262

7 bedroom Villa

Sandy Hill Bay villa

7 bedrooms / 7 bathrooms / sleeps 14

Responds fast! avg. 1 hour 53 minutes

Price per night from

$1,721

BEST VIEW IN TRUE 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 were fantastic! The villa has everything you'll need for a great and relaxed vacation. The location close to town and midpoint to east and west beaches can't be beat! Owners Paul and Elise couldn't be more helpful and we really appreciated all the advance info and preparations that made our stay so enjoyable. Highly recommend!!

Responds fast! avg. 3 hours 53 minutes

Price per night from

$1,089

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$3,321

Poinsettia Villa at Indigo Reef

The Valley villa

2 bedrooms / 2 bathrooms / sleeps 5

Price per night from

$441

Blue

Anguilla villa

10 bedrooms / 10 bathrooms / sleeps 20

Price per night from

$8,229

Arushi

Rendezvous Bay villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$3,400

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

Little Harbour villa

3 bedrooms / 3 bathrooms / sleeps 6

Price per night from

$517

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 poster bed with beautiful bedding. The views were so stimulating, beautiful and peaceful I didn't even feel like I had to leave the house at all. It had it all. A full kitchen, a pool with the most comfortable lounge chairs. The view if I have not mentioned was stunning. No matter where you were in the house you found see all stunning beauty surrounding you. I was comfortable, felt safe at night. I would recommend this house for ANYONE!!! There is also a wonderful hermit crab who comes to visit nightly.

Price per night from

$688

James Place Apartments, Anguilla , British West Indies

Island Harbour apartment

1 bedroom / 1 bathroom / sleeps 2

Price per night from

$115

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 spacious two bedroom condos and the breathtaking views of St. Martin from the balcony. The condos are always very clean and well kept and the service is fantastic. We highly recommend Ocean Terrace!

Price per night from

$459

Villa Dulcinea - Ocean views, near beach, outdoor space, great for groups!

East End Village house

4 bedrooms / 4 bathrooms / sleeps 10

Price per night from

$574

Ani Estate - Anguilla

Anguilla villa

10 bedrooms / 10 bathrooms / sleeps 20

Price per night from

$7,500

Cerulean

West End Village villa

9 bedrooms / 10 bathrooms / sleeps 18

Price per night from

$21,429

Triton - Kamique

Anguilla villa

6 bedrooms / 6 bathrooms / sleeps 13

Price per night from

$1,980

Mainstay Villa at Elsie Bay

Anguilla villa

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 30 minutes

Price per night from

$341

Tequila Sunrise Villa in Anguilla

Sandy Hill Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Responds fast! avg. 2 hours 20 minutes

Price per night from

$1,136

Ocassa Villa

Little Harbour villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$1,147

Kishti West

Anguilla villa

6 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$4,200

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 will need .. you will find it there. We used the kitchen for breakfast, lunch and dinner. There is a supermarket with a 7 min. drive - you will find everything there. Our favorite beach was at Cap Juluca hotel - it is approx. 20-25 min drive by car. The view from the house is beautiful. If this was not our honeymoon, we would have loved to bring frieds as this house is really big for two. Shelah came about every other day to clean the whole house, put new towels and clean sheets. She did a really good job - nothing to complain about. She also took care of our laundry once and helped us with a trip to Sandy Island. We had a chef one night cooking delicious crayfish - he knew where to find everything. It was a great evening. If you have any questions, you can contact me! Too sad I have to write this review now as it means that this wonderful vacation is over already :-( but I loved every minute of it! Will never forget it and hopefully come back one day!

Price per night from

$482

Sandcastle Anguilla

Anguilla villa

4 bedrooms / 6 bathrooms / sleeps 10

Price per night from

$1,600

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

$630

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$1,199

LUXURY VILLA 'B ON THE SEA' IN ANGUILLA, 5 ENSUITE BEDROOMS, 2 DECKS, 2 POOLS

Anguilla villa

5 bedrooms / 5 bathrooms / sleeps 16

“No Place better than "B on the Sea"” This past year I was lucky enough to have the opportunity to stay at "B on the Sea" for a week vacation with friends. Besides the beauty of anguilla, the friendly locals, and the amazing food and drink, the accommodations made our vacation complete! The views at B on the sea are beyond incredible. With multiple decks capturing the panoramic views of the ocean and the ability to enjoy two pools and an open-aired kitchenette, you cannot go wrong. I would highly recommend this villa to anyone considering traveling with a group of friends or family as well as a couple looking to entertain or relax. Anguilla is a beautiful island, and "B on the sea's" location makes it the perfect spot to take in the island paradise!

Price per night from

$1,377

Spyglass Hill Villa

Anguilla villa

4 bedrooms / 5 bathrooms / sleeps 8

Price per night from

$745

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

Island Harbour apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 1 hour 49 minutes

Price per night from

$160

Kishti Estate

Anguilla villa

11 bedrooms / 11 bathrooms / sleeps 22

Price per night from

$11,200

The Beach House - Anguilla

Anguilla villa

8 bedrooms / 10 bathrooms / sleeps 16

Price per night from

$10,715

Anani - Kamique

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$1,455

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 50 minutes

Price per night from

$803

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. Located near the ferry, blowing point! The owner is the most helpful and kindly person i have ever talked to. From the first moment when we get in touch, he was very enthusiastic and helpful ! I just would like to go back again and again! Thanks a lot everything!! Gabriella :)

Price per night from

$441

Villa Kai

Sandy Hill Bay villa

3 bedrooms / 4 bathrooms / sleeps 6

Price per night from

$918

Fabulous Ocean View - Bayberry and Chinaberry -

The Valley villa

3 bedrooms / 3 bathrooms / sleeps 8

“Our stay ay Bayberry” Dear Gayle: We are still talking about the wonderful experience we had at Bayberry this past January. The house was everything that we had hoped for, Lynn was a real gem and we had a superb vacation. As you know, we favor that part of the island for many reasons. It is tranquil with great views and lush vegetation; the courtyard is beautiful and the perfect place to read, relax and sip that long drink. Thank you for allowing us to share this little paradise. Doris, Ellen and Sal

Responds fast! avg. 2 hours 50 minutes

Price per night from

$339

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

East End Village villa

1 bedroom / 3 bathrooms / sleeps 11

Responds fast! avg. 3 hours 50 minutes

Price per night from

$574

Ani North

Anguilla villa

4 bedrooms / 4 bathrooms / sleeps 8

Price per night from

$5,100

Kishti Black

Anguilla villa

5 bedrooms / 5 bathrooms / sleeps 10

Price per night from

$2,650

Twin Palms Villas at Meads Bay

Long Bay Village villa

5 bedrooms / 7 bathrooms / sleeps 10

Price per night from

$1,549

Viewing 38 of 1,010
rentals in Anguilla

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About Anguilla

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.

Top Destination reviews

Ocean View Apartment at Captain's Ridge (view from every room)
Spacious with an amazing view

We had a great vacation in Anquilla and thoroughly enjoyed our stay at Captains Ridge. The villa was spacious and had everyhing we needed to cook some meals and enjoy the wonderful view. There was plenty of hot water and a wash machine available for our use as well. Yolande D was extremely kind and helped us with directions to grocery stores and beaches. Shoal bay East is gorgeous and close by as well as junks hole, but a car will allow you to visit many of the others. There are a handful of restaurants in the Shoal Bay area less then 10 min. away. I would reccomend this affordable villa and thank Yolande for her gracious hospitality. She is a wonderful ambassador for the kind people and beautiful island of Anguilla.see more
Mainstay Villa at Elsie Bay
Very family friendly

what a wonderful stay at mainstay.The house is everything advertised and then some.The owners are wonderful and really care that your satisified with everything. We are already talking about our next year trip and it will be at Mainstay.Thanks for letting us enjoy your home on our very favorite island.see more
Twin Palms Villas at Meads Bay
Villa in Anguilla

We stayed in this Villa for almost three weeks.The villa was very comfortable for three couples.We found the villa to be well furnished and well stocked. Sharon and Violet returned to the villa on a daily basis to make sure the villa was neat and tidy before they left.They absolutely met every one of our needs.A short walk to the beach made this location desirable.Only suggestion I would make is to smooth out the dirt driveway a bit.I would return to this villa and certainly would recommend it.see more
TRULY EFFORTLESS BEACH ACCESS! A MUST SEE! Alegria
An Exceptional Property, Exceptional Island, Exceptional Hosts!!!”

Not sure where to begin...to start with why don’t I say “wow”...what a wonderful week and great experience. We are thankful to our hosts Neil and Wendy for sharing their island home with us. This is our second experience at Villa Alegria and every bit as good as the first. Let’s start with the island...Anguilla is a wonderful island that is away short flight or boat trip away from the crowds over on St. Maarten. The island itself boasts countless white sand beaches, 33 to be exact, with crystal clear turquoise waters and great restaurants. Our favorite beaches, all close driving distance from the villa were Shoal Bay East - home to a number of casual beach bars, white sand and turquoise waters and Rendezvous Bay – also home to white sand and turquoise waters, but also the Bankie Banx Dune Preserve if you are into some afternoon music. Both beaches have ample opportunity for activity and fun or if you wanted...just peace, quiet and relaxation. This is of course not to mention a beautiful sandy beach that is all but a short 100 yard walk down a path from the villa to the ocean In terms of restaurants, for a small island Anguilla boasts a range of fine-dining, mid-range and casual dining options. It is truly unlike any other island we have been to and cater to those who appreciate a great dining experience. Our favorite restaurants were Blanchard’s and Barrel Stay. We liked Blanchard’s for their lively atmosphere and great food. Barrel Stay was an unknown to us but turned out to be a great experience. When we first got there we did not have high expectations as the outward appearance was more of a casual beach bar. However, we were literally blown away with the meal...from the service, to the appetizers, main course and dessert it was fine dining at its best. Graham is clearly a top notch chef with a passion for excellence in cuisine. In terms of the villa...it is situated on the highly desirable west side of the island in a quiet residential neighbourhood and is central to all amenities. Close to the ferry terminal and a short drive from the small island airport. So the trip to the villa, if anything, was an easy and short drive down an unassuming road to the edge of the ocean. The villa itself is stunning, beyond comparison and well over 7,500 square feet. It boasts stunning ocean views of the turquoise waters from each of the four bedrooms, great room and kitchen and 30 foot ceilings, if not higher, in the grand entrance and great room. The kitchen is without doubt a chef’s kitchen and has top end appliances, granite counter tops, a wine fridge and has ample room for preparing meals while enjoying the views of the ocean. The great room has floor to ceiling doors and windows which fully open to enjoy the trade winds with a walkout to an outdoor lounge area and with additional seating for lunches and dinner. All of this overlooking a large waters-edge infinity pool with an attached whirlpool. In addition there are ample lounge chairs and umbrellas situated around the pool to enjoy the perfect south exposure and great views of St Maarten in the distance. In a a separate building was a fully equipped fitness studio for those who wanted to balance relaxation with fitness. The villa also had a separate media room/office, which I personally found quite useful when balancing vacation with work priorities and checking the occasional email and making a phone call. The four bedrooms were exquisite and well located in the four corners of the house allowing our group of eight (four couples in our mid-fifties) with more than ample privacy. The bedrooms were so private that at night we felt like we had the villa all to ourselves without knowing the other was there. Each bedroom had stunning ocean views, a luxurious and well equipped bathroom, and comfortable beds with soft linens that provided for a restful sleep. Two of the bathrooms had both indoor and outdoor showers and the master bathroom had a soaking tub. Should the evening breezes not be enough to cool us each bedroom also had a separate air conditioning unit. The bottom line for us...this is wonderful villa and we highly recommend it. Exceptional accommodation, exquisite infinity pool overlooking the turquoise ocean waters, perfect southern exposure, beautiful beaches, no crowds, great restaurants and most importantly wonderful hosts, an attentive house manager and a diligent housekeeper. We appreciate Villa Alegria and look forward to our return.see more
Ocean Terrace Luxury 2BR Condos, Spectacular Views
2nd trip, still love it.

Everything I said in my last review remains the same. Ambrose continues to go out of his way to make sure everyone is happy. The apartments have tons of space, and anything you need that you can't find, Ambrose will make sure you get it. The internet has been upgraded as well. I'm currently getting 15mbs down and 10mbs up. (for non-technical people - those numbers are good worldwide, and amazing on an island)see more
Pinnacle Villa - 3 bd luxury, best view and excellent support from owners
Lovely Villa

Villa Topaz was an excellent choice for my husband, myself and our 2 friends. It is located just above Sandy Ground, and overlooks it’s lovely Harbour. It’s location on the island is pretty much central, which made it easy for us to travel to the various beaches and restaurants. The Villa was clean and very well appointed with the everyday necessities. The view is spectacular, and the Balinese decor of the Villa is well done. Very charming townhouse villa! Thank you to Jonice and Deleon for their hospitality.see more

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