Anguilla vacation rentals

We found 266 vacation rentals — enter your dates for availability

your current months are May, 2024 and June, 2024.
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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.

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.

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.

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.

Frequently asked questions

What is the best area to stay in Anguilla when booking a vacation rental?

If you're planning an Anguilla trip, Little Harbour is one of the most popular neighborhoods to stay. Whether you opt for a chalet, cottage or other property type, you'll always have the entire place to yourself.

What is the most popular type of vacation rental accommodation in Anguilla?

Based on our data, villas are the most desirable vacation rental type in Anguilla. But naturally, everyone's idea of an awesome trip can vary. Vrbo has vacation rentals of all sizes, shapes and budgets, so you're sure to discover your ideal fit.

How much does it cost to rent a vacation rental in Anguilla?

The average price for a vacation rental in Anguilla can vary depending on factors like time of year, length of stay and property type. Whether you're dreaming about a sprawling villa with room to move around or a cozy cabin for you and your other half, just enter your travel dates to see stays with amazing value.

How much does it cost to rent a beach house in Anguilla?

The average price for a vacation rental near the beach in Anguilla will depend on when you're going and the size and type of property you want. You can easily find prices on Vrbo by entering your travel dates. Then make use of the filter tool to choose the number of bedrooms and amenities that you require, like WiFi, air conditioning and a hot tub.

What are popular rental amenities in Anguilla?

When it comes to rental amenities that people look for in Anguilla, a fridge, a microwave oven and a washing machine rank highest. With Vrbo vacation rentals, there are options to fit your style and taste, whether you're taking a trip with family members, friends or even pets.

Are there large group vacation rentals in Anguilla?

You'll find 41 vacation rentals in Anguilla that can host 10 or more people. Whether you're planning a get-together with extended family or a special event, there's plenty of room to get your favorite people together under the same roof.

Can I find two-bedroom vacation rentals in Anguilla?

Anguilla has 26 two-bedroom vacation properties to choose from. Experience a vacation home with all the space and comfort you need at an attractive price on Vrbo.

Are there vacation rentals with WiFi in Anguilla?

Choose from 67 vacation rentals with WiFi in Anguilla. If you'd like to disconnect from daily life on your break, but still need to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How old do you have to be to rent a vacation rental in Anguilla?

You'll need to check with the Anguilla vacation rental you're considering on Vrbo as the minimum age varies. However, normally it's 16, 18 or 21.

How long can I rent a vacation rental in Anguilla for?

The amount of time you can stay in an Anguilla vacation home for is up to the property. Simply tap in your preferred travel dates to view available options that offer extended stays. They feature all you need to make your extended trip more enjoyable and convenient, like kitchens and air conditioning. Some vacation rentals may also offer discounted weekly or monthly prices, so you can stick around for longer for less.

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