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Anguilla Villas & Beach Vacation Rentals

Trying to decide on the perfect Caribbean destination for your upcoming escape? Anguilla is where you want to head if you are seeking beaches that look like postcards come to life.

Anguilla has enjoyed its designation as World's Best Caribbean Island as voted by T+L readers for several consecutive years, and with good reason. This elegant yet laid-back Caribbean island that is just 15 miles long and 3 miles at its widest point, yet boasts 33 outstanding beaches.

And where to stay? You'll be spoiled for choice here on Anguilla. Be tempted by our impressive portfolio of luxury villa and beach house rentals, ensuring the most comfort and privacy. At WIMCO Villas, our exceptional team of luxury villa specialists will help you choose the best vacation rentals in premier locations to meet your needs.


Anguilla Villas and Vacation Rentals

Our portfolio of luxury villas and vacation rentals on Anguilla ranges from one bedroom romantic retreats to ten bedroom villa compounds ideal for large groups or a multi-generations vacation.

For honeymooners or couples looking to rekindle the romance, a villa rental offers the ultimate in privacy and serenity. The WIMCO Villas team is happy to stock your pantry. Select from one of our romantic retreat options here:

For a "girlfriends getaway," renting a luxury beach house is the key to relaxed, uninterrupted fun.

For multi-generational family vacations, a luxury vacation rental provides both the freedom and security of having everyone together in one place with no unnecessary separations by rooms or floors.

Ask one of our Anguilla villa specialists how a luxury rental offers the same services as a world-class resort villa while affording the privacy and comfort that many people crave. See our fully staffed villas here.

Beach Houses and Beachfront Villas on Anguilla

So you've decided on Anguilla and renting a luxury beach villa, but where? Many of the beachfront villas in our portfolio are on Meads Bay, and offer amazing views, yet are still walkable to bars and restaurants nearby.

West-facing Little Bay will afford the most inspirational sunset views. You'll find other exceptional beach houses on Anguilla's most lauded beach, Shoal Bay, with dolphin sightings and abundant water sports offerings. Have a look at our beachfront portfolio here.


Featured Anguilla Villa Rentals

WIMCO Villas,  Anguilla Vacation rentals AL AL1, Anguilla, Shoal Bay West Vacation home rentals, Shoal Bay West Villas

AL AL1

Modern and stylish, unique skywalk overlooks ocean, rooftop hot tub, located in an exclusive resort

5 br / 6 ba

WIMCO Villas,  Anguilla Vacation rentals RIC PAR, Anguilla, Blowing Point Vacation home rentals, Blowing Point Villas

RIC PAR

Spacious and luxurious, gated seaside property, breathtaking views, steps from 2 cove beaches

6 br / 5.5 ba

WIMCO Villas,  Anguilla Vacation rentals IDP ZEB, Anguilla, Meads Bay Vacation home rentals, Meads Bay Villas

IDP ZEB

Luxurious indoor and outdoor living, overlooks the bay, a short walk from the beach and restaurants

3 br / 3 ba

WIMCO Villas,  Anguilla Vacation rentals IDP LEM, Anguilla, Forest Bay Vacation home rentals, Forest Bay Villas

IDP LEM

Secluded villa on a small beach, perfect for kayakers, rooftop patio with spectacular views

3 br / 3 ba

WIMCO Villas,  Anguilla Vacation rentals IDP TAM, Anguilla, Shoal Bay East Vacation home rentals, Shoal Bay East Villas

IDP TAM

Overlooking the ocean, ample comfortable seating, spacious living area

5 br / 5 ba

WIMCO Villas,  Anguilla Vacation rentals IDP JAS, Anguilla, Meads Bay Vacation home rentals, Meads Bay Villas

IDP JAS

Easy walk to Meads Bay Beach, enjoys a westward-facing ocean view, separate master bedroom pavilion

2 br / 2 ba

WIMCO Villas,  Anguilla Vacation rentals IDP VIS, Anguilla, Blowing Point Vacation home rentals, Blowing Point Villas

IDP VIS

Idyllic villa with panoramic views, European designer furnishings, located steps from a small beach

4 br / 4 ba

WIMCO Villas,  Anguilla Vacation rentals RIC WHI, Anguilla, Sandy Hill Vacation home rentals, Sandy Hill Villas

RIC WHI

Simple and calming, unique design boasts breathtaking views of the ocean and neighboring islands

3 br / 3 ba

WIMCO Villas,  Anguilla Vacation rentals RIC MGM, Anguilla, Forest Bay Vacation home rentals, Forest Bay Villas

RIC MGM

Nestled on a hill overlooking the coast, located off the main island road, breathtaking views

3 br / 3.5 ba

WIMCO Villas,  Anguilla Vacation rentals AXA TEQ, Anguilla, Sandy Hill Vacation home rentals, Sandy Hill Villas

AXA TEQ

Sophisticated and spacious, a short walk from the beach, breathtaking views of the ocean and islands

3 br / 3 ba

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Anguilla 5 Star Hotels and Luxury Resorts

Anguilla is home to several acclaimed five star hotels, and all of them are directly on the beach. From exceptional locations, fine beachside dining or the island's Greg Norman-designed Championship golf course, there are amenities and options to please everyone.

Some of the 5-star resorts and luxury hotels we represent are Belmond Cap Juluca, The Four Seasons-Viceroy, Malliouhana Auberge Resort, Carimar Beach Club and The CuisinArt Resort & Spa.

If you're sure that 5-star services & amenities, multiple bar and restaurant options including 24-hour in-room dining, fully equipped spas, and regularly-scheduled activities are best for your needs, then our Anguilla vacation specialists have equal expertise in arranging the best resort for your needs.

Renting Luxury Villas or Luxury Resorts - Which One Is Right for You?

It all depends on you and your party's travel style. If everyone is on the same page and wants a completely relaxed atmosphere, with no schedules to follow, then a villa rental is perfect for you. You won't miss out on services, because we can arrange them all for you: chefs, butlers, maids, and babysitters, as well as personal trainers and spa services.

If everyone has different expectations and service needs, then one of Anguilla's luxury resorts may be a better choice. Still finding it difficult to decide? Perhaps one of our villas with access to a resort's facilities? Our Anguilla villa specialists can help you choose and arrange that for you, too.


Featured Anguilla Hotels and Resorts

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Where is Anguilla and Why Visit?

Anguilla is a small island with dual coral systems and an abundance of white-sand beaches and turquoise waters at the northernmost tip of the Leeward Islands in the Eastern Caribbean.

Its nearest neighbor is St. Martin, but Anguilla is far more calm, casual and relaxed but with its own authentic style, than the dual French/Dutch island to the South.

Anguilla is considered one of the safest islands in the Caribbean. You won't find casinos, high rise hotels or cruise ships stopping here and Anguillians are genuine and good-natured, likely because of these bans. Perhaps that's why celebrities flock here, although it may well be due to the island's acclaimed food and music scenes.

What Is the Best Time to Visit Anguilla?

Anguilla offers some of the best weather in the Caribbean, a sunny, tropical climate year-round. Due to its flat landscape, Anguilla does not attract rain cloud activity the way more mountainous islands would.

Average temperatures remain relatively consistent throughout the year, between 70°F and 85°F. Although humidity can be high in the summer season, the breeze from northeast trade winds blowing in relieves some of that. The tropical storm season, as through the rest of the Caribbean region, peaks in September and October.

How to get to Anguilla?

From the US, there are direct flights to Anguilla from San Juan, Puerto Rico (60 minutes). There is also the option to fly direct to St. Maarten and fly from there (8 minutes) or taxi over to the French side of the island (St. Martin) and take a ferry from there (28 minutes).

Whichever method you choose to arrive, your WIMCO concierge can assist in planning your journey and arranging flights, meet & greet as well as baggage handling services, and car & driver to get you to your private villa.

Unlike the US Virgin Islands, Anguilla is a British Overseas Territory, which means you'll need your passport with at least 6 months' validity to pass through immigration when you arrive.

What are the top five things to do in Anguilla?

Enjoy the beaches of course! Anguilla boasts soft, pearly white sand, as well as quiet coves and inlets that make up its beaches. From Shoal Bay, Anguilla's most popular beach, 2 miles long and easily walkable to Cove Bay where you can catch views of St. Martin as you relax in uncrowded comfort to Sandy Ground, known for its very local vibe.

Be Active. Anguilla's national sport is boat racing. With such exquisitely blue waters, you'd expect nothing less. Your Concierge will also recommend kayaking, sailing, and making those arrangements for you. Cliff diving, scuba, and snorkeling are all outstanding pastimes here and are easy to arrange.

Looking for something a bit more relaxing? Then a sunset cruise or horseback riding is just the cure for stress. See more of what makes Anguilla a great active getaway here.

Taste the flavors of this Caribbean dining destination. With its abundance of 5-star hotels and resorts, Anguilla offers world-class Italian and French cuisine to rival even St. Barts, as well as Caribbean-infused American and Asian cuisines.

With the freshest fish and seafood, you'll certainly experience the very best in boat-to-table dining at over 100 types of dining establishments. A few of our favorites are Blanchards, Straw Hat and Dolce Vita. Explore more Anguilla restaurants here, and be sure to ask your WIMCO Villas concierge for recommendations and/or reservations.

Tour Anguilla. Be it nature or history you wish to discover here, Anguilla has quite a bit of both, from excursions that explore the coast as well as the interior to view the incredible flora and fauna, to hiking to visit the rock carvings and petroglyphs left thousands of years ago by the island's original inhabitants.

Visit shipwreck sites, the island's only remaining plantation, or a salt mine. Your WIMCO Villas concierge is a resource for these experiences and many more.

Take Anguilla home with you. Shopping might not be as "haute" here as its neighbor next door, St. Martin, but you will always find fun and chic beachwear. sandals, hand-crafted jewelry, and bags, plus a huge variety of art and hand-carvings, sculptures and watercolors in galleries.

What services does WIMCO Villas provide to our clients vacationing in Anguilla?

Once your WIMCO luxury villa or beach house is confirmed, it's not the end of our job. Our concierge team is ready to begin putting the finishing touches on your Anguilla villa vacation experience even before you arrive.

Looking to sample both the local cuisine as well as nightlife? We will have the necessary reservations and recommendations in place, along with a driver so you don't have to worry about getting around.

Has your family group travel style split between active and restful? No worries, we ensure everyone is happy with sightseeing recommendations, tee times reserved, car & driver or car rentals, as well as chefs, to come in when you want to stay as far away from your beautiful kitchen as possible.

Tucking in for a romantic retreat in your own little world? We will have your pantry stocked with your favorite foods so there's never a reason to leave. Speaking of romance, Anguilla is a great place to exchange vows or renew them.

The Concierge team here is happy to reach out and connect you with the necessary offices for getting that paperwork in order and plan the entire event as well. It's all part of the exceptional WIMCO Villas service, and it's our promise of a memorable vacation. Contact us at your convenience to start planning your unforgettable luxury Anguilla vacation.

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