Vacation rentals in Anguilla

An underrated Caribbean gem

If you’re looking for a Caribbean island full of beautiful beaches without the crowds, then look no further. Anguilla is one of the lesser known Caribbean islands, and it offers an abundance of warm weather, turquoise blue waters, 33 idyllic white-sand beaches, and a pleasant lack of tourist crowds. The island is a British Overseas Territory, and it is set right next to the more popular and touristy island of Saint Martin. It’s the perfect vacation spot for honeymooners, a quality couple's getaway, a destination wedding, or just a memorable family summer vacation.

A vacation rental in paradise

Anguilla boasts a variety of vacation rentals for every type of traveler. Choose between lavish, upscale rentals with sleek decor and furnishings, to cozy, low-key rentals. Enjoy sweeping ocean views from your own private balcony, or even private beach access just steps away from the front door of your rental. Oversized vacation rentals are available for large groups and families, with fully equipped kitchens and several bedrooms. With such idyllic vacation rentals available, you may never want to leave the island!

Vacations in Anguilla

The area and getting around

Arriving in Anguilla

Anguilla is home to its own international airport, but there are not many direct flights. It’s much more common for visitors to fly into the airport on neighboring Saint Martin, which offers more direct and frequent flights since it is much more touristic. From there, you can take a ferry from Marigot Ferry Station which goes directly to Anguilla.

Getting around Anguilla

Although Anguilla is small, it is not very walkable unless you intend to stay put in one area throughout your stay. The Meads Bay area is the most walkable region of the island, and it is home to several restaurants, a supermarket, and a nice beach. However, if you want to truly discover all of what the island has to offer, it is advisable to rent a car. There are several car companies available on the island. Taxis are also a viable way of getting around.

Travelers and activities

Anguilla for nature lovers

Unspoiled by commercialism and big tourist crowds, Anguilla has been fortunate enough to maintain much of its natural beauty. Aside from exploring the many spectacular beaches around the island, there are plenty of lesser known natural features to be explored. The interior of the island is very lush with several hiking trails where you can explore forested hills, an abandoned sugar plantation estate, and more!

Anguilla for honeymooners

There’s not a more romantic destination in the Caribbean for newlyweds. Book a horseback riding tour to enjoy an idyllic excursion on horseback during sunrise. You can ride along pristine beaches and scenic trails, and even take a dip in the sparkling waters on your horse. Anguilla is the perfect destination to explore a variety of water activities, like scuba diving, kayaking, and windsurfing. Many companies around the island rent water sports gear and provide organized tours.

If you’re wondering how to pronounce Anguilla, just remember that it rhymes with ‘vanilla’ and it's pronounced like ‘anne-gwill-a’.

Top 5 travel tips in Anguilla

1. Spend a day at Little Bay

One of Anguilla’s best kept secrets is Little Bay, a stunning remote beach that is only accessible by boat. The idyllic cove is hidden away from the public and boasts powdery white-sand shores and crystalline waters which are perfect for swimming, snorkeling, and relaxing. Fishing boats leave regularly from Crocus Bay to Little Bay, so you can catch one and spend the day soaking up this true paradise beach.

2. Stroll along the shores at Shoal Bay

Famous for its pinkish-white, powdery sand beach and vibrant turquoise waters, Shoal Bay is a must for any travelers in Anguilla. The beach is two miles long, so you can enjoy long beach walks along it. It’s also a popular spot for regular dolphin sightings and water sports.

3. Enjoy a delicious meal at Blanchard’s

Blanchard’s is famous for having some of the best food in the entire Caribbean. Enjoy an ambient atmosphere in a welcoming dining room, an incredible menu of Caribbean classics, and fresh seafood. Dining here for lunch, dinner, or for a sunset cocktail is a must for anyone traveling to Anguilla.

4. Soak in the sparkling waters at Rendezvous Bay Beach

Rendezvous Bay Beach is one of the most popular beaches on the entire island and is perfect for a day of relaxing. Here you can enjoy stunning views of nearby St. Martin, two beach bars, restaurants, a long stretch of white sand, and calm, swimmable turquoise waters. The beach is a fantastic place to watch the sunset.

5. Take a boat trip

Spend the day out on the water and explore the calm, clear seas by boat. There are a variety of boat tours available on the island, from recreational day trips, snorkeling/scuba diving outings, informative boat tours, or a relaxing sunset dinner cruise. Countless boat companies around the island offer different specialized tours depending on what you had in mind.

FAQs: Vacation Rentals in Anguilla

How much do the vacation rentals in Anguilla cost on average?

Last year, rentals in Anguilla had an annual average cost of around $484 per night.

During which months are vacation rentals cheaper in Anguilla?

]If you would like to get the most out of your money, the cheapest months to visit Anguilla are June ($431 the average per night for accommodation), September ($452), and November ($466).

In which months is it more expensive to rent a vacation rental in Anguilla?

When booking a vacation rental in Anguilla, the highest prices are usually seen in the month of January (with an average of $551 per night), followed by February ($501), and then May ($494).

Is it necessary to plan a trip to Anguilla well in advance?

If you decide to put Anguilla on your bucket list, we suggest organizing your visit long before you go because it is usually very high in demand, with an annual average of 49% of rentals booked the previous year.

Which months offer the highest availability?

June, April and September are, in order of highest to lowest, the months offering the largest number of properties free, with an average availability of 62%, 60%, and 60%.

During which months is it more difficult to find available vacation rentals?

The months with the lowest properties available in Anguilla are, in order, January, December, and February with respective average availability figures of 35%, 38%, and 40%, based on the previous year.

How many rentals does Holidu have in Anguilla?

The offer of properties in Anguilla is lean, by combining the inventory of our 3 providers we can offer you around 150 properties The first person to book gets the best!