Vacation Rentals & Villas in Anguilla

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838 villas

Mangrove Villa at Indigo Reef

The Valley villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 42 minutes

Price per night from

$1,259

7 bedroom Villa

Sandy Hill Bay villa

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 14

Price per night from

$1,717

7 Palms Villa - Anguilla - Caribbean

Anguilla villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Price per night from

$3,314

Poinsettia Villa at Indigo Reef

The Valley villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 42 minutes

Price per night from

$441

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

$573

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

$458

Ocassa Villa

Little Harbour villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,145

Mainstay Villa at Elsie Bay

Anguilla villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$401

Spyglass Hill Villa

Anguilla villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Price per night from

$859

“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

$1,374

Oceana Villa Anguilla - Private Panoramic View with Heated Pool

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

$515

Villa Kai

Sandy Hill Bay villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$916

Coconut Palm Villa -Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$1,660

“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 27 minutes

Price per night from

$338

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

Island Harbour apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$161

Octagon Villa

West End Village villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

Price per night from

$458

Beach Palm Villa - Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

Price per night from

$1,025

beautifull luxe duplex 300m from the beach,sun set view from the terrase

Sandy Ground apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Price per night from

$344

MODERN VILLA WITH POOL AND STUNING OCEAN VIEWS

East End Village villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Price per night from

$882

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

East End Village house

  • 3 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Price per night from

$1,259

Twin Palms Villas at Meads Bay

Long Bay Village villa

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 10

Price per night from

$1,660

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 location and the service, not just the staff, but the owner herself was beyond our expectations. The house is spectacular as are the surrounding gardens and grounds. The owner assisted us in procuring a rental car which was waiting for us when we arrived at the villa. Since we arrived late in the day they also, by prior arrangement, helped to have some light provisions in the fridge for our arrival. We will be returning.

Price per night from

$2,290

The Embellie Villa and Cottage

The Valley villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

Price per night from

$114,462

Gardenia Villa at Indigo Reef

The Valley villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 42 minutes

Price per night from

$372

Alegria Villa: Barefoot elegant luxury villa with effortless beach access

Blowing Point villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

Price per night from

$1,650

COZY AND PRIVATE FOR TWO COUPLES TRAVELING TOGETHER

Sandy Hill Bay villa

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 11

Responds fast! avg. 1 hour 43 minutes

Price per night from

$1,071

Bonne View Villa

South Hill villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Price per night from

$401

Round Rock Estate In Anguilla

Blowing Point villa

  • 6 bedrooms
  • 9 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 7 minutes

Price per night from

$2,976

Villa Le Bleu | Beach Front - Located in Beautiful Little Harbour with Private

Little Harbour villa

  • 1 bedroom
  • 8 bathrooms
  • sleeps 16

Price per night from

$7,645

White Sands Anguilla - 5 min walk to beach, spacious, clean and comfortable

Blowing Point villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Price per night from

$206

BestValue1300/5bd/night. Rent 1 bdr or more, rates adjusted on a sliding scale

Seafeathers villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 11

“A luxurious getaway par excellence” The Villa Gardenia provided the ideal setting for our week in paradise. The villa accommodated three couples (one with young child) with ease. With warm colors and a bright, airy, open layout, we never wanted to leave. Whether lingering in the kitchen after a meal, lounging on the adjoining living room's sofa or (most of all) spending hours by the gorgeous pool, the Villa Gardenia was a delight. We can't wait to return!

Responds fast! avg. 1 hour 43 minutes

Price per night from

$1,637

Nevaeh Villa Anguilla, 9 bedroom beachfront villa (5, 6, 8 bed rates on request)

Long Bay Village villa

  • 9 bedrooms
  • 12 bathrooms
  • sleeps 20

Price per night from

$6,925

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 5 bathrooms
  • sleeps 10

Price per night from

$1,310

Champagne Shores Villa

Blowing Point villa

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Price per night from

$2,793

Stylish Place in Front of the Caribbean Sea - 3 Guests - Colonia furniture

Sandy Hill Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Price per night from

$195

Zenaida Estate | Beach Front - Located in Fabulous Sandy Hill with Private Pool

Sandy Hill Bay villa

  • 1 bedroom
  • 3 bathrooms
  • sleeps 6

Price per night from

$965

Villa Indigo | Beach Front - Located in Exquisite Little Harbour with Private

Little Harbour villa

  • 1 bedroom
  • 8 bathrooms
  • sleeps 16

Price per night from

$7,155

Viewing 38 of 838
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
Fabulous Ocean View - Bayberry and Chinaberry Villa - Come and See us this year!
Charming Villa near Rendezvous Bay!!!

Wow! This spacious, private, full equipped villa was just magical. Lyn the property manager was so sweet, welcoming and gave us wonderful recommendations as well as purchased food prior to our arrival so we could be comfortable while we waited for our COVID test results. Gayle was so easy to communicate with and updated us on what we needed to do for safe entry and exit into the island. Let’s get back to the villa though… we enjoyed mornings on the porch, drinking coffee and making yum breakfasts in the cute little kitchen. We also loved the evenings with all the great standup lights that could be turned on and created amazing ambiance. The beds were so comfortable and the villa set us all back in time a bit with its wooden features, beautiful cottage furniture and thoughtful decoration. The villa was set up so that Chinaberry villa was totally secluded from Bayberry villa so if you’re coming as couples and want privacy- it’s great to rent the whole property! We totally understand why people keep returning!!! If you’ve never booked with Gayle and Lyn and are considering it- you won’t have regrets! You have to see it to know. Some helpful tips: • Taxi rides from blowing point can be pricey- make sure to ask the driver the cost. It’s about 3min from the villa. We rented a vehicle and we loved that aspect- having mobility is the best. • Go check out little bay- wow! It’s stunning! • sip some coffee on the porch! • best shop is Best Buy for variety. Also- amazing fresh fish on the island… there’s a tent by the airport- we grilled an amazing mahi mahi! • we found food to be quite pricey at restaurants… so we went in search of good local spots… but also cooked at the villa tons! Here are our top picks that we got to see- Roti Hut- conch and goat rotis D&B bbq Blanchards- reasonable with epic sunset views Sunshine shack for drinks and hangout The dune for live music by Bankie Banx- sooo good! Thanks so much for the stay. Happy vacationing.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
Alegria Villa: Barefoot elegant luxury villa with effortless beach access
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

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