Shiloh Estate villa in Anguilla - large white-painted multistory home near the sea

Anguilla Villas

Regarded as one of the most luxurious vacation destinations on Earth, lovely Anguilla is the place to go to experience the high life. Situated in the stunning island chain of the Lesser Antilles, Anguilla ticks all the boxes of a classic Caribbean vacation. There are outrageously beautiful beaches, fantastic food and drink, and awesome natural sights. Anguilla is also regarded as one of the most romantic places in the Caribbean and is popular with honeymooners and for weddings.

From incredible Anguilla beachfront villas for large groups to romantic Anguilla honeymoon villas and chic Anguilla cottage rentals, these vacation homes are the best way to stay in total Caribbean luxury.

Turquoise sea with cloudy sky and white sand beach

Things to do

  • A conch shell lying on a white sand beach with palm trees behind
    Explore the beaches
    Anguilla is blessed with many beautiful stretches of white and golden sand, perfect for a lazy day spent sunbathing or splashing in the sea.

  • Two baby sea turtles making their way across the sand to the water
    Wildlife watching
    From mighty migrating whales to rainforest frogs, and tropical fish to vibrantly colorful birds, Anguilla is a haven for wildlife.

  • A woman snorkeling beneath the waves with tropical fish
    Take to the water and get the adrenaline pumping with jet skiing, surfing, diving and more.

  • A sailboat off of the Anguilla coast
    Jump on a sailboat tour around the island and see everything that Anguilla has to offer from a new perspective.

Luxury Vacation Rentals

A curated portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

A chef prepares food for guests in one of our Top Villas vacation rentals

Enhance your stay with Travel Extras

As if our Anguilla villa rentals weren't luxurious enough, you can make your stay even more special with our Travel Extras service. You can arrange for private chefs, in-home spas, car rentals, airport transfers, and much more, all of which can be added to our villas in Anguilla for an unforgettable vacation experience.

Anguilla beachfront villas Antilles Pearl large villa on a white sand beach

Anguilla beachfront villas

If you're looking for a beachfront villa in a tropical paradise destination, Anguilla is the place for you. Not only is the island itself absolutely stunning, but Anguilla offers luxury beachfront villas that are bound to take your breath away. With incredible sea views and exquisite décor, a villa on the beach is the best way to relax and enjoy island life.

With spacious and elegantly designed interiors, private infinity pools, and top-notch amenities, our Anguilla beachfront villas are the epitome of luxury living. Whether you're seeking a romantic getaway, a family retreat, or a group celebration, our collection of beachfront villas in Anguilla promises an unforgettable experience like no other.

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

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Colibri Anguilla villa with private pool

Anguilla villas with private pools

Luxurious Anguilla vacations are the norm in our spectacular vacation rentals, which boast state-of-the-art facilities including private pools. These villas with pools come in all shapes, sizes, and styles, so whether you're traveling with the whole family or on a romantic break for two, there's an Anguilla villa with a pool to suit you.

With options including glamorous infinity pools and relaxing hot tubs, you can choose a vacation rental with an outdoor space that is perfect for both being active and chilling in the Caribbean sunshine. Pool areas are expertly designed to make the most of the stunning surroundings, with many offering sweeping sea views and sunbeds for lounging.

Nevaeh Anguilla villas with game rooms

Anguilla villas with game rooms

Welcome to the ultimate luxury retreat in Anguilla! Our exquisite Anguilla villas with game rooms are the epitome of opulence and entertainment. These exclusive villas feature state-of-the-art game rooms equipped with billiards, foosball, and other thrilling games, ensuring endless fun and relaxation for you and your guests.

After sun-soaked days on the island's pristine beaches, retreat to your private oasis and indulge in friendly competitions or simply unwind with board games and card matches. Whether you're seeking family bonding or a perfect blend of relaxation and entertainment, our Anguilla villas with game rooms offer an unparalleled experience that will leave you with cherished memories for years to come.