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We found 189 vacation rentals — enter your dates for availability
Discover a selection of 189 vacation rentals in Anguilla that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $206 per night, and villas and houses are popular options for a stay in Anguilla. Either way, you'll find a rental for everyone's needs.
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Destination guide
Sand and palm paradise in Anguilla
The picturesque white beaches of Anguilla invite vacationers to slip off their sandals and take a walk on the soft sand, or lounge under a swaying palm tree, with the sound of waves for company. The Lesser Antilles island is small, just 25 kilometers long and 5 kilometers wide at its largest, but with a number of offshore islands and cays a short boat ride away, you'll never run out of sea views to enjoy. Once you've selected your ideal Anguilla vacation rental, perhaps with an ocean view, it's off for kayak rides in the clear waves and a round of golf at the local greens.
Things to do
Island hopping around Anguilla
After checking out all the beaches and bays up and down the main island of Anguilla, a short boat ride can take you to one of the more remote offshore spots for hiking or relaxing away from the crowds. The 5-square-kilometer Scrub Island, off the eastern point, has an abandoned air field, with a plane wreck you can walk to. Snorkeling along here, you might encounter some of the sea turtles and stingrays that fill the waters. Sandy Island, a tiny cay to the west of Anguilla, earns its moniker with perfect white-sand beaches that invite you to relax in a hammock.
Activities
Waterfront fun in Anguilla
While it may be tempting to spend every day of your Anguilla vacation spread out on the beach, soaking up the warm sun, carve out some time to take in the views from the sea, while enjoying a number of water sports. Local rental companies can outfit you with a selection of boats and boards, whether you prefer kayaking in a glass-bottomed vessel, watching sea creatures swimming below or taking kitesurfing lessons to learn how to the master the wind and waves. Sailing excursions and cruises are available to explore some of the nearby islands and snorkel away from shore.
Weather
Warm winters on the beaches of Anguilla
Year-round warmth in Anguilla means that any season can be spent outdoors, enjoying swims in the ocean and sunbathing on the sand. June through November is hurricane season, with fall seeing the most rain, so if you're all about the sun, visit in the drier months between December and April, when you'll enjoy pleasant 80-degree afternoons. If you plan your trip during winter or early spring, reserve your Anguilla vacation rental early in order to secure your ideal dates, as this is the busier season for travelers and you'll want to make sure you nab one of the many properties with ocean views.
Natural features
Island habitats in Anguilla
There are plenty of natural environs and wildlife to discover around your Anguilla vacation rental, both on land and in the waters beyond, which are full of sea turtles and tropical fish. The Anguilla National Trust preserves some of the island's important natural sites, including the Big Spring Heritage Site, where you can see old petroglyphs, Fountain Cavern National Park, with its historic caves, and a number of birding areas. East End Pond is an ideal place for birdwatchers, as the 13-acre body of water is home to herons, egrets and an array of shorebirds that you can spy on from designated viewing areas.
How many vacation rentals are available around Anguilla?
Our 2021 property listings offer a large selection of 189 vacation rentals around Anguilla. From 108 villa rentals to 129 house rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.